ligant

Papaverine
Corynanthine
Strictosidine
Corynanthine
Glomeratose A
Swertiaside
Raunescine
Alstonine
Deserpidine
Loganic acid
canonical SMILES
COC1=C(C=C(C=C1)CC2=NC=CC3=CC(=C(C=C32)OC)OC)OC
COC(=O)C1C(CCC2C1CC3C4=C(CCN3C2)C5=CC=CC=C5N4)O
COC(=O)C1=COC(C(C1CC2C3=C(CCN2)C4=CC=CC=C4N3)C=C)OC5C(C(C(C(O5)CO)O)O)O
COC(=O)C1C(CCC2C1CC3C4=C(CCN3C2)C5=CC=CC=C5N4)O
COC1=CC(=CC(=C1OC)OC)C=CC(=O)OC2C(C(OC2(CO)OC3C(C(C(C(O3)CO)O)O)O)CO)O
CC1C(CC2C1C(OC=C2C(=O)O)OC3C(C(C(C(O3)CO)O)O)O)OC(=O)C4=CC(=CC=C4)O
COC1=CC(=CC(=C1OC)OC)C(=O)OC2CC3CN4CCC5=C(C4CC3C(C2O)C(=O)OC)NC6=CC=CC=C56
CC1C2CN3C=CC4=C5C=CC=CC5=NC4=C3CC2C(=CO1)C(=O)OC
COC1C(CC2CN3CCC4=C(C3CC2C1C(=O)OC)NC5=CC=CC=C45)OC(=O)C6=CC(=C(C(=C6)OC)OC)OC
CC1C(CC2C1C(OC=C2C(=O)O)OC3C(C(C(C(O3)CO)O)O)O)O
PubChem CID
4680
92766
161336
92766
11972358
101285202
251566
441979
8550
89640
Molecule Canonical Formula MW #Heavy at #Aromatic Fraction C #Rotatable#H-bond ac#H-bond d
PapaverineCOc1ccc(ccC20H21NO 339.39 25 16 0.25 6 5 0
CorynanthiCOC(=O)C1C21H26N2 354.44 26 9 0.57 2 4 2
Strictosidi OCC1OC(OC
C27H34N2 530.57 38 9 0.52 8 10 6
CorynanthiCOC(=O)C1C21H26N2 354.44 26 9 0.57 2 4 2
GlomeratoOCC1OC(C(C24H34O1 562.52 39 6 0.62 12 15 7
Swertiasid OCC1OC(OCC23H28O1 496.46 35 6 0.57 7 12 6
RaunescineCOC(=O)C1C31H36N2 564.63 41 15 0.48 8 9 2
Alstonine COC(=O)C1C21H20N2 348.4 26 13 0.33 2 4 0
DeserpidinCOC(=O)C1C32H38N2 578.65 42 15 0.5 9 9 1
Loganic aciOCC1OC(OCC16H24O1 376.36 26 0 0.81 4 10 6
MR TPSA iLOGP XLOGP3 WLOGP MLOGP Silicos-IT L Consensus ESOL Log SESOL Solubi
97.16 49.81 3.48 2.95 3.86 1.78 4.51 3.32 -3.88 4.47E-02
104.02 65.56 2.79 2.94 1.94 2.21 2.43 2.46 -4.01 3.43E-02
138.56 162.73 2.31 0.6 -0.31 -0.59 0.89 0.58 -3.15 3.72E-01
104.02 65.56 2.79 2.94 1.94 2.21 2.43 2.46 -4.01 3.43E-02
126.98 223.29 2.39 -1.68 -3.21 -3.41 -1.45 -1.47 -1.59 1.44E+01
114.71 192.44 2.04 0.16 -0.67 -0.93 -1.65 -0.21 -2.68 1.03E+00
154.3 119.55 3.96 4.11 2.8 1.87 3.28 3.21 -5.67 1.20E-03
99.59 53.35 3.33 2.58 3.45 2.21 2.78 2.87 -3.86 4.77E-02
159.03 108.55 4.77 4.1 3.46 2.06 3.84 3.65 -5.68 1.21E-03
83.05 166.14 1.26 -1.71 -2.24 -2 -2.72 -1.48 -0.83 5.54E+01
ESOL SolubiESOL ClassAli Log S Ali Solubil Ali Solubili Ali Class Silicos-IT Silicos-IT S Silicos-IT S Silicos-IT c
1.32E-04 Soluble -3.66 7.45E-02 2.20E-04 Soluble -7.1 2.69E-05 7.93E-08 Poorly solu
9.69E-05 Moderately -3.98 3.72E-02 1.05E-04 Soluble -3.97 3.76E-02 1.06E-04 Soluble
7.00E-04 Soluble -3.59 1.36E-01 2.56E-04 Soluble -2.66 1.17E+00 2.20E-03 Soluble
9.69E-05 Moderately -3.98 3.72E-02 1.05E-04 Soluble -3.97 3.76E-02 1.06E-04 Soluble
2.56E-02 Very solubl -2.5 1.79E+00 3.18E-03 Soluble 0.64 2.46E+03 4.37E+00 Soluble
2.07E-03 Soluble -3.76 8.66E-02 1.74E-04 Soluble 0.52 1.66E+03 3.33E+00 Soluble
2.12E-06 Moderately -6.33 2.66E-04 4.71E-07 Poorly solu -6.12 4.28E-04 7.59E-07 Poorly solu
1.37E-04 Soluble -3.35 1.56E-01 4.48E-04 Soluble -4.92 4.14E-03 1.19E-05 Moderately
2.08E-06 Moderately -6.09 4.75E-04 8.22E-07 Poorly solu -6.8 9.09E-05 1.57E-07 Poorly solu
1.47E-01 Very solubl -1.27 2.04E+01 5.42E-02 Very solubl 2.61 1.54E+05 4.10E+02 Soluble
GI absorpt BBB permePgp substr CYP1A2 inhCYP2C19 inCYP2C9 inhCYP2D6 inhCYP3A4 inhlog Kp (cm/Lipinski #v
High Yes Yes Yes Yes Yes Yes Yes -6.28 0
High Yes Yes No No No Yes No -6.37 0
Low No Yes No No No No No -9.11 3
High Yes Yes No No No Yes No -6.37 0
Low No No No No No No No -10.92 3
Low No Yes No No No No No -9.21 2
High No Yes No No Yes Yes No -6.83 1
High Yes No No Yes No Yes Yes -6.59 0
High No Yes No No No Yes No -6.92 1
Low No Yes No No No No No -9.81 1
Ghose #vioVeber #violEgan #violaMuegge #viBioavailabiPAINS #aleBrenk #alerLeadlikenesSynthetic Accessibility
0 0 0 0 0.55 0 0 0 2.62
0 0 0 0 0.55 1 0 1 4.21
3 1 1 2 0.17 1 1 2 6.04
0 0 0 0 0.55 1 0 1 4.21
3 2 1 3 0.17 0 1 2 5.95
2 1 1 3 0.11 0 0 1 5.87
3 0 0 0 0.55 1 1 3 5.56
0 0 0 0 0.85 0 0 0 4.32
3 0 0 0 0.55 1 1 3 5.72
1 1 1 2 0.11 0 0 1 5.69
Ligand
Papaverine
Corynanthine
Strictosidine
Corynanthine
Glomeratose A
Swertiaside
Raunescine
Alstonine
Deserpidine
Loganic acid
canonical smile
COc1ccc(cc1OC)Cc1nccc2c1cc(OC)c(c2)OC
COC(=O)C1C(O)CCC2C1CC1N(C2)CCc2c1[nH]c1c2cccc1
OCC1OC(OC2OC=C(C(C2C=C)CC2NCCc3c2[nH]c2c3cccc2)C(=O)OC)C(C(C1O)O)O
COC(=O)C1C(O)CCC2C1CC1N(C2)CCc2c1[nH]c1c2cccc1
OCC1OC(C(C1O)OC(=O)C=Cc1cc(OC)c(c(c1)OC)OC)(CO)OC1OC(CO)C(C(C1O)O)O
OCC1OC(OC2OC=C(C3C2C(C)C(C3)OC(=O)c2cccc(c2)O)C(=O)O)C(C(C1O)O)O
COC(=O)C1C(O)C(CC2C1CC1N(C2)CCc2c1[nH]c1c2cccc1)OC(=O)c1cc(OC)c(c(c1)OC)OC
COC(=O)C1=COC(C2C1Cc1n(C2)ccc2c1nc1c2cccc1)C
COC(=O)C1C(OC)C(CC2C1CC1N(C2)CCc2c1[nH]c1c2cccc1)OC(=O)c1cc(OC)c(c(c1)OC)OC
OCC1OC(OC2OC=C(C3C2C(C)C(C3)O)C(=O)O)C(C(C1O)O)O
Molecular weight Molecular formula Fraction Csp3 Rotatable bonds TPSA
339.39 C20H21NO4 0.25 6 49.81
354.44 C21H26N2O3 0.57 2 65.56
530.57 C27H34N2O9 0.52 8 162.73
354.44 C21H26N2O3 0.57 2 65.56
562.52 C24H34O15 0.62 12 223.29
496.46 C23H28O12 0.57 7 192.44
564.63 C31H36N2O8 0.48 8 119.55
348.4 C21H20N2O3 0.33 2 53.35
578.65 C32H38N2O8 0.5 9 108.55
376.36 C16H24O10 0.81 4 166.14
XLogP
2.95
2.94
0.6 Physicochemical properties
2.94 Optimal Range
-1.68 xLogP -0.7 to +5.0
0.16 MW 150-500 g/mol
4.11 TPSA 20-130
2.58 sp3 hybridnot less than 0.25
4.1 Rotatable Not more than 9
-1.71
Ligand Molecular weight MLogP H donors H acceptors
Papaverine 339.39 1.78 0 5
Corynanthine 354.44 2.21 2 4
Strictosidine 530.57 -0.59 6 10
Corynanthine 354.44 2.21 2 4
Glomeratose A 562.52 -3.41 7 15
Swertiaside 496.46 -0.93 6 12
Raunescine 564.63 1.87 2 9
Alstonine 348.4 2.21 0 4
Deserpidine 578.65 2.06 1 9
Loganic acid 376.36 -2 6 10
Molar Refractivity
97.16
104.02
138.56 Optimal Range
104.02 MW <500 daltons
126.98 MlogP <4.15
114.71 H Donors <5
154.3 H acceptor<10
99.59 MR 40-130
159.03
83.05
Ligands BBB Barrier GI Absorption PGP substrate
Papaverine Yes High Yes
Corynanthine Yes High Yes
Strictosidine No Low Yes
Corynanthine Yes High Yes
Glomeratose A No Low No
Swertiaside No Low Yes
Raunescine No High Yes
Alstonine Yes High No
Deserpidine No High Yes
Loganic acid No Low Yes
Solubility (LOGSw-SILICOS IT) PAINS Bioavailability SA SCORE
4.51 0 0.55 2.62
2.43 1 0.55 4.21
0.89 1 0.17 6.04
2.43 1 0.55 4.21
-1.45 0 0.17 5.95
-1.65 0 0.11 5.87
3.28 1 0.55 5.56
2.78 0 0.85 4.32
3.84 1 0.55 5.72
-2.72 0 0.11 5.69
BOILED -Egg
Brain Or IntestinaL EstimateD Permeation Method

BBB Blood brain barrier

GI/HIA Gastrointestinal absorption
PGP Permeability glyoprotein
SA Synthetic accessibility

SA Scale of 1-10
Values close to 10 indicate diificult to sythesize
Values close to 1 indicate easy to sythesize

PAINS Zero alerts

Bioavailabil0.55 (Indicates the compund has fullfilled the Lipinski rule of 5)

PGP YES Can be pumped out from the efflux system

PGP NO Not subjected to effux system
Compound
Papaverine
Corynanthine
Strictosidine
Corynanthine
Glomeratose A
Swertiaside
Raunescine
Alstonine
Deserpidine
Loganic acid
Cannonical smiles
COc1ccc(cc1OC)Cc1nccc2c1cc(OC)c(c2)OC
COC(=O)C1C(O)CCC2C1CC1N(C2)CCc2c1[nH]c1c2cccc1
OCC1OC(OC2OC=C(C(C2C=C)CC2NCCc3c2[nH]c2c3cccc2)C(=O)OC)C(C(C1O)O)O
COC(=O)C1C(O)CCC2C1CC1N(C2)CCc2c1[nH]c1c2cccc1
OCC1OC(C(C1O)OC(=O)C=Cc1cc(OC)c(c(c1)OC)OC)(CO)OC1OC(CO)C(C(C1O)O)O
OCC1OC(OC2OC=C(C3C2C(C)C(C3)OC(=O)c2cccc(c2)O)C(=O)O)C(C(C1O)O)O
COC(=O)C1C(O)C(CC2C1CC1N(C2)CCc2c1[nH]c1c2cccc1)OC(=O)c1cc(OC)c(c(c1)OC)OC
COC(=O)C1=COC(C2C1Cc1n(C2)ccc2c1nc1c2cccc1)C
COC(=O)C1C(OC)C(CC2C1CC1N(C2)CCc2c1[nH]c1c2cccc1)OC(=O)c1cc(OC)c(c(c1)OC)OC
OCC1OC(OC2OC=C(C3C2C(C)C(C3)O)C(=O)O)C(C(C1O)O)O
Probability score Aggregator class
Compound Cannonical smiles
Papaverine COc1ccc(cc1OC)Cc1nccc2c1cc(OC)c(c2)OC
Corynanthine COC(=O)C1C(O)CCC2C1CC1N(C2)CCc2c1[nH]c1c2cccc1
Strictosidine OCC1OC(OC2OC=C(C(C2C=C)CC2NCCc3c2[nH]c2c3cccc2)C(=O)OC)C(C(C1O)O)O
Corynanthine COC(=O)C1C(O)CCC2C1CC1N(C2)CCc2c1[nH]c1c2cccc1
Glomeratose A OCC1OC(C(C1O)OC(=O)C=Cc1cc(OC)c(c(c1)OC)OC)(CO)OC1OC(CO)C(C(C1O)O)O
Swertiaside OCC1OC(OC2OC=C(C3C2C(C)C(C3)OC(=O)c2cccc(c2)O)C(=O)O)C(C(C1O)O)O
Raunescine COC(=O)C1C(O)C(CC2C1CC1N(C2)CCc2c1[nH]c1c2cccc1)OC(=O)c1cc(OC)c(c(c1)OC)OC
Alstonine COC(=O)C1=COC(C2C1Cc1n(C2)ccc2c1nc1c2cccc1)C
Deserpidine COC(=O)C1C(OC)C(CC2C1CC1N(C2)CCc2c1[nH]c1c2cccc1)OC(=O)c1cc(OC)c(c(c1)OC)OC
Loganic acid OCC1OC(OC2OC=C(C3C2C(C)C(C3)O)C(=O)O)C(C(C1O)O)O
Predicted LD 50 (mg/kg) Predicted toxicity class