MEL

[((1R)-2-{(2S)-2-[({4-[AMINO(IMINO)METHYL]BENZYL}AMINO)CARBONYL]AZETIDINYL}-1-CYCLOHEXYL-2-OXOETHYL)AMINO]ACETIC ACID

Created:	2001-10-23
Last modified:	2020-06-05

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3 entries where MEL is found as a standalone ligand

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Chemical Details
Formal Charge	0
Atom Count	62
Chiral Atom Count	2
Bond Count	64
Aromatic Bond Count	6

2D diagram of MEL

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Chemical Component Summary
Name	[((1R)-2-{(2S)-2-[({4-[AMINO(IMINO)METHYL]BENZYL}AMINO)CARBONYL]AZETIDINYL}-1-CYCLOHEXYL-2-OXOETHYL)AMINO]ACETIC ACID
Synonyms	MELAGATRAN (ASTRA-ZENECA)
Systematic Name (OpenEye OEToolkits)	2-[[(1R)-2-[(2S)-2-[(4-carbamimidoylphenyl)methylcarbamoyl]azetidin-1-yl]-1-cyclohexyl-2-oxo-ethyl]amino]ethanoic acid
Formula	C₂₂ H₃₁ N₅ O₄
Molecular Weight	429.513
Type	NON-POLYMER

Chemical Descriptors
Type	Program	Version	Descriptor
SMILES	ACDLabs	10.04	O=C(NCc1ccc(C(=[N@H])N)cc1)C3N(C(=O)C(NCC(=O)O)C2CCCCC2)CC3
SMILES	CACTVS	3.341	NC(=N)c1ccc(CNC(=O)[CH]2CCN2C(=O)[CH](NCC(O)=O)C3CCCCC3)cc1
SMILES	OpenEye OEToolkits	1.5.0	c1cc(ccc1CNC(=O)C2CCN2C(=O)C(C3CCCCC3)NCC(=O)O)C(=N)N
Canonical SMILES	CACTVS	3.341	NC(=N)c1ccc(CNC(=O)[C@@H]2CCN2C(=O)[C@H](NCC(O)=O)C3CCCCC3)cc1
Canonical SMILES	OpenEye OEToolkits	1.5.0	c1cc(ccc1CNC(=O)[C@@H]2CCN2C(=O)[C@@H](C3CCCCC3)NCC(=O)O)C(=N)N
InChI	InChI	1.03	InChI=1S/C22H31N5O4/c23-20(24)16-8-6-14(7-9-16)12-26-21(30)17-10-11-27(17)22(31)19(25-13-18(28)29)15-4-2-1-3-5-15/h6-9,15,17,19,25H,1-5,10-13H2,(H3,23,24)(H,26,30)(H,28,29)/t17-,19+/m0/s1
InChIKey	InChI	1.03	DKWNMCUOEDMMIN-PKOBYXMFSA-N

Drug Info: DrugBank

DrugBank ID	DB13616
Name	Melagatran
Groups	experimental
Synonyms	Melagatrán Melagatranum Mélagatran Melagatran
Categories	Amines Anticoagulants Antithrombins Azetines Benzene Derivatives Benzyl Compounds Blood and Blood Forming Organs Enzyme Inhibitors Hematologic Agents Protease Inhibitors Serine Protease Inhibitors
ATC-Code	B01AE04
CAS number	159776-70-2

Related Resource References

Resource Name	Reference
Pharos	CHEMBL266349
PubChem	183797
ChEMBL	CHEMBL266349
ChEBI	CHEBI:43966

RCSB PDB Core Operations are funded by the U.S. National Science Foundation (DBI-2321666), the US Department of Energy (DE-SC0019749), and the National Cancer Institute, National Institute of Allergy and Infectious Diseases, and National Institute of General Medical Sciences of the National Institutes of Health under grant R01GM157729.