19-amino-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-carboxylic acid

• ChemBase ID: 103488
• Molecular Formular: C33H42N8O10S2
• Molecular Mass: 774.86418
• Monoisotopic Mass: 774.24653158
• SMILES: NC1CSSCC(NC(=O)C(CC(=O)N)NC(=O)C(CCC(=O)N)NC(=O)C(Cc2ccccc2)NC(=O)C(Cc2ccc(O)cc2)NC1=O)C(=O)O
• Canonical SMILES: NC(=O)CCC1NC(=O)C(Cc2ccccc2)NC(=O)C(Cc2ccc(cc2)O)NC(=O)C(N)CSSCC(NC(=O)C(NC1=O)CC(=O)N)C(=O)O
• InChI: InChI=1S/C33H42N8O10S2/c34-20-15-52-53-16-25(33(50)51)41-32(49)24(14-27(36)44)40-29(46)21(10-11-26(35)43)37-30(47)23(12-17-4-2-1-3-5-17)39-31(48)22(38-28(20)45)13-18-6-8-19(42)9-7-18/h1-9,20-25,42H,10-16,34H2,(H2,35,43)(H2,36,44)(H,37,47)(H,38,45)(H,39,48)(H,40,46)(H,41,49)(H,50,51)
• InChIKey: ICSANXSPLDFBSA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 19-amino-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-carboxylic acid
• IUPAC Traditional name: 19-amino-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-carboxylic acid
• Synonyms: PRESSINOIC ACID

Database IDs

• CAS Number: 35748-51-7
• PubChem SID: 162090717
• PubChem CID: 22179242

CALCULATED PROPERTIES

• Acid pKa: 3.2019262
• H Acceptors: 11
• H Donor: 10
• LogD (pH = 5.5): -5.341035
• LogD (pH = 7.4): -5.517255
• Log P: -5.342955
• Molar Refractivity: 192.5506 cm^3
• Polarizability: 75.38671 Å^3
• Polar Surface Area: 315.23 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false

DETAILS

MP Biomedicals - 02151947

Cys-Tyr-Phe-Gln-Asn-Cys
Pituitary hormone.
This is the cyclic portion of vasopressin.