Terlipressin acetateProduct ingredient for Terlipressin
- Name
- Terlipressin acetate
- Drug Entry
- Terlipressin
Terlipressin is a synthetic analogue of vasopressin, which is an endogenous neurohormone that acts as a vasoconstrictor.1 It is a prodrug of lypressin, or lysine vasopressin. Compared to endogenous vasopressin, terlipressin has a longer half life and increased selectivity for the V1 receptor.8 As a potent vasopressor, terlipressin has been investigated in various shock states and conditions with diminished vasomotor tone.1,2,3,4,5 It was also studied in hepatorenal syndrome (HRS) and variceal bleeding.6 The drug was first approved by the FDA in September 2022.8
- Accession Number
- DBSALT002332
- Structure
- Synonyms
- Not Available
- UNII
- 4U092XZF0K
- CAS Number
- Not Available
- Weight
- Average: 1437.56
Monoisotopic: 1436.591180254 - Chemical Formula
- C56H92N16O24S2
- InChI Key
- MLECZWUGJYWVAV-NSECCGHPSA-N
- InChI
- InChI=1S/C52H74N16O15S2.2C2H4O2.5H2O/c53-17-5-4-9-31(45(76)60-23-41(57)72)63-51(82)38-10-6-18-68(38)52(83)37-27-85-84-26-36(61-44(75)25-59-43(74)24-58-42(73)22-54)50(81)65-34(20-29-11-13-30(69)14-12-29)48(79)64-33(19-28-7-2-1-3-8-28)47(78)62-32(15-16-39(55)70)46(77)66-35(21-40(56)71)49(80)67-37;2*1-2(3)4;;;;;/h1-3,7-8,11-14,31-38,69H,4-6,9-10,15-27,53-54H2,(H2,55,70)(H2,56,71)(H2,57,72)(H,58,73)(H,59,74)(H,60,76)(H,61,75)(H,62,78)(H,63,82)(H,64,79)(H,65,81)(H,66,77)(H,67,80);2*1H3,(H,3,4);5*1H2/t31-,32-,33-,34-,35-,36-,37-,38-;;;;;;;/m0......./s1
- IUPAC Name
- (2S)-6-amino-2-{[(2S)-1-[(4R,7S,10S,13S,16S,19R)-19-{2-[2-(2-aminoacetamido)acetamido]acetamido}-13-benzyl-10-(2-carbamoylethyl)-7-(carbamoylmethyl)-16-[(4-hydroxyphenyl)methyl]-6,9,12,15,18-pentaoxo-1,2-dithia-5,8,11,14,17-pentaazacycloicosane-4-carbonyl]pyrrolidin-2-yl]formamido}-N-(carbamoylmethyl)hexanamide bis(acetic acid) pentahydrate
- SMILES
- O.O.O.O.O.CC(O)=O.CC(O)=O.NCCCC[C@H](NC(=O)[C@@H]1CCCN1C(=O)[C@@H]1CSSC[C@H](NC(=O)CNC(=O)CNC(=O)CN)C(=O)N[C@@H](CC2=CC=C(O)C=C2)C(=O)N[C@@H](CC2=CC=CC=C2)C(=O)N[C@@H](CCC(N)=O)C(=O)N[C@@H](CC(N)=O)C(=O)N1)C(=O)NCC(N)=O
- External Links
- ChemSpider
- 32697620
- Predicted Properties
Property Value Source Water Solubility 0.167 mg/mL ALOGPS logP -1.6 ALOGPS logP -10 Chemaxon logS -3.9 ALOGPS pKa (Strongest Acidic) 9.43 Chemaxon pKa (Strongest Basic) 10.26 Chemaxon Physiological Charge 2 Chemaxon Hydrogen Acceptor Count 17 Chemaxon Hydrogen Donor Count 16 Chemaxon Polar Surface Area 512.85 Å2 Chemaxon Rotatable Bond Count 25 Chemaxon Refractivity 305.18 m3·mol-1 Chemaxon Polarizability 121.49 Å3 Chemaxon Number of Rings 4 Chemaxon Bioavailability 0 Chemaxon Rule of Five No Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule Yes Chemaxon