CAS 14297-87-1|(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|Benzylmorphine|benzylmorphine|(1S,5R,13R,14S,1...

General Information

Structure

Molecular Formula

C₂₄H₂₅NO₃

Molecular Mass

375.4602

Exact Mass

375.18344367

Charge

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

Canonic Smiles

CN1CC[C@@]23[C@@H]4[C@H]1Cc1c3c(O[C@H]2[C@H](C=C4)O)c(cc1)OCc1ccccc1

Isomeric Smiles

O1[C@@H]2[C@]34[C@H]([C@H](N(CC3)C)Cc3c4c1c(OCc1ccccc1)cc3)C=C[C@@H]2O

Calculated Properties

JChem

Acid pKa

13.78274

H Acceptors

H Donor

LogD (pH = 5.5)

-0.21655373

LogD (pH = 7.4)

1.2803137

Log P

3.0674243

Molar Refractivity

109.2173

Polarizability

42.203365

Polar Surface Area

41.93

Rotatable Bonds

Lipinski's Rule of Five

true

ALOGPS 2.1

Log P

2.71

LOG S

-3.92

Solubility (Water)

4.56e-02 g/l

Data Source

Academic Data

Data Source

Names and Identifiers

IUPAC name

(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 (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

Synonyms

BenzylmorphineBenzylmorphine3-Benzyloxy- 4,5α-epoxy- 17-methyl- 7-morphinen-6α-olPeronine

IUPAC Traditional name

benzylmorphine

Names and Identifiers

Registration numbers

CAS Number

14297-87-1

PubChem SID

46504682160964816

PubChem CID

5362507