General Information of the Compound
Compound ID
CP0036286
Compound Name
5-[2,4-dihydroxy-5-(propan-2-yl)phenyl]-N-ethyl-4-[4-(morpholin-4-ylmethyl)phenyl]-1,2-oxazole-3-carboxamide
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Synonyms
5-(2,4-dihydroxy-5-isopropylphenyl)-N-ethyl-4-(4-(morpholinomethyl)phenyl)isoxazole-3-carboxamide
5-[2,4-DIHYDROXY-5-ISOPROPYLPHENYL]-N-ETHYL-4-[4-(4-MORPHOLINYLMETHYL)PHENYL]-3-ISOXAZOLECARBOXAMIDE
5-[2,4-Dihydroxy-5-(1-Methylethyl)phenyl]-N-Ethyl-4-[4-(Morpholin-4-Ylmethyl)phenyl]isoxazole-3-Carboxamide
747412-49-3
AK174786
AUY-922
AUY922
AUY922 (NVP-AUY922)
C6V1DAR5EB
CHEBI:83656
Luminespib
Luminespib (AUY-922, NVP-AUY922)
Luminespib (NVP-AUY922)
NVP-AUY 922
NVP-AUY922
UNII-C6V1DAR5EB
VER-52296
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Structure
Formula
C26H31N3O5
Molecular Weight
465.55
Canonical SMILES
CCNC(=O)c1noc(c1-c1ccc(CN2CCOCC2)cc1)-c1cc(C(C)C)c(O)cc1O
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InChI
InChI=1S/C26H31N3O5/c1-4-27-26(32)24-23(18-7-5-17(6-8-18)15-29-9-11-33-12-10-29)25(34-28-24)20-13-19(16(2)3)21(30)14-22(20)31/h5-8,13-14,16,30-31H,4,9-12,15H2,1-3H3,(H,27,32)
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InChIKey
NDAZATDQFDPQBD-UHFFFAOYSA-N
CAS
747412-49-3
Physicochemical Property
logP
4.1251
Rotatable Bonds
7
Heavy Atom Count
34
Polar Areas
108.06
Hydrogen Bond Donor Count
3
Hydrogen Bond Acceptor Count
7
Complexity
34

"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: 135539077
SID: 15083415
ChEMBL ID
CHEMBL252164
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: PT01500, Heat shock protein HSP 90-alpha
 Protein Info 
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000083 MCF-7
 Cell Line Info 
Homo sapiens (Human)  1
1
EC50 = 7 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
CL000013 Sf9
 Cell Line Info 
Spodoptera frugiperda (Fall armyworm)  2
1
IC50 = 8 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
2
Ki = 2 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
Biochemical Assays
1 IC50 < 0.4 nM
2 IC50 = 7.8 nM
3 IC50 = 12 nM
4 IC50 = 20 nM
5 IC50 = 22 nM
6 IC50 = 25 nM
7 IC50 = 59 nM
8 IC50 = 61 nM
9 Ki = 9 nM
Protein ID: PT01478, Heat shock protein HSP 90-beta
 Protein Info 
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000083 MCF-7
 Cell Line Info 
Homo sapiens (Human)  1
1
IC50 = 7 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
CL000013 Sf9
 Cell Line Info 
Spodoptera frugiperda (Fall armyworm)  1
1
Ki = 2 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
Biochemical Assays
1 IC50 = 7 nM
2 IC50 = 16 nM
3 IC50 = 21 nM
4 IC50 = 61 nM
5 IC50 = 85 nM
6 Kd = 1.7 nM
7 Ki = 0.064 nM
8 Ki = 0.069 nM
9 Ki = 8.2 nM
Clinical Information about the Compound
Drug 1 ( NVP-AUY922 )
Drug Name NVP-AUY922
Company Vernalis; Novartis
Indication
Multiple myeloma
Phase 2
Solid tumour/cancer
Phase 2
Target(s)
Heat shock protein 90 alpha (HSP90A)
 Target Info 
Inhibitor