2-[(2R)-5-(carbamoylamino)-2-(3-{7-methyl-5-oxo-4,17-dioxatetracyclo[8.7.0.03,8.011,16]heptadeca-1(10),2,6,8,11(16)-pentaen-6-yl}propanamido)pentanamido]acetic acid

• ChemBase ID: 215766
• Molecular Formular: C27H32N4O8
• Molecular Mass: 540.56498
• Monoisotopic Mass: 540.222014
• SMILES: c1(c(c2c(oc1=O)cc1c(c3c(o1)CCCC3)c2)C)CCC(=O)N[C@@H](C(=O)NCC(=O)O)CCCNC(=O)N
• Canonical SMILES: O=C(N[C@@H](C(=O)NCC(=O)O)CCCNC(=O)N)CCc1c(=O)oc2c(c1C)cc1c(c2)oc2c1CCCC2
• InChI: InChI=1S/C27H32N4O8/c1-14-15(8-9-23(32)31-19(6-4-10-29-27(28)37)25(35)30-13-24(33)34)26(36)39-21-12-22-18(11-17(14)21)16-5-2-3-7-20(16)38-22/h11-12,19H,2-10,13H2,1H3,(H,30,35)(H,31,32)(H,33,34)(H3,28,29,37)/t19-/m1/s1
• InChIKey: PBFLCHWLCNYZLD-LJQANCHMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(2R)-5-(carbamoylamino)-2-(3-{7-methyl-5-oxo-4,17-dioxatetracyclo[8.7.0.0^3,^8.0^1^1,^1^6]heptadeca-1(10),2,6,8,11(16)-pentaen-6-yl}propanamido)pentanamido]acetic acid
• IUPAC Traditional name: [(2R)-5-(carbamoylamino)-2-(3-{7-methyl-5-oxo-4,17-dioxatetracyclo[8.7.0.0^3,^8.0^1^1,^1^6]heptadeca-1(10),2,6,8,11(16)-pentaen-6-yl}propanamido)pentanamido]acetic acid

Database IDs

• PubChem SID: 164271676
• PubChem CID: 16406322

CALCULATED PROPERTIES

• Acid pKa: 3.8962913
• H Acceptors: 6
• H Donor: 5
• LogD (pH = 5.5): -0.9195813
• LogD (pH = 7.4): -2.5258143
• Log P: 0.689701
• Molar Refractivity: 138.3425 cm^3
• Polarizability: 54.037136 Å^3
• Polar Surface Area: 190.06 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: false

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds