Ethyl 1-[(2-Chlorobenzyl)oxy]-2-(3-cyanophenyl)-4-methyl-1H-imidazole-5-carboxylate

ID: ALA4757679

PubChem CID: 162657228

Max Phase: Preclinical

Molecular Formula: C21H18ClN3O3

Molecular Weight: 395.85

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCOC(=O)c1c(C)nc(-c2cccc(C#N)c2)n1OCc1ccccc1Cl

Standard InChI:  InChI=1S/C21H18ClN3O3/c1-3-27-21(26)19-14(2)24-20(16-9-6-7-15(11-16)12-23)25(19)28-13-17-8-4-5-10-18(17)22/h4-11H,3,13H2,1-2H3

Standard InChI Key:  XWKCRQLKTQGBES-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   13.1757  -14.0720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8837  -14.4810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5934  -14.0716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5906  -13.2489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8819  -12.8436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2945  -12.8393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0423  -13.1688    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.5868  -12.5595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1755  -11.8533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3769  -12.0263    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.3998  -12.6418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5050  -11.1055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3174  -11.0169    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.0221  -10.4462    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.6469  -10.2691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4593  -10.1805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8865  -15.2942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8863  -16.1114    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.7675  -11.4818    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.9913  -11.7373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3819  -11.1928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5522  -10.3965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9437   -9.8523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1665  -10.1076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0013  -10.9123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6112  -11.4530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3292  -10.1432    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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 26 27  2  0
 27 22  1  0
 23 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4757679

   ---

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: 395.85

Molecular Weight (Monoisotopic): 395.1037

AlogP: 4.19

#Rotatable Bonds: 6

Polar Surface Area: 77.14

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.21

CX LogP: 4.18

CX LogD: 4.18

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.58

Np Likeness Score: -1.67

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