IMPPAT Phytochemical information: 
9-Methoxycamptothecin
9-Methoxycamptothecin
Summary

SMILES: CC[C@@]1(O)C(=O)OCc2c1cc1-c3nc4cccc(c4cc3Cn1c2=O)OC
InChI: InChI=1S/C21H18N2O5/c1-3-21(26)14-8-16-18-11(7-12-15(22-18)5-4-6-17(12)27-2)9-23(16)19(24)13(14)10-28-20(21)25/h4-8,26H,3,9-10H2,1-2H3/t21-/m0/s1
InChIKey: XVMZDZFTCKLZTF-NRFANRHFSA-N
DeepSMILES: CC[C@@]O)C=O)OCcc6cc-cncccccc6cc%10Cn%13c%17=O)))))))OC
Scaffold Graph/Node/Bond level: O=C1Cc2cc3n(c(=O)c2CO1)Cc1cc2ccccc2nc1-3
Scaffold Graph/Node level: OC1CC2CC3C4NC5CCCCC5CC4CN3C(O)C2CO1
Scaffold Graph level: CC1CCC2C(C1)CC1C3CC4CCCCC4CC3CC1C2C
Functional groups: CO; COC(=O)C; cnc; cn(c)C; c=O; cOC
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Alkaloids and derivatives
ClassyFire Class: Camptothecins
NP Classifier Biosynthetic pathway: Alkaloids
NP Classifier Superclass: Tryptophan alkaloids
NP Classifier Class: Pyrroloquinoline alkaloids
Synonymous chemical names:
camptothecin, 9-methoxy, 9-methoxycamptothecin, 9-methoxy camptothecin
External chemical identifiers:
CID:CID_123617; ChEMBL:CHEMBL522112; ZINC:ZINC000005011446; SureChEMBL:SCHEMBL1004508; MolPort-002-493-748
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
9-Methoxycamptothecin
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 378.38
Log P RDKit 2.09
Topological polar surface area (Å2) RDKit 90.65
Number of hydrogen bond acceptors RDKit 7
Number of hydrogen bond donors RDKit 1
Number of carbon atoms RDKit 21
Number of heavy atoms RDKit 28
Number of heteroatoms RDKit 7
Number of nitrogen atoms RDKit 2
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 15
Number of sp3 hybridized carbon atoms RDKit 6
Shape complexity RDKit 0.29
Number of rotatable bonds RDKit 2
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 2
Number of aliphatic rings RDKit 2
Number of aromatic carbocycles RDKit 1
Number of aromatic heterocycles RDKit 2
Number of aromatic rings RDKit 3
Total number of rings RDKit 5
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 5
9-Methoxycamptothecin
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 Good
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.54
9-Methoxycamptothecin
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 -7.39
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 0
CYP1A2 inhibitor SwissADME Yes
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME Yes
CYP2D6 inhibitor SwissADME Yes
CYP3A4 inhibitor SwissADME Yes
P-glycoprotein substrate SwissADME Yes