11-(4-Methylpiperazin-1-yl)-10,11-dihydrodibenzo[b,f]thiepine-2-carbonitrile

ID: ALA1259112

PubChem CID: 34580

Max Phase: Preclinical

Molecular Formula: C20H21N3S

Molecular Weight: 335.48

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN1CCN(C2Cc3ccccc3Sc3ccc(C#N)cc32)CC1

Standard InChI:  InChI=1S/C20H21N3S/c1-22-8-10-23(11-9-22)18-13-16-4-2-3-5-19(16)24-20-7-6-15(14-21)12-17(18)20/h2-7,12,18H,8-11,13H2,1H3

Standard InChI Key:  PSBWDCHOGUBLQH-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 27  0  0  0  0  0  0  0  0999 V2000
   15.8176    0.2314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6217    0.0302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7821   -1.6292    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   15.1639   -1.1051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1534   -0.3052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4566    0.0839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7698   -0.3258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7842   -1.1287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4816   -1.5141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9547   -0.7171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5602   -1.4797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0233   -2.2004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8807   -2.1597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2729   -1.3923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8076   -0.6748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6398    1.0370    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.2516    1.5911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0765    2.3936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2908    2.6466    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.6800    2.0906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8548    1.2816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1161    3.4528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0488    0.0751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3284    0.4706    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  4  5  2  0
 11 12  1  0
  1  2  1  0
 12 13  2  0
  5  6  1  0
 13 14  1  0
 11  3  1  0
 14 15  2  0
 15 10  1  0
  6  7  2  0
  1 16  1  0
 16 17  1  0
  3  4  1  0
  7  8  1  0
  2 10  1  0
  8  9  2  0
  9  4  1  0
 16 21  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 19 22  1  0
  1  5  1  0
  7 23  1  0
 10 11  2  0
 23 24  3  0
M  END

Alternative Forms

1. Parent:

   

   ALA1259112

   11-(4-Methylpiperazin-1-yl)-10,11-dihydrodibenzo[b,f]thiepine-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: 335.48

Molecular Weight (Monoisotopic): 335.1456

AlogP: 3.55

#Rotatable Bonds: 1

Polar Surface Area: 30.27

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.70

CX LogP: 3.91

CX LogD: 3.43

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.80

Np Likeness Score: -0.86

References

1. Kristensen JL, Püschl A, Jensen M, Risgaard R, Christoffersen CT, Bang-Andersen B, Balle T..  (2010)  Exploring the neuroleptic substituent in octoclothepin: potential ligands for positron emission tomography with subnanomolar affinity for α(1)-adrenoceptors.,  53  (19): [PMID:20857909] [10.1021/jm100652h]

Source

Source(1):

• Scientific Literature