1,1,3-Trioxo-1,3-dihydro-1lambda*6*-benzo[d]isothiazole-2-carboxylic acid propylamide

Names and Identifiers

Canonical SMILES: CCCNC(=O)N1C(=O)c2ccccc2S1(=O)=O

Standard InChI: InChI=1S/C11H12N2O4S/c1-2-7-12-11(15)13-10(14)8-5-3-4-6-9(8)18(13,16)17/h3-6H,2,7H2,1H3,(H,12,15)

Standard InChI Key: JKYVAVZSIHHIRT-UHFFFAOYSA-N

Molfile:

     RDKit          2D

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    1.9292   -2.6292    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.4167   -1.9625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0042   -1.2417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1417   -1.5542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1500   -2.3792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2417   -1.9625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3417   -3.2125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5542   -2.9667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2875   -0.4667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6542   -1.2417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6542   -2.6667    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4292   -1.1417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4292   -2.8000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4875   -2.6667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9000   -3.3792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2833   -1.5625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2833   -2.3875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7250   -3.3792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  5  1  0
  5  1  1  0
  6  2  1  0
  7  1  2  0
  8  1  2  0
  9  3  2  0
 10  6  2  0
 11  6  1  0
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 14 11  1  0
 15 14  1  0
 16 17  2  0
 17 13  1  0
 18 15  1  0
  3  4  1  0
 12 16  1  0
M  END

Alternative Forms

Parent:

ALA334445
1,1,3-trioxo-N-propyl-1,2-benzothiazole-2-carboxamide

Associated Targets(Human)

FBP1 Tchem Fructose-1,6-bisphosphatase (1199 Activities)

Discover Target: FBP1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Associated Targets(non-human)

Rattus norvegicus (775804 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

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

Drug Indications

MESH ID	MESH Heading	EFO IDs	EFO Terms	Max Phase for Indication	References

Mechanisms of Action

Mechanism of Action	Action Type	target ID	Target Name	Target Type	Target Organism	Binding Site Name	References

Calculated Properties

Molecular Weight: 268.29	Molecular Weight (Monoisotopic): 268.0518	AlogP: 0.95	#Rotatable Bonds: 2
Polar Surface Area: 83.55	Molecular Species: NEUTRAL	HBA: 4	HBD: 1
#RO5 Violations: ┄	HBA (Lipinski): 6	HBD (Lipinski): 1	#RO5 Violations (Lipinski): ┄
CX Acidic pKa: 12.90	CX Basic pKa: ┄	CX LogP: 1.21	CX LogD: 1.21
Aromatic Rings: 1	Heavy Atoms: 18	QED Weighted: 0.87	Np Likeness Score: -1.29

References

1. Nagasawa HT, Elberling JA, Goon DJ, Shirota FN.. (1994) Latent alkyl isocyanates as inhibitors of aldehyde dehydrogenase in vivo., 37 (24): [PMID:7990120] [10.1021/jm00050a018]
2. Wen W, Cao H, Xu Y, Ren Y, Rao L, Shao X, Chen H, Wu L, Liu J, Su C, Peng C, Huang Y, Wan J.. (2022) N-Acylamino Saccharin as an Emerging Cysteine-Directed Covalent Warhead and Its Application in the Identification of Novel FBPase Inhibitors toward Glucose Reduction., 65 (13.0): [PMID:35786925] [10.1021/acs.jmedchem.2c00336]

Source

Source(1):

Scientific Literature