Biphenyl-4-carboxylic acid {[4-(adamantan-1-ylamino)-3-nitro-phenylcarbamoyl]-methyl}-methyl-amide

ID: ALA521253

PubChem CID: 44567923

Max Phase: Preclinical

Molecular Formula: C32H34N4O4

Molecular Weight: 538.65

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(CC(=O)Nc1ccc(NC23CC4CC(CC(C4)C2)C3)c([N+](=O)[O-])c1)C(=O)c1ccc(-c2ccccc2)cc1

Standard InChI:  InChI=1S/C32H34N4O4/c1-35(31(38)26-9-7-25(8-10-26)24-5-3-2-4-6-24)20-30(37)33-27-11-12-28(29(16-27)36(39)40)34-32-17-21-13-22(18-32)15-23(14-21)19-32/h2-12,16,21-23,34H,13-15,17-20H2,1H3,(H,33,37)

Standard InChI Key:  AOFRQEULWOEANT-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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  1  3  1  0
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  1  2  1  0
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M  CHG  2  17   1  19  -1
M  END

Alternative Forms

1. Parent:

   

   ALA521253

   N-[2-[4-(1-adamantylamino)-3-nitroanilino]-2-oxoethyl]-N-methyl-4-phenylbenzamide

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: 538.65

Molecular Weight (Monoisotopic): 538.2580

AlogP: 6.35

#Rotatable Bonds: 8

Polar Surface Area: 104.58

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 13.52

CX Basic pKa: 1.98

CX LogP: 5.98

CX LogD: 5.98

Aromatic Rings: 3

Heavy Atoms: 40

QED Weighted: 0.26

Np Likeness Score: -1.44

References

1. Dömling A, Antuch W, Beck B, Schauer-Vukasinović V..  (2008)  Isosteric exchange of the acylsulfonamide moiety in Abbott's Bcl-XL protein interaction antagonist.,  18  (14): [PMID:18583128] [10.1016/j.bmcl.2008.05.096]

Source

Source(1):

• Scientific Literature