methyl 4-hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxylate 1,1-dioxide

ID: ALA4176626

Cas Number: 35511-15-0

PubChem CID: 54676532

Product Number: M183977, Order Now?

Max Phase: Preclinical

Molecular Formula: C11H11NO5S

Molecular Weight: 269.28

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)C1=C(O)c2ccccc2S(=O)(=O)N1C

Standard InChI:  InChI=1S/C11H11NO5S/c1-12-9(11(14)17-2)10(13)7-5-3-4-6-8(7)18(12,15)16/h3-6,13H,1-2H3

Standard InChI Key:  NGHIOTWSWSQQNT-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 18 19  0  0  0  0  0  0  0  0999 V2000
    5.7121  -15.1139    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3076  -14.4082    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.8986  -15.1113    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1848  -13.1865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1837  -14.0060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8917  -14.4150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8899  -12.7776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5985  -13.1829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6019  -14.0035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0200  -13.9977    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0166  -13.1770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3036  -12.7674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2991  -11.9502    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7231  -12.7663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4320  -13.1727    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7205  -11.9491    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1385  -12.7619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7283  -14.4051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  4  5  2  0
  5  6  1  0
  6  9  2  0
  8  7  2  0
  7  4  1  0
  8  9  1  0
  8 12  1  0
  9  2  1  0
  2 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 11 14  1  0
 14 15  1  0
 14 16  2  0
 15 17  1  0
 10 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4176626

   2-Methyl-4-hydroxy-2H-1,2-benzothiazine-3-carboxylic methyl ester-1,1-dioxide

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 269.28

Molecular Weight (Monoisotopic): 269.0358

AlogP: 0.72

#Rotatable Bonds: 1

Polar Surface Area: 83.91

Molecular Species: ACID

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.89

CX Basic pKa: ┄

CX LogP: 0.56

CX LogD: -1.78

Aromatic Rings: 1

Heavy Atoms: 18

QED Weighted: 0.76

Np Likeness Score: -0.63

References

1. Saddique FA, Zaib S, Jalil S, Aslam S, Ahmad M, Sultan S, Naz H, Iqbal M, Iqbal J..  (2018)  Synthesis, monoamine oxidase inhibition activity and molecular docking studies of novel 4-hydroxy-N'-[benzylidene or 1-phenylethylidene]-2-H/methyl/benzyl-1,2-benzothiazine-3-carbohydrazide 1,1-dioxides.,  143  [PMID:29126721] [10.1016/j.ejmech.2017.10.036]

Source

Source(1):

• Scientific Literature