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

ID: ALA4783961

PubChem CID: 162666071

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)n1OCc1ccccc1F

Standard InChI:  InChI=1S/C21H18FN3O3/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:  IKLQAGNDYXBUPK-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    3.6253  -13.3044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3333  -13.7133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0430  -13.3039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0401  -12.4812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3315  -12.0760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7441  -12.0716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4919  -12.4012    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0364  -11.7918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6251  -11.0856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8265  -11.2586    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    6.9546  -10.3378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7670  -10.2492    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4717   -9.6785    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0965   -9.5014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9089   -9.4129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3361  -14.5265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3359  -15.3437    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2171  -10.7142    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4409  -10.9697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8315  -10.4252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0018   -9.6288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3933   -9.0846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6161   -9.3400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4509  -10.1446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0608  -10.6853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7788   -9.3755    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
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 27 22  1  0
 23 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4783961

   ---

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: -1.75

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