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

ID: ALA5208270

PubChem CID: 168294681

Max Phase: Preclinical

Molecular Formula: C20H23F3N4O4S

Molecular Weight: 472.49

Names and Identifiers

Canonical SMILES:  CN1CCC(OC2CCN(c3nc(=O)c4cc(C(F)(F)F)cc([N+](=O)[O-])c4s3)CC2)CC1

Standard InChI:  InChI=1S/C20H23F3N4O4S/c1-25-6-2-13(3-7-25)31-14-4-8-26(9-5-14)19-24-18(28)15-10-12(20(21,22)23)11-16(27(29)30)17(15)32-19/h10-11,13-14H,2-9H2,1H3

Standard InChI Key:  IUZJTYWTPNTYEJ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   -5.0085   -1.4508    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.8644    1.4493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5789    1.8622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2936    1.4498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2939    0.6246    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    2.8647    0.6242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0085    0.2121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 28 27  1  0
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 26 31  1  0
 29 32  1  0
M  CHG  2  19   1  21  -1
M  END

Alternative Forms

1. Parent:

   

   ALA5208270

   ---

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: 472.49

Molecular Weight (Monoisotopic): 472.1392

AlogP: 3.66

#Rotatable Bonds: 4

Polar Surface Area: 88.81

Molecular Species: BASE

HBA: 8

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.85

CX LogP: 2.55

CX LogD: 1.09

Aromatic Rings: 2

Heavy Atoms: 32

QED Weighted: 0.50

Np Likeness Score: -1.27

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