ChemComp-ARX: (2S,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-N-(6-{[(1R)-4-carbamimida...

Basic information

• Entry: Database: PDB chemical components / ID: ARX
• Name: Name: (2S,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-N-(6-{[(1R)-4-carbamimidamido-1-{[(1R)-4-carbamimidamido-1-carbamoylbutyl]carbamoyl}butyl]amino}-6-oxohexyl)-3,4-dihydroxytetrahydrofuran-2-carboxamide; Synonyms: ARC-1034

BIRD information

• Type: Non-polymer / Inhibitor
• Downloads: Molecular definition / Chemical definition / Family definition

Synonyms

• (2S,3S,4R,5R)-N-[6-[[(2R)-1-[[(2R)-1-amino-5-(diaminomethylideneamino)-1-oxopentan-2-yl]amino]-5-(diaminomethylideneamino)-1-oxopentan-2-yl]amino]-6-oxohexyl]-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolane-2-carboxamide (PubChem)
• ARC-1034 (PDB)
• ARC-1034, 1 (PubChem)

Annotation

• Function: inhibitor of cAMP-dependent protein kinase, EC: 2.7.11.11EC: inhibitor of cAMP-dependent protein kinase, EC: 2.7.11.11 / Info source: PubMed: 19143565

External info

• BindingDB: 27222
• ChEMBL: 450179
• PubChem: 25141061

Family

ADENOSINE SCAFFOLD INHIBITORS

INHIBITOR ARC-1012 / ARC-1039 / ARC-1034 / INHIBITOR ARC-670

Chemical information

Composition

Formula: C₂₈H₄₇N₁₅O₇ / Number of atoms: 97 / Formula weight: 705.769 / Formal charge: 0

Others

3bwj

44A

ACA

DAR

DAR

NH2

Type: peptide-like / PDB classification: HETAIN / Three letter code: ARX / Ideal coordinates details: Corina / Model coordinates PDB-ID: 3BWJ / Subcomponent: 44A, ACA, DAR, DAR, NH2

History

Create component	Jan 30, 2008
Other modification	Nov 16, 2010
Modify aromatic flag	Jun 4, 2011
Modify descriptor	Jun 4, 2011
Modify descriptor	Jan 5, 2012
Modify synonyms	Mar 1, 2021

• External links: UniChem / ChemSpider / BindingDB / ChEMBL / PubChem / PubChem_TPharma / ZINC / Wikipedia search / Google search

Details

SMILES

• ACDLabs 12.01: O=C(N)C(NC(=O)C(NC(=O)CCCCCNC(=O)C3OC(n2cnc1c(ncnc12)N)C(O)C3O)CCCNC(=[N@H])N)CCCNC(=[N@H])N
• CACTVS 3.385: NC(=N)NCCC[CH](NC(=O)[CH](CCCNC(N)=N)NC(=O)CCCCCNC(=O)[CH]1O[CH]([CH](O)[CH]1O)n2cnc3c(N)ncnc23)C(N)=O
• OpenEye OEToolkits 1.7.5: c1nc(c2c(n1)n(cn2)C3C(C(C(O3)C(=O)NCCCCCC(=O)NC(CCCNC(=N)N)C(=O)NC(CCCNC(=N)N)C(=O)N)O)O)N

SMILES CANONICAL

• CACTVS 3.385: NC(=N)NCCC[C@@H](NC(=O)[C@@H](CCCNC(N)=N)NC(=O)CCCCCNC(=O)[C@H]1O[C@H]([C@H](O)[C@@H]1O)n2cnc3c(N)ncnc23)C(N)=O
• OpenEye OEToolkits 1.7.5: [H]/N=C(\N)/NCCC[C@H](C(=O)N)NC(=O)[C@@H](CCCN/C(=N/[H])/N)NC(=O)CCCCCNC(=O)[C@@H]1[C@H]([C@H]([C@@H](O1)n2cnc3c2ncnc3N)O)O

InChI

• InChI 1.03: InChI=1S/C28H47N15O7/c29-21-17-23(39-12-38-21)43(13-40-17)26-19(46)18(45)20(50-26)25(49)35-9-3-1-2-8-16(44)41-15(7-5-11-37-28(33)34)24(48)42-14(22(30)47)6-4-10-36-27(31)32/h12-15,18-20,26,45-46H,1-11H2,(H2,30,47)(H,35,49)(H,41,44)(H,42,48)(H2,29,38,39)(H4,31,32,36)(H4,33,34,37)/t14-,15-,18+,19-,20+,26-/m1/s1

InChIKey

• InChI 1.03: KFJBBCJEBVHMMY-KRNUZZCISA-N

SYSTEMATIC NAME

• ACDLabs 12.01: (2S,3S,4R,5R)-N-(6-{[(2R)-1-{[(2R)-1-amino-5-carbamimidamido-1-oxopentan-2-yl]amino}-5-carbamimidamido-1-oxopentan-2-yl]amino}-6-oxohexyl)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-carboxamide (non-preferred name)
• OpenEye OEToolkits 1.7.0: (2S,3S,4R,5R)-5-(6-aminopurin-9-yl)-N-[6-[[(2R)-1-[[(2R)-1-azanyl-5-carbamimidamido-1-oxo-pentan-2-yl]amino]-5-carbamimidamido-1-oxo-pentan-2-yl]amino]-6-oxo-hexyl]-3,4-dihydroxy-oxolane-2-carboxamide

PDB entries

Showing all 1 items

PDB-3bwj:
Complex of PKA with the bisubstrate protein kinase inhibitor lead compound Arc-1034