5,6-Dichloro-1-(4-nitro-benzenesulfonyl)-2-(2-pyridin-2-yl-ethyl)-1H-benzoimidazole

ID: ALA82613

Chembl Id: CHEMBL82613

PubChem CID: 497000

Max Phase: Preclinical

Molecular Formula: C20H14Cl2N4O4S

Molecular Weight: 477.33

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=[N+]([O-])c1ccc(S(=O)(=O)n2c(CCc3ccccn3)nc3cc(Cl)c(Cl)cc32)cc1

Standard InChI:  InChI=1S/C20H14Cl2N4O4S/c21-16-11-18-19(12-17(16)22)25(20(24-18)9-4-13-3-1-2-10-23-13)31(29,30)15-7-5-14(6-8-15)26(27)28/h1-3,5-8,10-12H,4,9H2

Standard InChI Key:  IMVARIHUTSJODK-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA82613

   5,6-Dichloro-1-(4-nitrophenyl)sulfonyl-2-[2-(2-pyridyl)ethyl]benzimidazole

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: 477.33

Molecular Weight (Monoisotopic): 476.0113

AlogP: 4.67

#Rotatable Bonds: 6

Polar Surface Area: 107.99

Molecular Species: NEUTRAL

HBA: 7

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.47

CX LogP: 4.40

CX LogD: 4.39

Aromatic Rings: 4

Heavy Atoms: 31

QED Weighted: 0.30

Np Likeness Score: -1.83

References

1. Garuti L, Roberti M, Cermelli C..  (1999)  Synthesis and antiviral activity of some N-benzenesulphonylbenzimidazoles.,  9  (17): [PMID:10498201] [10.1016/s0960-894x(99)00429-1]

2. Garuti L, Roberti M, De Clercq E..  (2002)  Synthesis and antiviral/antiproliferative activity of some N-sulphonylbenzimidazoles.,  12  (19): [PMID:12217359] [10.1016/s0960-894x(02)00535-8]

Source

Source(1):

• Scientific Literature