CAS 17692-51-2|1,6-Dimethyl-8-beta-carbobenzyloxaminomethyl-10-alpha-ergoline|Liserdol|METERGOLINE|(((8-beta)-1,6-Dimethylergolin-8-yl)methyl)carbamic acid phenylmethyl ester|Metergoline phenylmethy...

General Information

Structure

Molecular Formula

C₂₅H₂₉N₃O₂

Molecular Mass

403.51666

Exact Mass

403.22597718

Charge

InChI

InChI=1S/C25H29N3O2/c1-27-14-18(13-26-25(29)30-16-17-7-4-3-5-8-17)11-21-20-9-6-10-22-24(20)19(12-23(21)27)15-28(22)2/h3-10,15,18,21,23H,11-14,16H2,1-2H3,(H,26,29)

InChIKey

WZHJKEUHNJHDLS-UHFFFAOYSA-N

Canonic Smiles

CN1CC(C/N=C(/OCc2ccccc2)\O)CC2C1Cc1cn(c3c1c2ccc3)C

Isomeric Smiles

CN1CC(C/N=C(\O)/OCc2ccccc2)CC2C1Cc1cn(C)c3cccc2c13

Calculated Properties

JChem

Acid pKa

7.9748406

H Acceptors

H Donor

LogD (pH = 5.5)

1.8677952

LogD (pH = 7.4)

3.5403776

Log P

3.8996403

Molar Refractivity

120.0893

Polarizability

47.09418

Polar Surface Area

49.99

Rotatable Bonds

Lipinski's Rule of Five

true

Data Source

Academic Data

Commercial Catalog

Data Source

Names and Identifiers

Synonyms

1,6-Dimethyl-8-beta-carbobenzyloxaminomethyl-10-alpha-ergolineLiserdolMETERGOLINE(((8-beta)-1,6-Dimethylergolin-8-yl)methyl)carbamic acid phenylmethyl esterMetergoline phenylmethyl ester

IUPAC Traditional name

N-({6,11-dimethyl-6,11-diazatetracyclo[7.6.1.0^{2,7}.0^{12,16}]hexadeca-1(16),9,12,14-tetraen-4-yl}methyl)benzyloxycarboximidic acid

IUPAC name

N-({6,11-dimethyl-6,11-diazatetracyclo[7.6.1.0^{2,7}.0^{12,16}]hexadeca-1(16),9,12,14-tetraen-4-yl}methyl)(benzyloxy)carboximidic acid

Names and Identifiers

Registration numbers

CAS Number

17692-51-2

EC Number

241-686-3

PubChem CID

4090