IMPPAT Phytochemical information: 
Camptothecin
Camptothecin
Summary

SMILES: CC[C@@]1(O)C(=O)OCc2c1cc1-c3nc4ccccc4cc3Cn1c2=O
InChI: InChI=1S/C20H16N2O4/c1-2-20(25)14-8-16-17-12(7-11-5-3-4-6-15(11)21-17)9-22(16)18(23)13(14)10-26-19(20)24/h3-8,25H,2,9-10H2,1H3/t20-/m0/s1
InChIKey: VSJKWCGYPAHWDS-FQEVSTJZSA-N
DeepSMILES: CC[C@@]O)C=O)OCcc6cc-cncccccc6cc%10Cn%13c%17=O
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
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:
camptothecine, camptothecin
External chemical identifiers:
CID:CID_24360; ChEMBL:CHEMBL65; ChEBI:CHEBI:27656; ZINC:ZINC000000105309; FDASRS:XT3Z54Z28A; SureChEMBL:SCHEMBL6038; MolPort-001-738-745
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Camptothecin
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 348.36
Log P RDKit 2.08
Topological polar surface area (Å2) RDKit 81.42
Number of hydrogen bond acceptors RDKit 6
Number of hydrogen bond donors RDKit 1
Number of carbon atoms RDKit 20
Number of heavy atoms RDKit 26
Number of heteroatoms RDKit 6
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 5
Shape complexity RDKit 0.25
Number of rotatable bonds RDKit 1
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
Camptothecin
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 Good
GSK 4/400 filter RDKit Good
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.532764
Camptothecin
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 -7.19
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 No
CYP3A4 inhibitor SwissADME Yes
P-glycoprotein substrate SwissADME Yes
Camptothecin
Human target proteins
Protein identifierHGNC symbolCombined score from STITCH database
ENSP00000310301SP3700
ENSP00000374357ARNTL800
ENSP00000310520ERCC4743
ENSP00000361125VEGFA735
ENSP00000321636TOP3A958
ENSP00000360266JUN733
ENSP00000325074PPP2R2A700
ENSP00000359211DPYD700
ENSP00000328835TOP1MT926
ENSP00000329357SP1700
ENSP00000329623BCL2830
ENSP00000330237CASP9730
ENSP00000336701RAD51C743
ENSP00000337641PPP2R5E700
ENSP00000354522TOP1999
ENSP00000355759PARP1764
ENSP00000358327CASP7910
ENSP00000356070MAPKAPK2733
ENSP00000356694FASLG819
ENSP00000338018HIF1A800
ENSP00000342011XRCC4745
ENSP00000347858XIAP762
ENSP00000374455SQSTM1700
ENSP00000381607GSTP1700
ENSP00000370083SMN1700
ENSP00000351273CASP8745
ENSP00000306512IL8700
ENSP00000302961HSPA4800
ENSP00000293288BAX953
ENSP00000269305TP53969
ENSP00000267163RB1700
ENSP00000462664POLI800
ENSP00000266970CDK2743
ENSP00000263341IL1B700
ENSP00000313854CLPTM1L700
ENSP00000262133RBL2700
ENSP00000260356THBS1700
ENSP00000254079PPP1R1B700
ENSP00000388648CHEK1860
ENSP00000235382RGS2800
ENSP00000217026MYBL2854
ENSP00000412324PPP2R5C700
ENSP00000411532TOP2A833
ENSP00000396704TOP2B795
ENSP00000312664CASP2726
ENSP00000312455CFLAR823
ENSP00000384273RELA700
ENSP00000389338MAPK9700
ENSP00000311032CASP3963
The human target proteins were predicted using STITCH, a database of Chemical-Protein interaction networks.