IMPPAT Phytochemical information: 
Mauritine c
Mauritine c
Summary

SMILES: CN[C@H](C(=O)N1CC[C@H]2[C@H]1C(=O)N[C@@H](Cc1ccccc1)C(=O)N/C=C\c1ccc(O2)cc1)C(C)C
InChI: InChI=1S/C28H34N4O4/c1-18(2)24(29-3)28(35)32-16-14-23-25(32)27(34)31-22(17-20-7-5-4-6-8-20)26(33)30-15-13-19-9-11-21(36-23)12-10-19/h4-13,15,18,22-25,29H,14,16-17H2,1-3H3,(H,30,33)(H,31,34)/b15-13-/t22-,23-,24-,25-/m0/s1
InChIKey: PQMYDJKBJAJSEN-WHAOFZNWSA-N
DeepSMILES: CN[C@H]C=O)NCC[C@H][C@H]5C=O)N[C@@H]Ccccccc6)))))))C=O)N/C=C\ccccO%14)cc6)))))))))))))))))))CC)C
Scaffold Graph/Node/Bond level: O=C1NC=Cc2ccc(cc2)OC2CCNC2C(=O)NC1Cc1ccccc1
Scaffold Graph/Node level: OC1NCCC2CCC(CC2)OC2CCNC2C(O)NC1CC1CCCCC1
Scaffold Graph level: CC1CCCC2CCC(CC2)CC2CCCC2C(C)CC1CC1CCCCC1
Functional groups: CNC; CN(C(C)=O)C; CNC(=O)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:
mauritine c, Mauritine C
External chemical identifiers:
CID:CID_177424026
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Mauritine c
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 490.6
Log P RDKit 2.11
Topological polar surface area (Å2) RDKit 99.77
Number of hydrogen bond acceptors RDKit 5
Number of hydrogen bond donors RDKit 3
Number of carbon atoms RDKit 28
Number of heavy atoms RDKit 36
Number of heteroatoms RDKit 8
Number of nitrogen atoms RDKit 4
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 4
Stereochemical complexity RDKit 0.14
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 17
Number of sp3 hybridized carbon atoms RDKit 11
Shape complexity RDKit 0.39
Number of rotatable bonds RDKit 3
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 1
Number of saturated rings RDKit 1
Number of Smallest Set of Smallest Rings (SSSR) RDKit 5
Mauritine c
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 2
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 0.6
Mauritine c
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
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 -6.87
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