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

ID: ALA1259063

PubChem CID: 49781677

Max Phase: Preclinical

Molecular Formula: C26H28N2S

Molecular Weight: 400.59

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cccc(-c2ccc3c(c2)C(N2CCN(C)CC2)Cc2ccccc2S3)c1

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

Standard InChI Key:  JXSJIGMUFKVXOT-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    0.2301  -25.1281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.2277  -26.2634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2383  -25.4635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9351  -25.0745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6219  -25.4841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6074  -26.2870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9101  -26.6724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.1686  -26.6380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.8812  -26.5506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4159  -25.8331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7519  -24.1213    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1401  -23.5673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.2756  -21.7055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3429  -25.0832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3546  -24.2612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0748  -23.8604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7835  -24.2844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7675  -25.1135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0468  -25.5107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4737  -25.5400    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
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  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
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 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
 27 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1259063

   1-Methyl-4-[3-(3-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: 8.25

CX LogP: 6.21

CX LogD: 5.31

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.55

Np Likeness Score: -0.58

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