3,4-Dihydro-6-ethynyl-2-[4-(4-(2-methoxyphenyl)piperazin-1-yl)butyl]isoquinolin-1(2H)-one

ID: ALA1771114

PubChem CID: 54583898

Max Phase: Preclinical

Molecular Formula: C26H31N3O2

Molecular Weight: 417.55

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C#Cc1ccc2c(c1)CCN(CCCCN1CCN(c3ccccc3OC)CC1)C2=O

Standard InChI:  InChI=1S/C26H31N3O2/c1-3-21-10-11-23-22(20-21)12-15-29(26(23)30)14-7-6-13-27-16-18-28(19-17-27)24-8-4-5-9-25(24)31-2/h1,4-5,8-11,20H,6-7,12-19H2,2H3

Standard InChI Key:  XKAIELUQYYUCFN-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   21.8486  -11.9625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8474  -12.7898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5622  -13.2027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5604  -11.5497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2758  -11.9588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2746  -12.7919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9915  -13.2072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7142  -12.7940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7154  -11.9609    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.9939  -11.5410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9939  -10.7160    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.4308  -11.5501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1443  -11.9644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8598  -11.5536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5732  -11.9679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2887  -11.5571    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.0025  -11.9754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7158  -11.5681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7221  -10.7428    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.0088  -10.3264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2892  -10.7353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4363  -10.3367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1485  -10.7553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8650  -10.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8706   -9.5221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1537   -9.1053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4401   -9.5150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1425  -11.5803    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.8539  -11.9980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1326  -13.2018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4221  -13.6135    0.0000 C   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:

   

   ALA1771114

   6-Ethynyl-2-[4-[4-(2-methoxyphenyl)piperazin-1-yl]butyl]-3,4-dihydroisoquinolin-1-one

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: 417.55

Molecular Weight (Monoisotopic): 417.2416

AlogP: 3.28

#Rotatable Bonds: 7

Polar Surface Area: 36.02

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.87

CX LogP: 3.64

CX LogD: 3.04

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.51

Np Likeness Score: -1.16

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