dabigatran   

GtoPdb Ligand ID: 6380

Compound class: Synthetic organic
Comment: Note that the Wikipedia entry refers to the prodrug.
2D Structure
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Physico-chemical Properties
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
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
Compound class Synthetic organic
WHO Essential Medicine WHO Model List of Essential Medicines (21st List, 2019). Access PDF version.
Prodrug dabigatran etexilate
IUPAC Name
3-[[2-[[(4-carbamimidoylphenyl)amino]methyl]-1-methylbenzimidazole-5-carbonyl]-pyridin-2-ylamino]propanoic acid
International Nonproprietary Names
INN number INN
8027 dabigatran
Comments
Note that the Wikipedia entry refers to the prodrug.
Database Links
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