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(1S,5R,13R,14S,17R)-10-(benzyloxy)-4-methyl-12-oxa-4-azapentacyclo[9.6.1.01,13.05,17.07,18]octadeca-7,9,11(18),15-tetraen-14-ol
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ChemBase ID:
1356
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Molecular Formular:
C24H25NO3
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Molecular Mass:
375.4602
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Monoisotopic Mass:
375.18344367
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SMILES and InChIs
SMILES:
O1[C@@H]2[C@]34[C@H]([C@H](N(CC3)C)Cc3c4c1c(OCc1ccccc1)cc3)C=C[C@@H]2O
Canonical SMILES:
CN1CC[C@@]23[C@@H]4[C@H]1Cc1c3c(O[C@H]2[C@H](C=C4)O)c(cc1)OCc1ccccc1
InChI:
InChI=1S/C24H25NO3/c1-25-12-11-24-17-8-9-19(26)23(24)28-22-20(27-14-15-5-3-2-4-6-15)10-7-16(21(22)24)13-18(17)25/h2-10,17-19,23,26H,11-14H2,1H3/t17-,18+,19-,23-,24-/m0/s1
InChIKey:
RDJGWRFTDZZXSM-RNWLQCGYSA-N
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Cite this record
CBID:1356 http://www.chembase.cn/molecule-1356.html
NAMES AND DATABASE IDS
NAMES AND DATABASE IDS
Names Database IDs
IUPAC name
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(1S,5R,13R,14S,17R)-10-(benzyloxy)-4-methyl-12-oxa-4-azapentacyclo[9.6.1.01,13.05,17.07,18]octadeca-7,9,11(18),15-tetraen-14-ol
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(1S,5R,13R,14S,17R)-10-(benzyloxy)-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0^{1,13}.0^{5,17}.0^{7,18}]octadeca-7(18),8,10,15-tetraen-14-ol
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IUPAC Traditional name
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Synonyms
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Benzylmorphine
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Peronine
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3-Benzyloxy- 4,5α-epoxy- 17-methyl- 7-morphinen-6α-ol
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Benzylmorphine
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CAS Number
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PubChem SID
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PubChem CID
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Chemspider ID
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DrugBank ID
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Wikipedia Title
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DATA SOURCES
DATA SOURCES
All Sources Commercial Sources Non-commercial Sources
Data Source
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Data ID
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Price
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CALCULATED PROPERTIES
CALCULATED PROPERTIES
JChem
ALOGPS 2.1
Acid pKa
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13.78274
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H Acceptors
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4
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H Donor
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1
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LogD (pH = 5.5)
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-0.21655373
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LogD (pH = 7.4)
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1.2803137
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Log P
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3.0674243
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Molar Refractivity
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109.2173 cm3
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Polarizability
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42.203365 Å3
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Polar Surface Area
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41.93 Å2
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Rotatable Bonds
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3
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Lipinski's Rule of Five
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true
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Log P
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2.71
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LOG S
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-3.92
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Solubility (Water)
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4.56e-02 g/l
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PROPERTIES
PROPERTIES
Pharmacology Properties
Bioassay(PubChem)
Legal Status
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Schedule I (US)
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Show
data source
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DETAILS
DETAILS
DrugBank
Wikipedia
DrugBank -
DB01573
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Drug Groups
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illicit; experimental |
External Links |
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PATENTS
PATENTS
PubChem Patent
Google Patent