U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C22H24F3N3O4
Molecular Weight 451.4389
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of SB-273005

SMILES

CNC1=NC(CCOC2=CC=C3C[C@@H](CC(O)=O)C(=O)N(CC(F)(F)F)CC3=C2)=CC=C1

InChI

InChIKey=KSSPHFGIOASRDE-HNNXBMFYSA-N
InChI=1S/C22H24F3N3O4/c1-26-19-4-2-3-17(27-19)7-8-32-18-6-5-14-9-15(11-20(29)30)21(31)28(12-16(14)10-18)13-22(23,24)25/h2-6,10,15H,7-9,11-13H2,1H3,(H,26,27)(H,29,30)/t15-/m0/s1

HIDE SMILES / InChI

Molecular Formula C22H24F3N3O4
Molecular Weight 451.4389
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

Description
Curator's Comment: Description was created based on several sources, including http://adisinsight.springer.com/drugs/800013133

SB-273005 is one in a series of orally active nonpeptide vitronectin αvβ3 inhibitors. SB-273005 had been in phase I clinical trials by GlaxoSmithKline for the treatment of postmenopausal osteoporosis and rheumatoid arthritis (RA). However, this research has been discontinued.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
1.2 nM [Ki]
Conditions

Conditions

PubMed

PubMed

TitleDatePubMed
Antagonism of the osteoclast vitronectin receptor with an orally active nonpeptide inhibitor prevents cancellous bone loss in the ovariectomized rat.
2001-02
Patents

Sample Use Guides

Mice: day 1 (D1) pregnant mice were administered with SB-273005 (3 mg/kg) by gavage at D3, D4 and D5.
Route of Administration: Oral
Incubation of murine VSMC monocultures with SB-273005 showed a statistically significant, concentration-dependent decrease (0.0001–1 uM) in the percentage of viable cells following treatment for up to 12 h. Treatment of VSMC monocultures for 4–24 h with 0.001 uM SB- 273005 produced a statistically significant decrease in viability.
Substance Class Chemical
Created
by admin
on Mon Mar 31 18:00:43 GMT 2025
Edited
by admin
on Mon Mar 31 18:00:43 GMT 2025
Record UNII
HG7MY8V9AA
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
1H-2-BENZAZEPINE-4-ACETIC ACID, 2,3,4,5-TETRAHYDRO-8-(2-(6-(METHYLAMINO)-2-PYRIDINYL)ETHOXY)-3-OXO-2-(2,2,2-TRIFLUOROETHYL)-, (4S)-
Preferred Name English
SB-273005
Code English
Code System Code Type Description
FDA UNII
HG7MY8V9AA
Created by admin on Mon Mar 31 18:00:43 GMT 2025 , Edited by admin on Mon Mar 31 18:00:43 GMT 2025
PRIMARY
CAS
205678-31-5
Created by admin on Mon Mar 31 18:00:43 GMT 2025 , Edited by admin on Mon Mar 31 18:00:43 GMT 2025
PRIMARY
PUBCHEM
9868426
Created by admin on Mon Mar 31 18:00:43 GMT 2025 , Edited by admin on Mon Mar 31 18:00:43 GMT 2025
PRIMARY
Related Record Type Details
TARGET -> INHIBITOR
TARGET -> INHIBITOR
Related Record Type Details
ACTIVE MOIETY
Osteoporosis. No toxicity in humans; dose-dependent heart valve lesions in mice (species-specific