2-[4-(4-(2-Methoxyphenyl)piperazin-1-yl)butyl]-1-oxo-1,2,3,4-tetrahydroisoquinoline-6-carbonitrile

ID: ALA1771113

PubChem CID: 54585811

Max Phase: Preclinical

Molecular Formula: C25H30N4O2

Molecular Weight: 418.54

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccccc1N1CCN(CCCCN2CCc3cc(C#N)ccc3C2=O)CC1

Standard InChI:  InChI=1S/C25H30N4O2/c1-31-24-7-3-2-6-23(24)28-16-14-27(15-17-28)11-4-5-12-29-13-10-21-18-20(19-26)8-9-22(21)25(29)30/h2-3,6-9,18H,4-5,10-17H2,1H3

Standard InChI Key:  UAORLSRHSCKPEH-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   12.1049  -13.5596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1061  -12.7266    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.3847  -12.3068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3847  -11.4818    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   17.8267  -11.1025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5387  -11.5211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2553  -11.1138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2609  -10.2880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5439   -9.8713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8304  -10.2809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5327  -12.3461    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.2442  -12.7636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5237  -13.9674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8131  -14.3791    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 14 15  1  0
  5  4  2  0
 15 16  1  0
 16 17  1  0
  4  1  1  0
  5 10  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
 16 21  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
  9 10  1  0
  5  6  1  0
 22 23  2  0
 10 11  2  0
 23 24  1  0
 24 25  2  0
  9 12  1  0
 25 26  1  0
  2  3  1  0
 26 27  2  0
 27 22  1  0
 19 22  1  0
 12 13  1  0
 23 28  1  0
  3  6  2  0
 28 29  1  0
 13 14  1  0
  2 30  1  0
  1  2  2  0
 30 31  3  0
M  END

Alternative Forms

1. Parent:

   

   ALA1771113

   2-[4-(4-(2-Methoxyphenyl)piperazin-1-yl)butyl]-1-oxo-1,2,3,4-tetrahydroisoquinoline-6-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: 418.54

Molecular Weight (Monoisotopic): 418.2369

AlogP: 3.17

#Rotatable Bonds: 7

Polar Surface Area: 59.81

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.87

CX LogP: 3.34

CX LogD: 2.75

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.65

Np Likeness Score: -1.24

References

1. Ortega R, Hübner H, Gmeiner P, Masaguer CF..  (2011)  Aromatic ring functionalization of benzolactam derivatives: new potent dopamine D3 receptor ligands.,  21  (9): [PMID:21273071] [10.1016/j.bmcl.2010.12.083]

Source

Source(1):

• Scientific Literature