(2R)-3-carbamoyl-2-{[(1r,4r)-4-{[(2S)-2-{[(tert-butoxy)carbonyl]amino}-4-(methylsulfanyl)butanamido]methyl}cyclohexyl]formamido}propanoic acid

• ChemBase ID: 210963
• Molecular Formular: C22H38N4O7S
• Molecular Mass: 502.62472
• Monoisotopic Mass: 502.24612058
• SMILES: C(=O)(N[C@H](C(=O)NC[C@H]1CC[C@H](C(=O)N[C@H](CC(=O)N)C(=O)O)CC1)CCSC)OC(C)(C)C
• Canonical SMILES: CSCC[C@@H](C(=O)NC[C@@H]1CC[C@H](CC1)C(=O)N[C@@H](C(=O)O)CC(=O)N)NC(=O)OC(C)(C)C
• InChI: InChI=1S/C22H38N4O7S/c1-22(2,3)33-21(32)26-15(9-10-34-4)19(29)24-12-13-5-7-14(8-6-13)18(28)25-16(20(30)31)11-17(23)27/h13-16H,5-12H2,1-4H3,(H2,23,27)(H,24,29)(H,25,28)(H,26,32)(H,30,31)/t13-,14-,15-,16+/m0/s1
• InChIKey: XWMGOTZRAYVIFZ-YHUYYLMFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-3-carbamoyl-2-{[(1r,4r)-4-{[(2S)-2-{[(tert-butoxy)carbonyl]amino}-4-(methylsulfanyl)butanamido]methyl}cyclohexyl]formamido}propanoic acid
• IUPAC Traditional name: (2R)-3-carbamoyl-2-{[(1r,4r)-4-{[(2S)-2-[(tert-butoxycarbonyl)amino]-4-(methylsulfanyl)butanamido]methyl}cyclohexyl]formamido}propanoic acid

Database IDs

• PubChem SID: 164266873
• PubChem CID: 16403581

CALCULATED PROPERTIES

• Acid pKa: 3.881571
• H Acceptors: 6
• H Donor: 5
• LogD (pH = 5.5): -1.2901902
• LogD (pH = 7.4): -2.8897278
• Log P: 0.33330217
• Molar Refractivity: 126.3178 cm^3
• Polarizability: 49.78811 Å^3
• Polar Surface Area: 176.92 Å^2
• Rotatable Bonds: 14
• Lipinski's Rule of Five: false

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds