IFM

5-HYDROXYMETHYL-3,4-DIHYDROXYPIPERIDINE

Created:	2003-02-09
Last modified:	2020-05-27

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13 entries where IFM is found as a standalone ligand14 entries where IFM is covalently linked to polymer or other heterogen groups

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Chemical Details
Formal Charge	0
Atom Count	23
Chiral Atom Count	3
Bond Count	23
Aromatic Bond Count	0

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Chemical Component Summary
Name	5-HYDROXYMETHYL-3,4-DIHYDROXYPIPERIDINE
Synonyms	Afegostat; isofagomine; (3R,4R,5R)-5-(HYDROXYMETHYL)PIPERIDINE-3,4-DIOL
Systematic Name (OpenEye OEToolkits)	(3R,4R,5R)-5-(hydroxymethyl)piperidine-3,4-diol
Formula	C₆ H₁₃ N O₃
Molecular Weight	147.172
Type	NON-POLYMER

Chemical Descriptors
Type	Program	Version	Descriptor
SMILES	ACDLabs	10.04	OC1C(CO)CNCC1O
SMILES	CACTVS	3.341	OC[CH]1CNC[CH](O)[CH]1O
SMILES	OpenEye OEToolkits	1.5.0	C1C(C(C(CN1)O)O)CO
Canonical SMILES	CACTVS	3.341	OC[C@H]1CNC[C@@H](O)[C@@H]1O
Canonical SMILES	OpenEye OEToolkits	1.5.0	C1[C@@H]([C@H]([C@@H](CN1)O)O)CO
InChI	InChI	1.03	InChI=1S/C6H13NO3/c8-3-4-1-7-2-5(9)6(4)10/h4-10H,1-3H2/t4-,5-,6-/m1/s1
InChIKey	InChI	1.03	QPYJXFZUIJOGNX-HSUXUTPPSA-N

Drug Info: DrugBank

DrugBank ID	DB04545
Name	Afegostat
Groups	experimental investigational
Synonyms	Afegostat (3R,4R,5R)-5-(hydroxymethyl)piperidine-3,4-diol Afegostat tartrate Isofagomine
Categories	Carbohydrates Glycoside Hydrolases, antagonists & inhibitors Imines Imino Sugars Piperidines
CAS number	169105-89-9

Drug Targets

Name	Target Sequence	Pharmacological Action
Endoglucanase 5A	MKKITTIFVVLLMTVALFSIGNTTAADNDSVVEEHGQLSISNGELVNERG...	unknown
Beta-glucosidase A	MNVKKFPEGFLWGVATASYQIEGSPLADGAGMSIWHTFSHTPGNVKNGDT...	unknown
Possible cellulase CelA1 (Endoglucanase) (Endo-1,4-beta-glucanase) (FI-cmcase) (Carboxymethyl cellulase)	MTRRTGQRWRGTLPGRRPWTRPAPATCRRHLAFVELRHYFARVMSSAIGS...	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