(2S)-2-[(2R)-2-{2-[(2R)-2-aminopropanamido]-3-phenylpropanamido}-4-methylpentanamido]-5-carbamimidamidopentanoic acid

• ChemBase ID: 119735
• Molecular Formular: C24H39N7O5
• Molecular Mass: 505.61036
• Monoisotopic Mass: 505.30126738
• SMILES: C(=O)(N[C@@H](C(=O)N[C@H](C(=O)O)CCCNC(=N)N)CC(C)C)C(NC(=O)[C@H](N)C)Cc1ccccc1
• Canonical SMILES: CC(C[C@H](C(=O)N[C@H](C(=O)O)CCCNC(=N)N)NC(=O)C(Cc1ccccc1)NC(=O)[C@H](N)C)C
• InChI: InChI=1S/C24H39N7O5/c1-14(2)12-18(21(33)29-17(23(35)36)10-7-11-28-24(26)27)31-22(34)19(30-20(32)15(3)25)13-16-8-5-4-6-9-16/h4-6,8-9,14-15,17-19H,7,10-13,25H2,1-3H3,(H,29,33)(H,30,32)(H,31,34)(H,35,36)(H4,26,27,28)/t15-,17+,18-,19?/m1/s1
• InChIKey: VTWYEHITKKUTPR-RETMSFNHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-[(2R)-2-{2-[(2R)-2-aminopropanamido]-3-phenylpropanamido}-4-methylpentanamido]-5-carbamimidamidopentanoic acid
• IUPAC Traditional name: (2S)-2-[(2R)-2-{2-[(2R)-2-aminopropanamido]-3-phenylpropanamido}-4-methylpentanamido]-5-carbamimidamidopentanoic acid
• Synonyms: (2S)-2-((2R)-2-(2-((R)-2-aminopropanamido)-3-phenylpropanamido)-4-methylpentanamido)-5-guanidinopentanoic acid

Database IDs

• PubChem SID: 162107886
• PubChem CID: 16394668

CALCULATED PROPERTIES

• Acid pKa: 3.59661
• H Acceptors: 9
• H Donor: 8
• LogD (pH = 5.5): -4.2932367
• LogD (pH = 7.4): -2.599933
• Log P: -1.844171
• Molar Refractivity: 144.1079 cm^3
• Polarizability: 52.211933 Å^3
• Polar Surface Area: 212.52 Å^2
• Rotatable Bonds: 15
• Lipinski's Rule of Five: false

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds