N-[1-(10H-9-Thia-1,4,10-triaza-anthracen-6-ylmethyl)-piperidin-4-yl]-benzenesulfonamide

ID: ALA4174739

PubChem CID: 10928517

Max Phase: Preclinical

Molecular Formula: C22H23N5O2S2

Molecular Weight: 453.59

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=S(=O)(NC1CCN(Cc2ccc3c(c2)Nc2nccnc2S3)CC1)c1ccccc1

Standard InChI:  InChI=1S/C22H23N5O2S2/c28-31(29,18-4-2-1-3-5-18)26-17-8-12-27(13-9-17)15-16-6-7-20-19(14-16)25-21-22(30-20)24-11-10-23-21/h1-7,10-11,14,17,26H,8-9,12-13,15H2,(H,23,25)

Standard InChI Key:  XCONSWKVJHPRPW-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   24.9408  -23.1372    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.1237  -23.1372    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   24.5322  -23.8450    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.6675  -21.1066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6664  -21.9261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3744  -22.3351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3726  -20.6977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0813  -21.1030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0801  -21.9237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7863  -22.3327    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
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   31.9155  -21.0875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2013  -20.6838    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   25.5464  -20.6937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   25.5445  -22.3272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2562  -21.9202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1277  -22.3226    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.4156  -23.5459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7092  -23.1326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0016  -23.5406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0011  -24.3590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7140  -24.7676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4186  -24.3573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
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  4  5  2  0
  5  6  1  0
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  8  7  2  0
  7  4  1  0
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  8 11  1  0
  9 10  1  0
 10 13  1  0
 12 11  1  0
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 13 14  1  0
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 15 16  1  0
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 17 12  1  0
  4 18  1  0
 18 19  1  0
 19 20  1  0
 19 24  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 22 25  1  0
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  2 26  1  0
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 30 31  2  0
 31 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4174739

   N-[1-(10H-pyrazino[2,3-b][1,4]benzothiazin-8-ylmethyl)piperidin-4-yl]benzenesulfonamide

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: 453.59

Molecular Weight (Monoisotopic): 453.1293

AlogP: 3.63

#Rotatable Bonds: 5

Polar Surface Area: 87.22

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.17

CX Basic pKa: 7.15

CX LogP: 2.96

CX LogD: 2.77

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.48

Np Likeness Score: -1.63

References

1. Pluta K, Jeleń M, Morak-Młodawska B, Zimecki M, Artym J, Kocięba M, Zaczyńska E..  (2017)  Azaphenothiazines - promising phenothiazine derivatives. An insight into nomenclature, synthesis, structure elucidation and biological properties.,  138  [PMID:28734245] [10.1016/j.ejmech.2017.07.009]

Source

Source(1):

• Scientific Literature