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

ID: ALA4759062

PubChem CID: 162658763

Max Phase: Preclinical

Molecular Formula: C21H18BrN3O3

Molecular Weight: 440.30

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C21H18BrN3O3/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:  SXZCKWMIROQAGC-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   22.8128  -14.6994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5208  -15.1083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2305  -14.6989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2276  -13.8762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5190  -13.4710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9316  -13.4666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6794  -13.7962    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.2239  -13.1868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8126  -12.4806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0140  -12.6536    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.0369  -13.2692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1421  -11.7328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9545  -11.6442    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.6592  -11.0735    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.2840  -10.8964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0964  -10.8079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5235  -15.9215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5233  -16.7387    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.4046  -12.1092    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.6284  -12.3647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0190  -11.8202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1893  -11.0238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5807  -10.4796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8035  -10.7350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6384  -11.5396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2483  -12.0803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1934  -10.1913    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
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  9 10  2  0
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  5  7  1  0
  9 12  1  0
 10 13  1  0
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 16 17  1  0
 18 19  3  0
  3 18  1  0
 11 20  1  0
 20 21  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:

   

   ALA4759062

   ---

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: 440.30

Molecular Weight (Monoisotopic): 439.0532

AlogP: 4.30

#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: 4.35

CX LogD: 4.35

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.53

Np Likeness Score: -1.45

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