Benzyl-[2-(4-fluoro-phenyl)-3H-imidazol-4-ylmethyl]-methyl-amine dihydrochloride

ID: ALA555009

PubChem CID: 10266510

Max Phase: Preclinical

Molecular Formula: C18H20Cl2FN3

Molecular Weight: 295.36

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(Cc1ccccc1)Cc1c[nH]c(-c2ccc(F)cc2)n1.Cl.Cl

Standard InChI:  InChI=1S/C18H18FN3.2ClH/c1-22(12-14-5-3-2-4-6-14)13-17-11-20-18(21-17)15-7-9-16(19)10-8-15;;/h2-11H,12-13H2,1H3,(H,20,21);2*1H

Standard InChI Key:  PTQDHMXKOIYIPY-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 24  0  0  0  0  0  0  0  0999 V2000
   13.8916   -3.1859    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.5987   -1.5004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9511   -0.8815    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7343   -2.9815    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2010   -3.2956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9531   -1.9978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3036   -4.8212    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8111   -4.6641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9148   -6.1919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3383    1.3500    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    8.4073   -6.3490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0088   -3.8502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0201   -7.7182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2868   -5.1338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7789   -5.2878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5122   -7.8721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3916   -6.6569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3916   -3.1859    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  2  4  2  0
  4  5  1  0
  3  6  1  0
  5  6  2  0
  2  7  1  0
  5  9  1  0
  8  9  1  0
  7 10  2  0
  7 11  1  0
  8 12  1  0
 11 14  2  0
 13 14  1  0
 10 15  1  0
 13 15  2  0
 13 16  1  0
 12 17  1  0
  8 18  1  0
 17 19  1  0
 17 20  2  0
 20 21  1  0
 19 22  2  0
 21 23  2  0
 22 23  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: 295.36

Molecular Weight (Monoisotopic): 295.1485

AlogP: 3.85

#Rotatable Bonds: 5

Polar Surface Area: 31.92

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.23

CX Basic pKa: 7.16

CX LogP: 3.77

CX LogD: 3.57

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.78

Np Likeness Score: -1.55

References

1. Thurkauf A, Hutchison A, Peterson J, Cornfield L, Meade R, Huston K, Harris K, Ross PC, Gerber K, Ramabhadran TV..  (1995)  2-Phenyl-4-(aminomethyl)imidazoles as potential antipsychotic agents. Synthesis and dopamine D2 receptor binding.,  38  (12): [PMID:7783157] [10.1021/jm00012a026]

Source

Source(1):

• Scientific Literature