1,1-Dioxo-1,2,3,4-tetrahydro-1lambda6-naphtho[2,3-b][1,4]thiazine-5,10-dione

ID: ALA500348

Chembl Id: CHEMBL500348

Max Phase: Preclinical

Molecular Formula: C12H9NO4S

Molecular Weight: 263.27

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1C2=C(C(=O)c3ccccc31)S(=O)(=O)CCN2

Standard InChI:  InChI=1S/C12H9NO4S/c14-10-7-3-1-2-4-8(7)11(15)12-9(10)13-5-6-18(12,16)17/h1-4,13H,5-6H2

Standard InChI Key:  SSICNPWKJXVPBL-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA500348

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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: 263.27

Molecular Weight (Monoisotopic): 263.0252

AlogP: 0.30

#Rotatable Bonds: ┄

Polar Surface Area: 80.31

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: -0.62

CX LogD: -0.62

Aromatic Rings: 1

Heavy Atoms: 18

QED Weighted: 0.73

Np Likeness Score: 0.63

References

1. Cao S, Murphy BT, Foster C, Lazo JS, Kingston DG..  (2009)  Bioactivities of simplified adociaquinone B and naphthoquinone derivatives against Cdc25B, MKP-1, and MKP-3 phosphatases.,  17  (6): [PMID:19028102] [10.1016/j.bmc.2008.10.090]

2. Chia EW, Pearce AN, Berridge MV, Larsen L, Perry NB, Sansom CE, Godfrey CA, Hanton LR, Lu GL, Walton M, Denny WA, Webb VL, Copp BR, Harper JL..  (2008)  Synthesis and anti-inflammatory structure-activity relationships of thiazine-quinoline-quinones: inhibitors of the neutrophil respiratory burst in a model of acute gouty arthritis.,  16  (21): [PMID:18835721] [10.1016/j.bmc.2008.09.052]

3. Dallaston MA, Rajan S, Chekaiban J, Wibowo M, Cross M, Coster MJ, Davis RA, Hofmann A..  (2017)  Dichloro-naphthoquinone as a non-classical inhibitor of the mycobacterial carbonic anhydrase Rv3588c.,  8  (6): [PMID:30108843] [10.1039/C7MD00090A]

Source

Source(1):

• Scientific Literature