IMPPAT Phytochemical information: 
Curan-17-oic acid, 2,16-didehydro-20-hydroxy-, methyl ester, (20alpha)-
Curan-17-oic acid, 2,16-didehydro-20-hydroxy-, methyl ester, (20alpha)-
Summary

SMILES: COC(=O)C1=C2Nc3c(C42C2CC1C(O)(CC)CN2CC4)cccc3
InChI: InChI=1S/C20H24N2O3/c1-3-19(24)11-22-9-8-20-12-6-4-5-7-14(12)21-17(20)16(18(23)25-2)13(19)10-15(20)22/h4-7,13,15,21,24H,3,8-11H2,1-2H3
InChIKey: DGKIJZKKTDPACC-UHFFFAOYSA-N
DeepSMILES: COC=O)C=CNccC5CCC9CO)CC))CN6CC9)))))))))cccc6
Scaffold Graph/Node/Bond level: C1=C2Nc3ccccc3C23CCN2CCC1CC23
Scaffold Graph/Node level: C1CCC2C(C1)NC1CC3CCN4CCC12C4C3
Scaffold Graph level: C1CCC2C(C1)CC1CC3CCC4CCC12C4C3
Functional groups: cNC(=C(C(=O)OC)C)C; CO; CN(C)C
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Alkaloids and derivatives
ClassyFire Class: Strychnos alkaloids
NP Classifier Biosynthetic pathway: Alkaloids
NP Classifier Superclass: Tryptophan alkaloids
NP Classifier Class: Corynanthe type|Strychnos type
Synonymous chemical names:
Lochneridine, lochneridine
External chemical identifiers:
CID:CID_542099
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Curan-17-oic acid, 2,16-didehydro-20-hydroxy-, methyl ester, (20alpha)-
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 340.42
Log P RDKit 2.03
Topological polar surface area (Å2) RDKit 61.8
Number of hydrogen bond acceptors RDKit 5
Number of hydrogen bond donors RDKit 2
Number of carbon atoms RDKit 20
Number of heavy atoms RDKit 25
Number of heteroatoms RDKit 5
Number of nitrogen atoms RDKit 2
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 4
Stereochemical complexity RDKit 0.2
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 9
Number of sp3 hybridized carbon atoms RDKit 11
Shape complexity RDKit 0.55
Number of rotatable bonds RDKit 3
Number of aliphatic carbocycles RDKit 1
Number of aliphatic heterocycles RDKit 3
Number of aliphatic rings RDKit 4
Number of aromatic carbocycles RDKit 1
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 1
Total number of rings RDKit 5
Number of saturated carbocycles RDKit 0
Number of saturated heterocycles RDKit 2
Number of saturated rings RDKit 2
Number of Smallest Set of Smallest Rings (SSSR) RDKit 5
Curan-17-oic acid, 2,16-didehydro-20-hydroxy-, methyl ester, (20alpha)-
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 0
Lipinski’s rule of 5 filter RDKit Passed
Number of Ghose filter violations RDKit 0
Ghose filter RDKit Passed
Veber filter RDKit Good
Pfizer 3/75 filter RDKit Bad
GSK 4/400 filter RDKit Good
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.806858
Curan-17-oic acid, 2,16-didehydro-20-hydroxy-, methyl ester, (20alpha)-
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Soluble
Solubility class [Silicos-IT] SwissADME Moderately soluble
Blood Brain Barrier permeation SwissADME Yes
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -6.96
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 0
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME Yes
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME Yes