Pasireotide diaspartateProduct ingredient for Pasireotide
- Name
- Pasireotide diaspartate
- Drug Entry
- Pasireotide
Pasireotide is a synthetic long-acting cyclic hexapeptide with somatostatin-like activity. It is marketed as a diaspartate salt called Signifor, which is used in the treatment of Cushing's disease.
- Accession Number
- DBSALT000134
- Structure
Structure for Pasireotide diaspartate (DBSALT000134)
- Synonyms
- Not Available
- UNII
- I4P76SY3N4
- CAS Number
- 820232-50-6
- Weight
- Average: 1313.4116
Monoisotopic: 1312.576439194 - Chemical Formula
- C66H80N12O17
- InChI Key
- NEEFMPSSNFRRNC-HQUONIRXSA-N
- InChI
- InChI=1S/C58H66N10O9.2C4H7NO4/c59-27-13-12-22-46-52(69)64-47(30-38-23-25-42(26-24-38)76-36-39-16-6-2-7-17-39)53(70)66-49(31-37-14-4-1-5-15-37)57(74)68-35-43(77-58(75)61-29-28-60)33-50(68)55(72)67-51(40-18-8-3-9-19-40)56(73)65-48(54(71)63-46)32-41-34-62-45-21-11-10-20-44(41)45;2*5-2(4(8)9)1-3(6)7/h1-11,14-21,23-26,34,43,46-51,62H,12-13,22,27-33,35-36,59-60H2,(H,61,75)(H,63,71)(H,64,69)(H,65,73)(H,66,70)(H,67,72);2*2H,1,5H2,(H,6,7)(H,8,9)/t43-,46+,47+,48-,49+,50+,51+;2*2-/m100/s1
- IUPAC Name
- bis((2S)-2-aminobutanedioic acid); (3S,6R,9S,12S,15S,19R,20aS)-9-(4-aminobutyl)-15-benzyl-12-{[4-(benzyloxy)phenyl]methyl}-6-[(1H-indol-3-yl)methyl]-1,4,7,10,13,16-hexaoxo-3-phenyl-icosahydropyrrolo[1,2-a]1,4,7,10,13,16-hexaazacyclooctadecan-19-yl N-(2-aminoethyl)carbamate
- SMILES
- [H][C@](N)(CC(O)=O)C(O)=O.[H][C@](N)(CC(O)=O)C(O)=O.NCCCC[C@@H]1NC(=O)[C@@H](CC2=CNC3=C2C=CC=C3)NC(=O)[C@@H](NC(=O)[C@@H]2C[C@H](CN2C(=O)[C@H](CC2=CC=CC=C2)NC(=O)[C@H](CC2=CC=C(OCC3=CC=CC=C3)C=C2)NC1=O)OC(=O)NCCN)C1=CC=CC=C1
- External Links
- PubChem Compound
- 70788982
- ChemSpider
- 28533751
- ChEBI
- 72313
- Wikipedia
- Pasireotide
- Predicted Properties
Property Value Source Water Solubility 0.00203 mg/mL ALOGPS logP 3.03 ALOGPS logP 2.67 Chemaxon logS -5.7 ALOGPS pKa (Strongest Acidic) 9.08 Chemaxon pKa (Strongest Basic) 10.41 Chemaxon Physiological Charge 2 Chemaxon Hydrogen Acceptor Count 10 Chemaxon Hydrogen Donor Count 9 Chemaxon Polar Surface Area 281.2 Å2 Chemaxon Rotatable Bond Count 24 Chemaxon Refractivity 286.66 m3·mol-1 Chemaxon Polarizability 111.29 Å3 Chemaxon Number of Rings 8 Chemaxon Bioavailability 0 Chemaxon Rule of Five No Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule Yes Chemaxon