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

ID: ALA5206457

PubChem CID: 73947199

Max Phase: Preclinical

Molecular Formula: C21H19F3N4O3S

Molecular Weight: 464.47

Names and Identifiers

Canonical SMILES:  O=c1nc(N2CCN(CCc3ccccc3)CC2)sc2c([N+](=O)[O-])cc(C(F)(F)F)cc12

Standard InChI:  InChI=1S/C21H19F3N4O3S/c22-21(23,24)15-12-16-18(17(13-15)28(30)31)32-20(25-19(16)29)27-10-8-26(9-11-27)7-6-14-4-2-1-3-5-14/h1-5,12-13H,6-11H2

Standard InChI Key:  XOPBQPIQFCHGRD-UHFFFAOYSA-N

Molfile:  

 
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M  CHG  2  18   1  20  -1
M  END

Alternative Forms

1. Parent:

   

   ALA5206457

   8-Nitro-2-[4-(2-phenylethyl)piperazin-1-yl]-6-(trifluoromethyl)-1,3-benzothiazin-4-one

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: 464.47

Molecular Weight (Monoisotopic): 464.1130

AlogP: 3.95

#Rotatable Bonds: 5

Polar Surface Area: 79.58

Molecular Species: NEUTRAL

HBA: 7

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 6.71

CX LogP: 4.43

CX LogD: 4.35

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.42

Np Likeness Score: -1.70

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