2-{2-[2,5-diamino-6-hydroxy-3-(4-hydroxyphenyl)-4-oxohexanamido]-3-hydroxypropanamido}-4-(methylsulfanyl)butanoic acid

• ChemBase ID: 103734
• Molecular Formular: C20H30N4O8S
• Molecular Mass: 486.5392
• Monoisotopic Mass: 486.17843494
• SMILES: CSCCC(NC(=O)C(CO)NC(=O)C(N)C(C(=O)C(N)CO)c1ccc(O)cc1)C(=O)O
• Canonical SMILES: CSCCC(C(=O)O)NC(=O)C(NC(=O)C(C(C(=O)C(CO)N)c1ccc(cc1)O)N)CO
• InChI: InChI=1S/C20H30N4O8S/c1-33-7-6-13(20(31)32)23-18(29)14(9-26)24-19(30)16(22)15(17(28)12(21)8-25)10-2-4-11(27)5-3-10/h2-5,12-16,25-27H,6-9,21-22H2,1H3,(H,23,29)(H,24,30)(H,31,32)
• InChIKey: VDBYNBBWIWHRSI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{2-[2,5-diamino-6-hydroxy-3-(4-hydroxyphenyl)-4-oxohexanamido]-3-hydroxypropanamido}-4-(methylsulfanyl)butanoic acid
• IUPAC Traditional name: 2-{2-[2,5-diamino-6-hydroxy-3-(4-hydroxyphenyl)-4-oxohexanamido]-3-hydroxypropanamido}-4-(methylsulfanyl)butanoic acid
• Synonyms: Ser-Tyr-Ser-Met; ACTH (1-4); ADRENOCORTICOTROPIC HORMONE, Fragment 1-4

Database IDs

• CAS Number: 19405-50-6
• PubChem SID: 162102907
• PubChem CID: 44134522

CALCULATED PROPERTIES

• Acid pKa: 3.3726063
• H Acceptors: 10
• H Donor: 8
• LogD (pH = 5.5): -5.9865427
• LogD (pH = 7.4): -4.96128
• Log P: -4.9442067
• Molar Refractivity: 119.358696 cm^3
• Polarizability: 47.24795 Å^3
• Polar Surface Area: 225.3 Å^2
• Rotatable Bonds: 14
• Lipinski's Rule of Five: false