2-(3-Benzoyl-4-hydroxy-1,1-dioxo-1H-1lambda*6*-benzo[e][1,2]thiazin-2-yl)-1-phenyl-ethanone

ID: ALA600686

Chembl Id: CHEMBL600686

PubChem CID: 5436342

Max Phase: Preclinical

Molecular Formula: C23H17NO5S

Molecular Weight: 419.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(CN1C(C(=O)c2ccccc2)=C(O)c2ccccc2S1(=O)=O)c1ccccc1

Standard InChI:  InChI=1S/C23H17NO5S/c25-19(16-9-3-1-4-10-16)15-24-21(22(26)17-11-5-2-6-12-17)23(27)18-13-7-8-14-20(18)30(24,28)29/h1-14,27H,15H2

Standard InChI Key:  NXGMFIRHQMZBHJ-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA600686

   2-(3-Benzoyl-4-hydroxy-1,1-dioxo-1H-1lambda*6*-benzo[e][1,2]thiazin-2-yl)-1-phenyl-ethanone

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: 419.46

Molecular Weight (Monoisotopic): 419.0827

AlogP: 3.68

#Rotatable Bonds: 5

Polar Surface Area: 91.75

Molecular Species: ACID

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 5.28

CX Basic pKa: ┄

CX LogP: 3.16

CX LogD: 1.12

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.64

Np Likeness Score: -0.69

References

1. Kim SH, Ramu R, Kwon SW, Lee SH, Kim CH, Kang SK, Rhee SD, Bae MA, Ahn SH, Ha DC, Cheon HG, Kim KY, Ahn JH..  (2010)  Discovery of cyclicsulfonamide derivatives as 11 beta-hydroxysteroid dehydrogenase 1 inhibitors.,  20  (3): [PMID:20045318] [10.1016/j.bmcl.2009.12.035]

2. PubChem BioAssay data set, 

3. Scott JS, Goldberg FW, Turnbull AV..  (2014)  Medicinal chemistry of inhibitors of 11β-hydroxysteroid dehydrogenase type 1 (11β-HSD1).,  57  (11): [PMID:24294985] [10.1021/jm4014746]

4. Chuanxin Z, Shengzheng W, Lei D, Duoli X, Jin L, Fuzeng R, Aiping L, Ge Z..  (2020)  Progress in 11β-HSD1 inhibitors for the treatment of metabolic diseases: A comprehensive guide to their chemical structure diversity in drug development.,  191  [PMID:32088493] [10.1016/j.ejmech.2020.112134]

Source

Source(2):

• Scientific Literature
• PubChem BioAssays