IMPPAT Phytochemical information: 
Clivimine
Clivimine
Summary

SMILES: CN1CC[C@H]2[C@@H]1[C@H]1[C@H]([C@H](C2)OC(=O)c2cc(C(=O)O[C@H]3C[C@H]4CCN([C@H]4[C@H]4[C@H]3OC(=O)c3c4cc4c(c3)OCO4)C)c(nc2C)C)OC(=O)c2c1cc1OCOc1c2
InChI: InChI=1S/C43H43N3O12/c1-18-22(40(47)55-32-9-20-5-7-45(3)36(20)34-24-12-28-30(53-16-51-28)14-26(24)42(49)57-38(32)34)11-23(19(2)44-18)41(48)56-33-10-21-6-8-46(4)37(21)35-25-13-29-31(54-17-52-29)15-27(25)43(50)58-39(33)35/h11-15,20-21,32-39H,5-10,16-17H2,1-4H3/t20-,21-,32+,33+,34+,35+,36-,37-,38+,39+/m1/s1
InChIKey: CJYOGPFDNAEALZ-BVORSCEZSA-N
DeepSMILES: CNCC[C@H][C@@H]5[C@H][C@H][C@H]C6)OC=O)cccC=O)O[C@H]C[C@H]CCN[C@H]5[C@H][C@H]9OC=O)cc6cccc6)OCO5)))))))))))))C)))))))))cnc6C)))C))))))))OC=O)cc6ccOCOc5c9
Scaffold Graph/Node/Bond level: O=C(OC1CC2CCNC2C2c3cc4c(cc3C(=O)OC12)OCO4)c1cncc(C(=O)OC2CC3CCNC3C3c4cc5c(cc4C(=O)OC23)OCO5)c1
Scaffold Graph/Node level: OC(OC1CC2CCNC2C2C3CC4OCOC4CC3C(O)OC12)C1CNCC(C(O)OC2CC3CCNC3C3C4CC5OCOC5CC4C(O)OC23)C1
Scaffold Graph level: CC(CC1CC2CCCC2C2C1CC(C)C1CC3CCCC3CC12)C1CCCC(C(C)CC2CC3CCCC3C3C2CC(C)C2CC4CCCC4CC23)C1
Functional groups: CN(C)C; cC(=O)OC; c1cOCO1; cnc
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Alkaloids and derivatives
ClassyFire Class: Amaryllidaceae alkaloids
ClassyFire Subclass: Homolycorine-type amaryllidaceae alkaloids
NP Classifier Biosynthetic pathway: Alkaloids
NP Classifier Superclass: Tyrosine alkaloids
NP Classifier Class: Amarylidaceae alkaloids
Synonymous chemical names:
clivimine
External chemical identifiers:
CID:CID_44559309; ChEMBL:CHEMBL451626; ZINC:ZINC000095543420
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Clivimine
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 793.83
Log P RDKit 4.3
Topological polar surface area (Å2) RDKit 161.49
Number of hydrogen bond acceptors RDKit 15
Number of hydrogen bond donors RDKit 0
Number of carbon atoms RDKit 43
Number of heavy atoms RDKit 58
Number of heteroatoms RDKit 15
Number of nitrogen atoms RDKit 3
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 10
Stereochemical complexity RDKit 0.23
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 21
Number of sp3 hybridized carbon atoms RDKit 22
Shape complexity RDKit 0.51
Number of rotatable bonds RDKit 6
Number of aliphatic carbocycles RDKit 2
Number of aliphatic heterocycles RDKit 6
Number of aliphatic rings RDKit 8
Number of aromatic carbocycles RDKit 2
Number of aromatic heterocycles RDKit 1
Number of aromatic rings RDKit 3
Total number of rings RDKit 11
Number of saturated carbocycles RDKit 2
Number of saturated heterocycles RDKit 2
Number of saturated rings RDKit 4
Number of Smallest Set of Smallest Rings (SSSR) RDKit 11
Clivimine
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 3
Ghose filter RDKit Failed
Veber filter RDKit Bad
Pfizer 3/75 filter RDKit Bad
GSK 4/400 filter RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.271506
Clivimine
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.17
Solubility class [ESOL] SwissADME Poorly soluble
Solubility class [Silicos-IT] SwissADME Poorly soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME Low
Log Kp (Skin permeation, cm/s) SwissADME -7.41
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 1
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME Yes
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME Yes