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

ID: ALA4764917

PubChem CID: 162661829

Max Phase: Preclinical

Molecular Formula: C15H15N3O3

Molecular Weight: 285.30

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCOC(=O)c1c(C)nc(-c2cccc(C#N)c2)n1OC

Standard InChI:  InChI=1S/C15H15N3O3/c1-4-21-15(19)13-10(2)17-14(18(13)20-3)12-7-5-6-11(8-12)9-16/h5-8H,4H2,1-3H3

Standard InChI Key:  BWRTULRWLQIJDE-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 21 22  0  0  0  0  0  0  0  0999 V2000
   25.9689  -10.3414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9678  -11.1688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6826  -11.5816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3990  -11.1683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3961  -10.3378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6808   -9.9287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1068   -9.9244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8618  -10.2570    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.4115   -9.6418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9962   -8.9289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1900   -9.1036    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.2322   -9.7250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5748   -8.5539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.3289   -8.1739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1490   -8.0846    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.8414   -7.5083    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.6853  -12.4026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6851  -13.2276    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.7911   -8.8118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4817   -7.3295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3018   -7.2402    0.0000 C   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
  5  6  2  0
  6  1  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11  7  1  0
  5  7  1  0
  9 12  1  0
 11 13  1  0
 10 14  1  0
 14 15  1  0
 14 16  2  0
 17 18  3  0
  3 17  1  0
 13 19  1  0
 15 20  1  0
 20 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4764917

   ---

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: 285.30

Molecular Weight (Monoisotopic): 285.1113

AlogP: 1.97

#Rotatable Bonds: 4

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: 2.22

CX LogP: 1.85

CX LogD: 1.85

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.80

Np Likeness Score: -1.36

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