IMPPAT Phytochemical information: 
Demethylhomolycorine
Demethylhomolycorine
Summary

SMILES: COc1cc2[C@H]3[C@@H](CC=C4[C@H]3NCC4)OC(=O)c2cc1OC
InChI: InChI=1S/C17H19NO4/c1-20-13-7-10-11(8-14(13)21-2)17(19)22-12-4-3-9-5-6-18-16(9)15(10)12/h3,7-8,12,15-16,18H,4-6H2,1-2H3/t12-,15+,16-/m1/s1
InChIKey: CWTPAHZJVRVPEQ-UHOFOFEASA-N
DeepSMILES: COccc[C@H][C@@H]CC=C[C@H]6NCC5)))))))OC=O)c6cc%10OC
Scaffold Graph/Node/Bond level: O=C1OC2CC=C3CCNC3C2c2ccccc21
Scaffold Graph/Node level: OC1OC2CCC3CCNC3C2C2CCCCC12
Scaffold Graph level: CC1CC2CCC3CCCC3C2C2CCCCC12
Functional groups: cOC; CC=C(C)C; CNC; cC(=O)OC
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Alkaloids and derivatives
ClassyFire Class: Amaryllidaceae alkaloids
ClassyFire Subclass: Homolycorine-type amaryllidaceae alkaloids
NP Classifier Biosynthetic pathway: Alkaloids
NP Classifier Superclass: Tyrosine alkaloids
NP Classifier Class: Amarylidaceae alkaloids
Synonymous chemical names:
demethylhomolycorine, Demethylhomolycorine
External chemical identifiers:
CID:CID_15582599
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Demethylhomolycorine
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 301.34
Log P RDKit 2.02
Topological polar surface area (Å2) RDKit 56.79
Number of hydrogen bond acceptors RDKit 5
Number of hydrogen bond donors RDKit 1
Number of carbon atoms RDKit 17
Number of heavy atoms RDKit 22
Number of heteroatoms RDKit 5
Number of nitrogen atoms RDKit 1
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 3
Stereochemical complexity RDKit 0.18
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 9
Number of sp3 hybridized carbon atoms RDKit 8
Shape complexity RDKit 0.47
Number of rotatable bonds RDKit 2
Number of aliphatic carbocycles RDKit 1
Number of aliphatic heterocycles RDKit 2
Number of aliphatic rings RDKit 3
Number of aromatic carbocycles RDKit 1
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 1
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
Demethylhomolycorine
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 0.668818
Demethylhomolycorine
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 -7.08
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