IMPPAT Phytochemical information: 
Jervine
Jervine
Summary

SMILES: O[C@H]1CC[C@]2(C(=CC[C@@H]3[C@@H]2C(=O)C2=C(C)[C@]4(CC[C@@H]32)O[C@H]2[C@H]([C@H]4C)NC[C@H](C2)C)C1)C
InChI: InChI=1S/C27H39NO3/c1-14-11-21-24(28-13-14)16(3)27(31-21)10-8-19-20-6-5-17-12-18(29)7-9-26(17,4)23(20)25(30)22(19)15(27)2/h5,14,16,18-21,23-24,28-29H,6-13H2,1-4H3/t14-,16+,18-,19-,20-,21+,23+,24-,26-,27-/m0/s1
InChIKey: CLEXYFLHGFJONT-DNMILWOZSA-N
DeepSMILES: O[C@H]CC[C@]C=CC[C@@H][C@@H]6C=O)C=CC)[C@]CC[C@@H]96)))O[C@H][C@H][C@H]5C))NC[C@H]C6)C)))))))))))))))C6))C
Scaffold Graph/Node/Bond level: O=C1C2=CC3(CCC2C2CC=C4CCCCC4C12)CC1NCCCC1O3
Scaffold Graph/Node level: OC1C2CC3(CCC2C2CCC4CCCCC4C12)CC1NCCCC1O3
Scaffold Graph level: CC1C2CC3(CCC2C2CCC4CCCCC4C12)CC1CCCCC1C3
Functional groups: CO; CC=C(C)C; CC(=C(C)C(=O)C)C; COC; CNC
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Lipids and lipid-like molecules
ClassyFire Class: Steroids and steroid derivatives
ClassyFire Subclass: Steroidal alkaloids
NP Classifier Biosynthetic pathway: Alkaloids|Terpenoids
NP Classifier Superclass: Lysine alkaloids|Pseudoalkaloids
NP Classifier Class: Piperidine alkaloids|Steroidal alkaloids
Synonymous chemical names:
jervine
External chemical identifiers:
CID:CID_10098; ChEMBL:CHEMBL186779; ChEBI:CHEBI:6088; ZINC:ZINC000004098876; FDASRS:19V3ECX465; SureChEMBL:SCHEMBL61568; MolPort-003-873-278
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Jervine
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 425.61
Log P RDKit 4.18
Topological polar surface area (Å2) RDKit 58.56
Number of hydrogen bond acceptors RDKit 4
Number of hydrogen bond donors RDKit 2
Number of carbon atoms RDKit 27
Number of heavy atoms RDKit 31
Number of heteroatoms RDKit 4
Number of nitrogen atoms RDKit 1
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 10
Stereochemical complexity RDKit 0.37
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 5
Number of sp3 hybridized carbon atoms RDKit 22
Shape complexity RDKit 0.81
Number of rotatable bonds RDKit 0
Number of aliphatic carbocycles RDKit 4
Number of aliphatic heterocycles RDKit 2
Number of aliphatic rings RDKit 6
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 0
Total number of rings RDKit 6
Number of saturated carbocycles RDKit 2
Number of saturated heterocycles RDKit 2
Number of saturated rings RDKit 4
Number of Smallest Set of Smallest Rings (SSSR) RDKit 6
Jervine
Drug-likeness
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 Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.571809
Jervine
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Moderately 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 -6.83
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 No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME Yes
Jervine
Phytochemical - Human target proteins supported by experimental evidence associations
Human target proteins supported by experimental evidence
IMPPAT target identifierGene identifierHGNC symbolEntrez Gene identifierSource
TAR_EXP_001494ENSG00000164690SHH6469BindingDB, ChEMBL, NPASS
TAR_EXP_000066ENSG00000147155EBP10682BindingDB, ChEMBL, NPASS
TAR_EXP_000041ENSG00000147955SIGMAR110280BindingDB, ChEMBL, NPASS