rac-1-(2-Chlorobenzyl)-2-[1-(4-isobutylphenyl)ethyl]-1Hbenzimidazole

ID: ALA2036163

Chembl Id: CHEMBL2036163

Cas Number: 612046-20-5

PubChem CID: 3610995

Max Phase: Preclinical

Molecular Formula: C26H27ClN2

Molecular Weight: 402.97

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)Cc1ccc(C(C)c2nc3ccccc3n2Cc2ccccc2Cl)cc1

Standard InChI:  InChI=1S/C26H27ClN2/c1-18(2)16-20-12-14-21(15-13-20)19(3)26-28-24-10-6-7-11-25(24)29(26)17-22-8-4-5-9-23(22)27/h4-15,18-19H,16-17H2,1-3H3

Standard InChI Key:  RSOFSWHYZCGXSL-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA2036163

   1-(2-chlorobenzyl)-2-{1-[4-(2-methylpropyl)phenyl]ethyl}-1H-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: 402.97

Molecular Weight (Monoisotopic): 402.1863

AlogP: 7.09

#Rotatable Bonds: 6

Polar Surface Area: 17.82

Molecular Species: NEUTRAL

HBA: 2

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 2

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 5.31

CX LogP: 8.00

CX LogD: 8.00

Aromatic Rings: 4

Heavy Atoms: 29

QED Weighted: 0.34

Np Likeness Score: -1.12

References

1. Banoglu E, Çalişkan B, Luderer S, Eren G, Özkan Y, Altenhofen W, Weinigel C, Barz D, Gerstmeier J, Pergola C, Werz O..  (2012)  Identification of novel benzimidazole derivatives as inhibitors of leukotriene biosynthesis by virtual screening targeting 5-lipoxygenase-activating protein (FLAP).,  20  (12): [PMID:22607880] [10.1016/j.bmc.2012.04.048]

2. Pettersen D, Davidsson Ö, Whatling C..  (2015)  Recent advances for FLAP inhibitors.,  25  (13): [PMID:26004579] [10.1016/j.bmcl.2015.04.090]

3. Gür ZT, Çalışkan B, Garscha U, Olgaç A, Schubert US, Gerstmeier J, Werz O, Banoglu E..  (2018)  Identification of multi-target inhibitors of leukotriene and prostaglandin E2 biosynthesis by structural tuning of the FLAP inhibitor BRP-7.,  150  [PMID:29597170] [10.1016/j.ejmech.2018.03.045]

4. Gür ZT, Çalışkan B, Banoglu E..  (2018)  Drug discovery approaches targeting 5-lipoxygenase-activating protein (FLAP) for inhibition of cellular leukotriene biosynthesis.,  153  [PMID:28784429] [10.1016/j.ejmech.2017.07.019]

Source

Source(1):

• Scientific Literature