(3S)-3-(3-(3,5-Dimethyl-1H-pyrazol-1-yl)phenyl)-4-((1S,3R)-1-methyl-3-(2-(5,6,7,8-tetrahydro-1,8-naphthyridin-2-yl)ethyl)pyrrolidin-1-ium-1-yl)butanoate , CAS No.S609430, Inhibitor of integrin; beta 1 subunit (fibronectin receptor; beta polypeptide; antigen CD29 includes MDF2; MSK12);Inhibitor of integrin; beta 3 subunit (platelet glycoprotein IIIa; antigen CD61);Inhibitor of integrin; beta 5 subunit;Inhibitor of integrin;

Item Number
S609430
Grouped product items
SKUSizeAvailabilityPrice Qty
S609430-5mg
5mg
Available within 8-12 weeks(?)
Production requires sourcing of materials. We appreciate your patience and understanding.
$700.90
S609430-25mg
25mg
Available within 8-12 weeks(?)
Production requires sourcing of materials. We appreciate your patience and understanding.
$2,000.90

Basic Description

Specifications & PurityMoligand™
GradeMoligand™
Action TypeINHIBITOR
Mechanism of actionInhibitor of integrin; beta 1 subunit (fibronectin receptor; beta polypeptide; antigen CD29 includes MDF2; MSK12);Inhibitor of integrin; beta 3 subunit (platelet glycoprotein IIIa; antigen CD61);Inhibitor of integrin; beta 5 subunit;Inhibitor of integrin;

Associated Targets(Human)

ITGB5 Tbio Integrin beta-5 (0 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
ITGB8 Tbio Integrin beta-8 (0 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
ITGB3 Tclin Integrin beta-3 (0 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
ITGB6 Tbio Integrin beta-6 (0 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
ITGB1 Tclin Integrin beta-1 (0 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
KCNH2 Tclin HERG (29587 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ITGB3 Tclin Integrin alpha-V/beta-3 (2708 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ITGAV Tchem Integrin alpha-V/beta-5 (589 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ITGAV Tchem Integrin alpha-V/beta-6 (509 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ITGB1 Tclin Integrin alpha-V/beta-1 (222 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Names and Identifiers

IUPAC Name (3S)-3-(3-(3,5-Dimethyl-1H-pyrazol-1-yl)phenyl)-4-((1S,3R)-1-methyl-3-(2-(5,6,7,8-tetrahydro-1,8-naphthyridin-2-yl)ethyl)pyrrolidin-1-ium-1-yl)butanoate
INCHI InChI=1S/C30H39N5O2/c1-21-16-22(2)34(33-21)28-8-4-6-25(17-28)26(18-29(36)37)20-35(3)15-13-23(19-35)9-11-27-12-10-24-7-5-14-31-30(24)32-27/h4,6,8,10,12,16-17,23,26H,5,7,9,11,13-15,18-20H2,1-3H3,(H-,31,32,36,37)/t23-,26-,35+/m1/s1
InChi Key BXOSGYRJKCYDLH-YAYCEGLDSA-N
Canonical SMILES [O-]C(=O)C[C@@H](c1cccc(c1)n1nc(cc1C)C)C[N@@+]1(C)CC[C@H](C1)CCc1ccc2c(n1)NCCC2
Isomeric SMILES CC1=CC(=NN1C2=CC=CC(=C2)[C@H](CC(=O)[O-])C[N@+]3(CC[C@H](C3)CCC4=NC5=C(CCCN5)C=C4)C)C
PubChem CID 139030528

Certificates

Certificate of Analysis(COA)

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Related Documents

References

1. Kapp TG, Rechenmacher F, Neubauer S, Maltsev OV, Cavalcanti-Adam EA, Zarka R, Reuning U, Notni J, Wester HJ, Mas-Moruno C et al..  (2017)  A Comprehensive Evaluation of the Activity and Selectivity Profile of Ligands for RGD-binding Integrins..  Sci Rep,  (13): (39805).  [PMID:28074920] [10.1021/op500134e]
2. Sheldrake HM, Patterson LH.  (2014)  Strategies to inhibit tumor associated integrin receptors: rationale for dual and multi-antagonists..  J Med Chem,  57  (15): (6301-15).  [PMID:24568695] [10.1021/op500134e]
3. Miller LM, Pritchard JM, Macdonald SJF, Jamieson C, Watson AJB.  (2017)  Emergence of Small-Molecule Non-RGD-Mimetic Inhibitors for RGD Integrins..  J Med Chem,  60  (8): (3241-3251).  [PMID:28135089] [10.1021/op500134e]
4. Cirkel GA, Kerklaan BM, Vanhoutte F, Van der Aa A, Lorenzon G, Namour F, Pujuguet P, Darquenne S, de Vos FY, Snijders TJ et al..  (2016)  A dose escalating phase I study of GLPG0187, a broad spectrum integrin receptor antagonist, in adult patients with progressive high-grade glioma and other advanced solid malignancies..  Invest New Drugs,  34  (2): (184-92).  [PMID:26792581] [10.1021/op500134e]
5. Hatley RJD, Macdonald SJF, Slack RJ, Le J, Ludbrook SB, Lukey PT.  (2018)  An αv-RGD Integrin Inhibitor Toolbox: Drug Discovery Insight, Challenges and Opportunities..  Angew Chem Int Ed Engl,  57  (13): (3298-3321).  [PMID:28944552] [10.1021/op500134e]
6. Barrett TN, Taylor JA, Barker D, Procopiou PA, Thompson JDF, Barrett J, Le J, Lynn SM, Pogany P, Pratley C et al..  (2019)  Profile of a Highly Selective Quaternized Pyrrolidine Betaine αvβ6 Integrin Inhibitor-(3S)-3-(3-(3,5-Dimethyl-1H-pyrazol-1-yl)phenyl)-4-((1S and 1R,3R)-1-methyl-3-(2-(5,6,7,8-tetrahydro-1,8-naphthyridin-2-yl)ethyl)pyrrolidin-1-ium-1-yl)butanoate Synthesized by Stereoselective Methylation..  J Med Chem,  62  (16): (7543-7556).  [PMID:31381331] [10.1021/op500134e]

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