1-Methyl-4-(8-(1-methyl-1H-pyrazol-3-yl)-10,11-dihydrodibenzo[b,f]thiepin-10-yl)piperazine

ID: ALA1259232

PubChem CID: 49781235

Max Phase: Preclinical

Molecular Formula: C23H26N4S

Molecular Weight: 390.56

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN1CCN(C2Cc3ccccc3Sc3ccc(-c4ccn(C)n4)cc32)CC1

Standard InChI:  InChI=1S/C23H26N4S/c1-25-11-13-27(14-12-25)21-16-18-5-3-4-6-22(18)28-23-8-7-17(15-19(21)23)20-9-10-26(2)24-20/h3-10,15,21H,11-14,16H2,1-2H3

Standard InChI Key:  WASDQAJQWQDOQW-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 28 32  0  0  0  0  0  0  0  0999 V2000
   17.4134    0.9189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2176    0.7177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3779   -0.9417    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   16.7598   -0.4176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7492    0.3823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0524    0.7714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3656    0.3617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3801   -0.4412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0774   -0.8266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5505   -0.0296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1561   -0.7922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6191   -1.5129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4765   -1.4722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8687   -0.7048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4034    0.0127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2356    1.7245    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.8474    2.2786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6723    3.0811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8867    3.3341    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.2758    2.7781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4506    1.9691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7119    4.1430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6446    0.7626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6540    1.5839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8740    1.8527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3774    1.1939    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.8506    0.5181    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.5525    1.2083    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:

   

   ALA1259232

   1-Methyl-4-[3-(1-methylpyrazol-3-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: 390.56

Molecular Weight (Monoisotopic): 390.1878

AlogP: 4.08

#Rotatable Bonds: 2

Polar Surface Area: 24.30

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.05

CX LogP: 4.51

CX LogD: 3.77

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.66

Np Likeness Score: -0.98

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