ChemComp-FAM: ALPHA-FLUORO-AMIDOCARBOXYMETHYLDETHIA COENZYME A COMPLEX

Basic information

• Entry: Database: PDB chemical components / ID: FAM
• Name: Name: alpha-fluoro-amidocarboxymethyldethia coenzyme A complex

Chemical information

Composition

Formula: C₂₃H₃₈FN₈O₁₇P₃ / Number of atoms: 90 / Formula weight: 810.511 / Formal charge: 0

Others

1csr

Type: NON-POLYMER / PDB classification: HETAC / Three letter code: FAM / Ideal coordinates details: Corina / Model coordinates PDB-ID: 1CSR

History

Create component	Jul 8, 1999
Modify descriptor	Jun 4, 2011
Modify leaving atom flag	Jun 22, 2012

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Details

SMILES

• ACDLabs 12.01: O=C(N)C(F)CCNC(=O)CCNC(=O)C(O)C(C)(C)COP(=O)(O)OP(=O)(O)OCC3OC(n2cnc1c(ncnc12)N)C(O)C3OP(=O)(O)O
• CACTVS 3.370: CC(C)(CO[P](O)(=O)O[P](O)(=O)OC[CH]1O[CH]([CH](O)[CH]1O[P](O)(O)=O)n2cnc3c(N)ncnc23)[CH](O)C(=O)NCCC(=O)NCC[CH](F)C(N)=O
• OpenEye OEToolkits 1.7.6: CC(C)(COP(=O)(O)OP(=O)(O)OCC1C(C(C(O1)n2cnc3c2ncnc3N)O)OP(=O)(O)O)C(C(=O)NCCC(=O)NCCC(C(=O)N)F)O

SMILES CANONICAL

• CACTVS 3.370: CC(C)(CO[P](O)(=O)O[P](O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O[P](O)(O)=O)n2cnc3c(N)ncnc23)[C@@H](O)C(=O)NCCC(=O)NCC[C@@H](F)C(N)=O
• OpenEye OEToolkits 1.7.6: CC(C)(CO[P@](=O)(O)O[P@@](=O)(O)OC[C@@H]1[C@H]([C@H]([C@@H](O1)n2cnc3c2ncnc3N)O)OP(=O)(O)O)[C@H](C(=O)NCCC(=O)NCC[C@H](C(=O)N)F)O

InChI

• InChI 1.03: InChI=1S/C23H38FN8O17P3/c1-23(2,17(35)21(37)28-6-4-13(33)27-5-3-11(24)19(26)36)8-46-52(43,44)49-51(41,42)45-7-12-16(48-50(38,39)40)15(34)22(47-12)32-10-31-14-18(25)29-9-30-20(14)32/h9-12,15-17,22,34-35H,3-8H2,1-2H3,(H2,26,36)(H,27,33)(H,28,37)(H,41,42)(H,43,44)(H2,25,29,30)(H2,38,39,40)/t11-,12-,15-,16-,17+,22-/m1/s1

InChIKey

• InChI 1.03: AXBPCHJFKHSRQL-SYSIYMLXSA-N

SYSTEMATIC NAME

• ACDLabs 12.01: (3R)-4-[(3-{[(3R)-4-amino-3-fluoro-4-oxobutyl]amino}-3-oxopropyl)amino]-3-hydroxy-2,2-dimethyl-4-oxobutyl [(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)tetrahydrofuran-2-yl]methyl dihydrogen diphosphate (non-preferred name)
• OpenEye OEToolkits 1.7.6: [[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-oxidanyl-3-phosphonooxy-oxolan-2-yl]methoxy-oxidanyl-phosphoryl] [(3R)-4-[[3-[[(3R)-4-azanyl-3-fluoranyl-4-oxidanylidene-butyl]amino]-3-oxidanylidene-propyl]amino]-2,2-dimethyl-3-oxidanyl-4-oxidanylidene-butyl] hydrogen phosphate

PDB entries

Showing all 1 items

PDB-1csr:
Alpha-fluoro acid and alpha-fluoro amide analogs of acetyl-coa as inhibitors of of citrate synthase: effect of pka matching on binding affinity and hydrogen bond length