IMPPAT Phytochemical information: 
Nummularine N
Nummularine N
Summary

SMILES: COc1ccc2cc1/C=C\NC(=O)C(NC(=O)C1C(O2)CCN1C(=O)C(C(C)C)NC(=O)CN(C)C)Cc1ccccc1
InChI: InChI=1S/C32H41N5O6/c1-20(2)28(35-27(38)19-36(3)4)32(41)37-16-14-26-29(37)31(40)34-24(17-21-9-7-6-8-10-21)30(39)33-15-13-22-18-23(43-26)11-12-25(22)42-5/h6-13,15,18,20,24,26,28-29H,14,16-17,19H2,1-5H3,(H,33,39)(H,34,40)(H,35,38)/b15-13-
InChIKey: WQTMHVRPBKCOPJ-SQFISAMPSA-N
DeepSMILES: COcccccc6/C=C\NC=O)CNC=O)CCO%13)CCN5C=O)CCC)C))NC=O)CNC)C))))))))))))))Ccccccc6
Scaffold Graph/Node/Bond level: O=C1NC=Cc2cccc(c2)OC2CCNC2C(=O)NC1Cc1ccccc1
Scaffold Graph/Node level: OC1NCCC2CCCC(C2)OC2CCNC2C(O)NC1CC1CCCCC1
Scaffold Graph level: CC1CCCC2CCCC(C2)CC2CCCC2C(C)CC1CC1CCCCC1
Functional groups: cOC; CN(C)C; c/C=C\NC(=O)C; CNC(=O)C; CC(=O)N(C)C; CNC(C)=O
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organic acids and derivatives
ClassyFire Class: Peptidomimetics
ClassyFire Subclass: Peptoid-peptide hybrids
NP Classifier Biosynthetic pathway: Alkaloids|Amino acids and Peptides
NP Classifier Superclass: Peptide alkaloids
NP Classifier Class: Ansa peptide alkaloids
Synonymous chemical names:
nummularine n, Nummularine N
External chemical identifiers:
CID:CID_101427782
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Nummularine N
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 591.71
Log P RDKit 1.57
Topological polar surface area (Å2) RDKit 129.31
Number of hydrogen bond acceptors RDKit 7
Number of hydrogen bond donors RDKit 3
Number of carbon atoms RDKit 32
Number of heavy atoms RDKit 43
Number of heteroatoms RDKit 11
Number of nitrogen atoms RDKit 5
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 4
Stereochemical complexity RDKit 0.12
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 18
Number of sp3 hybridized carbon atoms RDKit 14
Shape complexity RDKit 0.44
Number of rotatable bonds RDKit 6
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 2
Number of aliphatic rings RDKit 2
Number of aromatic carbocycles RDKit 2
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 2
Total number of rings RDKit 4
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 4
Nummularine N
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
Nummularine N
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 -7.64
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