(1S,2S)-6-(5-(ethylsulfonyl)benzo[d]oxazol-2-yl)-1,2-dihydronaphthalene-1,2-diol

ID: ALA4550375

Chembl Id: CHEMBL4550375

PubChem CID: 155554879

Max Phase: Preclinical

Molecular Formula: C19H17NO5S

Molecular Weight: 371.41

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCS(=O)(=O)c1ccc2oc(-c3ccc4c(c3)C=C[C@H](O)[C@H]4O)nc2c1

Standard InChI:  InChI=1S/C19H17NO5S/c1-2-26(23,24)13-5-8-17-15(10-13)20-19(25-17)12-3-6-14-11(9-12)4-7-16(21)18(14)22/h3-10,16,18,21-22H,2H2,1H3/t16-,18-/m0/s1

Standard InChI Key:  NYOSMIIPIQXLMM-WMZOPIPTSA-N

Alternative Forms

1. Parent:

   

   ALA4550375

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 371.41

Molecular Weight (Monoisotopic): 371.0827

AlogP: 2.71

#Rotatable Bonds: 3

Polar Surface Area: 100.63

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.12

CX Basic pKa: ┄

CX LogP: 1.72

CX LogD: 1.72

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.73

Np Likeness Score: -0.39

References

1. Chatzopoulou M, Claridge TDW, Davies KE, Davies SG, Elsey DJ, Emer E, Fletcher AM, Harriman S, Robinson N, Rowley JA, Russell AJ, Tinsley JM, Weaver R, Wilkinson IVL, Willis NJ, Wilson FX, Wynne GM..  (2020)  Isolation, Structural Identification, Synthesis, and Pharmacological Profiling of 1,2-trans-Dihydro-1,2-diol Metabolites of the Utrophin Modulator Ezutromid.,  63  (5): [PMID:31599580] [10.1021/acs.jmedchem.9b01547]

Source

Source(1):

• Scientific Literature