(2S,3S,4S,5R,6S)-6-(((S)-4-(3-Cyano-5-fluorophenoxy)-2,2-difluoro-7-(methylsulfonyl)-2,3-dihydro-1H-inden-1-yl)oxy)-3,4,5-trihydroxytetrahydro-2H-pyran-2-carboxylic Acid

ID: ALA4548482

Chembl Id: CHEMBL4548482

PubChem CID: 155545483

Max Phase: Preclinical

Molecular Formula: C23H20F3NO10S

Molecular Weight: 559.47

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CS(=O)(=O)c1ccc(Oc2cc(F)cc(C#N)c2)c2c1[C@H](O[C@@H]1O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]1O)C(F)(F)C2

Standard InChI:  InChI=1S/C23H20F3NO10S/c1-38(33,34)14-3-2-13(35-11-5-9(8-27)4-10(24)6-11)12-7-23(25,26)20(15(12)14)37-22-18(30)16(28)17(29)19(36-22)21(31)32/h2-6,16-20,22,28-30H,7H2,1H3,(H,31,32)/t16-,17-,18+,19-,20-,22-/m0/s1

Standard InChI Key:  XGIGYSOPEMLXCF-GFMQMUGXSA-N

Alternative Forms

1. Parent:

   

   ALA4548482

   ---

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: 559.47

Molecular Weight (Monoisotopic): 559.0760

AlogP: 1.03

#Rotatable Bonds: 6

Polar Surface Area: 183.61

Molecular Species: ACID

HBA: 10

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.08

CX Basic pKa: ┄

CX LogP: 0.67

CX LogD: -2.80

Aromatic Rings: 2

Heavy Atoms: 38

QED Weighted: 0.40

Np Likeness Score: 0.06

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