1-Methyl-4-(8-(2-methyl-2H-tetrazol-5-yl)-10,11-dihydrodibenzo[b,f]thiepin-10-yl)piperazine

ID: ALA1259216

PubChem CID: 49781232

Max Phase: Preclinical

Molecular Formula: C21H24N6S

Molecular Weight: 392.53

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN1CCN(C2Cc3ccccc3Sc3ccc(-c4nnn(C)n4)cc32)CC1

Standard InChI:  InChI=1S/C21H24N6S/c1-25-9-11-27(12-10-25)18-14-15-5-3-4-6-19(15)28-20-8-7-16(13-17(18)20)21-22-24-26(2)23-21/h3-8,13,18H,9-12,14H2,1-2H3

Standard InChI Key:  VYGJNGJRTPHPPA-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 28 32  0  0  0  0  0  0  0  0999 V2000
   14.5426  -22.4353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3467  -22.6364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5071  -24.2958    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   13.8889  -23.7717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8784  -22.9719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1816  -22.5828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4948  -22.9925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5092  -23.7953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2066  -24.1808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6797  -23.3837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2852  -24.1463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7483  -24.8670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6057  -24.8264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9979  -24.0590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5326  -23.3414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3648  -21.6297    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.9766  -21.0756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8015  -20.2731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0158  -20.0201    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.4050  -20.5761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5798  -21.3850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8411  -19.2138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7738  -22.5915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7832  -21.7702    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.0032  -21.5015    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.5066  -22.1603    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.9797  -22.8361    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.6817  -22.1458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  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
 23 24  1  0
 10 11  2  0
  4  5  2  0
 11 12  1  0
  1  2  1  0
 24 25  2  0
 25 26  1  0
 26 27  1  0
 27 23  2  0
 12 13  2  0
 26 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1259216

   1-Methyl-4-[3-(2-methyltetrazol-5-yl)-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: 392.53

Molecular Weight (Monoisotopic): 392.1783

AlogP: 2.87

#Rotatable Bonds: 2

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: 7.94

CX LogP: 4.36

CX LogD: 3.71

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.67

Np Likeness Score: -1.09

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