IMPPAT Phytochemical information: 
Cheratamine
Cheratamine
Summary

SMILES: COc1c(OC)cc2c3c1Oc1cc4c(cc1OC)CCN([C@H]4Cc1ccc(Oc4cc(C(=O)C3=NCC2)ccc4O)cc1)C
InChI: InChI=1S/C36H34N2O7/c1-38-14-12-21-16-29(41-2)30-19-25(21)26(38)15-20-5-8-24(9-6-20)44-28-18-23(7-10-27(28)39)34(40)33-32-22(11-13-37-33)17-31(42-3)35(43-4)36(32)45-30/h5-10,16-19,26,39H,11-15H2,1-4H3/t26-/m0/s1
InChIKey: NMZLBZOINLRLRN-SANMLTNESA-N
DeepSMILES: COccOC))cccc6Occcccc6OC))))CCN[C@H]6CccccOcccC=O)C%22=NCC%26)))))ccc6O))))))))cc6))))))))C
Scaffold Graph/Node/Bond level: O=C1C2=NCCc3cccc(c32)Oc2ccc3c(c2)C(Cc2ccc(cc2)Oc2cccc1c2)NCC3
Scaffold Graph/Node level: OC1C2CCCC(C2)OC2CCC(CC2)CC2NCCC3CCC(CC32)OC2CCCC3CCNC1C32
Scaffold Graph level: CC1C2CCCC(CC3CCC(CC3)CC3CCCC4CCC(CC5CCCC6CCCC1C65)CC43)C2
Functional groups: cC(=O)C(=NC)c; cOC; cO; cOc; CN(C)C
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Lignans, neolignans and related compounds
NP Classifier Biosynthetic pathway: Alkaloids
NP Classifier Superclass: Tyrosine alkaloids
NP Classifier Class: Isoquinoline alkaloids|Tetrahydroisoquinoline alkaloids
Synonymous chemical names:
cheratamine
External chemical identifiers:
CID:CID_102147588; ZINC:ZINC000238731823
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Cheratamine
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 606.68
Log P RDKit 6.32
Topological polar surface area (Å2) RDKit 99.05
Number of hydrogen bond acceptors RDKit 9
Number of hydrogen bond donors RDKit 1
Number of carbon atoms RDKit 36
Number of heavy atoms RDKit 45
Number of heteroatoms RDKit 9
Number of nitrogen atoms RDKit 2
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 1
Stereochemical complexity RDKit 0.03
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 26
Number of sp3 hybridized carbon atoms RDKit 10
Shape complexity RDKit 0.28
Number of rotatable bonds RDKit 3
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 4
Number of aliphatic rings RDKit 4
Number of aromatic carbocycles RDKit 4
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 4
Total number of rings RDKit 8
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 8
Cheratamine
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 2
Lipinski’s rule of 5 filter RDKit Failed
Number of Ghose filter violations RDKit 4
Ghose filter RDKit Failed
Veber filter RDKit Good
Pfizer 3/75 filter RDKit Bad
GSK 4/400 filter RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.289592
Cheratamine
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Poorly soluble
Solubility class [Silicos-IT] SwissADME Insoluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -6.16
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 Yes
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME No