6-bromo-2-(((1-(4-chlorophenyl)-1H-1,2,3-triazol-4-yl)methyl)thio)-8-nitro-4H-benzo[e][1,3]thiazin-4-one

ID: ALA5197370

PubChem CID: 168286398

Max Phase: Preclinical

Molecular Formula: C17H9BrClN5O3S2

Molecular Weight: 510.78

Names and Identifiers

Canonical SMILES:  O=c1nc(SCc2cn(-c3ccc(Cl)cc3)nn2)sc2c([N+](=O)[O-])cc(Br)cc12

Standard InChI:  InChI=1S/C17H9BrClN5O3S2/c18-9-5-13-15(14(6-9)24(26)27)29-17(20-16(13)25)28-8-11-7-23(22-21-11)12-3-1-10(19)2-4-12/h1-7H,8H2

Standard InChI Key:  NBJYKUXFWSNRFB-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    4.3313   -0.6375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1518   -0.5513    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
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   -2.2939    1.0311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2939    1.8562    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.7228    1.0311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1518    1.0311    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -3.7228   -1.4438    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    0.6502   -1.4392    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4572   -1.6107    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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M  CHG  2  24   1  25  -1
M  END

Alternative Forms

1. Parent:

   

   ALA5197370

   ---

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: 510.78

Molecular Weight (Monoisotopic): 508.9019

AlogP: 4.85

#Rotatable Bonds: 5

Polar Surface Area: 103.81

Molecular Species: NEUTRAL

HBA: 9

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.37

CX LogD: 5.37

Aromatic Rings: 4

Heavy Atoms: 29

QED Weighted: 0.21

Np Likeness Score: -2.27

References

1. Sahoo SK, Ahmad MN, Kaul G, Nanduri S, Dasgupta A, Chopra S, Yaddanapudi VM..  (2022)  Synthesis and evaluation of triazole congeners of nitro-benzothiazinones potentially active against drug resistant Mycobacterium tuberculosis demonstrating bactericidal efficacy.,  13  (5.0): [PMID:35694687] [10.1039/d1md00387a]

Source

Source(1):

• Scientific Literature