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

ID: ALA215498

PubChem CID: 44416392

Max Phase: Preclinical

Molecular Formula: C25H18ClN5O2

Molecular Weight: 455.91

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C25H18ClN5O2/c26-19-4-2-1-3-18(19)23(32)28-16-7-5-15(6-8-16)22-30-20-10-9-17(13-21(20)31-22)29-24(33)25(14-27)11-12-25/h1-10,13H,11-12H2,(H,28,32)(H,29,33)(H,30,31)

Standard InChI Key:  HMLGLKCTOQYTPQ-UHFFFAOYSA-N

Molfile:  

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    6.7478  -15.1691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3415  -14.4493    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -3.7570  -14.7176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.0988  -15.1470    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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  3  2  1  0
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M  END

Alternative Forms

1. Parent:

   

   ALA215498

   2-chloro-N-(4-(5-(1-cyanocyclopropanecarboxamido)-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: 455.91

Molecular Weight (Monoisotopic): 455.1149

AlogP: 5.38

#Rotatable Bonds: 5

Polar Surface Area: 110.67

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.52

CX Basic pKa: 5.15

CX LogP: 4.80

CX LogD: 4.80

Aromatic Rings: 4

Heavy Atoms: 33

QED Weighted: 0.37

Np Likeness Score: -1.66

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