(2-Imidazol-1-ylmethyl-phenoxy)-acetic acid hydrochloride

ID: ALA541519

PubChem CID: 12870446

Max Phase: Preclinical

Molecular Formula: C12H13ClN2O3

Molecular Weight: 232.24

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cl.O=C(O)COc1ccccc1Cn1ccnc1

Standard InChI:  InChI=1S/C12H12N2O3.ClH/c15-12(16)8-17-11-4-2-1-3-10(11)7-14-6-5-13-9-14;/h1-6,9H,7-8H2,(H,15,16);1H

Standard InChI Key:  ZMZVBNOHPYCWLN-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 18 18  0  0  0  0  0  0  0  0999 V2000
    4.2146    0.0000    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.1681   -1.1524    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2444   -2.4220    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5464    0.0851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4993   -1.6373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1681   -0.3274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5971    1.3226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5464    0.9101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5806   -2.4220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8355   -1.6373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1681    1.3226    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3115    0.9101    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8826    0.9101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5971    2.1476    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2608   -0.3274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2608    1.3226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9753    0.0851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9753    0.9101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  5  1  0
  3  5  2  0
  2  6  1  0
  4  6  1  0
  4  8  2  0
  3  9  1  0
  2 10  1  0
  9 10  2  0
  8 11  1  0
  7 12  2  0
  7 13  1  0
 11 13  1  0
  7 14  1  0
  4 15  1  0
  8 16  1  0
 15 17  2  0
 16 18  2  0
 17 18  1  0
M  END

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 232.24

Molecular Weight (Monoisotopic): 232.0848

AlogP: 1.39

#Rotatable Bonds: 5

Polar Surface Area: 64.35

Molecular Species: ACID

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.54

CX Basic pKa: 6.46

CX LogP: 0.30

CX LogD: -0.67

Aromatic Rings: 2

Heavy Atoms: 17

QED Weighted: 0.85

Np Likeness Score: -1.54

References

1. Iizuka K, Akahane K, Momose D, Nakazawa M, Tanouchi T, Kawamura M, Ohyama I, Kajiwara I, Iguchi Y, Okada T, Taniguchi K, Miyamoto T, Hayashi M..  (1981)  Highly selective inhibitors of thromboxane synthetase. 1. Imidazole derivatives.,  24  (10): [PMID:7199088] [10.1021/jm00142a005]

Source

Source(1):

• Scientific Literature