trans-2-(N-(5-chloro-2-methoxyphenyl)phenylsulfonamido)-N-(4-(2-oxo-2,3-dihydro-1H-benzo[d]imidazol-1-yl)cyclohexyl)acetamide

ID: ALA2381947

PubChem CID: 73356483

Max Phase: Preclinical

Molecular Formula: C28H29ClN4O5S

Molecular Weight: 569.08

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(Cl)cc1N(CC(=O)N[C@H]1CC[C@H](n2c(=O)[nH]c3ccccc32)CC1)S(=O)(=O)c1ccccc1

Standard InChI:  InChI=1S/C28H29ClN4O5S/c1-38-26-16-11-19(29)17-25(26)32(39(36,37)22-7-3-2-4-8-22)18-27(34)30-20-12-14-21(15-13-20)33-24-10-6-5-9-23(24)31-28(33)35/h2-11,16-17,20-21H,12-15,18H2,1H3,(H,30,34)(H,31,35)/t20-,21-

Standard InChI Key:  DGMXWRVMCVATCV-MEMLXQNLSA-N

Molfile:  

     RDKit          2D

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    7.2978  -18.5543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8870  -17.8368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0585  -17.8321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1236  -18.5585    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    8.3600  -17.1025    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
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  4  5  2  0
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 24 23  1  6
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 27 30  1  1
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 32 39  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA2381947

   2-[N-(benzenesulfonyl)-5-chloro-2-methoxyanilino]-N-[4-(2-oxo-3H-benzimidazol-1-yl)cyclohexyl]acetamide

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: 569.08

Molecular Weight (Monoisotopic): 568.1547

AlogP: 4.49

#Rotatable Bonds: 8

Polar Surface Area: 113.50

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.86

CX Basic pKa: ┄

CX LogP: 4.15

CX LogD: 4.15

Aromatic Rings: 4

Heavy Atoms: 39

QED Weighted: 0.33

Np Likeness Score: -1.71

References

1. Bregman H, Chakka N, Guzman-Perez A, Gunaydin H, Gu Y, Huang X, Berry V, Liu J, Teffera Y, Huang L, Egge B, Mullady EL, Schneider S, Andrews PS, Mishra A, Newcomb J, Serafino R, Strathdee CA, Turci SM, Wilson C, DiMauro EF..  (2013)  Discovery of novel, induced-pocket binding oxazolidinones as potent, selective, and orally bioavailable tankyrase inhibitors.,  56  (11): [PMID:23701517] [10.1021/jm4000038]

Source

Source(1):

• Scientific Literature