4-(3-Imidazol-1-yl-propyl)-benzoic acid hydrochloride

ID: ALA554568

PubChem CID: 12870524

Max Phase: Preclinical

Molecular Formula: C13H15ClN2O2

Molecular Weight: 230.27

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cl.O=C(O)c1ccc(CCCn2ccnc2)cc1

Standard InChI:  InChI=1S/C13H14N2O2.ClH/c16-13(17)12-5-3-11(4-6-12)2-1-8-15-9-7-14-10-15;/h3-7,9-10H,1-2,8H2,(H,16,17);1H

Standard InChI Key:  UDRAFWXLNRZRLS-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 18 18  0  0  0  0  0  0  0  0999 V2000
    4.4197    0.0000    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.1005   -3.0043    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5130   -1.7348    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0594    1.9777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8456   -2.2197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3449    1.5652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9255   -3.0043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1804   -2.2197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7738    1.5652    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6304    1.9777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3449    0.7402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0594    2.8027    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0841    1.5652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6304    0.3277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0841    0.7402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5130   -0.9098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7985   -0.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7985    0.3277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  5  2  0
  3  5  1  0
  4  6  1  0
  2  7  1  0
  3  8  1  0
  7  8  2  0
  4  9  2  0
  6 10  2  0
  6 11  1  0
  4 12  1  0
 10 13  1  0
 11 14  2  0
 13 15  2  0
 14 15  1  0
  3 16  1  0
 16 17  1  0
 15 18  1  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: 230.27

Molecular Weight (Monoisotopic): 230.1055

AlogP: 2.21

#Rotatable Bonds: 5

Polar Surface Area: 55.12

Molecular Species: ACID

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.24

CX Basic pKa: 6.54

CX LogP: 1.42

CX LogD: 0.47

Aromatic Rings: 2

Heavy Atoms: 17

QED Weighted: 0.86

Np Likeness Score: -1.04

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