nintedanib   

GtoPdb Ligand ID: 5936

Synonyms: BIBF-1120 | BIBF1120 | Ofev® | Vargatef®
nintedanib is an approved drug (FDA & EMA (2014))
Compound class: Synthetic organic
Comment: Nintedanib is a kinase inhibitor, targeting three arms of proangiogenic signalling via VEGFRs, PDGFR and FGFR [2]. It was developed by Boehringer Ingelheim.
Marketed formulations contain nintedanib esylate (PubChem CID 135476717).
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2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 9
Hydrogen bond donors 2
Rotatable bonds 9
Topological polar surface area 94.22
Molecular weight 539.25
XLogP 3.14
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES COC(=O)c1ccc2c(c1)NC(=O)C2=C(c1ccccc1)Nc1ccc(cc1)N(C(=O)CN1CCN(CC1)C)C
Isomeric SMILES COC(=O)c1ccc2c(c1)NC(=O)/C/2=C(/c1ccccc1)\Nc1ccc(cc1)N(C(=O)CN1CCN(CC1)C)C
InChI InChI=1S/C31H33N5O4/c1-34-15-17-36(18-16-34)20-27(37)35(2)24-12-10-23(11-13-24)32-29(21-7-5-4-6-8-21)28-25-14-9-22(31(39)40-3)19-26(25)33-30(28)38/h4-14,19,32H,15-18,20H2,1-3H3,(H,33,38)/b29-28-
InChI Key XZXHXSATPCNXJR-ZIADKAODSA-N
Classification
Compound class Synthetic organic
Approved drug? Yes (FDA & EMA (2014))
IUPAC Name
methyl (3Z)-3-[({4-[N-methyl-2-(4-methylpiperazin-1-yl)acetamido]phenyl}amino)(phenyl)methylidene]-2-oxo-2,3-dihydro-1H-indole-6-carboxylate
International Nonproprietary Names
INN number INN
9229 nintedanib
Synonyms
BIBF-1120 | BIBF1120 | Ofev® | Vargatef®
Database Links
CAS Registry No. 656247-17-5
ChEMBL Ligand CHEMBL502835
DrugCentral Ligand 4903
GtoPdb PubChem SID 178102559
PubChem CID 9809715
RCSB PDB Ligand XIN
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SynPHARM 79677 (in complex with kinase insert domain receptor)
Wikipedia Nintedanib

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Tocris
Nintedanib
Cat. No. 7049