4-(5,6-dichloro-1H-benzo[d]imidazol-2-yl)naphthalen-1-amine

ID: ALA2037267

PubChem CID: 70683926

Max Phase: Preclinical

Molecular Formula: C17H11Cl2N3

Molecular Weight: 328.20

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1ccc(-c2nc3cc(Cl)c(Cl)cc3[nH]2)c2ccccc12

Standard InChI:  InChI=1S/C17H11Cl2N3/c18-12-7-15-16(8-13(12)19)22-17(21-15)11-5-6-14(20)10-4-2-1-3-9(10)11/h1-8H,20H2,(H,21,22)

Standard InChI Key:  PDXVMHAAFBYXRP-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 25  0  0  0  0  0  0  0  0999 V2000
   17.8737   -0.0059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3850    0.6596    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.6001    0.3995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6059   -0.4295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3949   -0.6784    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.8819    0.8056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1702    0.3868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1768   -0.4382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8942   -0.8483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6954    0.0025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3462    0.0131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9237    0.7274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1002    0.7183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9377   -0.7055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1169   -0.7072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7097   -1.4178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1222   -2.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9462   -2.1214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3497   -1.4104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4518    0.7937    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   21.1718    0.0202    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.4642   -0.8553    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  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
 10 15  2  0
  8 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2037267

   4-(5,6-dichloro-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: 328.20

Molecular Weight (Monoisotopic): 327.0330

AlogP: 5.27

#Rotatable Bonds: 1

Polar Surface Area: 54.70

Molecular Species: NEUTRAL

HBA: 2

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.22

CX Basic pKa: 5.06

CX LogP: 4.65

CX LogD: 4.65

Aromatic Rings: 4

Heavy Atoms: 22

QED Weighted: 0.47

Np Likeness Score: -0.84

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