ChemComp-A02: (10R,20R,23R)-10-(4-aminobutyl)-1-[(2S,3S,4R,5R)-5-(6-amino-9H-pu...

Basic information

• Entry: Database: PDB chemical components / ID: A02
• Name: Name: (10R,20R,23R)-10-(4-aminobutyl)-1-[(2S,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl]-20,23-bis(3-carbamimidamidopropyl)-1,8,11,18,21-pentaoxo-2,9,12,19,22-pentaazatetracosan-24-amide; Synonyms: ARC-1012

BIRD information

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

Synonyms

• (2S,3S,4R,5R)-N-[6-[[(2R)-6-amino-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-oxohexan-2-yl]amino]-6-oxohexyl]-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolane-2-carboxamide (PubChem)
• ARC-1012 (PDB)
• ARC-1012, 15 (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: 27225
• ChEMBL: 297394
• PubChem: 25190767

Family

ADENOSINE SCAFFOLD INHIBITORS

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

Chemical information

Composition

Formula: C₄₀H₇₀N₁₈O₉ / Number of atoms: 137 / Formula weight: 947.099 / Formal charge: 0

Others

3ag9

44A

ACA

DLY

ACA

DAR

DAR

NH2

Type: peptide-like / PDB classification: HETAIN / Three letter code: A02 / Ideal coordinates details: Corina / Model coordinates PDB-ID: 3AG9 / Subcomponent: 44A, ACA, DLY, ACA, DAR, DAR, NH2

History

Create component	May 27, 2010
Other modification	Nov 16, 2010
Modify descriptor	Jun 4, 2011
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)C(NC(=O)CCCCCNC(=O)C3OC(n2cnc1c(ncnc12)N)C(O)C3O)CCCCN)CCCNC(=[N@H])N)CCCNC(=[N@H])N
• CACTVS 3.370: NCCCC[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: c1nc(c2c(n1)n(cn2)C3C(C(C(O3)C(=O)NCCCCCC(=O)NC(CCCCN)C(=O)NCCCCCC(=O)NC(CCCNC(=N)N)C(=O)NC(CCCNC(=N)N)C(=O)N)O)O)N

SMILES CANONICAL

• CACTVS 3.370: NCCCC[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](CCCCN)NC(=O)CCCCCNC(=O)[C@@H]1[C@H]([C@H]([C@@H](O1)n2cnc3c2ncnc3N)O)O

InChI

• InChI 1.03: InChI=1S/C40H70N18O9/c41-16-6-5-11-24(55-26(59)14-4-2-8-18-49-37(66)31-29(61)30(62)38(67-31)58-22-54-28-32(42)52-21-53-34(28)58)35(64)48-17-7-1-3-15-27(60)56-25(13-10-20-51-40(46)47)36(65)57-23(33(43)63)12-9-19-50-39(44)45/h21-25,29-31,38,61-62H,1-20,41H2,(H2,43,63)(H,48,64)(H,49,66)(H,55,59)(H,56,60)(H,57,65)(H2,42,52,53)(H4,44,45,50)(H4,46,47,51)/t23-,24-,25-,29+,30-,31+,38-/m1/s1

InChIKey

• InChI 1.03: LIYNJKNSBUCWCZ-SAPGASOESA-N

SYSTEMATIC NAME

• ACDLabs 12.01: (10R,20R,23R)-10-(4-aminobutyl)-1-[(2S,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl]-20,23-bis(3-carbamimidamidopropyl)-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)-6-azanyl-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-hexan-2-yl]amino]-6-oxo-hexyl]-3,4-dihydroxy-oxolane-2-carboxamide

PDB entries

Showing all 1 items

PDB-3ag9:
Complex of PKA with the bisubstrate protein kinase inhibitor ARC-1012