N-Hydroxy-4-({4-[4-(trifluoromethyl)phenoxy]phenyl}sulfonyl)-tetrahydro-2H-pyran-4-carboxamide

ID: ALA1229868

Chembl Id: CHEMBL1229868

Cas Number: 226395-57-9

PubChem CID: 9933197

Max Phase: Preclinical

Molecular Formula: C19H18F3NO6S

Molecular Weight: 445.42

Molecule Type: Small molecule

Names and Identifiers

Synonyms: SC-77774 | SC-77774|N-hydroxy-4-({4-[4-(trifluoromethyl)phenoxy]phenyl}sulfonyl)tetrahydro-2H-pyran-4-carboxamide|226395-57-9|CHEMBL1229868|3b8z|SCHEMBL6464999|FOSWRYKPHVPIDJ-UHFFFAOYSA-N|BDBM50348671|DB06945|PD005755|NS00071681|Q27095852|N-hydroxy-4-[4-[4-(trifluoromethyl)phenoxy]phenyl]sulfonyloxane-4-carboxamide

Canonical SMILES:  O=C(NO)C1(S(=O)(=O)c2ccc(Oc3ccc(C(F)(F)F)cc3)cc2)CCOCC1

Standard InChI:  InChI=1S/C19H18F3NO6S/c20-19(21,22)13-1-3-14(4-2-13)29-15-5-7-16(8-6-15)30(26,27)18(17(24)23-25)9-11-28-12-10-18/h1-8,25H,9-12H2,(H,23,24)

Standard InChI Key:  FOSWRYKPHVPIDJ-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA1229868

   N-hydroxy-4-({4-[4-(trifluoromethyl)phenoxy]phenyl}sulfonyl)tetrahydro-2H-pyran-4-carboxamide

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: 445.42

Molecular Weight (Monoisotopic): 445.0807

AlogP: 3.33

#Rotatable Bonds: 5

Polar Surface Area: 101.93

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.66

CX Basic pKa: ┄

CX LogP: 2.51

CX LogD: 2.48

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.54

Np Likeness Score: -0.93

References

1. Becker DP, Barta TE, Bedell LJ, Boehm TL, Bond BR, Carroll J, Carron CP, Decrescenzo GA, Easton AM, Freskos JN, Funckes-Shippy CL, Heron M, Hockerman S, Howard CP, Kiefer JR, Li MH, Mathis KJ, McDonald JJ, Mehta PP, Munie GE, Sunyer T, Swearingen CA, Villamil CI, Welsch D, Williams JM, Yu Y, Yao J..  (2010)  Orally active MMP-1 sparing α-tetrahydropyranyl and α-piperidinyl sulfone matrix metalloproteinase (MMP) inhibitors with efficacy in cancer, arthritis, and cardiovascular disease.,  53  (18): [PMID:20726512] [10.1021/jm100669j]

Source

Source(1):

• Scientific Literature