1-(Benzyloxy)-2-(3-cyanophenyl)-4-methyl-1H-imidazole-5-carboxylic acid

ID: ALA4758824

PubChem CID: 162657447

Max Phase: Preclinical

Molecular Formula: C19H15N3O3

Molecular Weight: 333.35

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1nc(-c2cccc(C#N)c2)n(OCc2ccccc2)c1C(=O)O

Standard InChI:  InChI=1S/C19H15N3O3/c1-13-17(19(23)24)22(25-12-14-6-3-2-4-7-14)18(21-13)16-9-5-8-15(10-16)11-20/h2-10H,12H2,1H3,(H,23,24)

Standard InChI Key:  IJWWEPCJMTYZCM-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
   12.5082  -18.9852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5071  -19.8048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2151  -20.2137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9248  -19.8043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9219  -18.9816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2133  -18.5764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6259  -18.5720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3737  -18.9016    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.9182  -18.2922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5069  -17.5860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7083  -17.7590    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.7312  -18.3746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8364  -16.8382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6488  -16.7496    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.3535  -16.1789    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.2179  -21.0269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2177  -21.8441    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.0989  -17.2145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3227  -17.4700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7133  -16.9256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8836  -16.1292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2750  -15.5850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4979  -15.8403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3327  -16.6450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9426  -17.1857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11  7  1  0
  5  7  1  0
  9 12  1  0
 10 13  1  0
 13 14  1  0
 13 15  2  0
 16 17  3  0
  3 16  1  0
 11 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4758824

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 333.35

Molecular Weight (Monoisotopic): 333.1113

AlogP: 3.06

#Rotatable Bonds: 5

Polar Surface Area: 88.14

Molecular Species: ACID

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.09

CX Basic pKa: 2.19

CX LogP: 2.75

CX LogD: -0.25

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.78

Np Likeness Score: -1.33

References

1. Lei Y,Zhang B,Liu D,Zhao J,Dai X,Gao J,Mao Q,Feng Y,Zhao J,Lin F,Duan Y,Zhang Y,Bao Z,Yang Y,Mou Y,Wang S.  (2020)  Switching a Xanthine Oxidase Inhibitor to a Dual-Target Antagonist of P2Y and P2Y as an Oral Antiplatelet Agent with a Wider Therapeutic Window in Rats than Ticagrelor.,  63  (24): [PMID:33307675] [10.1021/acs.jmedchem.0c01524]

Source

Source(1):

• Scientific Literature