(1S,5R,13R,14R,17S)-4-(prop-2-en-1-yl)-12-oxa-4-azapentacyclo[9.6.1.01,13.05,17.07,18]octadeca-7(18),8,10-triene-10,14,17-triol

• ChemBase ID: 128540
• Molecular Formular: C19H23NO4
• Molecular Mass: 329.39022
• Monoisotopic Mass: 329.16270822
• SMILES: Oc1c2c3c(cc1)C[C@@H]1[C@]4(O)CC[C@@H](O)[C@H](O2)[C@]34CCN1CC=C
• Canonical SMILES: C=CCN1CC[C@@]23[C@@]4([C@H]1Cc1c3c(O[C@H]2[C@@H](CC4)O)c(cc1)O)O
• InChI: InChI=1S/C19H23NO4/c1-2-8-20-9-7-18-15-11-3-4-12(21)16(15)24-17(18)13(22)5-6-19(18,23)14(20)10-11/h2-4,13-14,17,21-23H,1,5-10H2/t13-,14-,17+,18+,19-/m1/s1
• InChIKey: HMWHERQFMBEHNG-CSJNCLCHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,5R,13R,14R,17S)-4-(prop-2-en-1-yl)-12-oxa-4-azapentacyclo[9.6.1.0^1,^1^3.0^5,^1^7.0^7,^1^8]octadeca-7(18),8,10-triene-10,14,17-triol
• IUPAC Traditional name: (1S,5R,13R,14R,17S)-4-(prop-2-en-1-yl)-12-oxa-4-azapentacyclo[9.6.1.0^1,^1^3.0^5,^1^7.0^7,^1^8]octadeca-7(18),8,10-triene-10,14,17-triol
• Synonyms: Naloxol

Database IDs

• CAS Number: 20410-95-1
• PubChem SID: 162222847
• PubChem CID: 11002006; 5492271
• Wikipedia Title: Naloxol

CALCULATED PROPERTIES

• Acid pKa: 7.421483
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -1.5801177
• LogD (pH = 7.4): -0.05648312
• Log P: 0.24053775
• Molar Refractivity: 89.6196 cm^3
• Polarizability: 35.009438 Å^3
• Polar Surface Area: 73.16 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true