CAS 102518-79-6|(1R,9R,13E)-1-amino-13-ethylidene-11-methyl-6-azatricyclo[7.3.1.0^{2,7}]trideca-2(7),3,10-trien-5-one|Huperaine A|(1R,9R,13E)-1-amino-13-ethylidene-11-methyl-6-azatricyclo[7.3.1.0^{2...

General Information

Structure

Molecular Formula

C₁₅H₁₈N₂O

Molecular Mass

242.31622

Exact Mass

242.14191321

Charge

InChI

InChI=1S/C15H18N2O/c1-3-11-10-6-9(2)8-15(11,16)12-4-5-14(18)17-13(12)7-10/h3-6,10H,7-8,16H2,1-2H3,(H,17,18)/b11-3+/t10-,15+/m0/s1

InChIKey

ZRJBHWIHUMBLCN-YQEJDHNASA-N

Canonic Smiles

C/C=C/1\[C@H]2C=C(C[C@]1(N)c1c(C2)[nH]c(=O)cc1)C

Isomeric Smiles

c1(=O)[nH]c2c(cc1)[C@@]1(/C(=C/C)/[C@H](C2)C=C(C1)C)N

Calculated Properties

JChem

Acid pKa

11.107823

H Acceptors

H Donor

LogD (pH = 5.5)

-2.3114355

LogD (pH = 7.4)

-1.0717244

Log P

0.6177158

Molar Refractivity

75.795

Polarizability

27.949518

Polar Surface Area

55.12

Rotatable Bonds

Lipinski's Rule of Five

true

ALOGPS 2.1

Log P

1.78

LOG S

-3.16

Solubility (Water)

1.66e-01 g/l

Data Source

Academic Data

Data Source

Names and Identifiers

IUPAC name

(1R,9R,13E)-1-amino-13-ethylidene-11-methyl-6-azatricyclo[7.3.1.0^{2,7}]trideca-2(7),3,10-trien-5-one (1R,9R)-1-amino-13-ethylidene-11-methyl-6-azatricyclo[7.3.1.0²,⁷]trideca-2(7),3,10-trien-5-one

Synonyms

Huperaine AHupAHuperzine A

IUPAC Traditional name

(1R,9R,13E)-1-amino-13-ethylidene-11-methyl-6-azatricyclo[7.3.1.0^{2,7}]trideca-2(7),3,10-trien-5-one (1R,9R)-1-amino-13-ethylidene-11-methyl-6-azatricyclo[7.3.1.0²,⁷]trideca-2(7),3,10-trien-5-one

Names and Identifiers

Registration numbers

PubChem SID

PubChem CID

Chemspider ID

DrugBank ID

CAS Number