dabigatran   Click here for help

GtoPdb Ligand ID: 6380

PDB Ligand
Compound class: Synthetic organic
Comment: Note that the Wikipedia entry refers to the prodrug.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 9
Hydrogen bond donors 4
Rotatable bonds 10
Topological polar surface area 150.22
Molecular weight 471.2
XLogP 2.73
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES OC(=O)CCN(C(=O)c1ccc2c(c1)nc(n2C)CNc1ccc(cc1)C(=N)N)c1ccccn1
Isomeric SMILES OC(=O)CCN(C(=O)c1ccc2c(c1)nc(n2C)CNc1ccc(cc1)C(=N)N)c1ccccn1
InChI InChI=1S/C25H25N7O3/c1-31-20-10-7-17(25(35)32(13-11-23(33)34)21-4-2-3-12-28-21)14-19(20)30-22(31)15-29-18-8-5-16(6-9-18)24(26)27/h2-10,12,14,29H,11,13,15H2,1H3,(H3,26,27)(H,33,34)
InChI Key YBSJFWOBGCMAKL-UHFFFAOYSA-N
Classification Click here for help
Compound class Synthetic organic
WHO Essential Medicine WHO Model List of Essential Medicines (21st List, 2019). Access PDF version.
Prodrug dabigatran etexilate
IUPAC Name Click here for help
3-[[2-[[(4-carbamimidoylphenyl)amino]methyl]-1-methylbenzimidazole-5-carbonyl]-pyridin-2-ylamino]propanoic acid
International Nonproprietary Names Click here for help
INN number INN
8027 dabigatran
Database Links Click here for help
CAS Registry No. 211914-51-1
ChEBI CHEBI:70752
ChEMBL Ligand CHEMBL48361
GtoPdb PubChem SID 178102998
PubChem CID 216210
RCSB PDB Ligand 4CC
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Wikipedia Dabigatran