ABT-279
alkynyl cyanopyrrolidine
General
Type : Pyrrolidine, Cyanide
Chemical_Nomenclature : 2-[4-[[2-[(2S,5R)-2-[amino(hydroxy)methyl]-5-ethynylpyrrolidin-1-yl]-2-oxoethyl]amino]-4-methylpiperidin-1-yl]pyridine-4-carboxylic acid
Canonical SMILES : CC1(CCN(CC1)C2=NC=CC(=C2)C(=O)O)NCC(=O)N3C(CCC3C(N)O)C#C
InChI : InChI=1S\/C21H29N5O4\/c1-3-15-4-5-16(19(22)28)26(15)18(27)13-24-21(2)7-10-25(11-8-21)17-12-14(20(29)30)6-9-23-17\/h1,6,9,12,15-16,19,24,28H,4-5,7-8,10-11,13,22H2,2H3,(H,29,30)\/t15-,16-,19?\/m0\/s1
InChIKey : XIDTWITXVPICLF-NRAVZPKASA-N
Other name(s) : AXD || 2-[4-({2-[(2s,5r)-2-(Aminomethyl)-5-Ethynylpyrrolidin-1-Yl]-2-Oxoethyl}amino)-4-Methylpiperidin-1-Yl]isonicotinic Acid
MW : 415.49
Formula : C21H29N5O4
CAS_number :
PubChem : 11987862
UniChem : XIDTWITXVPICLF-NRAVZPKASA-N
Target
Families : ABT-279 ligand of proteins in family
DPP4N_Peptidase_S9
Structure :
2I03
Protein :
human-DPP4
References (1)
| Title : Discovery of 2-[4-{{2-(2S,5R)-2-cyano-5-ethynyl-1-pyrrolidinyl]-2-oxoethyl]amino]- 4-methyl-1-piperidinyl]-4-pyridinecarboxylic acid (ABT-279): a very potent, selective, effective, and well-tolerated inhibitor of dipeptidyl peptidase-IV, useful for the treatment of diabetes - Madar_2006_J.Med.Chem_49_6416 |
| Author(s) : Madar DJ , Kopecka H , Pireh D , Yong H , Pei Z , Li X , Wiedeman PE , Djuric SW , von Geldern TW , Fickes MG , Bhagavatula L , McDermott T , Wittenberger S , Richards SJ , Longenecker KL , Stewart KD , Lubben TH , Ballaron SJ , Stashko MA , Long MA , Wells H , Zinker BA , Mika AK , Beno DW , Kempf-Grote AJ , Polakowski J , Segreti J , Reinhart GA , Fryer RM , Sham HL , Trevillyan JM |
| Ref : Journal of Medicinal Chemistry , 49 :6416 , 2006 |
| Abstract : |
| PubMedSearch : Madar_2006_J.Med.Chem_49_6416 |
| PubMedID: 17034148 |
| Gene_locus related to this paper: human-DPP4 |