(1S,5R,13R,14S,17S)-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0^{1,13}.0^{5,17}.0^{7,18}]octadeca-7(18),8,10-triene-10,14,17-triol

• ChemBase ID: 1302
• Molecular Formular: C17H21NO4
• Molecular Mass: 303.35294
• Monoisotopic Mass: 303.14705816
• SMILES: O1[C@@H]2[C@]34[C@](O)([C@H](N(CC3)C)Cc3c4c1c(O)cc3)CC[C@@H]2O
• Canonical SMILES: O[C@H]1CC[C@@]2([C@@]34[C@H]1Oc1c4c(C[C@H]2N(CC3)C)ccc1O)O
• InChI: InChI=1S/C17H21NO4/c1-18-7-6-16-13-9-2-3-10(19)14(13)22-15(16)11(20)4-5-17(16,21)12(18)8-9/h2-3,11-12,15,19-21H,4-8H2,1H3/t11-,12+,15-,16-,17+/m0/s1
• InChIKey: AABLHGPVOULICI-BRJGLHKUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,5R,13R,14S,17S)-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0^{1,13}.0^{5,17}.0^{7,18}]octadeca-7(18),8,10-triene-10,14,17-triol
• IUPAC Traditional name: hydromorphinol
• Synonyms: Hydromorphinol

Database IDs

• CAS Number: 2183-56-4
• PubChem SID: 160964762; 46508311
• PubChem CID: 5463858

CALCULATED PROPERTIES

JChem

• Acid pKa: 10.166495
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -2.6846979
• LogD (pH = 7.4): -1.059676
• Log P: 0.19665293
• Molar Refractivity: 80.4569 cm^3
• Polarizability: 31.582043 Å^3
• Polar Surface Area: 73.16 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 0.53
• LOG S: -1.17
• Solubility (Water): 2.06e+01 g/l

DETAILS

DrugBank - DB01512

Drug information: illicit; experimental