2-oxo-N-((1S,2S)-2-(2-oxo-2H-chromene-3-carboxamido)cyclohexyl)-2H-chromene-3-carboxamide

ID: ALA378988

Chembl Id: CHEMBL378988

PubChem CID: 44414181

Max Phase: Preclinical

Molecular Formula: C26H22N2O6

Molecular Weight: 458.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(N[C@H]1CCCC[C@@H]1NC(=O)c1cc2ccccc2oc1=O)c1cc2ccccc2oc1=O

Standard InChI:  InChI=1S/C26H22N2O6/c29-23(17-13-15-7-1-5-11-21(15)33-25(17)31)27-19-9-3-4-10-20(19)28-24(30)18-14-16-8-2-6-12-22(16)34-26(18)32/h1-2,5-8,11-14,19-20H,3-4,9-10H2,(H,27,29)(H,28,30)/t19-,20-/m0/s1

Standard InChI Key:  RKLPXECQOCWBLZ-PMACEKPBSA-N

Alternative Forms

1. Parent:

   

   ALA378988

   2-oxo-N-[(1S,2S)-2-[(2-oxochromene-3-carbonyl)amino]cyclohexyl]chromene-3-carboxamide

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 458.47

Molecular Weight (Monoisotopic): 458.1478

AlogP: 3.37

#Rotatable Bonds: 4

Polar Surface Area: 118.62

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.19

CX Basic pKa: ┄

CX LogP: 2.82

CX LogD: 2.82

Aromatic Rings: 4

Heavy Atoms: 34

QED Weighted: 0.45

Np Likeness Score: -0.41

References

1. Chimenti F, Secci D, Bolasco A, Chimenti P, Granese A, Carradori S, Befani O, Turini P, Alcaro S, Ortuso F..  (2006)  Synthesis, molecular modeling studies, and selective inhibitory activity against monoamine oxidase of N,N'-bis[2-oxo-2H-benzopyran]-3-carboxamides.,  16  (15): [PMID:16759860] [10.1016/j.bmcl.2006.04.026]

Source

Source(1):

• Scientific Literature