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

ID: ALA5206453

PubChem CID: 168294575

Max Phase: Preclinical

Molecular Formula: C19H20F3N5O4S

Molecular Weight: 471.46

Names and Identifiers

Canonical SMILES:  O=C(CN1CCN(c2nc(=O)c3cc(C(F)(F)F)cc([N+](=O)[O-])c3s2)CC1)N1CCCC1

Standard InChI:  InChI=1S/C19H20F3N5O4S/c20-19(21,22)12-9-13-16(14(10-12)27(30)31)32-18(23-17(13)29)26-7-5-24(6-8-26)11-15(28)25-3-1-2-4-25/h9-10H,1-8,11H2

Standard InChI Key:  AIVDRIKNOLGYOF-UHFFFAOYSA-N

Molfile:  

 
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M  CHG  2  18   1  20  -1
M  END

Alternative Forms

1. Parent:

   

   ALA5206453

   ---

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: 471.46

Molecular Weight (Monoisotopic): 471.1188

AlogP: 2.33

#Rotatable Bonds: 4

Polar Surface Area: 99.89

Molecular Species: NEUTRAL

HBA: 8

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.24

CX LogP: 1.94

CX LogD: 1.93

Aromatic Rings: 2

Heavy Atoms: 32

QED Weighted: 0.50

Np Likeness Score: -2.04

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