(2S)-3-hydroxy-2-[(2S)-3-methyl-2-{[(11S)-9-oxo-10,20-diazapentacyclo[11.7.0.02,10.03,8.014,19]icosa-1(13),3,5,7,14,16,18-heptaen-11-yl]formamido}butanamido]butanoic acid

• ChemBase ID: 212373
• Molecular Formular: C28H30N4O6
• Molecular Mass: 518.561
• Monoisotopic Mass: 518.2165347
• SMILES: N12C(=O)c3c(C1c1c(C[C@H]2C(=O)N[C@H](C(=O)N[C@H](C(=O)O)C(O)C)C(C)C)c2c([nH]1)cccc2)cccc3
• Canonical SMILES: CC([C@@H](C(=O)N[C@H](C(=O)O)C(O)C)NC(=O)[C@@H]1Cc2c(C3N1C(=O)c1c3cccc1)[nH]c1c2cccc1)C
• InChI: InChI=1S/C28H30N4O6/c1-13(2)21(26(35)31-22(14(3)33)28(37)38)30-25(34)20-12-18-15-8-6-7-11-19(15)29-23(18)24-16-9-4-5-10-17(16)27(36)32(20)24/h4-11,13-14,20-22,24,29,33H,12H2,1-3H3,(H,30,34)(H,31,35)(H,37,38)/t14?,20-,21-,22-,24?/m0/s1
• InChIKey: SMEKSEYFODSNDF-WAJBCGEOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-3-hydroxy-2-[(2S)-3-methyl-2-{[(11S)-9-oxo-10,20-diazapentacyclo[11.7.0.0^2,^1^0.0^3,^8.0^1^4,^1^9]icosa-1(13),3,5,7,14,16,18-heptaen-11-yl]formamido}butanamido]butanoic acid
• IUPAC Traditional name: (2S)-3-hydroxy-2-[(2S)-3-methyl-2-{[(11S)-9-oxo-10,20-diazapentacyclo[11.7.0.0^2,^1^0.0^3,^8.0^1^4,^1^9]icosa-1(13),3,5,7,14,16,18-heptaen-11-yl]formamido}butanamido]butanoic acid

Database IDs

• PubChem SID: 164268283
• PubChem CID: 16404422

CALCULATED PROPERTIES

• Acid pKa: 3.6791806
• H Acceptors: 6
• H Donor: 5
• LogD (pH = 5.5): -0.079501644
• LogD (pH = 7.4): -1.5743306
• Log P: 1.7394192
• Molar Refractivity: 137.4236 cm^3
• Polarizability: 54.003983 Å^3
• Polar Surface Area: 151.83 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

PROPERTIES

Product Information

• Description: Diastereomers
• Classification: Derivatives & analogs of Natural Compounds