(2S)-2-[(2S)-2-amino-3-(4-hydroxyphenyl)propanamido]-5-[(diaminomethylidene)amino]pentanoic acid

• ChemBase ID: 127988
• Molecular Formular: C15H23N5O4
• Molecular Mass: 337.37422
• Monoisotopic Mass: 337.17500424
• SMILES: O=C(O)[C@@H](NC(=O)[C@@H](N)Cc1ccc(O)cc1)CCCN=C(N)N
• Canonical SMILES: O=C([C@H](Cc1ccc(cc1)O)N)N[C@H](C(=O)O)CCCN=C(N)N
• InChI: InChI=1S/C15H23N5O4/c16-11(8-9-3-5-10(21)6-4-9)13(22)20-12(14(23)24)2-1-7-19-15(17)18/h3-6,11-12,21H,1-2,7-8,16H2,(H,20,22)(H,23,24)(H4,17,18,19)/t11-,12-/m0/s1
• InChIKey: JXNRXNCCROJZFB-RYUDHWBXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-[(2S)-2-amino-3-(4-hydroxyphenyl)propanamido]-5-[(diaminomethylidene)amino]pentanoic acid
• IUPAC Traditional name: kyotorphin
• Synonyms: Kiotorphin; L-Tyrosyl-L-arginine; Kyotorphin

Database IDs

• CAS Number: 70904-56-2
• PubChem SID: 162222304
• PubChem CID: 123804
• CHEBI ID: 17537
• CHEMBL: 273521
• Chemspider ID: 110353
• Wikipedia Title: Kyotorphin

CALCULATED PROPERTIES

• Acid pKa: 3.5237718
• H Acceptors: 8
• H Donor: 6
• LogD (pH = 5.5): -4.7649508
• LogD (pH = 7.4): -3.070594
• Log P: -2.5330923
• Molar Refractivity: 87.5276 cm^3
• Polarizability: 33.828503 Å^3
• Polar Surface Area: 177.05 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false