Nintedanib esylateProduct ingredient for Nintedanib

Name
Nintedanib esylate
Drug Entry
Nintedanib

Nintedanib is a small molecule kinase inhibitor used in the treatment of pulmonary fibrosis, systemic sclerosis-associated interstitial lung disease, and non-small cell lung cancer (NSCLC).8,9 It was first approved for use in the United States in 2014.8 Within the spectrum of idiopathic pulmonary fibrosis treatment options, nintedanib is currently one of only two disease-modifying therapies available and indicated for the condition (the other being Pirfenidone) and as such is used as a first-line treatment following diagnosis to slow down the progressive loss of lung function.6 As a chemotherapeutic agent for NSCLC, nintedanib, in combination with Docetaxel, is reserved for patients who have tried and failed first-line chemotherapeutic options.9

Accession Number
DBSALT001111
Structure
Thumb
Synonyms
Nintedanib esilate
UNII
42F62RTZ4G
CAS Number
656247-18-6
Weight
Average: 649.76
Monoisotopic: 649.25701979
Chemical Formula
C33H39N5O7S
InChI Key
MMMVNAGRWOJNMW-FJBFXRHMSA-N
InChI
InChI=1S/C31H33N5O4.C2H6O3S/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;1-2-6(3,4)5/h4-14,19,32H,15-18,20H2,1-3H3,(H,33,38);2H2,1H3,(H,3,4,5)/b29-28-;
IUPAC Name
ethanesulfonic acid; 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
SMILES
CCS(O)(=O)=O.COC(=O)C1=CC=C2C(NC(=O)\C2=C(/NC2=CC=C(C=C2)N(C)C(=O)CN2CCN(C)CC2)C2=CC=CC=C2)=C1
ChemSpider
7985470
ChEBI
85170
ChEMBL
CHEMBL3039504
Wikipedia
Nintedanib
Predicted Properties
PropertyValueSource
Water Solubility0.0309 mg/mLALOGPS
logP3.7ALOGPS
logP2.79ChemAxon
logS-4.2ALOGPS
pKa (Strongest Acidic)10.86ChemAxon
pKa (Strongest Basic)7.23ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area94.22 Å2ChemAxon
Rotatable Bond Count9ChemAxon
Refractivity159.1 m3·mol-1ChemAxon
Polarizability59.6 Å3ChemAxon
Number of Rings5ChemAxon
Bioavailability1ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon