1-[5-(3,4-Dichloro-phenyl)-1H-imidazol-2-yl]-isoquinoline

ID: ALA332598

PubChem CID: 44345744

Max Phase: Preclinical

Molecular Formula: C18H11Cl2N3

Molecular Weight: 340.21

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Clc1ccc(-c2c[nH]c(-c3nccc4ccccc34)n2)cc1Cl

Standard InChI:  InChI=1S/C18H11Cl2N3/c19-14-6-5-12(9-15(14)20)16-10-22-18(23-16)17-13-4-2-1-3-11(13)7-8-21-17/h1-10H,(H,22,23)

Standard InChI Key:  CMKIJASLASXGTK-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 26  0  0  0  0  0  0  0  0999 V2000
    4.0542   -3.2292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5542   -2.5667    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5875   -3.9042    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7792   -2.8500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8792   -3.2292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8000   -3.6667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1042   -2.3792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3042   -2.5250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6792   -2.2750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3625   -2.7375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2667   -3.9542    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7417   -1.4417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1667   -1.5625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4917   -1.0917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1375   -2.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0625   -2.6292    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.0625   -0.9750    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    6.0917   -3.9792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9167   -1.7917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5292   -3.2792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5667   -1.8500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3542   -1.0917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1792   -1.1167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  1  1  0
  4  2  1  0
  5  1  1  0
  6  3  1  0
  7  4  1  0
  8  5  1  0
  9 10  1  0
 10  7  2  0
 11  5  2  0
 12 14  1  0
 13  7  1  0
 14 13  2  0
 15  8  2  0
 16  9  1  0
 17 12  1  0
 18 11  1  0
 19  8  1  0
 20 18  2  0
 21 15  1  0
 22 19  2  0
 23 22  1  0
  6  4  2  0
 15 20  1  0
 23 21  2  0
 12  9  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA332598

   1-[5-(3,4-Dichloro-phenyl)-1H-imidazol-2-yl]-isoquinoline

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: 340.21

Molecular Weight (Monoisotopic): 339.0330

AlogP: 5.60

#Rotatable Bonds: 2

Polar Surface Area: 41.57

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.82

CX Basic pKa: 2.35

CX LogP: 5.28

CX LogD: 5.28

Aromatic Rings: 4

Heavy Atoms: 23

QED Weighted: 0.52

Np Likeness Score: -0.87

References

1. Elliott RL, Oliver RM, LaFlamme JA, Gillaspy ML, Hammond M, Hank RF, Maurer TS, Baker DL, DaSilva-Jardine PA, Stevenson RW, Mack CM, Cassella JV..  (2003)  Structure-activity relationship studies on 2-heteroaryl-4-arylimidazoles NPY5 receptor antagonists.,  13  (20): [PMID:14505677] [10.1016/s0960-894x(03)00747-9]

Source

Source(1):

• Scientific Literature