PCP

1-ALPHA-PYROPHOSPHORYL-2-ALPHA,3-ALPHA-DIHYDROXY-4-BETA-CYCLOPENTANE-METHANOL-5-PHOSPHATE

Created:	1999-07-08
Last modified:	2020-06-05

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6 entries where PCP is found as a standalone ligand

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Chemical Details
Formal Charge	0
Atom Count	37
Chiral Atom Count	5
Bond Count	37
Aromatic Bond Count	0

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Chemical Component Summary
Name	1-ALPHA-PYROPHOSPHORYL-2-ALPHA,3-ALPHA-DIHYDROXY-4-BETA-CYCLOPENTANE-METHANOL-5-PHOSPHATE
Synonyms	CARBOXYLIC PRPP; CPRPP
Systematic Name (OpenEye OEToolkits)	[(1S,2R,3R,4R)-2,3-dihydroxy-4-(phosphonooxymethyl)cyclopentyl] phosphono hydrogen phosphate
Formula	C₆ H₁₅ O₁₃ P₃
Molecular Weight	388.097
Type	NON-POLYMER

Chemical Descriptors
Type	Program	Version	Descriptor
SMILES	ACDLabs	10.04	O=P(OC1CC(C(O)C1O)COP(=O)(O)O)(O)OP(=O)(O)O
SMILES	CACTVS	3.341	O[CH]1[CH](O)[CH](C[CH]1CO[P](O)(O)=O)O[P](O)(=O)O[P](O)(O)=O
SMILES	OpenEye OEToolkits	1.5.0	C1C(C(C(C1OP(=O)(O)OP(=O)(O)O)O)O)COP(=O)(O)O
Canonical SMILES	CACTVS	3.341	O[C@H]1[C@@H](O)[C@H](C[C@@H]1CO[P](O)(O)=O)O[P@@](O)(=O)O[P](O)(O)=O
Canonical SMILES	OpenEye OEToolkits	1.5.0	C1[C@@H]([C@H]([C@H]([C@H]1O[P@](=O)(O)OP(=O)(O)O)O)O)COP(=O)(O)O
InChI	InChI	1.03	InChI=1S/C6H15O13P3/c7-5-3(2-17-20(9,10)11)1-4(6(5)8)18-22(15,16)19-21(12,13)14/h3-8H,1-2H2,(H,15,16)(H2,9,10,11)(H2,12,13,14)/t3-,4+,5-,6+/m1/s1
InChIKey	InChI	1.03	OICBXEWBKALHHB-MOJAZDJTSA-N

Drug Info: DrugBank

DrugBank ID	DB03942
Name	Carboxylic PRPP
Groups	experimental
Synonyms	CPRPP Carboxylic PRPP

Drug Targets

Name	Target Sequence	Pharmacological Action
Pur operon repressor	MKFRRSGRLVDLTNYLLTHPHELIPLTFFSERYESAKSSISEDLTIIKQT...	unknown
Xanthine phosphoribosyltransferase	MSEKYIVTWDMLQIHARKLASRLMPSEQWKGIIAVSRGGLVPGALLAREL...	unknown
Amidophosphoribosyltransferase	MCGIVGIAGVMPVNQSIYDALTVLQHRGQDAAGIITIDANNCFRLRKANG...	unknown

Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682