1-Phenyl-4-(1-phenyl-1H-pyrrol-3-ylmethyl)-piperazine

ID: ALA343657

PubChem CID: 10567507

Max Phase: Preclinical

Molecular Formula: C21H23N3

Molecular Weight: 317.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  c1ccc(N2CCN(Cc3ccn(-c4ccccc4)c3)CC2)cc1

Standard InChI:  InChI=1S/C21H23N3/c1-3-7-20(8-4-1)23-15-13-22(14-16-23)17-19-11-12-24(18-19)21-9-5-2-6-10-21/h1-12,18H,13-17H2

Standard InChI Key:  NJUJKEDBUFPIDQ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    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
    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
    5.0417   -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
    6.3875   -3.6792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.2042   -2.1042    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
    5.9000   -4.3417    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
    1.4917   -2.5167    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
    7.5417   -4.5042    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
    0.7792   -2.1042    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
  2  3  2  0
  3  1  1  0
  4 10  1  0
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  6  5  2  0
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  8  2  1  0
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 15  9  1  0
 16  9  2  0
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 18 12  1  0
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 20 17  1  0
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  2  6  1  0
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 20 24  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA343657

   1-Phenyl-4-(1-phenyl-1H-pyrrol-3-ylmethyl)-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: 317.44

Molecular Weight (Monoisotopic): 317.1892

AlogP: 3.80

#Rotatable Bonds: 4

Polar Surface Area: 11.41

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.71

CX LogP: 4.61

CX LogD: 4.13

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.72

Np Likeness Score: -1.32

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