IMPPAT Phytochemical information: 
Precondylocarpine

Precondylocarpine
Summary

SMILES: C/C=C\1/C2CCN3C1C1(C(=Nc4c1cccc4)C2(CO)C(=O)OC)CC3
InChI: InChI=1S/C21H24N2O3/c1-3-13-14-8-10-23-11-9-20(17(13)23)15-6-4-5-7-16(15)22-18(20)21(14,12-24)19(25)26-2/h3-7,14,17,24H,8-12H2,1-2H3/b13-3-
InChIKey: KZCSMXZSWDQLPI-DXNYSGJVSA-N
DeepSMILES: C/C=C/CCCNC/6CC=Ncc5cccc6)))))))C8CO))C=O)OC)))))CC5
Scaffold Graph/Node/Bond level: C=C1C2CCN3CCC4(C(=Nc5ccccc54)C2)C13
Scaffold Graph/Node level: CC1C2CCN3CCC4(C(C2)NC2CCCCC24)C13
Scaffold Graph level: CC1C2CCC3CCC4(C(C2)CC2CCCCC24)C31
Functional groups: C/C=C(/C)C; CN(C)C; cN=C(C)C; CO; COC(C)=O
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: Aspidosperma type|Corynanthe type
Synonymous chemical names:
precondylocarpine
External chemical identifiers:
CID:CID_5378966
Chemical structure download


Precondylocarpine
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 352.43
Log P RDKit 2.22
Topological polar surface area (Å2) RDKit 62.13
Number of hydrogen bond acceptors RDKit 5
Number of hydrogen bond donors RDKit 1
Number of carbon atoms RDKit 21
Number of heavy atoms RDKit 26
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 0.19
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 10
Number of sp3 hybridized carbon atoms RDKit 11
Shape complexity RDKit 0.52
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 1
Number of saturated heterocycles RDKit 2
Number of saturated rings RDKit 3
Number of Smallest Set of Smallest Rings (SSSR) RDKit 5


Precondylocarpine
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 0
Lipinski’s rule of 5 RDKit Passed
Number of Ghose rule violations RDKit 0
Ghose rule RDKit Passed
Veber rule RDKit Good
Egan rule RDKit Good
GSK 4/400 rule RDKit Good
Pfizer 3/75 rule RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.65


Precondylocarpine
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 -7.70
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 1
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME Yes
CYP3A4 inhibitor SwissADME Yes
P-glycoprotein substrate SwissADME No