Naldemedine tosylateProduct ingredient for Naldemedine
- Name
- Naldemedine tosylate
- Drug Entry
- Naldemedine
Naldemedine is an opioid receptor antagonist Label. It is a modified form of Naltrexone to which a side chain has been added to increase molecular weight and polar surface area resulting in restricted transport across the blood brain barrier. Naldemedine was approved in 2017 in both the US and Japan for the treatment of Opioid-induced Constipation.
- Accession Number
- DBSALT002556
- Structure
- Synonyms
- Naldemedine tosilate
- UNII
- V1N8F1RVVO
- CAS Number
- 1345728-04-2
- Weight
- Average: 742.84
Monoisotopic: 742.267250122 - Chemical Formula
- C39H42N4O9S
- InChI Key
- WCYDLROFMZJJLE-RTMHEQJQSA-N
- InChI
- InChI=1S/C32H34N4O6.C7H8O3S/c1-30(2,29-33-27(35-42-29)18-6-4-3-5-7-18)34-28(39)20-15-32(40)22-14-19-10-11-21(37)25-23(19)31(32,26(41-25)24(20)38)12-13-36(22)16-17-8-9-17;1-6-2-4-7(5-3-6)11(8,9)10/h3-7,10-11,17,22,26,37-38,40H,8-9,12-16H2,1-2H3,(H,34,39);2-5H,1H3,(H,8,9,10)/t22-,26+,31+,32-;/m1./s1
- IUPAC Name
- (1S,5R,13R,17S)-4-(cyclopropylmethyl)-10,14,17-trihydroxy-N-[2-(3-phenyl-1,2,4-oxadiazol-5-yl)propan-2-yl]-12-oxa-4-azapentacyclo[9.6.1.0^{1,13}.0^{5,17}.0^{7,18}]octadeca-7,9,11(18),14-tetraene-15-carboxamide; 4-methylbenzene-1-sulfonic acid
- SMILES
- CC1=CC=C(C=C1)S(O)(=O)=O.[H][C@@]12OC3=C4C(C[C@@]5([H])N(CC6CC6)CC[C@@]14[C@@]5(O)CC(C(=O)NC(C)(C)C1=NC(=NO1)C1=CC=CC=C1)=C2O)=CC=C3O
- External Links
- ChemSpider
- 30790726
- ChEMBL
- CHEMBL3039508
- Wikipedia
- Naldemedine
- Predicted Properties
Property Value Source Water Solubility 0.227 mg/mL ALOGPS logP 3.14 ALOGPS logP 2.43 Chemaxon logS -3.4 ALOGPS pKa (Strongest Acidic) 9.86 Chemaxon pKa (Strongest Basic) 9.05 Chemaxon Physiological Charge 1 Chemaxon Hydrogen Acceptor Count 8 Chemaxon Hydrogen Donor Count 4 Chemaxon Polar Surface Area 141.18 Å2 Chemaxon Rotatable Bond Count 7 Chemaxon Refractivity 165.78 m3·mol-1 Chemaxon Polarizability 60.95 Å3 Chemaxon Number of Rings 9 Chemaxon Bioavailability 1 Chemaxon Rule of Five No Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule Yes Chemaxon