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

ID: ALA4762718

PubChem CID: 162660254

Max Phase: Preclinical

Molecular Formula: C21H18N4O5

Molecular Weight: 406.40

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C21H18N4O5/c1-3-29-21(26)19-14(2)23-20(17-6-4-5-16(11-17)12-22)24(19)30-13-15-7-9-18(10-8-15)25(27)28/h4-11H,3,13H2,1-2H3

Standard InChI Key:  LHRXMXQZCWZXOD-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   36.0511  -21.0642    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   37.3262  -18.9123    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   33.3907  -19.0882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5610  -18.2919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9525  -17.7477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1753  -18.0030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0101  -18.8077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6200  -19.3484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5646  -17.4582    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.7887  -17.7147    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.7304  -16.6580    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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 18 19  3  0
  3 18  1  0
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 20 21  1  0
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 24 25  2  0
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 27 22  1  0
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M  CHG  2  28   1  30  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4762718

   ---

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: 406.40

Molecular Weight (Monoisotopic): 406.1277

AlogP: 3.44

#Rotatable Bonds: 7

Polar Surface Area: 120.28

Molecular Species: NEUTRAL

HBA: 8

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.21

CX LogP: 3.52

CX LogD: 3.52

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.33

Np Likeness Score: -1.60

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