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Results

N
N
Cl
N

CH3

Input alprazolam

Use major tautomer (the input is the major tautomer)

Molar mass 308.77 g/mol

Exact mass 308.0828741 Da

Formula C17H13ClN4

Composition C (66.13%), H (4.24%), Cl (11.48%), N (18.15%)

Lipinski's rule of five

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Structural properties

Atom count 35

Heavy atom count 22

Asymmetric atom count 0

Rotatable bond count 1

Ring count 4

Aromatic ring count 3

Hetero ring count 2

FSP3 0.12

Hydrogen bond donor count 0

Hydrogen bond acceptor

3
count

Formal charge 0

Topological polar surface

43.07 Å2
area

Polarizability 33.4 Å3

Molar refractivity 98.88 cm3/mol

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Names and identifiers

12-chloro-3-methyl-9-phenyl-2,4,5,8-
IUPAC name tetraazatricyclo[8.4.0.0²,⁶]tetradeca-1(14),3,5,8,10,12-
hexaene

Traditional name alprazolam

ApoAlpraz; Azor; NuAlpraz; alcelam; algad; alpaz;

alphapharm brand of alprazolam; alplax; alpram; alprax;
alprazolam; alprazolam (product); alprazolam (substance);
alprazolam alphapharm brand; alprazolam apotex brand;
alprazolam extended release tablets; alprazolam intensol;
alprazolam kenral brand; alprazolam novopharm brand;
alprazolam nu-pharm brand; alprazolam orion brand;
alprazolam pharmacia brand; alprazolam preparation;
alprazolam temmler brand; alprazolam upjohn brand;
alprazolamum; alprazolan; alpronax; alprox; alviz; alzam;
alzolam; alzon; anpress; apo alpraz; apo-alpraz; apotex brand
of alprazolam; arzneimittelwerk dresden brand of
Common names
alprazolam; bestrol; cassadan; constan; esparon; frontal;
gen-alprazolan; helex; intensol; kalma; kenral brand of
alprazolam; ksalol; mialin; neurol; niravam; novo alprazol;
novo-alprazol; novoalprazol; novopharm brand of alprazolam;
nu alpraz; nu pharm brand of alprazolam; nu-alpraz; nu-
pharm brand of alprazolam; orion brand of alprazolam; panix;
pharmacia brand of alprazolam; pharnax; prazam; prazolan;
prinox; ralozam; relaxol; restyl; solanax; tafil; temmler brand
of alprazolam; tensivan; tranax; trankimazin; tranquinal;
tricalma; tus-1; unilan; upjohn brand of alprazolam; valeans;
xanagis; xanax; xanax XR; xanor; zacetin; zanapam; zaxan;
zenax; zolan; zolarem; zoldac; zoldax; zotran; 阿普唑仑

SMILES CC1=NN=C2CN=C(C3=CC=CC=C3)C3=CC(Cl)=CC=C3N12

InChI=1S/C17H13ClN4/c1-11-20-21-16-10-19-17(12-5-3-2-4-
InChI
6-12)14-9-13(18)7-8-15(14)22(11)16/h2-9H,10H2,1H3

InChIKey VREFGVBLTWBCJP-UHFFFAOYSA-N

CAS Registry Numbers® Click here, to check CAS Registry Numbers®

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pKa

5.01
N

N
N
Cl
N
1.45

CH3

Strongest basic pKa: 5.01

H H H
N N N N

N N HN N
N N N N
Cl Cl Cl Cl
N N N HN

CH3 CH3 CH3 CH3

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Isoelectric point

Isoelectric point: N/A

pH Charge

1.7 1.36

4.6 0.72

6.5 0.03

7.4 0.00

8.0 0.00

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Lipophilicity

LogP: 3.023

HLB: 5.91
pH logD

1.7 -0.23

4.6 2.47

6.5 3.01

7.4 3.02

8.0 3.02

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Solubility

Intrinsic solubility: -4.118 mg/ml

Solubility category: Moderate
pH Solubility [mg/ml]

1.7 75.35

4.6 0.08

6.5 0.02

7.4 0.02

8.0 0.02

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Geometry

Van der Waals volume 257.28 Å3

Van der Waals surface area 395.11 Å2

Solvent accessible surface

465.67 Å2
area

Topological polar surface

43.07 Å2
area

Minimum projection area 49.65 Å2

Maximum projection area 80.07 Å2

Minimum projection radius 5.07 Å

Maximum projection radius 6.24 Å

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H-NMR

11
12
10
24
H 7 13
23 H N 9
14
6 8
15 16
5
4
N 22 21
N
17 Cl18
N 2
3
20 19
CH3
1

Atoms Shift Intensity Multiplet Quality

1, 1, 1 2.425 ppm 3 s medium

23, 24 5.085 ppm 2 s good

10, 14 7.137 ppm 2 q good

19 7.209 ppm 1 q medium

20 7.316 ppm 1 d rough

12 7.453 ppm 1 n good

11, 13 7.480 ppm 2 t good

16 8.121 ppm 1 d medium

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