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

ID: ALA385936

PubChem CID: 44416478

Max Phase: Preclinical

Molecular Formula: C25H21ClN4O2

Molecular Weight: 444.92

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1(C(=O)Nc2ccc3[nH]c(-c4ccc(NC(=O)c5ccccc5Cl)cc4)nc3c2)CC1

Standard InChI:  InChI=1S/C25H21ClN4O2/c1-25(12-13-25)24(32)28-17-10-11-20-21(14-17)30-22(29-20)15-6-8-16(9-7-15)27-23(31)18-4-2-3-5-19(18)26/h2-11,14H,12-13H2,1H3,(H,27,31)(H,28,32)(H,29,30)

Standard InChI Key:  LBRNGTYCTDCBDI-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    8.9397   -7.9889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1154   -7.9614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   15.8251   -9.5198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4178   -8.7973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5936   -8.7889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3497   -9.4860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2205   -9.0981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2184   -9.9256    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   17.8806  -10.2628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6322  -10.9618    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.2838  -10.9852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1058  -10.9973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5323  -10.2859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1234   -9.5601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2993   -9.5534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8929   -8.8337    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    7.7936   -9.1021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9337   -8.6835    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.8703  -10.1575    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.6500   -9.5314    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  4  5  2  0
  5  6  1  0
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  7  8  1  0
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  9  4  1  0
  4 10  1  0
  1 11  1  0
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 20 21  1  0
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  1 29  1  0
  2  1  1  0
  3  2  1  0
  1  3  1  0
 19 31  1  0
 31 10  1  0
 11 30  1  0
 30 13  1  0
  7 32  1  0
 32 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA385936

   2-chloro-N-(4-(5-(1-methylcyclopropanecarboxamido)-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: 5.55

CX LogD: 5.55

Aromatic Rings: 4

Heavy Atoms: 32

QED Weighted: 0.36

Np Likeness Score: -1.36

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