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

ID: ALA214457

PubChem CID: 44416477

Max Phase: Preclinical

Molecular Formula: C24H17ClF2N4O2

Molecular Weight: 466.88

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C24H17ClF2N4O2/c25-18-4-2-1-3-16(18)22(32)28-14-7-5-13(6-8-14)21-30-19-10-9-15(11-20(19)31-21)29-23(33)17-12-24(17,26)27/h1-11,17H,12H2,(H,28,32)(H,29,33)(H,30,31)

Standard InChI Key:  YYBRDJACMSSFST-UHFFFAOYSA-N

Molfile:  

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    4.9518   -8.4998    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
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   -6.0769   -8.3502    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Alternative Forms

1. Parent:

   

   ALA214457

   2-chloro-N-(4-(5-(2,2-difluorocyclopropanecarboxamido)-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: 466.88

Molecular Weight (Monoisotopic): 466.1008

AlogP: 5.73

#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: 10.52

CX Basic pKa: 5.16

CX LogP: 4.87

CX LogD: 4.87

Aromatic Rings: 4

Heavy Atoms: 33

QED Weighted: 0.35

Np Likeness Score: -1.50

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