US9206167, 89

ID: ALA3907222

PubChem CID: 122172697

Max Phase: Preclinical

Molecular Formula: C26H33N3OS

Molecular Weight: 435.64

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  c1cc(N2CCN(CCCCOCc3ccc4c(c3)CNCC4)CC2)c2ccsc2c1

Standard InChI:  InChI=1S/C26H33N3OS/c1(2-16-30-20-21-6-7-22-8-10-27-19-23(22)18-21)11-28-12-14-29(15-13-28)25-4-3-5-26-24(25)9-17-31-26/h3-7,9,17-18,27H,1-2,8,10-16,19-20H2

Standard InChI Key:  NJLMNCRNUCQQEN-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    5.1894   -6.0109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1873   -7.5117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4855   -8.2648    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4855   -9.7648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7846  -10.5149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0836   -9.7649    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   10.3833  -10.5153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   11.6859  -12.7633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3768  -14.2303    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    9.8852  -14.3894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2730  -13.0200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.5951   -3.0039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    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
   -3.8971    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8971   -0.7500    0.0000 N   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
   -1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9  4  1  0
  7 10  1  0
 10 11  2  0
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 15 16  1  0
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  1 19  1  0
 19 20  1  0
 20 21  1  0
 21 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  1  0
 29 30  1  0
 30 25  1  0
 30 31  2  0
 31 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3907222

   ---

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: 435.64

Molecular Weight (Monoisotopic): 435.2344

AlogP: 4.67

#Rotatable Bonds: 8

Polar Surface Area: 27.74

Molecular Species: BASE

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.10

CX LogP: 4.66

CX LogD: 1.99

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.52

Np Likeness Score: -1.37

References

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

Source

Source(1):

• BindingDB Database