2-(3-Cyanophenyl)-4-methyl-1-((4-methyl benzyl)oxy)-1H-imidazole-5-carboxylic acid

ID: ALA4785014

PubChem CID: 162666270

Max Phase: Preclinical

Molecular Formula: C20H17N3O3

Molecular Weight: 347.37

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccc(COn2c(-c3cccc(C#N)c3)nc(C)c2C(=O)O)cc1

Standard InChI:  InChI=1S/C20H17N3O3/c1-13-6-8-15(9-7-13)12-26-23-18(20(24)25)14(2)22-19(23)17-5-3-4-16(10-17)11-21/h3-10H,12H2,1-2H3,(H,24,25)

Standard InChI Key:  MIKXJZJMNVQJCJ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   22.1164   -4.8247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1153   -5.6442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8233   -6.0532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5330   -5.6438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5301   -4.8211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8215   -4.4158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2341   -4.4115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9819   -4.7410    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.5264   -4.1317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1151   -3.4255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3165   -3.5985    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.3394   -4.2140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4446   -2.6777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2570   -2.5891    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.9617   -2.0184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.8260   -6.8664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8258   -7.6836    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.7071   -3.0540    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.9308   -3.3095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3215   -2.7650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4918   -1.9687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8832   -1.4245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1060   -1.6798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9409   -2.4845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5508   -3.0252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4959   -1.1361    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
 16 17  3  0
  3 16  1  0
 11 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 20  1  0
 23 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4785014

   ---

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: 347.37

Molecular Weight (Monoisotopic): 347.1270

AlogP: 3.37

#Rotatable Bonds: 5

Polar Surface Area: 88.14

Molecular Species: ACID

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.09

CX Basic pKa: 2.19

CX LogP: 3.26

CX LogD: 0.26

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.76

Np Likeness Score: -1.39

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