2-(4-(2-(1-methylpiperidin-4-yl)ethyl)piperidin-1-yl)-8-nitro-6-(trifluoromethyl)-4H-benzo[e][1,3]thiazin-4-one

ID: ALA5203546

PubChem CID: 168293238

Max Phase: Preclinical

Molecular Formula: C22H27F3N4O3S

Molecular Weight: 484.54

Names and Identifiers

Canonical SMILES:  CN1CCC(CCC2CCN(c3nc(=O)c4cc(C(F)(F)F)cc([N+](=O)[O-])c4s3)CC2)CC1

Standard InChI:  InChI=1S/C22H27F3N4O3S/c1-27-8-4-14(5-9-27)2-3-15-6-10-28(11-7-15)21-26-20(30)17-12-16(22(23,24)25)13-18(29(31)32)19(17)33-21/h12-15H,2-11H2,1H3

Standard InChI Key:  SOXMRNJOIBSSGP-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    1.4355    0.2114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4355   -0.6134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.7143   -1.0307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4335   -0.6146    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1463   -1.0326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.2916   -3.1003    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0074   -1.8628    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
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    2.1496    1.4493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8640    1.8621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8637    2.6872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5781    3.1000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2929    2.6877    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2932    1.8626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5787    1.4498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0074    3.1003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
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  9 10  1  0
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  1 26  1  0
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 29 28  1  0
 30 29  1  0
 31 30  1  0
 32 31  1  0
 27 32  1  0
 30 33  1  0
M  CHG  2  19   1  21  -1
M  END

Alternative Forms

1. Parent:

   

   ALA5203546

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 484.54

Molecular Weight (Monoisotopic): 484.1756

AlogP: 4.92

#Rotatable Bonds: 5

Polar Surface Area: 79.58

Molecular Species: BASE

HBA: 7

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.42

CX LogP: 4.57

CX LogD: 2.56

Aromatic Rings: 2

Heavy Atoms: 33

QED Weighted: 0.44

Np Likeness Score: -1.28

References

1. Schieferdecker S, Bernal FA, Wojtas KP, Keiff F, Li Y, Dahse HM, Kloss F..  (2022)  Development of Predictive Classification Models for Whole Cell Antimycobacterial Activity of Benzothiazinones.,  65  (9.0): [PMID:35502994] [10.1021/acs.jmedchem.2c00098]

Source

Source(1):

• Scientific Literature