2-[2-({1-[2-amino-3-(4-hydroxyphenyl)propanoyl]pyrrolidin-2-yl}formamido)-3-(1H-indol-3-yl)propanamido]-3-hydroxybutanoic acid

• ChemBase ID: 127656
• Molecular Formular: C29H35N5O7
• Molecular Mass: 565.6175
• Monoisotopic Mass: 565.25364849
• SMILES: Oc1ccc(cc1)CC(N)C(=O)N1CCCC1C(=O)NC(Cc1c[nH]c2ccccc12)C(=O)NC(C(=O)O)C(C)O
• Canonical SMILES: Oc1ccc(cc1)CC(C(=O)N1CCCC1C(=O)NC(C(=O)NC(C(=O)O)C(O)C)Cc1c[nH]c2c1cccc2)N
• InChI: InChI=1S/C29H35N5O7/c1-16(35)25(29(40)41)33-26(37)23(14-18-15-31-22-6-3-2-5-20(18)22)32-27(38)24-7-4-12-34(24)28(39)21(30)13-17-8-10-19(36)11-9-17/h2-3,5-6,8-11,15-16,21,23-25,31,35-36H,4,7,12-14,30H2,1H3,(H,32,38)(H,33,37)(H,40,41)
• InChIKey: WEGGKZQIJMQCGR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[2-({1-[2-amino-3-(4-hydroxyphenyl)propanoyl]pyrrolidin-2-yl}formamido)-3-(1H-indol-3-yl)propanamido]-3-hydroxybutanoic acid
• IUPAC Traditional name: 2-[2-({1-[2-amino-3-(4-hydroxyphenyl)propanoyl]pyrrolidin-2-yl}formamido)-3-(1H-indol-3-yl)propanamido]-3-hydroxybutanoic acid
• Synonyms: N-(N-(1-L-tyrosyl-L-prolyl)-L-tryptophyl)-L-threonine; Hemorphin-4

Database IDs

• CAS Number: 103930-64-9
• PubChem SID: 162221974
• PubChem CID: 20044830; 128444
• Chemspider ID: 16725618
• Wikipedia Title: Hemorphin-4

CALCULATED PROPERTIES

• Acid pKa: 3.3825753
• H Acceptors: 8
• H Donor: 7
• LogD (pH = 5.5): -1.7023021
• LogD (pH = 7.4): -1.8572388
• Log P: -1.7057207
• Molar Refractivity: 148.3465 cm^3
• Polarizability: 58.940468 Å^3
• Polar Surface Area: 198.08 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: false