1-[4-(10H-9-Thia-1,4,10-triaza-anthracen-6-ylmethyl)-piperazin-1-yl]-ethanone

ID: ALA4171320

PubChem CID: 11002350

Max Phase: Preclinical

Molecular Formula: C17H19N5OS

Molecular Weight: 341.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)N1CCN(Cc2ccc3c(c2)Nc2nccnc2S3)CC1

Standard InChI:  InChI=1S/C17H19N5OS/c1-12(23)22-8-6-21(7-9-22)11-13-2-3-15-14(10-13)20-16-17(24-15)19-5-4-18-16/h2-5,10H,6-9,11H2,1H3,(H,18,20)

Standard InChI Key:  MPYIWUJLKKLHNM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 27  0  0  0  0  0  0  0  0999 V2000
    5.6529   -1.8944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6517   -2.7139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3598   -3.1229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3580   -1.4855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0666   -1.8908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0655   -2.7114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7717   -3.1205    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.7740   -1.4792    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.4800   -1.8861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4830   -2.7098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1967   -3.1172    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.9079   -2.7021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9009   -1.8753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1866   -1.4716    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9451   -1.4859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2375   -1.8947    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5317   -1.4815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8262   -1.8868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8222   -2.7043    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5298   -3.1149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2415   -2.7080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1130   -3.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4068   -2.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1102   -3.9276    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  5  8  1  0
  6  7  1  0
  7 10  1  0
  9  8  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14  9  1  0
  1 15  1  0
 15 16  1  0
 16 17  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
 22 23  1  0
 22 24  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4171320

   1-[4-(10H-pyrazino[2,3-b][1,4]benzothiazin-8-ylmethyl)piperazin-1-yl]ethanone

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: 341.44

Molecular Weight (Monoisotopic): 341.1310

AlogP: 2.35

#Rotatable Bonds: 2

Polar Surface Area: 61.36

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.84

CX Basic pKa: 6.23

CX LogP: 1.40

CX LogD: 1.37

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.77

Np Likeness Score: -1.42

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