1-Methyl-4-(8-p-tolyl-10,11-dihydrodibenzo[b,f]thiepin-10-yl)-piperazine

ID: ALA1259079

PubChem CID: 49781678

Max Phase: Preclinical

Molecular Formula: C26H28N2S

Molecular Weight: 400.59

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(-c2ccc3c(c2)C(N2CCN(C)CC2)Cc2ccccc2S3)cc1

Standard InChI:  InChI=1S/C26H28N2S/c1-19-7-9-20(10-8-19)21-11-12-26-23(17-21)24(28-15-13-27(2)14-16-28)18-22-5-3-4-6-25(22)29-26/h3-12,17,24H,13-16,18H2,1-2H3

Standard InChI Key:  ACJNHQLAGNWKBM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 29 33  0  0  0  0  0  0  0  0999 V2000
    6.7558  -25.0796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5600  -25.2808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7203  -26.9403    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.1020  -26.4162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0915  -25.6162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3947  -25.2271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7078  -25.6368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7222  -26.4398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4197  -26.8252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8930  -26.0281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4985  -26.7908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9616  -27.5116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8191  -27.4710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2114  -26.7034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7460  -25.9858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5780  -24.2738    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1899  -23.7198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0147  -22.9172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2290  -22.6642    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6181  -23.2202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7929  -24.0292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0542  -21.8578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9867  -25.2358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9749  -24.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2546  -24.0129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5459  -24.4370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5620  -25.2661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2827  -25.6634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8243  -24.0370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  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  2  0
  4  5  2  0
 24 25  1  0
 11 12  1  0
 25 26  2  0
  1  2  1  0
 26 27  1  0
 12 13  2  0
 27 28  2  0
 28 23  1  0
  5  6  1  0
 26 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1259079

   1-Methyl-4-[3-(4-methylphenyl)-5,6-dihydrobenzo[b][1]benzothiepin-5-yl]piperazine

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: 400.59

Molecular Weight (Monoisotopic): 400.1973

AlogP: 5.66

#Rotatable Bonds: 2

Polar Surface Area: 6.48

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 2

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 8.24

CX LogP: 6.21

CX LogD: 5.31

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.55

Np Likeness Score: -0.47

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