1-(1-Phenyl-1H-pyrrol-3-ylmethyl)-4-pyridin-2-yl-piperazine

ID: ALA343466

PubChem CID: 10336039

Max Phase: Preclinical

Molecular Formula: C20H22N4

Molecular Weight: 318.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  c1ccc(-n2ccc(CN3CCN(c4ccccn4)CC3)c2)cc1

Standard InChI:  InChI=1S/C20H22N4/c1-2-6-19(7-3-1)24-11-9-18(17-24)16-22-12-14-23(15-13-22)20-8-4-5-10-21-20/h1-11,17H,12-16H2

Standard InChI Key:  GPHWCCPBYXWRBX-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 27  0  0  0  0  0  0  0  0999 V2000
    2.9167   -0.8625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2167   -0.5792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6667   -1.1917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0500   -2.9250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0000   -0.0417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3875   -3.6792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8042    0.1333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3792   -1.4167    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9000   -4.3417    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0417   -0.6667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2042   -1.2792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2292   -2.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5375   -2.2542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8917   -2.0875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2000   -1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2042   -3.7625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2292   -5.1000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4917   -0.8667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2042   -2.1042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5417   -4.5042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0542   -5.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7792   -1.2792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4917   -2.5167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7792   -2.1042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  2  0
  3  1  1  0
  4 13  1  0
  5  1  1  0
  6  4  1  0
  7  5  2  0
  8 10  1  0
  9  6  2  0
 10  2  1  0
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 12 14  1  0
 13 15  1  0
 14  8  1  0
 15  8  1  0
 16  6  1  0
 17  9  1  0
 18 11  2  0
 19 11  1  0
 20 16  2  0
 21 20  1  0
 22 18  1  0
 23 19  2  0
 24 23  1  0
  2  7  1  0
 22 24  2  0
 12  4  1  0
 17 21  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA343466

   1-(1-Phenyl-1H-pyrrol-3-ylmethyl)-4-pyridin-2-yl-piperazine

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: 318.42

Molecular Weight (Monoisotopic): 318.1844

AlogP: 3.19

#Rotatable Bonds: 4

Polar Surface Area: 24.30

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.37

CX LogP: 3.99

CX LogD: 3.70

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.74

Np Likeness Score: -1.97

References

1. Thurkauf A, Yuan J, Chen X, Wasley JW, Meade R, Woodruff KH, Huston K, Ross PC..  (1995)  1-Phenyl-3-(aminomethyl)pyrroles as potential antipsychotic agents. Synthesis and dopamine receptor binding.,  38  (25): [PMID:8523409] [10.1021/jm00025a013]

Source

Source(1):

• Scientific Literature