TMC

1-[4-HYDROXY-5-(HYDROXYMETHYL)BICYCLO[3.1.0]HEX-2-YL]-5-METHYLPYRIMIDINE-2,4(1H,3H)-DIONE

Created:	2000-05-24
Last modified:	2021-03-01

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2 entries where TMC is found as a standalone ligand

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Chemical Details
Formal Charge	0
Atom Count	34
Chiral Atom Count	4
Bond Count	36
Aromatic Bond Count	6

2D diagram of TMC

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Chemical Component Summary
Name	1-[4-HYDROXY-5-(HYDROXYMETHYL)BICYCLO[3.1.0]HEX-2-YL]-5-METHYLPYRIMIDINE-2,4(1H,3H)-DIONE
Synonyms	(N)-METHANOCARBA-THYMIDINE
Systematic Name (OpenEye OEToolkits)	1-[(1R,2S,4S,5S)-2-hydroxy-1-(hydroxymethyl)-4-bicyclo[3.1.0]hexanyl]-5-methyl-pyrimidine-2,4-dione
Formula	C₁₂ H₁₆ N₂ O₄
Molecular Weight	252.266
Type	NON-POLYMER

Chemical Descriptors
Type	Program	Version	Descriptor
SMILES	ACDLabs	10.04	O=C1C(=CN(C(=O)N1)C3C2C(CO)(C2)C(O)C3)C
SMILES	CACTVS	3.341	CC1=CN([CH]2C[CH](O)[C]3(CO)C[CH]23)C(=O)NC1=O
SMILES	OpenEye OEToolkits	1.5.0	CC1=CN(C(=O)NC1=O)C2CC(C3(C2C3)CO)O
Canonical SMILES	CACTVS	3.341	CC1=CN([C@H]2C[C@H](O)[C@]3(CO)C[C@H]23)C(=O)NC1=O
Canonical SMILES	OpenEye OEToolkits	1.5.0	CC1=CN(C(=O)NC1=O)[C@H]2C[C@@H]([C@]3([C@@H]2C3)CO)O
InChI	InChI	1.03	InChI=1S/C12H16N2O4/c1-6-4-14(11(18)13-10(6)17)8-2-9(16)12(5-15)3-7(8)12/h4,7-9,15-16H,2-3,5H2,1H3,(H,13,17,18)/t7-,8+,9+,12+/m1/s1
InChIKey	InChI	1.03	NOWRLNPOENZFHP-ARHDFHRDSA-N

Drug Info: DrugBank

DrugBank ID	DB17805
Name	North-methanocarbathymidine
Groups	investigational
Synonyms	2,4(1h,3h)-pyrimidinedione, 1-((1s,2s,4s,5r)-4-hydroxy-5-(hydroxymethyl)bicyclo(3.1.0)hex-2-yl)-5-methyl- 2,4(1h,3h)-pyrimidinedione, 1-(4-hydroxy-5-(hydroxymethyl)bicyclo(3.1.0)hex-2-yl)-5-methyl-, (1s-(1.alpha.,2.alpha.,4.beta.,5.alpha.))- 1-((1s,2s,4s,5r)-4-hydroxy-5-(hydroxymethyl)bicyclo(3.1.0)hex-2-yl)-5-methyl-2,4(1h,3h)-pyrimidinedione North-methanocarbathymidine N-methanocarbathymidine (north)-methanocarbathymidine
Categories	Deoxyribonucleosides Nucleic Acids, Nucleotides, and Nucleosides Nucleosides Pyrimidine Nucleosides Pyrimidines
CAS number	156126-12-4

Related Resource References

Resource Name	Reference
PubChem	445212
ChEMBL	CHEMBL146673
ChEBI	CHEBI:46026
CCDC/CSD	LETJEZ

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