methyl 4'-((4-methyl-1H-benzo[d]imidazol-1-yl)methyl)biphenyl-2-carboxylate

ID: ALA2260197

PubChem CID: 76330081

Max Phase: Preclinical

Molecular Formula: C23H20N2O2

Molecular Weight: 356.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)c1ccccc1-c1ccc(Cn2cnc3c(C)cccc32)cc1

Standard InChI:  InChI=1S/C23H20N2O2/c1-16-6-5-9-21-22(16)24-15-25(21)14-17-10-12-18(13-11-17)19-7-3-4-8-20(19)23(26)27-2/h3-13,15H,14H2,1-2H3

Standard InChI Key:  YHFWQYWPYOWACR-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    8.0332   -2.0989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7412   -2.5079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7394   -0.8705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4480   -1.2758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4483   -2.0990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2313   -2.3532    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.7150   -1.6870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2308   -1.0213    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.4840   -3.1303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9373   -3.7377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1398   -3.5666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5934   -4.1733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8460   -4.9514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6500   -5.1194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1929   -4.5114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3007   -5.5579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5003   -5.3878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9547   -5.9951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2083   -6.7729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0126   -6.9398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5547   -6.3311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3548   -6.4976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6107   -7.2736    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8989   -5.8879    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0665   -7.8833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7370   -0.0534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9  5  1  0
  7 10  1  0
 10 11  1  0
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 12 13  1  0
 13 14  2  0
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 15 16  2  0
 16 11  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 17  1  0
 14 17  1  0
 22 23  1  0
 23 24  1  0
 23 25  2  0
 24 26  1  0
  4 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2260197

   Methyl 2-[4-[(4-methylbenzimidazol-1-yl)methyl]phenyl]benzoate

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: 356.43

Molecular Weight (Monoisotopic): 356.1525

AlogP: 4.85

#Rotatable Bonds: 4

Polar Surface Area: 44.12

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.62

CX LogP: 5.37

CX LogD: 5.37

Aromatic Rings: 4

Heavy Atoms: 27

QED Weighted: 0.49

Np Likeness Score: -0.88

References

1. Mizuno CS, Chittiboyina AG, Patny A, Kurtz TW, Pershadsingh HA, Speth RC, Karamyan VT, Avery MA.  (2009)  Design, synthesis, and docking studies of telmisartan analogs for the treatment of metabolic syndrome,  18  (8): [10.1007/s00044-008-9153-9]

Source

Source(1):

• Scientific Literature