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

ID: ALA386138

PubChem CID: 16046196

Max Phase: Preclinical

Molecular Formula: C24H19ClN4O2

Molecular Weight: 430.90

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Nc1ccc(-c2nc3cc(NC(=O)C4CC4)ccc3[nH]2)cc1)c1ccccc1Cl

Standard InChI:  InChI=1S/C24H19ClN4O2/c25-19-4-2-1-3-18(19)24(31)26-16-9-7-14(8-10-16)22-28-20-12-11-17(13-21(20)29-22)27-23(30)15-5-6-15/h1-4,7-13,15H,5-6H2,(H,26,31)(H,27,30)(H,28,29)

Standard InChI Key:  URTBMZWXWYUQAM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    0.8442  -23.3172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.5049  -23.0216    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    2.9165  -22.6303    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3200  -23.3499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1449  -23.3603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8985  -24.0591    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5463  -24.0801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3705  -24.0908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7928  -23.3810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3849  -22.6590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5621  -22.6518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1558  -21.9338    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -5.6370  -21.0719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 15 12  2  0
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 19  7  1  0
  7 16  2  0
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  2  3  2  0
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  6  1  2  0
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  1  7  1  0
 17 15  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA386138

   2-chloro-N-(4-(5-(cyclopropanecarboxamido)-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: 430.90

Molecular Weight (Monoisotopic): 430.1197

AlogP: 5.48

#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: 5.00

CX LogD: 5.00

Aromatic Rings: 4

Heavy Atoms: 31

QED Weighted: 0.39

Np Likeness Score: -1.87

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