N-(2-(benzo[d][1,3]dioxol-5-yl)-1H-benzo[d]imidazol-5-yl)-2-chlorobenzamide

ID: ALA215363

PubChem CID: 44416710

Max Phase: Preclinical

Molecular Formula: C21H14ClN3O3

Molecular Weight: 391.81

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Nc1ccc2[nH]c(-c3ccc4c(c3)OCO4)nc2c1)c1ccccc1Cl

Standard InChI:  InChI=1S/C21H14ClN3O3/c22-15-4-2-1-3-14(15)21(26)23-13-6-7-16-17(10-13)25-20(24-16)12-5-8-18-19(9-12)28-11-27-18/h1-10H,11H2,(H,23,26)(H,24,25)

Standard InChI Key:  PJVQVFHLQKKXOY-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   -4.6256   -1.6778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9091   -1.2645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9120   -0.4338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6274   -0.0247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1939   -1.6758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1926   -2.5009    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4801   -1.2622    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7649   -1.6736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.4410   -1.4050    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3430   -1.6654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3365   -2.4923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4525   -2.7402    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9310   -2.0658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7559   -2.0571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6258   -2.5029    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.1711   -2.7681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9954   -2.7598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1540   -1.3398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9769   -1.3280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4033   -2.0378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2103   -1.8516    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2825   -1.0267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5202   -0.7030    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 13 10  2  0
 15 16  2  0
  1  2  2  0
  4  7  1  0
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  7  8  2  0
 14 15  1  0
 16 17  1  0
 17 18  1  0
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  7  9  1  0
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  4  5  1  0
  3 20  1  0
  9 10  1  0
 19 21  2  0
  2  3  1  0
 21 22  1  0
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 10 11  1  0
 24 23  2  0
 23 19  1  0
 24 25  1  0
  5  6  2  0
 11 12  2  0
 12 16  1  0
  6  1  1  0
 15 13  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA215363

   N-(2-(benzo[d][1,3]dioxol-5-yl)-1H-benzo[d]imidazol-5-yl)-2-chlorobenzamide

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: 391.81

Molecular Weight (Monoisotopic): 391.0724

AlogP: 4.86

#Rotatable Bonds: 3

Polar Surface Area: 76.24

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.53

CX Basic pKa: 5.12

CX LogP: 4.60

CX LogD: 4.60

Aromatic Rings: 4

Heavy Atoms: 28

QED Weighted: 0.52

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