IMPPAT Phytochemical information: 
Lumicolchicine
Lumicolchicine
Summary

SMILES: COC1=C[C@H]2[C@@H](C1=O)C1=C2c2c(CC[C@@H]1NC(=O)C)cc(c(c2OC)OC)OC
InChI: InChI=1S/C22H25NO6/c1-10(24)23-13-7-6-11-8-15(27-3)21(28-4)22(29-5)16(11)17-12-9-14(26-2)20(25)18(12)19(13)17/h8-9,12-13,18H,6-7H2,1-5H3,(H,23,24)/t12-,13+,18-/m1/s1
InChIKey: VKPVZFOUXUQJMW-FHSNZYRGSA-N
DeepSMILES: COC=C[C@H][C@@H]C5=O))C=C4ccCC[C@@H]7NC=O)C))))))cccc6OC)))OC)))OC
Scaffold Graph/Node/Bond level: O=C1C=CC2C3=C(CCCc4ccccc43)C12
Scaffold Graph/Node level: OC1CCC2C1C1CCCC3CCCCC3C12
Scaffold Graph level: CC1CCC2C1C1CCCC3CCCCC3C12
Functional groups: COC1=CCCC1=O; cC1=C(C)CC1; CC(=O)NC; cOC
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Alkaloids and derivatives
ClassyFire Class: Lumicolchicine alkaloids
NP Classifier Biosynthetic pathway: Alkaloids
NP Classifier Superclass: Tyrosine alkaloids
NP Classifier Class: Phenethylisoquinoline alkaloids
Synonymous chemical names:
gamma lumicolchicine, 3-demethyl-gamma-lumicolchicine, gamma-lumicolchicine, γ-lumicolchicine, lumicolchicine
External chemical identifiers:
CID:CID_244898; ChEMBL:CHEMBL527025; ChEBI:CHEBI:93737; ZINC:ZINC000001756103; SureChEMBL:SCHEMBL13673747
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Lumicolchicine
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 399.44
Log P RDKit 2.28
Topological polar surface area (Å2) RDKit 83.09
Number of hydrogen bond acceptors RDKit 6
Number of hydrogen bond donors RDKit 1
Number of carbon atoms RDKit 22
Number of heavy atoms RDKit 29
Number of heteroatoms RDKit 7
Number of nitrogen atoms RDKit 1
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 3
Stereochemical complexity RDKit 0.14
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 12
Number of sp3 hybridized carbon atoms RDKit 10
Shape complexity RDKit 0.45
Number of rotatable bonds RDKit 5
Number of aliphatic carbocycles RDKit 3
Number of aliphatic heterocycles RDKit 0
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 0
Number of saturated rings RDKit 0
Number of Smallest Set of Smallest Rings (SSSR) RDKit 4
Lumicolchicine
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 Good
GSK 4/400 filter RDKit Good
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.817994
Lumicolchicine
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 No
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -7.82
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 No
CYP3A4 inhibitor SwissADME Yes
P-glycoprotein substrate SwissADME Yes
Lumicolchicine
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_001031ENSG00000112312GMNN51053NPASS
TAR_EXP_000097ENSG00000108468CBX110951NPASS