3-[4-[4-(Trifluoromethoxy)phenoxy]phenyl]sulfonyl-8-azaspiro-[4.5]decane-3-carbohydroxamic Acid

ID: ALA3417745

Chembl Id: CHEMBL3417745

PubChem CID: 118179819

Max Phase: Preclinical

Molecular Formula: C23H25F3N2O6S

Molecular Weight: 514.52

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(NO)C1(S(=O)(=O)c2ccc(Oc3ccc(OC(F)(F)F)cc3)cc2)CCC2(CCNCC2)C1

Standard InChI:  InChI=1S/C23H25F3N2O6S/c24-23(25,26)34-18-3-1-16(2-4-18)33-17-5-7-19(8-6-17)35(31,32)22(20(29)28-30)10-9-21(15-22)11-13-27-14-12-21/h1-8,27,30H,9-15H2,(H,28,29)

Standard InChI Key:  PJTIDEQBVYCKIC-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3417745

   N-hydroxy-3-[4-[4-(trifluoromethoxy)phenoxy]phenyl]sulfonyl-8-azaspiro[4.5]decane-3-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: 514.52

Molecular Weight (Monoisotopic): 514.1385

AlogP: 3.95

#Rotatable Bonds: 6

Polar Surface Area: 113.96

Molecular Species: BASE

HBA: 7

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 8.65

CX Basic pKa: 10.14

CX LogP: 2.68

CX LogD: 1.64

Aromatic Rings: 2

Heavy Atoms: 35

QED Weighted: 0.40

Np Likeness Score: -0.34

References

1. Orbe J, Sánchez-Arias JA, Rabal O, Rodríguez JA, Salicio A, Ugarte A, Belzunce M, Xu M, Wu W, Tan H, Ma H, Páramo JA, Oyarzabal J..  (2015)  Design, synthesis, and biological evaluation of novel matrix metalloproteinase inhibitors as potent antihemorrhagic agents: from hit identification to an optimized lead.,  58  (5): [PMID:25686153] [10.1021/jm501940y]

2. de Miguel I, Orbe J, Sánchez-Arias JA, Rodríguez JA, Salicio A, Rabal O, Belzunce M, Sáez E, Xu M, Wu W, Tan H, Ma H, Páramo JA, Oyarzabal J..  (2018)  Phenotypic Screening To Discover Novel Chemical Series as Efficient Antihemorrhagic Agents.,  9  (5): [PMID:29795754] [10.1021/acsmedchemlett.7b00549]

Source

Source(1):

• Scientific Literature