IMPPAT Phytochemical information: 
Cephalotaxine,11-hydroxy

Cephalotaxine,11-hydroxy
Summary

SMILES: COC1=CC23C(C1O)c1cc4OCOc4cc1C(CN3CCC2)O
InChI: InChI=1S/C18H21NO5/c1-22-15-7-18-3-2-4-19(18)8-12(20)10-5-13-14(24-9-23-13)6-11(10)16(18)17(15)21/h5-7,12,16-17,20-21H,2-4,8-9H2,1H3
InChIKey: SZCHXNLVRKQEGO-UHFFFAOYSA-N
DeepSMILES: COC=CCCC5O))cccOCOc5cc9CCN%14CCC%17)))))O
Scaffold Graph/Node/Bond level: C1=CC23CCCN2CCc2cc4c(cc2C3C1)OCO4
Scaffold Graph/Node level: C1CC2C3CC4OCOC4CC3CCN3CCCC23C1
Scaffold Graph level: C1CC2CC3CCC4CCCC45CCCC5C3CC2C1
Functional groups: CC=C(OC)C; CO; c1cOCO1; CN(C)C
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Alkaloids and derivatives
ClassyFire Class: Cephalotaxus alkaloids
NP Classifier Biosynthetic pathway: Alkaloids
NP Classifier Superclass: Tyrosine alkaloids
NP Classifier Class: Cephalotaxus alkaloids
Synonymous chemical names:
alkaloid b
External chemical identifiers:
CID:CID_98477
Chemical structure download


Cephalotaxine,11-hydroxy
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 331.37
Log P RDKit 1.29
Topological polar surface area (Å2) RDKit 71.39
Number of hydrogen bond acceptors RDKit 6
Number of hydrogen bond donors RDKit 2
Number of carbon atoms RDKit 18
Number of heavy atoms RDKit 24
Number of heteroatoms RDKit 6
Number of nitrogen atoms RDKit 1
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 4
Stereochemical complexity RDKit 0.22
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 8
Number of sp3 hybridized carbon atoms RDKit 10
Shape complexity RDKit 0.56
Number of rotatable bonds RDKit 1
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 1
Number of saturated rings RDKit 1
Number of Smallest Set of Smallest Rings (SSSR) RDKit 5


Cephalotaxine,11-hydroxy
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 0.807889


Cephalotaxine,11-hydroxy
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -8.07
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