2-chloro-N-(4-(5-(cyclobutanecarboxamido)-1H-benzo[d]imidazol-2-yl)phenyl)benzamide

ID: ALA214445

PubChem CID: 44416537

Max Phase: Preclinical

Molecular Formula: C25H21ClN4O2

Molecular Weight: 444.92

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Nc1ccc(-c2nc3cc(NC(=O)C4CCC4)ccc3[nH]2)cc1)c1ccccc1Cl

Standard InChI:  InChI=1S/C25H21ClN4O2/c26-20-7-2-1-6-19(20)25(32)27-17-10-8-15(9-11-17)23-29-21-13-12-18(14-22(21)30-23)28-24(31)16-4-3-5-16/h1-2,6-14,16H,3-5H2,(H,27,32)(H,28,31)(H,29,30)

Standard InChI Key:  UGUHVOJNAPXDDU-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    1.3335   -0.6682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.0146   -0.3739    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    4.6349   -0.7109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3904   -1.4105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0385   -1.4314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8628   -1.4421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2831   -0.7316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8772   -0.0090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0542   -0.0018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6457    0.7169    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -4.9410    1.6607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7378    1.4470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5240    0.6501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  7 16  2  0
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 31 32  1  0
 32  8  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA214445

   2-chloro-N-(4-(5-(cyclobutanecarboxamido)-1H-benzo[d]imidazol-2-yl)phenyl)benzamide

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: 444.92

Molecular Weight (Monoisotopic): 444.1353

AlogP: 5.87

#Rotatable Bonds: 5

Polar Surface Area: 86.88

Molecular Species: NEUTRAL

HBA: 3

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.55

CX Basic pKa: 5.16

CX LogP: 5.44

CX LogD: 5.44

Aromatic Rings: 4

Heavy Atoms: 32

QED Weighted: 0.36

Np Likeness Score: -1.81

References

1. Wolkenberg SE, Zhao Z, Kapitskaya M, Webber AL, Petrukhin K, Tang YS, Dean DC, Hartman GD, Lindsley CW..  (2006)  Identification of potent agonists of photoreceptor-specific nuclear receptor (NR2E3) and preparation of a radioligand.,  16  (19): [PMID:16879962] [10.1016/j.bmcl.2006.07.056]

Source

Source(1):

• Scientific Literature