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

ID: ALA541062

PubChem CID: 10018103

Max Phase: Preclinical

Molecular Formula: C19H23Cl2N3O

Molecular Weight: 307.40

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(-c2nc(CN(C)Cc3ccccc3)c[nH]2)cc1.Cl.Cl

Standard InChI:  InChI=1S/C19H21N3O.2ClH/c1-22(13-15-6-4-3-5-7-15)14-17-12-20-19(21-17)16-8-10-18(23-2)11-9-16;;/h3-12H,13-14H2,1-2H3,(H,20,21);2*1H

Standard InChI Key:  YKSWKEHISPWZKT-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 25  0  0  0  0  0  0  0  0999 V2000
   13.8916   -2.4341    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
    8.4073   -6.3490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5973    1.5031    0.0000 O   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
   -2.5956    2.7031    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
   10.7789   -5.2878    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   -2.4341    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
 12 16  1  0
 13 17  1  0
  8 18  1  0
 16 19  1  0
 16 20  2  0
 17 21  1  0
 19 22  2  0
 20 23  1  0
 22 24  1  0
 23 24  2  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: 307.40

Molecular Weight (Monoisotopic): 307.1685

AlogP: 3.72

#Rotatable Bonds: 6

Polar Surface Area: 41.15

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.26

CX Basic pKa: 7.17

CX LogP: 3.47

CX LogD: 3.27

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.75

Np Likeness Score: -1.15

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