3-{[2-(3-Cyanophenyl)-5-(ethoxycarbonyl)-4-methyl-1H-imidazol-1-yl]oxy}Propanoic acid

ID: ALA4742313

PubChem CID: 162646391

Max Phase: Preclinical

Molecular Formula: C17H17N3O5

Molecular Weight: 343.34

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCOC(=O)c1c(C)nc(-c2cccc(C#N)c2)n1OCCC(=O)O

Standard InChI:  InChI=1S/C17H17N3O5/c1-3-24-17(23)15-11(2)19-16(20(15)25-8-7-14(21)22)13-6-4-5-12(9-13)10-18/h4-6,9H,3,7-8H2,1-2H3,(H,21,22)

Standard InChI Key:  CYTCQJYLSIUNFI-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 25 26  0  0  0  0  0  0  0  0999 V2000
   41.1827  -10.5835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.1816  -11.4109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.8964  -11.8237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.6129  -11.4104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.6099  -10.5798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.8946  -10.1708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.3207  -10.1663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.0756  -10.4991    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   44.6254   -9.8838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.2101   -9.1709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.4039   -9.3455    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   45.4461   -9.9670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.5428   -8.4159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.3630   -8.3265    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   44.0553   -7.7503    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   45.6956   -7.5715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   46.5158   -7.4822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.8992  -12.6447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.8990  -13.4698    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   42.7886   -8.7959    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   42.0050   -9.0538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.3898   -8.5042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.6061   -8.7621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.9909   -8.2124    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   40.4376   -9.5697    0.0000 O   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
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4742313

   ---

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: 343.34

Molecular Weight (Monoisotopic): 343.1168

AlogP: 1.81

#Rotatable Bonds: 7

Polar Surface Area: 114.44

Molecular Species: ACID

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.44

CX Basic pKa: 2.18

CX LogP: 1.35

CX LogD: -1.84

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.76

Np Likeness Score: -1.23

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