(2R)-2-[(2S)-4-(methylsulfanyl)-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: 211024
• Molecular Formular: C27H28N4O5S
• Molecular Mass: 520.60002
• Monoisotopic Mass: 520.17804102
• SMILES: N12C(=O)c3c(C1c1c(C[C@H]2C(=O)N[C@H](C(=O)N[C@@H](C(=O)O)C)CCSC)c2c([nH]1)cccc2)cccc3
• Canonical SMILES: CSCC[C@@H](C(=O)N[C@@H](C(=O)O)C)NC(=O)[C@@H]1Cc2c(C3N1C(=O)c1c3cccc1)[nH]c1c2cccc1
• InChI: InChI=1S/C27H28N4O5S/c1-14(27(35)36)28-24(32)20(11-12-37-2)30-25(33)21-13-18-15-7-5-6-10-19(15)29-22(18)23-16-8-3-4-9-17(16)26(34)31(21)23/h3-10,14,20-21,23,29H,11-13H2,1-2H3,(H,28,32)(H,30,33)(H,35,36)/t14-,20+,21+,23?/m1/s1
• InChIKey: AYAWCROTMRTKRY-FMXGMMQMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-[(2S)-4-(methylsulfanyl)-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)-4-(methylsulfanyl)-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: 164266934
• PubChem CID: 16403613

CALCULATED PROPERTIES

• Acid pKa: 3.725
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): 0.35903233
• LogD (pH = 7.4): -1.1615461
• Log P: 2.1336873
• Molar Refractivity: 139.5542 cm^3
• Polarizability: 54.590736 Å^3
• Polar Surface Area: 131.6 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds