Ethyl 2-(3-Cyanophenyl)-1-(2-ethoxyethoxy)-4-methyl-1H-imidazole-5-carboxylate

ID: ALA4763820

PubChem CID: 162662008

Max Phase: Preclinical

Molecular Formula: C18H21N3O4

Molecular Weight: 343.38

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCOCCOn1c(-c2cccc(C#N)c2)nc(C)c1C(=O)OCC

Standard InChI:  InChI=1S/C18H21N3O4/c1-4-23-9-10-25-21-16(18(22)24-5-2)13(3)20-17(21)15-8-6-7-14(11-15)12-19/h6-8,11H,4-5,9-10H2,1-3H3

Standard InChI Key:  DOPSEZMZUOTKAL-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   32.2228   -4.6454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9309   -5.0544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6405   -4.6450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6377   -3.8223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9291   -3.4170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3416   -3.4127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0894   -3.7422    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.6340   -3.1329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2227   -2.4267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4240   -2.5997    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.4470   -3.2152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5522   -1.6789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.3646   -1.5903    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.0693   -1.0196    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.6941   -0.8425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.5064   -0.7540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9336   -5.8676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9334   -6.6848    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.8147   -2.0552    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.0384   -2.3107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4291   -1.7662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6528   -2.0217    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.0435   -1.4773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2672   -1.7328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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  4  5  1  0
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  6  1  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
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  5  7  1  0
  9 12  1  0
 10 13  1  0
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 14 16  1  0
 16 17  1  0
 18 19  3  0
  3 18  1  0
 11 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4763820

   ---

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: 343.38

Molecular Weight (Monoisotopic): 343.1532

AlogP: 2.37

#Rotatable Bonds: 8

Polar Surface Area: 86.37

Molecular Species: NEUTRAL

HBA: 7

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.22

CX LogP: 2.16

CX LogD: 2.16

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.54

Np Likeness Score: -1.51

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