ChemComp-A03: (10R,20R,23R)-1-[(2S,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihy...

Basic information

• Entry: Database: PDB chemical components / ID: A03
• Name: Name: (10R,20R,23R)-1-[(2S,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl]-20,23-bis(3-carbamimidamido; Synonyms: ARC-1039

BIRD information

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

Synonyms

• (2S,3S,4R,5R)-N-[6-[[(2R)-1-[[6-[[(2R)-1-[[(2R)-1-amino-5-(diaminomethylideneamino)-1-oxopentan-2-yl]amino]-5-(diaminomethylideneamino)-1-oxopentan-2-yl]amino]-6-oxohexyl]amino]-1-oxopropan-2-yl]amino]-6-oxohexyl]-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolane-2-carboxamide (PubChem)
• ARC-1039 (PDB)
• ARC-1039, 25 (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: 20732331

External info

• BindingDB: 27228
• ChEMBL: 505949
• PubChem: 25190770

Family

ADENOSINE SCAFFOLD INHIBITORS

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

Chemical information

Composition

Formula: C₃₇H₆₃N₁₇O₉ / Number of atoms: 126 / Formula weight: 890.005 / Formal charge: 0

Others

3agl

44A

ACA

DAL

ACA

DAR

DAR

NH2

Type: peptide-like / PDB classification: HETAIN / Three letter code: A03 / Ideal coordinates details: Corina / Model coordinates PDB-ID: 3AGL / Subcomponent: 44A, ACA, DAL, ACA, DAR, DAR, NH2

History

Create component	May 27, 2010
Other modification	Nov 16, 2010
Modify descriptor	Jun 4, 2011
Modify synonyms	Jun 5, 2020

• 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)C(NC(=O)CCCCCNC(=O)C3OC(n2cnc1c(ncnc12)N)C(O)C3O)C)CCCNC(=[N@H])N)CCCNC(=[N@H])N
• CACTVS 3.370: C[CH](NC(=O)CCCCCNC(=O)[CH]1O[CH]([CH](O)[CH]1O)n2cnc3c(N)ncnc23)C(=O)NCCCCCC(=O)N[CH](CCCNC(N)=N)C(=O)N[CH](CCCNC(N)=N)C(N)=O
• OpenEye OEToolkits 1.7.0: CC(C(=O)NCCCCCC(=O)NC(CCCNC(=N)N)C(=O)NC(CCCNC(=N)N)C(=O)N)NC(=O)CCCCCNC(=O)C1C(C(C(O1)n2cnc3c2ncnc3N)O)O

SMILES CANONICAL

• CACTVS 3.370: C[C@@H](NC(=O)CCCCCNC(=O)[C@H]1O[C@H]([C@H](O)[C@@H]1O)n2cnc3c(N)ncnc23)C(=O)NCCCCCC(=O)N[C@H](CCCNC(N)=N)C(=O)N[C@H](CCCNC(N)=N)C(N)=O
• OpenEye OEToolkits 1.7.0: [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](C)NC(=O)CCCCCNC(=O)[C@@H]1[C@H]([C@H]([C@@H](O1)n2cnc3c2ncnc3N)O)O

InChI

• InChI 1.03: InChI=1S/C37H63N17O9/c1-20(51-23(55)12-4-2-7-15-45-34(62)28-26(57)27(58)35(63-28)54-19-50-25-29(38)48-18-49-31(25)54)32(60)44-14-6-3-5-13-24(56)52-22(11-9-17-47-37(42)43)33(61)53-21(30(39)59)10-8-16-46-36(40)41/h18-22,26-28,35,57-58H,2-17H2,1H3,(H2,39,59)(H,44,60)(H,45,62)(H,51,55)(H,52,56)(H,53,61)(H2,38,48,49)(H4,40,41,46)(H4,42,43,47)/t20-,21-,22-,26+,27-,28+,35-/m1/s1

InChIKey

• InChI 1.03: SOPDRJHPMMUFQM-ZUGNLIAKSA-N

SYSTEMATIC NAME

• ACDLabs 12.01: (10R,20R,23R)-1-[(2S,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl]-20,23-bis(3-carbamimidamidopropyl)-10-methyl-1,8,11,18,21-pentaoxo-2,9,12,19,22-pentaazatetracosan-24-amide (non-preferred name)
• OpenEye OEToolkits 1.7.0: (2S,3S,4R,5R)-5-(6-aminopurin-9-yl)-N-[6-[[(2R)-1-[[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]amino]-1-oxo-propan-2-yl]amino]-6-oxo-hexyl]-3,4-dihydroxy-oxolane-2-carboxamide

PDB entries

Showing all 1 items

PDB-3agl:
Complex of PKA with the bisubstrate protein kinase inhibitor ARC-1039