IMPPAT Phytochemical information: 
Zizyphine C
Zizyphine C
Summary

SMILES: CC[C@@H]([C@@H](C(=O)N1CCC2C1C(=O)N1CCC[C@H]1C(=O)N/C=C/c1cc(O2)ccc1OC)NC(=O)[C@@H](N(C)C)Cc1ccccc1)C
InChI: InChI=1S/C36H47N5O6/c1-6-23(2)31(38-34(43)28(39(3)4)21-24-11-8-7-9-12-24)35(44)41-20-17-30-32(41)36(45)40-19-10-13-27(40)33(42)37-18-16-25-22-26(47-30)14-15-29(25)46-5/h7-9,11-12,14-16,18,22-23,27-28,30-32H,6,10,13,17,19-21H2,1-5H3,(H,37,42)(H,38,43)/b18-16+/t23-,27-,28-,30?,31-,32?/m0/s1
InChIKey: ASDABTDBYCJZRI-ZBGHSLQYSA-N
DeepSMILES: CC[C@@H][C@@H]C=O)NCCCC5C=O)NCCC[C@H]5C=O)N/C=C/cccO%16)ccc6OC))))))))))))))))))))))))NC=O)[C@@H]NC)C))Ccccccc6)))))))))))C
Scaffold Graph/Node/Bond level: O=C(CCc1ccccc1)NCC(=O)N1CCC2Oc3cccc(c3)C=CNC(=O)C3CCCN3C(=O)C21
Scaffold Graph/Node level: OC(CCC1CCCCC1)NCC(O)N1CCC2OC3CCCC(CCNC(O)C4CCCN4C(O)C21)C3
Scaffold Graph level: CC(CCC1CCCCC1)CCC(C)C1CCC2CC3CCCC(CCCC(C)C4CCCC4C(C)C21)C3
Functional groups: CNC(C)=O; CN(C)C; CN(C(C)=O)C; CC(=O)N(C)C; c/C=C/NC(=O)C; cOC
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organic acids and derivatives
ClassyFire Class: Carboxylic acids and derivatives
ClassyFire Subclass: Amino acids, peptides, and analogues
NP Classifier Biosynthetic pathway: Alkaloids|Amino acids and Peptides
NP Classifier Superclass: Peptide alkaloids
NP Classifier Class: Ansa peptide alkaloids
Synonymous chemical names:
zizyphine c, Zizyphine C
External chemical identifiers:
CID:CID_102469280
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Zizyphine C
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 645.8
Log P RDKit 2.84
Topological polar surface area (Å2) RDKit 120.52
Number of hydrogen bond acceptors RDKit 7
Number of hydrogen bond donors RDKit 2
Number of carbon atoms RDKit 36
Number of heavy atoms RDKit 47
Number of heteroatoms RDKit 11
Number of nitrogen atoms RDKit 5
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 6
Stereochemical complexity RDKit 0.17
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 18
Number of sp3 hybridized carbon atoms RDKit 18
Shape complexity RDKit 0.5
Number of rotatable bonds RDKit 7
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 3
Number of aliphatic rings RDKit 3
Number of aromatic carbocycles RDKit 2
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 2
Total number of rings RDKit 5
Number of saturated carbocycles RDKit 0
Number of saturated heterocycles RDKit 2
Number of saturated rings RDKit 2
Number of Smallest Set of Smallest Rings (SSSR) RDKit 5
Zizyphine C
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 1
Lipinski’s rule of 5 RDKit Passed
Number of Ghose rule violations RDKit 3
Ghose rule RDKit Failed
Veber rule RDKit Good
Egan rule RDKit Good
GSK 4/400 rule RDKit Bad
Pfizer 3/75 rule RDKit Good
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.43
Zizyphine C
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.17
Solubility class [ESOL] SwissADME Moderately soluble
Solubility class [Silicos-IT] SwissADME Poorly soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -7.22
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 No
CYP3A4 inhibitor SwissADME Yes
P-glycoprotein substrate SwissADME Yes