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

ID: ALA4777430

PubChem CID: 162643178

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)n1OCc1cccc(Cl)c1

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

Standard InChI Key:  FYBZTHBJFKAELT-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   12.3667  -21.2782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0748  -21.6871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7844  -21.2777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7816  -20.4550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0730  -20.0498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4856  -20.0454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2333  -20.3750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.7779  -19.7656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3666  -19.0594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5679  -19.2324    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.5909  -19.8480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6961  -18.3116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5085  -18.2230    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.2132  -17.6523    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.8380  -17.4752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6503  -17.3867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0775  -22.5003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0773  -23.3175    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.9586  -18.6880    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.1823  -18.9435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5730  -18.3990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7433  -17.6026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1347  -17.0584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3575  -17.3138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1924  -18.1184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8023  -18.6591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3020  -16.2585    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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 27 22  1  0
 24 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4777430

   ---

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: -1.66

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