Larazotide acetateProduct ingredient for Larazotide
- Name
- Larazotide acetate
- Drug Entry
- Larazotide
An octapeptide inhibitor of paracellular permeability whose structure is derived from a protein (zonula occludens toxin) secreted by Vibrio cholerae for treatment of Coeliac disease.
- Accession Number
- DBSALT002605
- Structure
Structure for Larazotide acetate (DBSALT002605)
- Synonyms
- Glycylglycyl-L-valyl-L-leucyl-L-valyl-L-glutaminyl-L-prolylglycine acetate
- External IDs
- AT 1001 / AT-1001
- UNII
- FO8S2IW40N
- CAS Number
- 881851-50-9
- Weight
- Average: 785.897
Monoisotopic: 785.428318376 - Chemical Formula
- C34H59N9O12
- InChI Key
- NYGCNONRVCGHAT-UFIKZEAMSA-N
- InChI
- InChI=1S/C32H55N9O10.C2H4O2/c1-16(2)12-20(38-30(49)26(17(3)4)39-24(44)14-35-23(43)13-33)28(47)40-27(18(5)6)31(50)37-19(9-10-22(34)42)32(51)41-11-7-8-21(41)29(48)36-15-25(45)46;1-2(3)4/h16-21,26-27H,7-15,33H2,1-6H3,(H2,34,42)(H,35,43)(H,36,48)(H,37,50)(H,38,49)(H,39,44)(H,40,47)(H,45,46);1H3,(H,3,4)/t19-,20-,21-,26-,27-;/m0./s1
- IUPAC Name
- 2-{[(2S)-1-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[2-(2-aminoacetamido)acetamido]-3-methylbutanamido]-4-methylpentanamido]-3-methylbutanamido]-4-carbamoylbutanoyl]pyrrolidin-2-yl]formamido}acetic acid; acetic acid
- SMILES
- CC(O)=O.CC(C)C[C@H](NC(=O)[C@@H](NC(=O)CNC(=O)CN)C(C)C)C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](CCC(N)=O)C(=O)N1CCC[C@H]1C(=O)NCC(O)=O
- External Links
- ChemSpider
- 28528060
- ChEMBL
- CHEMBL2103815
- Wikipedia
- Larazotide
- Predicted Properties
Property Value Source Water Solubility 0.218 mg/mL ALOGPS logP -2 ALOGPS logP -6.2 Chemaxon logS -3.5 ALOGPS pKa (Strongest Acidic) 3.43 Chemaxon pKa (Strongest Basic) 7.84 Chemaxon Physiological Charge 0 Chemaxon Hydrogen Acceptor Count 11 Chemaxon Hydrogen Donor Count 9 Chemaxon Polar Surface Area 301.32 Å2 Chemaxon Rotatable Bond Count 21 Chemaxon Refractivity 180.06 m3·mol-1 Chemaxon Polarizability 75.33 Å3 Chemaxon Number of Rings 1 Chemaxon Bioavailability 0 Chemaxon Rule of Five No Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule No Chemaxon