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

ID: ALA1259217

PubChem CID: 49781233

Max Phase: Preclinical

Molecular Formula: C21H24N6S

Molecular Weight: 392.53

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN1CCN(C2Cc3ccccc3Sc3ccc(-c4nnnn4C)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)21-22-23-24-26(21)2/h3-8,13,18H,9-12,14H2,1-2H3

Standard InChI Key:  NHCPMAKOQMYGRA-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   -0.5574    0.7427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3971   -0.9167    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0152   -0.3926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0258    0.4073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7226    0.7964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4094    0.3867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3949   -0.4162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6976   -0.8016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2245   -0.0046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6189   -0.7672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1559   -1.4879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7015   -1.4472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0937   -0.6798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6284    0.0377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5394    1.7495    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9276    2.3036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1027    3.1061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8883    3.3591    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4992    2.8031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3244    1.9941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0631    4.1680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1304    0.7876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1210    1.6089    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9010    1.8777    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3976    1.2189    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9244    0.5431    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1922   -0.2373    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
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  6  7  2  0
  1 16  1  0
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  3  4  1  0
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  9  4  1  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
 23 24  2  0
 10 11  2  0
  4  5  2  0
 11 12  1  0
  1  2  1  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 23  1  0
 12 13  2  0
 27 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1259217

   1-Methyl-4-[3-(1-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: 7.98

CX LogP: 3.45

CX LogD: 2.77

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.67

Np Likeness Score: -1.23

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