3-Fluoro-5-[(1S,3R)-2,2,3-trifluoro-1-hydroxy-7-methylsulfonylindan-4-yl]oxybenzonitrile

ID: ALA4453227

Chembl Id: CHEMBL4453227

PubChem CID: 117947096

Max Phase: Preclinical

Molecular Formula: C17H11F4NO4S

Molecular Weight: 401.34

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CS(=O)(=O)c1ccc(Oc2cc(F)cc(C#N)c2)c2c1[C@H](O)C(F)(F)[C@@H]2F

Standard InChI:  InChI=1S/C17H11F4NO4S/c1-27(24,25)12-3-2-11(13-14(12)16(23)17(20,21)15(13)19)26-10-5-8(7-22)4-9(18)6-10/h2-6,15-16,23H,1H3/t15-,16+/m1/s1

Standard InChI Key:  VHWGCWVDVWACAH-CVEARBPZSA-N

Alternative Forms

1. Parent:

   

   ALA4453227

   3-fluoro-5-[[(1S,3R)-2,2,3-trifluoro-1-hydroxy-7-methylsulfonyl-1,3-dihydroinden-4-yl]oxy]benzonitrile

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: 401.34

Molecular Weight (Monoisotopic): 401.0345

AlogP: 3.59

#Rotatable Bonds: 3

Polar Surface Area: 87.39

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.31

CX Basic pKa: ┄

CX LogP: 2.32

CX LogD: 2.32

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.79

Np Likeness Score: -0.85

References

1. Xu R, Wang K, Rizzi JP, Huang H, Grina JA, Schlachter ST, Wang B, Wehn PM, Yang H, Dixon DD, Czerwinski RM, Du X, Ged EL, Han G, Tan H, Wong T, Xie S, Josey JA, Wallace EM..  (2019)  3-[(1S,2S,3R)-2,3-Difluoro-1-hydroxy-7-methylsulfonylindan-4-yl]oxy-5-fluorobenzonitrile (PT2977), a Hypoxia-Inducible Factor 2α (HIF-2α) Inhibitor for the Treatment of Clear Cell Renal Cell Carcinoma.,  62  (15): [PMID:31282155] [10.1021/acs.jmedchem.9b00719]

Source

Source(1):

• Scientific Literature