ethyl 2-(3-cyano-4-isobutoxyphenyl)-1-hydroxy-4-methyl-1H-imidazole-5-carboxylate

ID: ALA4763814

PubChem CID: 141303857

Max Phase: Preclinical

Molecular Formula: C18H21N3O4

Molecular Weight: 343.38

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCOC(=O)c1c(C)nc(-c2ccc(OCC(C)C)c(C#N)c2)n1O

Standard InChI:  InChI=1S/C18H21N3O4/c1-5-24-18(22)16-12(4)20-17(21(16)23)13-6-7-15(14(8-13)9-19)25-10-11(2)3/h6-8,11,23H,5,10H2,1-4H3

Standard InChI Key:  ZGTTVEPBDPIDKJ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 25 26  0  0  0  0  0  0  0  0999 V2000
   37.0446  -12.0061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.0434  -12.8256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.7515  -13.2346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.4611  -12.8251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.4583  -12.0025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.7497  -11.5972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.1623  -11.5929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.9100  -11.9224    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.4546  -11.3131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.0433  -10.6068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.2446  -10.7799    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.2676  -11.3954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.6353  -10.2354    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   40.3728   -9.8590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.1852   -9.7705    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.8899   -9.1998    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.3354  -13.2336    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.6280  -12.8245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9200  -13.2325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2126  -12.8234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9193  -14.0497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.7542  -14.0477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.7540  -14.8649    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.5147   -9.0227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.3270   -8.9341    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
  2 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 22 23  3  0
  3 22  1  0
 15 24  1  0
 24 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4763814

   ---

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: 343.38

Molecular Weight (Monoisotopic): 343.1532

AlogP: 3.18

#Rotatable Bonds: 6

Polar Surface Area: 97.37

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.89

CX Basic pKa: 2.32

CX LogP: 2.56

CX LogD: 2.55

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.64

Np Likeness Score: -1.19

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