1-Methyl-4-[8-(1-methyl-1H-tetrazol-5-ylmethyl)-10,11-dihydrodibenzo-[b,f]thiepin-10-yl]piperazine

ID: ALA1259129

PubChem CID: 49781891

Max Phase: Preclinical

Molecular Formula: C22H26N6S

Molecular Weight: 406.56

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN1CCN(C2Cc3ccccc3Sc3ccc(Cc4nnnn4C)cc32)CC1

Standard InChI:  InChI=1S/C22H26N6S/c1-26-9-11-28(12-10-26)19-15-17-5-3-4-6-20(17)29-21-8-7-16(13-18(19)21)14-22-23-24-25-27(22)2/h3-8,13,19H,9-12,14-15H2,1-2H3

Standard InChI Key:  AKYWUMKVNYAANP-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   16.8176   -6.6489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   15.3598   -7.7842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3492   -6.9844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6524   -6.5953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9656   -7.0050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9801   -7.8078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6774   -8.1933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   16.7561   -8.1588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   18.0765   -8.8389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4687   -8.0715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0034   -7.3539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8356   -5.6422    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.4474   -5.0881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   15.4867   -4.0326    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.8758   -4.5886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0506   -5.3975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3119   -3.2263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2446   -6.6040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5369   -7.0280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7802   -6.7092    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.2381   -7.3311    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.6621   -8.0389    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.4661   -7.8543    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.0890   -8.3953    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
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 16 21  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
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  1  5  1  0
  7 23  1  0
 10 11  2  0
 23 24  1  0
 24 25  2  0
  4  5  2  0
 11 12  1  0
  1  2  1  0
 12 13  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 24  1  0
  5  6  1  0
 28 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1259129

   1-Methyl-4-[3-[(1-methyltetrazol-5-yl)methyl]-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: 406.56

Molecular Weight (Monoisotopic): 406.1940

AlogP: 2.80

#Rotatable Bonds: 3

Polar Surface Area: 50.08

Molecular Species: NEUTRAL

HBA: 7

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.99

CX LogP: 3.39

CX LogD: 2.70

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.67

Np Likeness Score: -1.04

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