1,1,1-Trifluoro-N-[1-(10H-9-thia-1,4,10-triaza-anthracen-6-ylmethyl)-piperidin-4-yl]-methanesulfonamide

ID: ALA4164084

PubChem CID: 10906388

Max Phase: Preclinical

Molecular Formula: C17H18F3N5O2S2

Molecular Weight: 445.49

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C17H18F3N5O2S2/c18-17(19,20)29(26,27)24-12-3-7-25(8-4-12)10-11-1-2-14-13(9-11)23-15-16(28-14)22-6-5-21-15/h1-2,5-6,9,12,24H,3-4,7-8,10H2,(H,21,23)

Standard InChI Key:  FRZRCIKEUBCHJG-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 29 32  0  0  0  0  0  0  0  0999 V2000
   14.4329  -22.8318    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.6157  -22.8318    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   14.0243  -23.5395    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.1596  -20.8012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1585  -21.6207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8665  -22.0297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8647  -20.3923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5733  -20.7976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5722  -21.6182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2784  -22.0273    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   19.2807  -20.3860    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.9867  -20.7929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9897  -21.6166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7034  -22.0241    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.4146  -21.6089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4076  -20.7821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6933  -20.3784    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.4518  -20.3928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7442  -20.8015    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.0384  -20.3883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3329  -20.7936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3289  -21.6111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0366  -22.0217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7482  -21.6148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6198  -22.0172    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.9077  -23.2405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2000  -22.8318    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   12.9076  -24.0577    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   12.1960  -23.6449    0.0000 F   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 28  1  0
 26 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4164084

   CID 10906388

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: 445.49

Molecular Weight (Monoisotopic): 445.0854

AlogP: 3.09

#Rotatable Bonds: 4

Polar Surface Area: 87.22

Molecular Species: ACID

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 6.17

CX Basic pKa: 7.16

CX LogP: 2.03

CX LogD: 2.04

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.64

Np Likeness Score: -1.37

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