IMPPAT Phytochemical information: 
Demecolcine
Demecolcine
Summary

SMILES: CN[C@H]1CCc2c(-c3c1cc(=O)c(cc3)OC)c(OC)c(c(c2)OC)OC
InChI: InChI=1S/C21H25NO5/c1-22-15-8-6-12-10-18(25-3)20(26-4)21(27-5)19(12)13-7-9-17(24-2)16(23)11-14(13)15/h7,9-11,15,22H,6,8H2,1-5H3/t15-/m0/s1
InChIKey: NNJPGOLRFBJNIW-HNNXBMFYSA-N
DeepSMILES: CN[C@H]CCcc-cc7cc=O)ccc7))OC)))))))cOC))ccc6)OC)))OC
Scaffold Graph/Node/Bond level: O=c1cccc2c(c1)CCCc1ccccc1-2
Scaffold Graph/Node level: OC1CCCC2C(CCCC3CCCCC32)C1
Scaffold Graph level: CC1CCCC2C(CCCC3CCCCC32)C1
Functional groups: CNC; c=O; cOC
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Hydrocarbon derivatives
ClassyFire Class: Tropones
NP Classifier Biosynthetic pathway: Alkaloids
NP Classifier Superclass: Tyrosine alkaloids
NP Classifier Class: Phenethylisoquinoline alkaloids
Synonymous chemical names:
colchamine, Demecolcine, demecolcine
External chemical identifiers:
CID:CID_220401; ChEMBL:CHEMBL312862; ChEBI:CHEBI:4393; ZINC:ZINC000003872132; FDASRS:Z01IVE25KI; SureChEMBL:SCHEMBL8161; MolPort-002-507-437
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Demecolcine
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 371.43
Log P RDKit 2.95
Topological polar surface area (Å2) RDKit 66.02
Number of hydrogen bond acceptors RDKit 6
Number of hydrogen bond donors RDKit 1
Number of carbon atoms RDKit 21
Number of heavy atoms RDKit 27
Number of heteroatoms RDKit 6
Number of nitrogen atoms RDKit 1
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 1
Stereochemical complexity RDKit 0.05
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 13
Number of sp3 hybridized carbon atoms RDKit 8
Shape complexity RDKit 0.38
Number of rotatable bonds RDKit 5
Number of aliphatic carbocycles RDKit 1
Number of aliphatic heterocycles RDKit 0
Number of aliphatic rings RDKit 1
Number of aromatic carbocycles RDKit 2
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 2
Total number of rings RDKit 3
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 3
Demecolcine
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 Good
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.871746
Demecolcine
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Soluble
Solubility class [Silicos-IT] SwissADME Poorly soluble
Blood Brain Barrier permeation SwissADME Yes
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -7.59
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 Yes
P-glycoprotein substrate SwissADME Yes
Demecolcine
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_001705ENSG00000125618PAX87849ChEMBL, NPASS
TAR_EXP_001738ENSG00000101162TUBB181027ChEMBL
TAR_EXP_001747ENSG00000124151NCOA38202BindingDB
TAR_EXP_000748ENSG00000261456TUBB8347688ChEMBL
TAR_EXP_000048ENSG00000123416TUBA1B10376ChEMBL
TAR_EXP_000051ENSG00000188229TUBB4B10383ChEMBL
TAR_EXP_000050ENSG00000104833TUBB4A10382ChEMBL
TAR_EXP_001704ENSG00000167552TUBA1A7846ChEMBL
TAR_EXP_000126ENSG00000292120TUBA3E112714ChEMBL
TAR_EXP_000336ENSG00000169297NR0B1190BindingDB, ChEMBL, NPASS
TAR_EXP_000368ENSG00000235067TUBB203068ChEMBL
TAR_EXP_000049ENSG00000258947TUBB310381ChEMBL
TAR_EXP_000511ENSG00000136931NR5A12516BindingDB
TAR_EXP_000749ENSG00000137285TUBB2B347733ChEMBL
TAR_EXP_000773ENSG00000169083AR367NPASS
TAR_EXP_000966ENSG00000116044NFE2L24780NPASS
TAR_EXP_001031ENSG00000112312GMNN51053ChEMBL, NPASS
TAR_EXP_001206ENSG00000042088TDP155775ChEMBL, NPASS
TAR_EXP_001637ENSG00000127824TUBA4A7277ChEMBL
TAR_EXP_001640ENSG00000137267TUBB2A7280ChEMBL
TAR_EXP_001776ENSG00000176014TUBB684617ChEMBL, NPASS
TAR_EXP_001782ENSG00000167553TUBA1C84790ChEMBL
TAR_EXP_001638ENSG00000198033TUBA3C7278ChEMBL
TAR_EXP_001836ENSG00000144852NR1I28856ChEMBL, NPASS
TAR_EXP_001809ENSG00000084676NCOA18648BindingDB