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

ID: ALA384066

PubChem CID: 44416582

Max Phase: Preclinical

Molecular Formula: C23H15ClFN5O

Molecular Weight: 431.86

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Nc1ccc2[nH]c(-c3cnn(-c4ccc(F)cc4)c3)nc2c1)c1ccccc1Cl

Standard InChI:  InChI=1S/C23H15ClFN5O/c24-19-4-2-1-3-18(19)23(31)27-16-7-10-20-21(11-16)29-22(28-20)14-12-26-30(13-14)17-8-5-15(25)6-9-17/h1-13H,(H,27,31)(H,28,29)

Standard InChI Key:  PEUHOGMONYOJND-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    5.8353   -1.4524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5501   -1.8653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2667   -1.4520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.5483   -0.2122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9818   -1.8633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9831   -2.6884    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6957   -1.4497    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.4108   -1.8611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4074   -2.6846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   10.1178   -1.4453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6168   -1.5925    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.8327   -1.8529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8392   -2.6798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6283   -2.9277    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   12.9316   -2.2446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5499   -2.6904    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   13.4196   -2.9100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2025   -2.6467    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.1921   -1.8209    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.4036   -1.5761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9026   -1.4014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6197   -1.8075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3296   -1.3887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3219   -0.5627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5982   -0.1575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8913   -0.5788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0317   -0.1422    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  4  7  1  0
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  7  8  2  0
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  4  5  2  0
  3 20  1  0
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  9 10  1  0
  2  3  2  0
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  5  6  1  0
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 11 12  1  0
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 12 16  2  0
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  6  1  2  0
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 15 13  2  0
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 15 16  1  0
 29 30  2  0
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  1  2  1  0
 28 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA384066

   2-chloro-N-(2-(1-(4-fluorophenyl)-1H-pyrazol-4-yl)-1H-benzo[d]imidazol-5-yl)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: 431.86

Molecular Weight (Monoisotopic): 431.0949

AlogP: 5.46

#Rotatable Bonds: 4

Polar Surface Area: 75.60

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 10.99

CX Basic pKa: 4.71

CX LogP: 5.21

CX LogD: 5.21

Aromatic Rings: 5

Heavy Atoms: 31

QED Weighted: 0.40

Np Likeness Score: -2.44

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