TMF

5,10-METHYLENE-6-HYDROFOLIC ACID

Created:	1999-07-08
Last modified:	2011-06-04

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2 entries where TMF is found as a standalone ligand1 entries where TMF is covalently linked to polymer or other heterogen groups

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Chemical Details
Formal Charge	0
Atom Count	54
Chiral Atom Count	2
Bond Count	57
Aromatic Bond Count	12

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Chemical Component Summary
Name	5,10-METHYLENE-6-HYDROFOLIC ACID
Systematic Name (OpenEye OEToolkits)	(2R)-2-[[4-[(6aS,8S,10S)-3-amino-1-oxo-4,6a,7,9-tetrahydroimidazo[3,4-f]pteridin-8-yl]phenyl]carbonylamino]pentanedioic acid
Formula	C₂₀ H₂₁ N₇ O₆
Molecular Weight	455.424
Type	NON-POLYMER

Chemical Descriptors
Type	Program	Version	Descriptor
SMILES	ACDLabs	10.04	O=C(O)C(NC(=O)c1ccc(cc1)N3CN2C4=C(N=CC2C3)NC(=NC4=O)N)CCC(=O)O
SMILES	CACTVS	3.341	NC1=NC(=O)C2=C(N1)N=C[CH]3CN(CN23)c4ccc(cc4)C(=O)N[CH](CCC(O)=O)C(O)=O
SMILES	OpenEye OEToolkits	1.5.0	c1cc(ccc1C(=O)NC(CCC(=O)O)C(=O)O)N2CC3C=NC4=C(N3C2)C(=O)N=C(N4)N
Canonical SMILES	CACTVS	3.341	NC1=NC(=O)C2=C(N1)N=C[C@@H]3CN(CN23)c4ccc(cc4)C(=O)N[C@H](CCC(O)=O)C(O)=O
Canonical SMILES	OpenEye OEToolkits	1.5.0	c1cc(ccc1C(=O)N[C@H](CCC(=O)O)C(=O)O)[N@@]2C[C@H]3C=NC4=C([N@]3C2)C(=O)N=C(N4)N
InChI	InChI	1.03	InChI=1S/C20H21N7O6/c21-20-24-16-15(18(31)25-20)27-9-26(8-12(27)7-22-16)11-3-1-10(2-4-11)17(30)23-13(19(32)33)5-6-14(28)29/h1-4,7,12-13H,5-6,8-9H2,(H,23,30)(H,28,29)(H,32,33)(H3,21,24,25,31)/t12-,13-/m1/s1
InChIKey	InChI	1.03	BHJAPJNOACHPNI-CHWSQXEVSA-N

Drug Info: DrugBank

DrugBank ID	DB02301
Name	5,10-Methylene-6-Hydrofolic Acid
Groups	experimental
Synonyms	5,10-Methylene-6-Hydrofolic Acid

Drug Targets

Name	Target Sequence	Pharmacological Action
Thymidylate synthase	MKQYLELMQKVLDEGTQKNDRTGTGTLSIFGHQMRFNLQDGFPLVTTKRC...	unknown
Folylpolyglutamate synthase	MNYTETVAYIHSFPRLAKTGDHRRILTLLHALGNPQQQGRYIHVTGTNGK...	unknown
Thymidylate synthase	MLEQPYLDLAKKVLDEGHFKPDRTHTGTYSIFGHQMRFDLSKGFPLLTTK...	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