General Information of the Compound
Compound ID
CP0433220
Compound Name
(E)-N-hydroxy-N-methyl-3-phenanthren-9-ylprop-2-enamide
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Synonyms
(E)-3-(Phenanthren-9-yl)-N-methyl-2-propenehydroxamic acid
BDBM50015150
CHEMBL367247
N-Hydroxy-N-methyl-3-phenanthren-9-yl-acrylamide
ZINC28023141
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Structure
Formula
C18H15NO2
Molecular Weight
277.323
Canonical SMILES
CN(O)C(=O)\C=C\c1cc2ccccc2c2ccccc12
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InChI
InChI=1S/C18H15NO2/c1-19(21)18(20)11-10-14-12-13-6-2-3-7-15(13)17-9-5-4-8-16(14)17/h2-12,21H,1H3/b11-10+
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InChIKey
NKRFCIWHWNMHCB-ZHACJKMWSA-N
Physicochemical Property
logP
3.8538
Rotatable Bonds
2
Heavy Atom Count
21
Polar Areas
40.54
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
2
Complexity
21

"RO5" indicates the cutoff set by lipinski's rule of five:

(1) Molecular weight less than 500 Dalton;

(2) xlogp less than 5;

(3) No more than 5 hbonddonor (Hydrogen Bond Donor Count);

(4) No more than 10 hbondacc (Hydrogen Bond Acceptor Count);

(5) No more than 10 rotbonds (Rotatable Bond Count).

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PubChem ID
CID: 13746844
ChEMBL ID
CHEMBL367247
Map of Molecular Bioactivity Related to the Compound
Map of Molecular Bioactivity Related to the Compound

Compound
Cell Line
Protein

Bioactivity Value:

<= 0.1 μM
> 0.1 μM and <= 10 μM
> 10 μM
Imprecise Activity
Table of Molecular Bioactivities Related to the Compound
Protein ID: PT01743, Polyunsaturated fatty acid 5-lipoxygenase
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000194 RBL-1 Rattus norvegicus (Rat)  1
1
IC50 = 120 nM
   TI
   LI
   LO
   TS
Clinical Information about the Compound
Drug 1 ( N-Hydroxy-N-methyl-3-phenanthren-9-yl-acrylamide )
Drug Name N-Hydroxy-N-methyl-3-phenanthren-9-yl-acrylamide
Target(s)
Arachidonate 5-lipoxygenase (5-LOX)
Inhibitor