(2S)-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}pentanamido]propanoic acid

• ChemBase ID: 213596
• Molecular Formular: C28H30N4O5
• Molecular Mass: 502.5616
• Monoisotopic Mass: 502.22162008
• SMILES: N12C(=O)c3c(C1c1c(C[C@H]2C(=O)N[C@H](C(=O)N[C@H](C(=O)O)C)C(CC)C)c2c([nH]1)cccc2)cccc3
• Canonical SMILES: CCC([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/C28H30N4O5/c1-4-14(2)22(26(34)29-15(3)28(36)37)31-25(33)21-13-19-16-9-7-8-12-20(16)30-23(19)24-17-10-5-6-11-18(17)27(35)32(21)24/h5-12,14-15,21-22,24,30H,4,13H2,1-3H3,(H,29,34)(H,31,33)(H,36,37)/t14?,15-,21-,22-,24?/m0/s1
• InChIKey: WBMOUMRUWNKLGQ-PGBIODFCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-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}pentanamido]propanoic acid
• IUPAC Traditional name: (2S)-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}pentanamido]propanoic acid

Database IDs

• PubChem SID: 164269506
• PubChem CID: 16405128

CALCULATED PROPERTIES

• Acid pKa: 3.8182569
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): 1.1297569
• LogD (pH = 7.4): -0.4395853
• Log P: 2.814323
• Molar Refractivity: 136.0621 cm^3
• Polarizability: 53.36513 Å^3
• Polar Surface Area: 131.6 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds