NA

ID: ALA4176645

PubChem CID: 10906650

Max Phase: Preclinical

Molecular Formula: C21H28N6O2S2

Molecular Weight: 460.63

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=S(=O)(NC1CCN(Cc2ccc3c(c2)Nc2nccnc2S3)CC1)N1CCCCC1

Standard InChI:  InChI=1S/C21H28N6O2S2/c28-31(29,27-10-2-1-3-11-27)25-17-6-12-26(13-7-17)15-16-4-5-19-18(14-16)24-20-21(30-19)23-9-8-22-20/h4-5,8-9,14,17,25H,1-3,6-7,10-13,15H2,(H,22,24)

Standard InChI Key:  MECJLYUHNJXPPC-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 31 35  0  0  0  0  0  0  0  0999 V2000
   25.1370  -28.7715    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.3127  -28.7715    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   24.7249  -29.4853    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.8875  -26.7231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8862  -27.5498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6005  -27.9623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5987  -26.3108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3135  -26.7195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3124  -27.5473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0247  -27.9599    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   30.0270  -26.3044    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.7392  -26.7148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7422  -27.5457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4621  -27.9567    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.1795  -27.5379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1724  -26.7040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4519  -26.2967    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.1735  -26.3112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4597  -26.7235    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.7478  -26.3067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0362  -26.7156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0321  -27.5402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7459  -27.9543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4638  -27.5439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3168  -27.9498    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.5986  -29.1836    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.8857  -28.7673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1737  -29.1761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1693  -30.0011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8833  -30.4157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6016  -30.0052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  4  5  2  0
  5  6  1  0
  6  9  2  0
  8  7  2  0
  7  4  1  0
  8  9  1  0
  8 11  1  0
  9 10  1  0
 10 13  1  0
 12 11  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 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
 25  2  1  0
  2 26  1  0
 26 27  1  0
 26 31  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4176645

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

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: 460.63

Molecular Weight (Monoisotopic): 460.1715

AlogP: 2.97

#Rotatable Bonds: 5

Polar Surface Area: 90.46

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.15

CX Basic pKa: 7.18

CX LogP: 1.69

CX LogD: 1.49

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.60

Np Likeness Score: -1.58

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