biphenyl-4-carboxylic acid methyl-[(3-nitro-4-thiomorpholin-4-yl-phenyl-carbamoyl)-methyl]-amide

ID: ALA521427

PubChem CID: 44567885

Max Phase: Preclinical

Molecular Formula: C26H26N4O4S

Molecular Weight: 490.59

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(CC(=O)Nc1ccc(N2CCSCC2)c([N+](=O)[O-])c1)C(=O)c1ccc(-c2ccccc2)cc1

Standard InChI:  InChI=1S/C26H26N4O4S/c1-28(26(32)21-9-7-20(8-10-21)19-5-3-2-4-6-19)18-25(31)27-22-11-12-23(24(17-22)30(33)34)29-13-15-35-16-14-29/h2-12,17H,13-16,18H2,1H3,(H,27,31)

Standard InChI Key:  TUYNZLREPSCMCV-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    4.4929    1.5443    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  1  0
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M  CHG  2  13   1  15  -1
M  END

Alternative Forms

1. Parent:

   

   ALA521427

   N-methyl-N-[2-(3-nitro-4-thiomorpholin-4-ylanilino)-2-oxoethyl]-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: 490.59

Molecular Weight (Monoisotopic): 490.1675

AlogP: 4.53

#Rotatable Bonds: 7

Polar Surface Area: 95.79

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.50

CX Basic pKa: ┄

CX LogP: 4.24

CX LogD: 4.24

Aromatic Rings: 3

Heavy Atoms: 35

QED Weighted: 0.39

Np Likeness Score: -1.97

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