D16

TOMUDEX

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

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16 entries where D16 is found as a standalone ligand

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Chemical Details
Formal Charge	0
Atom Count	54
Chiral Atom Count	1
Bond Count	56
Aromatic Bond Count	11

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Chemical Component Summary
Name	TOMUDEX
Synonyms	ZD1694; Raltitrexed
Systematic Name (OpenEye OEToolkits)	(2S)-2-[[5-[methyl-[(2-methyl-4-oxidanylidene-1H-quinazolin-6-yl)methyl]amino]thiophen-2-yl]carbonylamino]pentanedioic acid
Formula	C₂₁ H₂₂ N₄ O₆ S
Molecular Weight	458.488
Type	NON-POLYMER

Chemical Descriptors
Type	Program	Version	Descriptor
SMILES	ACDLabs	12.01	O=C(c3sc(N(C)Cc2ccc1NC(=NC(=O)c1c2)C)cc3)NC(C(=O)O)CCC(=O)O
SMILES	CACTVS	3.370	CN(Cc1ccc2NC(=NC(=O)c2c1)C)c3sc(cc3)C(=O)N[CH](CCC(O)=O)C(O)=O
SMILES	OpenEye OEToolkits	1.7.6	CC1=NC(=O)c2cc(ccc2N1)CN(C)c3ccc(s3)C(=O)NC(CCC(=O)O)C(=O)O
Canonical SMILES	CACTVS	3.370	CN(Cc1ccc2NC(=NC(=O)c2c1)C)c3sc(cc3)C(=O)N[C@@H](CCC(O)=O)C(O)=O
Canonical SMILES	OpenEye OEToolkits	1.7.6	CC1=NC(=O)c2cc(ccc2N1)CN(C)c3ccc(s3)C(=O)N[C@@H](CCC(=O)O)C(=O)O
InChI	InChI	1.03	InChI=1S/C21H22N4O6S/c1-11-22-14-4-3-12(9-13(14)19(28)23-11)10-25(2)17-7-6-16(32-17)20(29)24-15(21(30)31)5-8-18(26)27/h3-4,6-7,9,15H,5,8,10H2,1-2H3,(H,24,29)(H,26,27)(H,30,31)(H,22,23,28)/t15-/m0/s1
InChIKey	InChI	1.03	IVTVGDXNLFLDRM-HNNXBMFYSA-N

Drug Info: DrugBank

DrugBank ID	DB00293
Name	Raltitrexed
Groups	investigational approved
Description	Raltitrexed (brand name Tomudex®) is a chemotherapy drug manufactured AstraZeneca Company, is an antimetabolite used in chemotherapy. It is an inhibitor of thymidylate synthase.
Synonyms	Raltitrexed disodium Raltitrexed
Brand Names	Tomudex
Indication	For the treatment of malignant neoplasm of colon and rectum
Categories	Antimetabolites Antineoplastic Agents Antineoplastic and Immunomodulating Agents Enzyme Inhibitors Folic Acid Analogues Folic Acid Antagonists Heterocyclic Compounds, Fused-Ring Immunosuppressive Agents Myelosuppressive Agents Narrow Therapeutic Index Drugs Noxae Sulfur Compounds Thymidylate Synthase, antagonists & inhibitors Toxic Actions
ATC-Code	L01BA03
CAS number	112887-68-0

Drug Targets

Name	Target Sequence	Pharmacological Action	Actions
Thymidylate synthase	MPVAGSELPRRPLPPAAQERDAEPRPPHGELQYLGQIQHILRCGVRKDDR...	unknown	inhibitor
Folylpolyglutamate synthase, mitochondrial	MSRARSHLRAALFLAAASARGITTQVAARRGLSAWPVPQEPSMEYQDAVR...	unknown	antagonist

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