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

ID: ALA4170909

PubChem CID: 11100349

Max Phase: Preclinical

Molecular Formula: C18H21N5OS

Molecular Weight: 355.47

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C18H21N5OS/c1-12(24)21-14-4-8-23(9-5-14)11-13-2-3-16-15(10-13)22-17-18(25-16)20-7-6-19-17/h2-3,6-7,10,14H,4-5,8-9,11H2,1H3,(H,19,22)(H,21,24)

Standard InChI Key:  CSRHPCOGCXTMMQ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 28  0  0  0  0  0  0  0  0999 V2000
   18.8889  -16.8391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8878  -17.6586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5958  -18.0676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5940  -16.4302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3026  -16.8355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3015  -17.6561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0077  -18.0651    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   21.0100  -16.4239    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.7160  -16.8308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7190  -17.6545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4327  -18.0619    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.1439  -17.6468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1369  -16.8200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4226  -16.4163    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.1811  -16.4306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4735  -16.8394    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.7677  -16.4262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0622  -16.8315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0582  -17.6490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7659  -18.0596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4775  -17.6527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3491  -18.0551    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.3462  -18.8723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6370  -19.2784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0524  -19.2834    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
 23 24  1  0
 23 25  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4170909

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

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: 355.47

Molecular Weight (Monoisotopic): 355.1467

AlogP: 2.79

#Rotatable Bonds: 3

Polar Surface Area: 70.15

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.84

CX Basic pKa: 7.71

CX LogP: 1.35

CX LogD: 0.87

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.75

Np Likeness Score: -1.30

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