1.

Sruktur kimia obat

CH3

CH3

N
H

C
O OH

2. Formula, Berat molekul dan Analisis elemen dari senyawa obat

Chemical Formula: C15H17NO2

Exact Mass: 243.13
Molecular Weight: 243.30
m/z: 243.13 (100.0%), 244.13 (16.5%), 245.13 (1.7%)
Elemental Analysis: C, 74.05; H, 7.04; N, 5.76; O, 13.15

3. Sifat Kimia Fisika seperti titik didih, titik lebur, nilai log P, refraksi molar,panas
pembentukan dll senyawa obat.

Boiling Point: 797.97 [K]

Melting Point: 544.45 [K]
Critical Temp: 862.49 [K]
Critical Pres: 25.18 [Bar]
Critical Vol: 731.5 [cm3/mol]
Gibbs Energy: -11.21 [kJ/mol]
Log P: 2.8
MR: 75.15 [cm3/mol]
Henry's Law: 8.95
Heat of Form: -277.73 [kJ/mol]
tPSA: 49.33
CLogP: 3.111
CMR: 7.0401
4. Nilai fisaka kimia dan sumber pustakanya
*** Physical Property Report Generated By CS ChemProp ***

************************************************************************
Data from database
************************************************************************

<Name of molecule>
Barbituric acid,5-Et-5-phenyl/phenobarbital/

<Molecular formula>
C12 H12 N2 O3

<CAS>
50-06-0

<Molecular weight>
232.2390

<Partition Coefficient (Log Kow); n-octanol/water>

1.470
<Reference>
AT PH = 2.0

1.140

<Reference>
RODRIGUEZ,L.,ZECCHI,V.,CINI,M.,IL FARMACO,34,371(1979)

PH 5.5 PHOSPHATE BUFFER

1.410

<Reference>
LEPETIT,G.,PHARMAZIE,32,289(1977)

AT PH = 2.0

1.420

<Reference>
HANSCH,C.,STEWARD,A.,ANDERSON,S.,BENTLEY,D.,J.MED.CHEM.,11,1(1
968)

1.530
<Reference>
 PH= 7.4, PHOSPHATE BUFFER; NOT ION-CORRECTED

1.390

<Reference>
ARMSTRONG,N.,ET.AL.,J.PHARM.PHARMACOL.,36,361(1984)

1.150

<Reference>
LEPETIT,G.,PHARMAZIE,32,289(1977)

PH = 7.0, PHOSPHATE BUFFER; NOT ION CORRECTED

1.430

<Reference>
LULLMANN,H.,TIMMERMANS,O.,ZIEGLER,A.,EUR.J.PHARMACOL.,60,277
(1979)

PH = 1.0 USING HCL

1.710

<Reference>
PANG,K.Y.Y.,BRASWELL,L.M.,CHANG,L.,
SOMMER,T.J.,MILLER,K.W.,MOL.PHARMACOL.,18,84(1980)

PH = 7.0; NOT ION-CORRECTED

1.420

<Reference>
HUGUENARD,J.,WILSON,W.,J.PHARMACOL.EXPER.THERAP.,234,821(1985
)

0.140

<Reference>
LEPETIT,G.,PHARMAZIE,32,289(1977)
 PH = 8.50

<pKa>
7.360

<Reference>
BRODIN,A.,NILSSON,M.,ACTA PHARM.SUECICA,10,187(1973)

7.300

<Reference>
BUTLER,J.,J.AM.PHARM.ASSOC.,44,367(1955)

7.410

<Reference>
KANENIWA,N.,ET.AL.,CHEM.PHARM.BULL.,27,1501(1979)

AT PH = 7.4 + PHOSPHATE BUFFER, 37 DEG., NOT ION-CORRECTED

7.210

<Reference>
ASADA,S.,KASHIMOTO,A.,YAMADA,T.,YAKUGAKU
ZASSHI,96,1169(1976)

PH = 0.7

7.300
<Reference>
AT PH = 2.0

************************************************************************
Estimation of logarithm of Partition Coefficient [n-Octanol/Water] Log(p)
************************************************************************

Log(p)........: 1.52
St..deviation.: 0.47
by Crippen's fragmentation: J.Chem.Inf.Comput.Sci.,27,21(1987).

Log(p)........: 1.56
St..deviation.: 0.49
by Viswanadhan's fragmentation: J.Chem.Inf.Comput.Sci.,29,163(1989).

Estimation using Broto's fragmentation method

Log(p)........: 1.19
St..deviation.: 0.65
by Broto's method: Eur.J.Med.Chem.- Chim.Theor.,19,71(1984).

************************************************************************
Estimation of Molar Refractivity
************************************************************************

MR............: 58.64 [cm.cm.cm/mol]

St..deviation.: 1.27
by Crippen's fragmentation: J.Chem.Inf.Comput.Sci.,27,21(1987).

MR............: 59.70 [cm.cm.cm/mol]

St..deviation.: 0.77
by Viswanadhan's fragmentation: J.Chem.Inf.Comput.Sci.,29,163(1989).

************************************************************************
Estimation of Henry's Constant (H)
************************************************************************

1. method: H = 16.290 log[unitless]

Estimation of mean error..: 0.340

2. method: The Method is not usable for this type of molecule.

Two or more polar groups is in the compound.

************************************************************************
Estimation of the Boiling and Freezing points.
************************************************************************

Normal Boiling Point [p=1atm]: 811.72 [K]

Standard Error: 20.400 [K]
Joback fragmentation method modified by S.E. Stein
Normal Boiling Point [p=1atm]: 811.40 [K]
Standard Error: Error was not estimated.
Joback fragmentation method

Freezing Point [p=1atm]: 607.57 [K]

Standard Error: 25.000 [K]
Joback fragmentation method

************************************************************************
Estimation of the Critical properties.
************************************************************************

Critical Temperature: 1038.47 [K]

Standard Error: Error was not estimated.
Joback fragmentation method

Critical Pressure: 38.010 [bar]

Standard Error: Error was not estimated.
Joback fragmentation method

Critical Volume: 693.50 [cm.cm.cm/mol]

Standard Error: Error was not estimated.
Joback fragmentation method

************************************************************************
Estimation of the Thermodynamics properties
************************************************************************

Heat of Formation [T=298.15K, p=1atm]: -131.45 [kJ/mol]

Standard Error: Error was not estimated.
Joback fragmentation method

Gibbs Energy [T=298.15K, p=1atm]: 123.44 [kJ/mol]

Standard Error: Error was not estimated.
Joback fragmentation method
Ideal gas thermal capacity for T= 298.15 [K] and p=1atm: 259.15 [J/(mol.K)]
Standard Error: Error was not estimated.
Joback fragmentation method

1. Sruktur kimia obat

HN

O N O
H

Fenorbarbital
2. Formula, Berat molekul dan Analisis elemen dari senyawa obat

Chemical Formula: C12H12N2O3

Exact Mass: 232.08
Molecular Weight: 232.24
m/z: 232.08 (100.0%), 233.09 (13.2%), 234.09 (1.5%)
Elemental Analysis: C, 62.06; H, 5.21; N, 12.06; O, 20.67

3. Sifat Kimia Fisika seperti titik didih, titik lebur, nilai log P, refraksi molar,panas
pembentukan dll senyawa obat.

Boiling Point: 811.4 [K]

Melting Point: 607.57 [K]
Critical Temp: 1038.47 [K]
Critical Pres: 38.01 [Bar]
Critical Vol: 693.5 [cm3/mol]
Gibbs Energy: 123.44 [kJ/mol]
Log P: 1.41
MR: 58.64 [cm3/mol]
Henry's Law: 16.29
Heat of Form: -131.45 [kJ/mol]
tPSA: 75.27
CLogP: 1.365
CMR: 6.1385
4. Nilai fisaka kimia dan sumber pustakanya

*** Physical Property Report Generated By CS ChemProp ***

***********************************************************
*************
Data from database
***********************************************************
*************

<Name of molecule>
Barbituric acid,5-Et-5-phenyl/phenobarbital/

<Molecular formula>
C12 H12 N2 O3

<CAS>
50-06-0

<Molecular weight>
232.2390

<Partition Coefficient (Log Kow); n-octanol/water>

1.470
<Reference>
AT PH = 2.0

1.140

<Reference>
RODRIGUEZ,L.,ZECCHI,V.,CINI,M.,IL
FARMACO,34,371(1979)

PH 5.5 PHOSPHATE BUFFER

1.410
 <Reference>
LEPETIT,G.,PHARMAZIE,32,289(1977)

AT PH = 2.0

1.420

<Reference>

HANSCH,C.,STEWARD,A.,ANDERSON,S.,BENTLEY,D.,J.MED.CH
EM.,11,1(1968)

1.530
<Reference>
PH= 7.4, PHOSPHATE BUFFER; NOT ION-CORRECTED

1.390

<Reference>

ARMSTRONG,N.,ET.AL.,J.PHARM.PHARMACOL.,36,361(1984)

1.150

<Reference>
LEPETIT,G.,PHARMAZIE,32,289(1977)

PH = 7.0, PHOSPHATE BUFFER; NOT ION CORRECTED

1.430

<Reference>

LULLMANN,H.,TIMMERMANS,O.,ZIEGLER,A.,EUR.J.PHARMAC
OL.,60,277(1979)

PH = 1.0 USING HCL

 1.710

<Reference>
PANG,K.Y.Y.,BRASWELL,L.M.,CHANG,L.,
SOMMER,T.J.,MILLER,K.W.,MOL.PHARMACOL.,18,84(1980)

PH = 7.0; NOT ION-CORRECTED

1.420

<Reference>

HUGUENARD,J.,WILSON,W.,J.PHARMACOL.EXPER.THERAP.,234
,821(1985)

0.140

<Reference>
LEPETIT,G.,PHARMAZIE,32,289(1977)

PH = 8.50

<pKa>
7.360

<Reference>
BRODIN,A.,NILSSON,M.,ACTA
PHARM.SUECICA,10,187(1973)

7.300

<Reference>
BUTLER,J.,J.AM.PHARM.ASSOC.,44,367(1955)

7.410
 <Reference>
KANENIWA,N.,ET.AL.,CHEM.PHARM.BULL.,27,1501(1979)

AT PH = 7.4 + PHOSPHATE BUFFER, 37 DEG., NOT ION-

CORRECTED

7.210

<Reference>
ASADA,S.,KASHIMOTO,A.,YAMADA,T.,YAKUGAKU
ZASSHI,96,1169(1976)

PH = 0.7

7.300
<Reference>
AT PH = 2.0

***********************************************************
*************
Estimation of logarithm of Partition Coefficient [n-Octanol/Water]
Log(p)
***********************************************************
*************

Log(p)........: 1.52
St..deviation.: 0.47
by Crippen's fragmentation: J.Chem.Inf.Comput.Sci.,27,21(1987).

Log(p)........: 1.56
St..deviation.: 0.49
by Viswanadhan's fragmentation: J.Chem.Inf.Comput.Sci.,29,163(1989).

Estimation using Broto's fragmentation method

Log(p)........: 1.19
St..deviation.: 0.65
by Broto's method: Eur.J.Med.Chem.- Chim.Theor.,19,71(1984).

***********************************************************
*************
Estimation of Molar Refractivity
***********************************************************
*************

MR............: 58.64 [cm.cm.cm/mol]

St..deviation.: 1.27
by Crippen's fragmentation: J.Chem.Inf.Comput.Sci.,27,21(1987).

MR............: 59.70 [cm.cm.cm/mol]

St..deviation.: 0.77
by Viswanadhan's fragmentation: J.Chem.Inf.Comput.Sci.,29,163(1989).

***********************************************************
*************
Estimation of Henry's Constant (H)
***********************************************************
*************

1. method: H = 16.290 log[unitless]

Estimation of mean error..: 0.340

2. method: The Method is not usable for this type of molecule.

Two or more polar groups is in the compound.

***********************************************************
*************
Estimation of the Boiling and Freezing points.
***********************************************************
*************

Normal Boiling Point [p=1atm]: 811.72 [K]

Standard Error: 20.400 [K]
Joback fragmentation method modified by S.E. Stein

Normal Boiling Point [p=1atm]: 811.40 [K]

Standard Error: Error was not estimated.
Joback fragmentation method

Freezing Point [p=1atm]: 607.57 [K]

Standard Error: 25.000 [K]
Joback fragmentation method

***********************************************************
*************
Estimation of the Critical properties.
***********************************************************
*************

Critical Temperature: 1038.47 [K]

Standard Error: Error was not estimated.
Joback fragmentation method

Critical Pressure: 38.010 [bar]

Standard Error: Error was not estimated.
Joback fragmentation method

Critical Volume: 693.50 [cm.cm.cm/mol]

Standard Error: Error was not estimated.
Joback fragmentation method

***********************************************************
*************
Estimation of the Thermodynamics properties
***********************************************************
*************
Heat of Formation [T=298.15K, p=1atm]: -131.45 [kJ/mol]
Standard Error: Error was not estimated.
Joback fragmentation method

Gibbs Energy [T=298.15K, p=1atm]: 123.44 [kJ/mol]

Standard Error: Error was not estimated.
Joback fragmentation method

Ideal gas thermal capacity for T= 298.15 [K] and p=1atm: 259.15
[J/(mol.K)]
Standard Error: Error was not estimated.
Joback fragmentation method

1. Gambar struktur feno

Dipole/Dipole: -6.1228
Total Energy: 162.8465 kcal/mol
Calculation completed

2. Chemical calculation
------------MM2 Minimization------------
Separating coincident atoms: H(22)-H(31)
Pi System: 17 16 15 9 18 19
Pi System: 12 11 10 8 13 14
Warning: Some parameters are guessed (Quality = 1).
Iteration 467: Minimization terminated normally because the gradient norm is
less than the minimum gradient norm
Stretch: 13.0945
Bend: 143.5926
Stretch-Bend: -2.5594
Torsion: -9.7767
Non-1,4 VDW: 2.0069
1,4 VDW: 22.6113
Dipole/Dipole: -6.1228
Total Energy: 162.8465 kcal/mol
Calculation completed
------------------------------------
Perhitungan panjang ikatan

0 O(6)-Lp(33) 0.5999 0.6000

0 O(6)-Lp(32) 0.6008 0.6000
0 C(19)-H(31) 1.0752 1.1000
0 C(18)-H(30) 1.1100 1.1000
0 C(17)-H(29) 1.1028 1.1000
0 C(16)-H(28) 1.1003 1.1000
0 C(15)-H(27) 1.0989 1.1000
0 C(14)-H(26) 1.0998 1.1000
0 C(13)-H(25) 1.1004 1.1000
0 C(12)-H(24) 1.1027 1.1000
0 C(11)-H(23) 1.1100 1.1000
0 C(10)-H(22) 1.0753 1.1000
0 N(4)-H(21) 1.0149 1.0220
0 N(1)-H(20) 1.0033 1.0120
0 C(9)-C(19) 1.4103 1.4200
0 C(18)-C(19) 1.3469 1.4200
0 C(17)-C(18) 1.3375 1.4200
0 C(16)-C(17) 1.3257 1.4200
0 C(15)-C(16) 1.3307 1.4200
0 C(9)-C(15) 1.3541 1.4200
0 C(8)-C(14) 1.3554 1.4200
0 C(13)-C(14) 1.3308 1.4200
0 C(12)-C(13) 1.3256 1.4200
0 C(11)-C(12) 1.3373 1.4200
0 C(10)-C(11) 1.3467 1.4200
0 C(8)-C(10) 1.4099 1.4200
0 C(5)-N(1) 1.3666 1.3690
0 C(2)-N(1) 1.3719 1.3690
0 C(3)-C(2) 1.5452 1.5090
0 N(4)-C(3) 1.4730 1.4600
0 C(5)-N(4) 1.3591 1.3690
0 C(3)-C(9) 1.5888 1.4970
0 C(3)-C(8) 1.5964 1.4970
0 C(2)-O(7) 1.2071 1.2080
0 C(5)-O(6) 1.2000 1.2080
Perhitungan sudut ikatan
0 O(7)-Lp(35) 0.6005 0.6000
0 O(7)-Lp(34) 0.5994 0.6000
0 O(6)-Lp(33) 0.5999 0.6000
0 O(6)-Lp(32) 0.6008 0.6000
0 C(19)-H(31) 1.0752 1.1000
0 C(18)-H(30) 1.1100 1.1000
0 C(17)-H(29) 1.1028 1.1000
0 C(16)-H(28) 1.1003 1.1000
0 C(15)-H(27) 1.0989 1.1000
0 C(14)-H(26) 1.0998 1.1000
0 C(13)-H(25) 1.1004 1.1000
0 C(12)-H(24) 1.1027 1.1000
0 C(11)-H(23) 1.1100 1.1000
0 C(10)-H(22) 1.0753 1.1000
0 N(4)-H(21) 1.0149 1.0220
0 N(1)-H(20) 1.0033 1.0120
0 C(9)-C(19) 1.4103 1.4200
0 C(18)-C(19) 1.3469 1.4200
0 C(17)-C(18) 1.3375 1.4200
0 C(16)-C(17) 1.3257 1.4200
0 C(15)-C(16) 1.3307 1.4200
0 C(9)-C(15) 1.3541 1.4200
0 C(8)-C(14) 1.3554 1.4200
0 C(13)-C(14) 1.3308 1.4200
0 C(12)-C(13) 1.3256 1.4200
0 C(11)-C(12) 1.3373 1.4200
0 C(10)-C(11) 1.3467 1.4200
0 C(8)-C(10) 1.4099 1.4200
0 C(5)-N(1) 1.3666 1.3690
0 C(2)-N(1) 1.3719 1.3690
0 C(3)-C(2) 1.5452 1.5090
0 N(4)-C(3) 1.4730 1.4600
0 C(5)-N(4) 1.3591 1.3690
0 C(3)-C(9) 1.5888 1.4970
0 C(3)-C(8) 1.5964 1.4970
0 C(2)-O(7) 1.2071 1.2080
0 C(5)-O(6) 1.2000 1.2080
0 H(31)-C(19)-C(9) 74.4175 120.0000
0 H(31)-C(19)-C(18) 169.9838 120.0000
0 C(9)-C(19)-C(18) 95.5690
0 H(30)-C(18)-C(19) 107.9400 120.0000
0 H(30)-C(18)-C(17) 111.3476 120.0000
0 C(19)-C(18)-C(17) 140.7114
0 H(29)-C(17)-C(18) 121.9825 120.0000
0 H(29)-C(17)-C(16) 120.4947 120.0000
0 C(18)-C(17)-C(16) 117.5213
0 H(28)-C(16)-C(17) 123.6821 120.0000
0 H(28)-C(16)-C(15) 124.4178 120.0000
0 C(17)-C(16)-C(15) 111.8995
0 H(27)-C(15)-C(16) 113.4625 120.0000
0 H(27)-C(15)-C(9) 122.7708 120.0000
0 C(16)-C(15)-C(9) 123.7666
0 H(26)-C(14)-C(8) 123.2613 120.0000
0 H(26)-C(14)-C(13) 113.0247 120.0000
0 C(8)-C(14)-C(13) 123.7140
0 H(25)-C(13)-C(14) 124.4048 120.0000
0 H(25)-C(13)-C(12) 123.6081 120.0000
0 C(14)-C(13)-C(12) 111.9868
0 H(24)-C(12)-C(13) 120.5121 120.0000
0 H(24)-C(12)-C(11) 121.9923 120.0000
0 C(13)-C(12)-C(11) 117.4950
0 H(23)-C(11)-C(12) 111.3675 120.0000
0 H(23)-C(11)-C(10) 107.9476 120.0000
0 C(12)-C(11)-C(10) 140.6844
0 H(22)-C(10)-C(11) 169.9664 120.0000
0 H(22)-C(10)-C(8) 74.2936 120.0000
0 C(11)-C(10)-C(8) 95.6742
0 C(19)-C(9)-C(15) 130.4898 120.0000
0 C(19)-C(9)-C(3) 119.6063 121.4000
0 C(15)-C(9)-C(3) 109.8855 121.4000
0 C(14)-C(8)-C(10) 130.4266 120.0000
0 C(14)-C(8)-C(3) 110.0712 121.4000
0 C(10)-C(8)-C(3) 119.4968 121.4000
0 Lp(35)-O(7)-Lp(34) 124.7360 131.0000
 0 Lp(35)-O(7)-C(2) 117.6656 120.0000
0 Lp(34)-O(7)-C(2) 117.5982 120.0000
0 Lp(33)-O(6)-Lp(32) 123.9275 131.0000
0 Lp(33)-O(6)-C(5) 117.7243 120.0000
0 Lp(32)-O(6)-C(5) 118.3482 120.0000
0 N(1)-C(5)-N(4) 107.3794 120.0000
0 N(1)-C(5)-O(6) 126.3430 122.6000
0 N(4)-C(5)-O(6) 126.2749 122.6000
0 H(21)-N(4)-C(3) 122.6185 118.0000
0 H(21)-N(4)-C(5) 122.2467 117.4000
0 C(3)-N(4)-C(5) 115.1290
0 C(2)-C(3)-N(4) 96.6847 109.8000
0 C(2)-C(3)-C(9) 120.0878 109.4700
0 C(2)-C(3)-C(8) 106.3154 109.4700
0 N(4)-C(3)-C(9) 104.8556 110.3000
0 N(4)-C(3)-C(8) 114.6551 110.3000
0 C(9)-C(3)-C(8) 113.3834 109.4700
0 N(1)-C(2)-C(3) 110.1223 114.0000
0 N(1)-C(2)-O(7) 121.9601 122.6000
0 C(3)-C(2)-O(7) 127.9037 122.5000
0 H(20)-N(1)-C(5) 124.8816 117.4000
0 H(20)-N(1)-C(2) 124.4949 117.4000
0 C(5)-N(1)-C(2) 110.6117

Membuat estimilasi gambar nomer senyawa obat

10 8 6 4 2 0
PPM
ChemNMR 13C Estimation

126.2 129.2

128.2
129.2
139.8
H
N O
128.2
128.2
76.2 156.9
129.2 139.8
NH
174.6
126.2 128.2
O
129.2

Estimation quality is indicated by color: good, medium, rough

180 160 140 120 100 80 60 40 20 0
PPM
Protocol of the C-13 NMR Prediction:

Node Shift Base + Inc. Comment (ppm rel. to TMS)

C 156.9 161.2 N-urea

? 1 unknown substituent(s)
1.0 1 -C
-2.0 1 -C=O from N-amide
-3.3 general corrections
C 174.6 165.0 1-amide
7.7 1 -C
-2.0 1 -C=O from N-amide
3.9 general corrections
C 76.2 -2.3 aliphatic
48.6 2 alpha -1:C*C*C*C*C*C*1
22.5 1 alpha -C(=O)-N
28.3 1 alpha -N
-0.6 1 beta -C=O
-20.3 general corrections
C 139.8 128.5 1-benzene
14.5 1 -C-1:C*C*C*C*C*C*1
-3.2 general corrections
C 139.8 128.5 1-benzene
14.5 1 -C-1:C*C*C*C*C*C*1
-3.2 general corrections
CH 128.2 128.5 1-benzene
-0.1 1 -C-1:C*C*C*C*C*C*1
-0.2 general corrections
CH 128.2 128.5 1-benzene
-0.1 1 -C-1:C*C*C*C*C*C*1
-0.2 general corrections
CH 128.2 128.5 1-benzene
-0.1 1 -C-1:C*C*C*C*C*C*1
-0.2 general corrections
CH 128.2 128.5 1-benzene
-0.1 1 -C-1:C*C*C*C*C*C*1
-0.2 general corrections
CH 129.2 128.5 1-benzene
0.5 1 -C-1:C*C*C*C*C*C*1
0.2 general corrections
CH 129.2 128.5 1-benzene
0.5 1 -C-1:C*C*C*C*C*C*1
0.2 general corrections
CH 129.2 128.5 1-benzene
0.5 1 -C-1:C*C*C*C*C*C*1
0.2 general corrections
CH 129.2 128.5 1-benzene
0.5 1 -C-1:C*C*C*C*C*C*1
0.2 general corrections
CH 126.2 128.5 1-benzene
-2.5 1 -C-1:C*C*C*C*C*C*1
0.2 general corrections
CH 126.2 128.5 1-benzene
-2.5 1 -C-1:C*C*C*C*C*C*1
0.2 general corrections