melagatran   

GtoPdb Ligand ID: 6382

Synonyms: H-319-68
Compound class: Synthetic organic
Comment: Active metabolite (drug) from the prodrug ximelagatran
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 9
Hydrogen bond donors 5
Rotatable bonds 11
Topological polar surface area 148.61
Molecular weight 429.24
XLogP -0.35
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES OC(=O)CNC(C(=O)N1CCC1C(=O)NCc1ccc(cc1)C(=N)N)C1CCCCC1
Isomeric SMILES OC(=O)CN[C@@H](C(=O)N1CC[C@H]1C(=O)NCc1ccc(cc1)C(=N)N)C1CCCCC1
InChI 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
InChI Key DKWNMCUOEDMMIN-PKOBYXMFSA-N
Classification
Compound class Synthetic organic
Prodrug ximelagatran
IUPAC Name
2-[[(1R)-2-[(2S)-2-[(4-carbamimidoylphenyl)methylcarbamoyl]azetidin-1-yl]-1-cyclohexyl-2-oxoethyl]amino]acetic acid
International Nonproprietary Names
INN number INN
7414 melagatran
Synonyms
H-319-68
Database Links
CAS Registry No. 159776-70-2 (source: PubChem)
ChEBI CHEBI:43966
ChEMBL Ligand CHEMBL266349
GtoPdb PubChem SID 178103000
PubChem CID 183797
RCSB PDB Ligand MEL
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SynPHARM 78498 (in complex with coagulation factor II, thrombin)