(2S)-5-carbamimidamido-2-[(2S)-2-[(2R)-3-cyclohexyl-2-methanesulfonamidopropanamido]butanamido]-N-(4-nitrophenyl)pentanamide

• ChemBase ID: 106648
• Molecular Formular: C26H42N8O7S
• Molecular Mass: 610.72608
• Monoisotopic Mass: 610.28971672
• SMILES: CC[C@H](NC(=O)[C@@H](CC1CCCCC1)NS(=O)(=O)C)C(=O)N[C@@H](CCCNC(=N)N)C(=O)Nc1ccc(cc1)[N+](=O)[O-]
• Canonical SMILES: CC[C@@H](C(=O)N[C@H](C(=O)Nc1ccc(cc1)[N+](=O)[O-])CCCNC(=N)N)NC(=O)[C@H](NS(=O)(=O)C)CC1CCCCC1
• InChI: InChI=1S/C26H42N8O7S/c1-3-20(31-25(37)22(33-42(2,40)41)16-17-8-5-4-6-9-17)23(35)32-21(10-7-15-29-26(27)28)24(36)30-18-11-13-19(14-12-18)34(38)39/h11-14,17,20-22,33H,3-10,15-16H2,1-2H3,(H,30,36)(H,31,37)(H,32,35)(H4,27,28,29)/t20-,21-,22+/m0/s1
• InChIKey: NPJLUYDIFGDGAV-FDFHNCONSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-5-carbamimidamido-2-[(2S)-2-[(2R)-3-cyclohexyl-2-methanesulfonamidopropanamido]butanamido]-N-(4-nitrophenyl)pentanamide
• IUPAC Traditional name: (2S)-5-carbamimidamido-2-[(2S)-2-[(2R)-3-cyclohexyl-2-methanesulfonamidopropanamido]butanamido]-N-(4-nitrophenyl)pentanamide
• Synonyms: MESULFONYL-D-Cha-Abu-Arg-PNA; Mesulfonyl-D-Cha-Abu-R-PNA; MESULFONYL-D-Cha-Abu-Arg-paranitroanilide

Database IDs

• PubChem SID: 162105973
• PubChem CID: 25108796

CALCULATED PROPERTIES

• Acid pKa: 9.692452
• H Acceptors: 10
• H Donor: 7
• LogD (pH = 5.5): -1.6386907
• LogD (pH = 7.4): -1.4055132
• Log P: 0.38481456
• Molar Refractivity: 167.3631 cm^3
• Polarizability: 60.399067 Å^3
• Polar Surface Area: 241.19 Å^2
• Rotatable Bonds: 15
• Lipinski's Rule of Five: false