4-(5-chloro-1H-benzo[d]imidazol-2-yl)naphthalen-1-amine

ID: ALA2037266

PubChem CID: 70683925

Max Phase: Preclinical

Molecular Formula: C17H12ClN3

Molecular Weight: 293.76

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1ccc(-c2nc3cc(Cl)ccc3[nH]2)c2ccccc12

Standard InChI:  InChI=1S/C17H12ClN3/c18-10-5-8-15-16(9-10)21-17(20-15)13-6-7-14(19)12-4-2-1-3-11(12)13/h1-9H,19H2,(H,20,21)

Standard InChI Key:  RGGBBGPLSSOMDX-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 24  0  0  0  0  0  0  0  0999 V2000
    8.7215   -0.1853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2326    0.4805    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.4477    0.2202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4534   -0.6089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2425   -0.8577    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7293    0.6264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0175    0.2075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0241   -0.6175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7416   -1.0277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5432   -0.1769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1942   -0.1663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7717    0.5482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9481    0.5390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7857   -0.8849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9647   -0.8866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5576   -1.5973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9701   -2.3068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7942   -2.3011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1977   -1.5898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2991    0.6146    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   12.0200   -0.1591    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 10 15  2  0
  1  2  2  0
 14 11  2  0
  2  3  1  0
 11 12  1  0
  3  4  1  0
 12 13  2  0
 13 10  1  0
  1 10  1  0
  4  5  1  0
  1  5  1  0
 14 15  1  0
  6  7  1  0
 15 16  1  0
  7  8  2  0
 16 17  2  0
  8  9  1  0
 17 18  1  0
  4  9  2  0
 18 19  2  0
 19 14  1  0
  3  6  2  0
  7 20  1  0
 11 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2037266

   4-(6-chloro-1H-benzimidazol-2-yl)naphthalen-1-amine

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: 293.76

Molecular Weight (Monoisotopic): 293.0720

AlogP: 4.62

#Rotatable Bonds: 1

Polar Surface Area: 54.70

Molecular Species: NEUTRAL

HBA: 2

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.44

CX Basic pKa: 4.97

CX LogP: 4.05

CX LogD: 4.05

Aromatic Rings: 4

Heavy Atoms: 21

QED Weighted: 0.50

Np Likeness Score: -0.99

References

1. Vitale G, Corona P, Loriga M, Carta A, Paglietti G, Giliberti G, Sanna G, Farci P, Marongiu ME, La Colla P..  (2012)  5-acetyl-2-arylbenzimidazoles as antiviral agents. Part 4.,  53  [PMID:22513121] [10.1016/j.ejmech.2012.03.038]

Source

Source(1):

• Scientific Literature