Tenapanor hydrochlorideProduct ingredient for Tenapanor

Name
Tenapanor hydrochloride
Drug Entry
Tenapanor

Tenapanor is a novel, small molecule medication approved in September 2019 for the treatment of constipation-predominant irritable bowel-syndrome (IBS-C).6 It was first designed and synthesized in 2012.2 As an inhibitor of the sodium/hydrogen exchanger isoform 3 (NHE3) transporter, it is the first and currently only medication within its class1,2,3 and therefore exists as a novel alternative in the treatment of IBS-C.

Accession Number
DBSALT002068
Structure
Synonyms
Not Available
UNII
50605O2ZNS
CAS Number
1234365-97-9
Weight
Average: 1217.96
Monoisotopic: 1214.263099
Chemical Formula
C50H68Cl6N8O10S2
InChI Key
VFRAXTZDILCRKY-OWRGXFNZSA-N
InChI
InChI=1S/C50H66Cl4N8O10S2.2ClH/c1-61-31-43(41-27-37(51)29-47(53)45(41)33-61)35-7-5-9-39(25-35)73(65,66)59-15-19-71-23-21-69-17-13-57-49(63)55-11-3-4-12-56-50(64)58-14-18-70-22-24-72-20-16-60-74(67,68)40-10-6-8-36(26-40)44-32-62(2)34-46-42(44)28-38(52)30-48(46)54;;/h5-10,25-30,43-44,59-60H,3-4,11-24,31-34H2,1-2H3,(H2,55,57,63)(H2,56,58,64);2*1H/t43-,44-;;/m0../s1
IUPAC Name
3-{2-[2-(2-{3-[(4S)-6,8-dichloro-2-methyl-1,2,3,4-tetrahydroisoquinolin-4-yl]benzenesulfonamido}ethoxy)ethoxy]ethyl}-1-{4-[({2-[2-(2-{3-[(4S)-6,8-dichloro-2-methyl-1,2,3,4-tetrahydroisoquinolin-4-yl]benzenesulfonamido}ethoxy)ethoxy]ethyl}carbamoyl)amino]butyl}urea dihydrochloride
SMILES
Cl.Cl.CN1C[C@@H](C2=CC(=CC=C2)S(=O)(=O)NCCOCCOCCNC(=O)NCCCCNC(=O)NCCOCCOCCNS(=O)(=O)C2=CC(=CC=C2)[C@@H]2CN(C)CC3=C2C=C(Cl)C=C3Cl)C2=C(C1)C(Cl)=CC(Cl)=C2
ChemSpider
32056951
ChEMBL
CHEMBL3301627
Wikipedia
Tenapanor
Predicted Properties
PropertyValueSource
Water Solubility0.00292 mg/mLALOGPS
logP4.55ALOGPS
logP5.02ChemAxon
logS-5.6ALOGPS
pKa (Strongest Acidic)9.86ChemAxon
pKa (Strongest Basic)6.84ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count12ChemAxon
Hydrogen Donor Count6ChemAxon
Polar Surface Area218 Å2ChemAxon
Rotatable Bond Count27ChemAxon
Refractivity291.93 m3·mol-1ChemAxon
Polarizability121 Å3ChemAxon
Number of Rings6ChemAxon
Bioavailability0ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon