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

ID: ALA4759436

PubChem CID: 162657759

Max Phase: Preclinical

Molecular Formula: C21H18FN3O3

Molecular Weight: 379.39

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCOC(=O)c1c(C)nc(-c2cccc(C#N)c2)n1OCc1ccc(F)cc1

Standard InChI:  InChI=1S/C21H18FN3O3/c1-3-27-21(26)19-14(2)24-20(17-6-4-5-16(11-17)12-23)25(19)28-13-15-7-9-18(22)10-8-15/h4-11H,3,13H2,1-2H3

Standard InChI Key:  JBKYYSLAYPDOMT-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   13.8608   -6.6265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5688   -7.0355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2785   -6.6260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2757   -5.8034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5671   -5.3981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9796   -5.3938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7274   -5.7233    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.2719   -5.1140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8606   -4.4077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0620   -4.5808    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.0850   -5.1963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1901   -3.6599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0025   -3.5714    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.7073   -3.0007    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.3320   -2.8236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1444   -2.7350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5716   -7.8486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5714   -8.6658    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.4526   -4.0363    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.6764   -4.2918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0670   -3.7473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2374   -2.9510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6288   -2.4067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8516   -2.6621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6865   -3.4668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2964   -4.0075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2415   -2.1184    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
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  5  7  1  0
  9 12  1  0
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  3 18  1  0
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 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 22  1  0
 25 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4759436

   ---

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: 379.39

Molecular Weight (Monoisotopic): 379.1332

AlogP: 3.67

#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: 3.72

CX LogD: 3.72

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.61

Np Likeness Score: -1.63

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