US9206167, 8

ID: ALA3958663

PubChem CID: 24968722

Max Phase: Preclinical

Molecular Formula: C25H27N3OS

Molecular Weight: 417.58

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=c1ccc2ccccc2n1CCCCN1CCN(c2cccc3sccc23)CC1

Standard InChI:  InChI=1S/C25H27N3OS/c29-25-11-10-20-6-1-2-7-22(20)28(25)14-4-3-13-26-15-17-27(18-16-26)23-8-5-9-24-21(23)12-19-30-24/h1-2,5-12,19H,3-4,13-18H2

Standard InChI Key:  MRZPFQGTZKYGJM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    0.0000    1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5981    1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.6109   -7.4996    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    1.3108  -12.7485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3085  -14.2485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6063  -15.0005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9065  -14.2526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3316  -14.7183    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.2151  -13.5062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3353  -12.2913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9089  -12.7526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
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  7  8  2  0
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  9 10  2  0
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 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 16  1  0
 19 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 22  1  0
 30 26  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA3958663

   1-[4-(4-benzo[b]thiophen-4-yl-piperazin-1-yl)butyl]-1H-quinolin-2-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: 417.58

Molecular Weight (Monoisotopic): 417.1875

AlogP: 4.82

#Rotatable Bonds: 6

Polar Surface Area: 28.48

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.49

CX LogP: 4.67

CX LogD: 3.55

Aromatic Rings: 4

Heavy Atoms: 30

QED Weighted: 0.42

Np Likeness Score: -1.62

References

1.  (2015)  Piperazine-substituted benzothiophenes for treatment of mental disorders, 

Source

Source(1):

• BindingDB Database