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

ID: ALA4762246

PubChem CID: 162659554

Max Phase: Preclinical

Molecular Formula: C14H13N3O2

Molecular Weight: 255.28

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCOC(=O)c1[nH]c(-c2cccc(C#N)c2)nc1C

Standard InChI:  InChI=1S/C14H13N3O2/c1-3-19-14(18)12-9(2)16-13(17-12)11-6-4-5-10(7-11)8-15/h4-7H,3H2,1-2H3,(H,16,17)

Standard InChI Key:  KJOPJWYEQWZLBT-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
   13.7711  -10.3552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7700  -11.1747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4780  -11.5837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1877  -11.1742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1849  -10.3516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4763   -9.9463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8888   -9.9420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6366  -10.2715    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.1811   -9.6622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7698   -8.9560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9712   -9.1290    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.9942   -9.7445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0993   -8.2081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9117   -8.1196    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.6165   -7.5489    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.2412   -7.3718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0536   -7.2832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4808  -12.3969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4806  -13.2140    0.0000 N   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
 10 13  1  0
 13 14  1  0
 13 15  2  0
 14 16  1  0
 16 17  1  0
 18 19  3  0
  3 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4762246

   ---

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: 255.28

Molecular Weight (Monoisotopic): 255.1008

AlogP: 2.43

#Rotatable Bonds: 3

Polar Surface Area: 78.77

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.17

CX Basic pKa: 3.94

CX LogP: 2.15

CX LogD: 2.14

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.85

Np Likeness Score: -1.48

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