(1S,5S,13R,17S)-6,10,17-trihydroxy-4-methyl-12-oxa-4-azapentacyclo[9.6.1.01,13.05,17.07,18]octadeca-7(18),8,10-trien-14-one

• ChemBase ID: 171120
• Molecular Formular: C17H19NO5
• Molecular Mass: 317.33646
• Monoisotopic Mass: 317.12632271
• SMILES: c1(c2c3c(cc1)C([C@H]1[C@]4([C@@]3([C@H](C(=O)CC4)O2)CCN1C)O)O)O
• Canonical SMILES: O=C1CC[C@@]2([C@@]34[C@H]1Oc1c4c(C([C@@H]2N(CC3)C)O)ccc1O)O
• InChI: InChI=1S/C17H19NO5/c1-18-7-6-16-11-8-2-3-9(19)13(11)23-15(16)10(20)4-5-17(16,22)14(18)12(8)21/h2-3,12,14-15,19,21-22H,4-7H2,1H3/t12?,14-,15-,16-,17+/m0/s1
• InChIKey: PHAULTWBLLFYRX-MSGRTWHASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,5S,13R,17S)-6,10,17-trihydroxy-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0^1,^1^3.0^5,^1^7.0^7,^1^8]octadeca-7(18),8,10-trien-14-one
• IUPAC Traditional name: (1S,5S,13R,17S)-6,10,17-trihydroxy-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0^1,^1^3.0^5,^1^7.0^7,^1^8]octadeca-7(18),8,10-trien-14-one
• Synonyms: 10α-Hydroxy Oxymorphone

Database IDs

• PubChem SID: 164227030
• PubChem CID: 71749265

CALCULATED PROPERTIES

• Acid pKa: 9.749359
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): -2.1944542
• LogD (pH = 7.4): -0.49612585
• Log P: -0.03002481
• Molar Refractivity: 80.767 cm^3
• Polarizability: 31.840263 Å^3
• Polar Surface Area: 90.23 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - H951200

An Oxymorphone derivative.