(R)-3-(2-(hydroxymethyl)-2,3-dihydro-1H-inden-4-yloxy)phenyl 4,4,4-trifluorobutane-1-sulfonate

ID: ALA1668508

Chembl Id: CHEMBL1668508

Cas Number: 212188-60-8

PubChem CID: 9845561

Max Phase: Preclinical

Molecular Formula: C20H21F3O5S

Molecular Weight: 430.44

Molecule Type: Small molecule

Names and Identifiers

Synonyms: BAY-387271 | 212188-60-8|BAY-38-7271|1-Butanesulfonic acid, 4,4,4-trifluoro-, 3-(((2R)-2,3-dihydro-2-(hydroxymethyl)-1H-inden-4-yl)oxy)phenyl ester|SRX4T6TMUS|UNII-SRX4T6TMUS|BAY 38-7271|CHEMBL1668508|BAY-387271|(-)-Bay-38-7271|(R)-3-((2-(Hydroxymethyl)-2,3-dihydro-1H-inden-4-yl)oxy)phenyl 4,4,4-trifluorobutane-1-sulfonate|(R)-3-(2-(hydroxymethyl)-2,3-dihydro-1H-inden-4-yloxy)phenyl 4,4,4-trifluorobutane-1-sulfonate|starbld0000857|bay38-7271|SCHEMBL8144071|XJURALZPEJKKOV-CQSZACIVSA-N|DTXSID70101Show More⌵

Canonical SMILES:  O=S(=O)(CCCC(F)(F)F)Oc1cccc(Oc2cccc3c2C[C@H](CO)C3)c1

Standard InChI:  InChI=1S/C20H21F3O5S/c21-20(22,23)8-3-9-29(25,26)28-17-6-2-5-16(12-17)27-19-7-1-4-15-10-14(13-24)11-18(15)19/h1-2,4-7,12,14,24H,3,8-11,13H2/t14-/m1/s1

Standard InChI Key:  XJURALZPEJKKOV-CQSZACIVSA-N

Alternative Forms

1. Parent:

   

   ALA1668508

   1-Butanesulfonic acid, 4,4,4-trifluoro-, 3-(((2R)-2,3-dihydro-2-(hydroxymethyl)-1H-inden-4-yl)oxy)phenyl ester

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: 430.44

Molecular Weight (Monoisotopic): 430.1062

AlogP: 4.24

#Rotatable Bonds: 8

Polar Surface Area: 72.83

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: 4.18

CX LogD: 4.18

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.63

Np Likeness Score: -0.24

References

1. Brogi S, Corelli F, Di Marzo V, Ligresti A, Mugnaini C, Pasquini S, Tafi A..  (2011)  Three-dimensional quantitative structure-selectivity relationships analysis guided rational design of a highly selective ligand for the cannabinoid receptor 2.,  46  (2): [PMID:21183257] [10.1016/j.ejmech.2010.11.034]

2. Teng H, Thakur GA, Makriyannis A..  (2011)  Conformationally constrained analogs of BAY 59-3074 as novel cannabinoid receptor ligands.,  21  (19): [PMID:21880487] [10.1016/j.bmcl.2011.07.017]

Source

Source(1):

• Scientific Literature