2-(4-(((6-chloro-8-nitro-4-oxo-4H-benzo[e][1,3]thiazin-2-yl)thio)methyl)-1H-1,2,3-triazol-1-yl)-N-(4-chlorophenyl)acetamide

ID: ALA5196862

PubChem CID: 168285196

Max Phase: Preclinical

Molecular Formula: C19H12Cl2N6O4S2

Molecular Weight: 523.38

Names and Identifiers

Canonical SMILES:  O=C(Cn1cc(CSc2nc(=O)c3cc(Cl)cc([N+](=O)[O-])c3s2)nn1)Nc1ccc(Cl)cc1

Standard InChI:  InChI=1S/C19H12Cl2N6O4S2/c20-10-1-3-12(4-2-10)22-16(28)8-26-7-13(24-25-26)9-32-19-23-18(29)14-5-11(21)6-15(27(30)31)17(14)33-19/h1-7H,8-9H2,(H,22,28)

Standard InChI Key:  JNVMQRCLEYHDKI-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    2.5971   -1.4041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9327   -0.6505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7532   -0.5643    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0888    0.1893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.7599    1.6967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0956    2.4504    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.9394    1.6105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6039    0.8568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.8159    0.4371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2449    0.4371    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -3.8159   -2.0379    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5305   -2.4504    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1015   -2.4504    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3870   -1.2129    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.5571   -2.0334    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3641   -2.2049    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5200    0.0641    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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  3  4  1  0
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  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
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 11  5  2  0
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 21 30  1  0
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 32 31  2  0
  1 32  1  0
  3 33  2  0
M  CHG  2  27   1  28  -1
M  END

Alternative Forms

1. Parent:

   

   ALA5196862

   ---

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: 523.38

Molecular Weight (Monoisotopic): 521.9739

AlogP: 4.39

#Rotatable Bonds: 7

Polar Surface Area: 132.91

Molecular Species: NEUTRAL

HBA: 10

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.23

CX Basic pKa: 0.20

CX LogP: 4.46

CX LogD: 4.46

Aromatic Rings: 4

Heavy Atoms: 33

QED Weighted: 0.21

Np Likeness Score: -2.42

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