(rac)-4-(4-Bromophenyl)-4-(2,2,2-trifluoroethoxy)-4H-[1,2,4]oxadiazolo[3,4-c][1,4]benzothiazin-1-one

ID: ALA3408529

Chembl Id: CHEMBL3408529

PubChem CID: 118730943

Max Phase: Preclinical

Molecular Formula: C17H10BrF3N2O3S

Molecular Weight: 459.24

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=c1onc2n1-c1ccccc1SC2(OCC(F)(F)F)c1ccc(Br)cc1

Standard InChI:  InChI=1S/C17H10BrF3N2O3S/c18-11-7-5-10(6-8-11)17(25-9-16(19,20)21)14-22-26-15(24)23(14)12-3-1-2-4-13(12)27-17/h1-8H,9H2

Standard InChI Key:  PFZOBHSCNYUKMJ-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3408529

   ---

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: 459.24

Molecular Weight (Monoisotopic): 457.9548

AlogP: 4.47

#Rotatable Bonds: 3

Polar Surface Area: 57.26

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.97

CX LogD: 5.97

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.58

Np Likeness Score: -1.06

References

1. Carosati E, Ioan P, Barrano GB, Caccamese S, Cosimelli B, Devlin FJ, Severi E, Spinelli D, Superchi S, Budriesi R..  (2015)  Synthesis and L-type calcium channel blocking activity of new chiral oxadiazolothiazinones.,  92  [PMID:25596477] [10.1016/j.ejmech.2014.12.044]

2. Carosati E, Cosimelli B, Ioan P, Severi E, Katneni K, Chiu FC, Saponara S, Fusi F, Frosini M, Matucci R, Micucci M, Chiarini A, Spinelli D, Budriesi R..  (2016)  Understanding Oxadiazolothiazinone Biological Properties: Negative Inotropic Activity versus Cytochrome P450-Mediated Metabolism.,  59  (7): [PMID:26962886] [10.1021/acs.jmedchem.6b00030]

Source

Source(1):

• Scientific Literature