5-(4-Phenyl-piperazin-1-ylmethyl)-1H-pyrrole-2-carbonitrile

ID: ALA2113718

PubChem CID: 71458071

Max Phase: Preclinical

Molecular Formula: C16H18N4

Molecular Weight: 266.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N#Cc1cc(CN2CCN(c3ccccc3)CC2)c[nH]1

Standard InChI:  InChI=1S/C16H18N4/c17-11-15-10-14(12-18-15)13-19-6-8-20(9-7-19)16-4-2-1-3-5-16/h1-5,10,12,18H,6-9,13H2

Standard InChI Key:  APOXKSCRLNZDPC-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
    2.1488    1.0706    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2127   -2.2063    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3295   -1.6182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9634   -1.8768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4023   -2.6900    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2187   -0.2849    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6849   -2.2814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0709   -0.9051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8716   -1.0677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5074    0.3282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3313    1.1415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6242    1.7545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8600    0.4575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0445   -0.3474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4458    1.6795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2697    2.4969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7368    3.1809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9129    2.3551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5626    3.1058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3416   -0.1906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  4  2  1  0
  5  7  3  0
  6 13  1  0
  7  4  1  0
  8  3  2  0
  9  8  1  0
 10  1  1  0
 11  1  1  0
 12  1  1  0
 13 11  1  0
 14 10  1  0
 15 12  2  0
 16 12  1  0
 17 16  2  0
 18 15  1  0
 19 17  1  0
  6 14  1  0
 18 19  2  0
  9  4  2  0
  8 20  1  0
 20  6  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2113718

   4-[(4-phenylpiperazin-1-yl)methyl]-1H-pyrrole-2-carbonitrile

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: 266.35

Molecular Weight (Monoisotopic): 266.1531

AlogP: 2.21

#Rotatable Bonds: 3

Polar Surface Area: 46.06

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.53

CX Basic pKa: 7.17

CX LogP: 2.51

CX LogD: 2.31

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.93

Np Likeness Score: -1.29

References

1. Bergauer M, Hübner H, Gmeiner P..  (2002)  2,4-Disubstituted pyrroles: synthesis, traceless linking and pharmacological investigations leading to the dopamine D4 receptor partial agonist FAUC 356.,  12  (15): [PMID:12113813] [10.1016/s0960-894x(02)00316-5]

Source

Source(1):

• Scientific Literature