IMPPAT Phytochemical information: 
Perivine

Perivine
Summary

SMILES: COC(=O)[C@@H]1[C@H]2NC/C(=C/C)/[C@@H]1CC(=O)c1c(C2)c2ccccc2[nH]1
InChI: InChI=1S/C20H22N2O3/c1-3-11-10-21-16-8-14-12-6-4-5-7-15(12)22-19(14)17(23)9-13(11)18(16)20(24)25-2/h3-7,13,16,18,21-22H,8-10H2,1-2H3/b11-3-/t13-,16-,18-/m0/s1
InChIKey: NKTORRNHKYVXSU-XXMLWKDOSA-N
DeepSMILES: COC=O)[C@@H][C@H]NC/C=C/C))/[C@@H]6CC=O)ccC%10)cccccc6[nH]9
Scaffold Graph/Node/Bond level: C=C1CNC2Cc3c([nH]c4ccccc34)C(=O)CC1C2
Scaffold Graph/Node level: CC1CNC2CC1CC(O)C1NC3CCCCC3C1C2
Scaffold Graph level: CC1CCC2CC1CC(C)C1CC3CCCCC3C1C2
Functional groups: COC(C)=O; CNC; C/C=C(/C)C; cC(=O)C; c[nH]c
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Alkaloids and derivatives
ClassyFire Class: Vobasan alkaloids
NP Classifier Biosynthetic pathway: Alkaloids
NP Classifier Superclass: Tryptophan alkaloids
NP Classifier Class: Corynanthe type
Synonymous chemical names:
perivine, Perivine
External chemical identifiers:
CID:CID_6473766; ChEMBL:CHEMBL521377; ZINC:ZINC000033849103; FDASRS:G388O8884F
Chemical structure download


Perivine
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 338.41
Log P RDKit 2.62
Topological polar surface area (Å2) RDKit 71.19
Number of hydrogen bond acceptors RDKit 4
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 3
Stereochemical complexity RDKit 0.15
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 12
Number of sp3 hybridized carbon atoms RDKit 8
Shape complexity RDKit 0.4
Number of rotatable bonds RDKit 2
Number of aliphatic carbocycles RDKit 1
Number of aliphatic heterocycles RDKit 1
Number of aliphatic rings RDKit 2
Number of aromatic carbocycles RDKit 1
Number of aromatic heterocycles RDKit 1
Number of aromatic rings RDKit 2
Total number of rings RDKit 4
Number of saturated carbocycles RDKit 0
Number of saturated heterocycles RDKit 1
Number of saturated rings RDKit 1
Number of Smallest Set of Smallest Rings (SSSR) RDKit 4


Perivine
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 0.619314


Perivine
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 -6.98
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 No
P-glycoprotein substrate SwissADME Yes