IMPPAT Phytochemical information: 
Alkaloid D

Alkaloid D
Summary

SMILES: COC12OC3CN4[C@@](C1)([C@@H]([C@@H]2O)c1c3cc2c(c1)OCO2)CCC4
InChI: InChI=1S/C18H21NO5/c1-21-18-8-17-3-2-4-19(17)7-14(24-18)10-5-12-13(23-9-22-12)6-11(10)15(17)16(18)20/h5-6,14-16,20H,2-4,7-9H2,1H3/t14?,15-,16+,17+,18?/m1/s1
InChIKey: KYTDBKDWDOVRLJ-FQBRJNOBSA-N
DeepSMILES: COCOCCN[C@@]C7)[C@@H][C@@H]8O))cc7cccc6)OCO5)))))))))CCC5
Scaffold Graph/Node/Bond level: c1c2c(cc3c1C1CN4CCCC45CC(CC35)O1)OCO2
Scaffold Graph/Node level: C1CN2CC3OC4CC(C5CC6OCOC6CC35)C2(C1)C4
Scaffold Graph level: C1CC2CC3C4CC5CC(C3CC2C1)C1(CCCC1C4)C5
Functional groups: COC(C)(C)OC; CN(C)C; CO; c1cOCO1
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 d
External chemical identifiers:
CID:CID_285344; SureChEMBL:SCHEMBL16252983
Chemical structure download


Alkaloid D
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 331.37
Log P RDKit 1.53
Topological polar surface area (Å2) RDKit 60.39
Number of hydrogen bond acceptors RDKit 6
Number of hydrogen bond donors RDKit 1
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 5
Stereochemical complexity RDKit 0.28
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 6
Number of sp3 hybridized carbon atoms RDKit 12
Shape complexity RDKit 0.67
Number of rotatable bonds RDKit 1
Number of aliphatic carbocycles RDKit 1
Number of aliphatic heterocycles RDKit 5
Number of aliphatic rings RDKit 6
Number of aromatic carbocycles RDKit 1
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 1
Total number of rings RDKit 7
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 7


Alkaloid D
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 0.84


Alkaloid D
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 Yes
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -7.77
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 No