(2R)-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]propanoic acid

• ChemBase ID: 212895
• Molecular Formular: C27H28N4O5
• Molecular Mass: 488.53502
• Monoisotopic Mass: 488.20597002
• SMILES: N12C(=O)c3c(C1c1c(C[C@H]2C(=O)N[C@H](C(=O)N[C@@H](C(=O)O)C)C(C)C)c2c([nH]1)cccc2)cccc3
• Canonical SMILES: CC([C@@H](C(=O)N[C@@H](C(=O)O)C)NC(=O)[C@@H]1Cc2c(C3N1C(=O)c1c3cccc1)[nH]c1c2cccc1)C
• InChI: InChI=1S/C27H28N4O5/c1-13(2)21(25(33)28-14(3)27(35)36)30-24(32)20-12-18-15-8-6-7-11-19(15)29-22(18)23-16-9-4-5-10-17(16)26(34)31(20)23/h4-11,13-14,20-21,23,29H,12H2,1-3H3,(H,28,33)(H,30,32)(H,35,36)/t14-,20+,21+,23?/m1/s1
• InChIKey: WPMOEVMARARLFO-FMXGMMQMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-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]propanoic acid
• IUPAC Traditional name: (2R)-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]propanoic acid

Database IDs

• PubChem SID: 164268805
• PubChem CID: 16404732

CALCULATED PROPERTIES

• Acid pKa: 3.7567668
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): 0.6257922
• LogD (pH = 7.4): -0.91195583
• Log P: 2.369754
• Molar Refractivity: 131.4611 cm^3
• Polarizability: 51.52685 Å^3
• Polar Surface Area: 131.6 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

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