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

ID: ALA4777954

PubChem CID: 162644393

Max Phase: Preclinical

Molecular Formula: C15H15N3O2

Molecular Weight: 269.30

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCOC(=O)c1c(C)nc(-c2cccc(C#N)c2)n1C

Standard InChI:  InChI=1S/C15H15N3O2/c1-4-20-15(19)13-10(2)17-14(18(13)3)12-7-5-6-11(8-12)9-16/h5-8H,4H2,1-3H3

Standard InChI Key:  PVOSKUQTFGBOGP-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
   14.3861  -18.3042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3850  -19.1238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0930  -19.5327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8027  -19.1233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7998  -18.3006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0912  -17.8954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5038  -17.8910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2516  -18.2206    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.7961  -17.6112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3848  -16.9050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5862  -17.0780    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.6091  -17.6936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7143  -16.1572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5267  -16.0686    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.2314  -15.4979    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.8562  -15.3208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6686  -15.2323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0957  -20.3459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0955  -21.1631    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.9768  -16.5335    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
 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
 11 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4777954

   ---

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: 269.30

Molecular Weight (Monoisotopic): 269.1164

AlogP: 2.44

#Rotatable Bonds: 3

Polar Surface Area: 67.91

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.58

CX LogP: 2.37

CX LogD: 2.37

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.80

Np Likeness Score: -1.65

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