Natural Product: NPC51695

Natural Product ID:  NPC51695
Common Name:   4-[(2R)-2-[(1R,3R,5S)-3,5-Dimethyl-2-Oxocyclohexyl]-2-Hydroxyethyl]Piperidine-2,6-Dione
IUPAC Name:   4-[(2R)-2-[(1R,3R,5S)-3,5-dimethyl-2-oxocyclohexyl]-2-hydroxyethyl]piperidine-2,6-dione
Synonyms:  
Molecular Formula:   C15H23NO4
Standard InCHIKey:  YPHMISFOHDHNIV-LUTQBAROSA-N
Standard InCHI:  InChI=1S/C15H23NO4/c1-8-3-9(2)15(20)11(4-8)12(17)5-10-6-13(18)16-14(19)7-10/h8-12,17H,3-7H2,1-2H3,(H,16,18,19)/t8-,9+,11+,12+/m0/s1
Canonical SMILES:  C[C@H]1C[C@@H](C)C(=O)[C@H](C1)[C@@H](CC1CC(=NC(=O)C1)O)O
First Find Year:  
Max Developmental Stage:  
Synthetic Gene Cluster:   ;

  Species Source

Organism ID Organism Name Taxonomy Level Family SuperKingdom Isolation Part Collection Location Collection Time Reference
NPO9320 Weddellina squamulosa Species Podostemaceae Eukaryota UNPD*
NPO10867 Graphis elongata Species Aclididae Eukaryota UNPD*
NPO12309 Malva crispa Species Malvaceae Eukaryota UNPD*
NPO8547 Petasites niveus Species Asteraceae Eukaryota UNPD*
NPO5219 Dendrobium rotundatum Species Orchidaceae Eukaryota UNPD*
NPO18350 Culcitium canescens Species Asteraceae Eukaryota UNPD*
NPO729 Espeletia marcana Species Asteraceae Eukaryota UNPD*
NPO7883 Albugo candida Species Albuginaceae Eukaryota UNPD*
NPO24652 Toxicodendron succedaneum Species Anacardiaceae Eukaryota UNPD*
NPO11355 Homarus americanus Species Nephropidae Eukaryota UNPD*
NPO3333 Aglaia gigantea Species Meliaceae Eukaryota UNPD*
NPO8416 Picrorhiza kurrooa Species Plantaginaceae Eukaryota UNPD*
NPO12535 Solanum toxicarium Species Solanaceae Eukaryota UNPD*
NPO7365 Clibadium pentaneuron Species Asteraceae Eukaryota UNPD*
NPO6787 Neoalsomitra integrifolia Species Cucurbitaceae Eukaryota UNPD*
NPO3202 Nolina erumpens Species Asparagaceae Eukaryota UNPD*
NPO1526 Ratibida latipalearis Species Asteraceae Eukaryota UNPD*
NPO9227 Xylaria berteri Species Xylariaceae Eukaryota UNPD*
NPO2805 Distolasterias nipon Species Asteriidae Eukaryota UNPD*
NPO9937 Piptolepis leptospermoides Species Asteraceae Eukaryota UNPD*
NPO12481 Croton californicus Species Euphorbiaceae Eukaryota UNPD*
NPO1937 Andropogon nardus Species Poaceae Eukaryota UNPD*
NPO9020 Eriostemon fitzgeraldii Species Rutaceae Eukaryota UNPD*
NPO9603 Croton sparsiflorus Species Euphorbiaceae Eukaryota UNPD*
NPO3900 Phellinus xeranticus Species Hymenochaetaceae Eukaryota UNPD*
NPO24849 Rhinella paracnemis Species Bufonidae Eukaryota UNPD*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT483 Individual Protein Prelamin-A/C Homo sapiens Potency = 1000 nM PubChem BioAssay data set
NPT1197 Individual Protein Huntingtin Homo sapiens Potency = 354.8 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency = 100 nM PubChem BioAssay data set
NPT312 Organism Saccharomyces cerevisiae Saccharomyces cerevisiae Potency = 10000 nM PubChem BioAssay data set
NPT536 Uncleic Acid microRNA 21 Homo sapiens Potency = 232.8 nM PubChem BioAssay data set
NPT537 Individual Protein Ras-related protein Rab-9A Homo sapiens Potency = 316.2 nM PubChem BioAssay data set
NPT93 Individual Protein Survival motor neuron protein Homo sapiens Potency = 891.3 nM PubChem BioAssay data set
NPT189 Cell Line Vero Chlorocebus aethiops IC50 = 430 nM PubChem BioAssay data set
NPT1160 Cell Line BJ Homo sapiens EC50 = 973 nM PubChem BioAssay data set
NPT531 Individual Protein Nuclear receptor ROR-gamma Mus musculus Potency = 35481.3 nM PubChem BioAssay data set
NPT531 Individual Protein Nuclear receptor ROR-gamma Mus musculus Potency = 2818.4 nM PubChem BioAssay data set
NPT211 Individual Protein Hypoxia-inducible factor 1 alpha Homo sapiens Potency = 63.1 nM PubChem BioAssay data set
NPT94 Individual Protein Aldehyde dehydrogenase 1A1 Homo sapiens Potency = 4466.8 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency = 1032.3 nM PubChem BioAssay data set
NPT189 Cell Line Vero Chlorocebus aethiops CC50 = 960 nM PubChem BioAssay data set
NPT1415 Individual Protein Heat shock factor protein 1 Mus musculus EC50 = 660 nM PubChem BioAssay data set
NPT2 Others Unspecified EC50 < 4 nM PubChem BioAssay data set
NPT2 Others Unspecified EC50 < 100 nM PubChem BioAssay data set
NPT54 Individual Protein Nonstructural protein 1 Influenza A virus Potency = 316.2 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency = 1778.3 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency = 5623.4 nM PubChem BioAssay data set
NPT150 Individual Protein Anthrax lethal factor Bacillus anthracis Potency = 158.5 nM PubChem BioAssay data set
NPT2 Others Unspecified EC50 = 637 nM PubChem BioAssay data set
NPT538 Individual Protein Niemann-Pick C1 protein Homo sapiens Potency = 316.2 nM PubChem BioAssay data set
NPT1160 Cell Line BJ Homo sapiens EC50 = 728 nM PubChem BioAssay data set
NPT1160 Cell Line BJ Homo sapiens EC50 = 708 nM PubChem BioAssay data set
NPT531 Individual Protein Nuclear receptor ROR-gamma Mus musculus Potency = 251.2 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency = 11220.2 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 231.1 nM PubChem BioAssay data set
NPT152 Individual Protein Nuclear factor erythroid 2-related factor 2 Homo sapiens Potency 410.9 nM PubChem BioAssay data set
NPT2892 Individual Protein X-box-binding protein 1 Homo sapiens IC50 < 210 nM PubChem BioAssay data set
NPT1415 Individual Protein Heat shock factor protein 1 Mus musculus AC50 = 336 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 251.2 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 1258.9 nM PubChem BioAssay data set
NPT3132 Individual Protein 60S ribosomal protein L19-A Saccharomyces cerevisiae S288c EC50 = 570 nM PubChem BioAssay data set
NPT2 Others Unspecified IC50 = 309 nM PubChem BioAssay data set
NPT2893 Individual Protein DNA damage-inducible transcript 3 protein Mus musculus IC50 > 160 nM PubChem BioAssay data set
NPT63 Individual Protein Bromodomain adjacent to zinc finger domain protein 2B Homo sapiens Potency 1000 nM PubChem BioAssay data set
NPT2 Others Unspecified IC50 > 80000 nM PubChem BioAssay data set
NPT64 Individual Protein ATPase family AAA domain-containing protein 5 Homo sapiens Potency 517.1 nM PubChem BioAssay data set
NPT2 Others Unspecified IC50 = 450 nM PubChem BioAssay data set
NPT6 Organism Plasmodium falciparum Plasmodium falciparum Potency 73.8 nM PubChem BioAssay data set
NPT15 Cell Line Jurkat Homo sapiens IC50 = 6810 nM PubChem BioAssay data set
NPT65 Cell Line HepG2 Homo sapiens Potency 398.1 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 891.3 nM PubChem BioAssay data set
NPT6 Organism Plasmodium falciparum Plasmodium falciparum Potency 32.9 nM PubChem BioAssay data set
NPT154 Individual Protein Mothers against decapentaplegic homolog 3 Homo sapiens Potency 707.9 nM PubChem BioAssay data set
NPT586 Organism Giardia Giardia Potency 72.9 nM PubChem BioAssay data set
NPT918 Individual Protein Heat shock protein HSP 90-alpha Homo sapiens AC50 < 195 nM PubChem BioAssay data set
NPT919 Individual Protein HSP90 Plasmodium falciparum 3D7 AC50 < 195 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 79.4 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 31.6 nM PubChem BioAssay data set
NPT2 Others Unspecified AC50 > 70000 nM PubChem BioAssay data set
NPT2 Others Unspecified AC50 = 307 nM PubChem BioAssay data set
NPT2 Others Unspecified AC50 = 2180 nM PubChem BioAssay data set
NPT10 Individual Protein Geminin Homo sapiens Potency 4610.9 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 707.9 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 316.2 nM PubChem BioAssay data set
NPT10 Individual Protein Geminin Homo sapiens Potency 20596.2 nM PubChem BioAssay data set
NPT478 Individual Protein Ataxin-2 Homo sapiens Potency 1778.3 nM PubChem BioAssay data set
NPT478 Individual Protein Ataxin-2 Homo sapiens Potency 891.3 nM PubChem BioAssay data set
NPT101 Individual Protein Glucagon-like peptide 1 receptor Homo sapiens Potency 1000 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 1299.5 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 183.6 nM PubChem BioAssay data set
NPT861 Individual Protein Isocitrate dehydrogenase [NADP] cytoplasmic Homo sapiens Potency 651.3 nM PubChem BioAssay data set
NPT160 Individual Protein TAR DNA-binding protein 43 Homo sapiens Potency 891.3 nM PubChem BioAssay data set
NPT920 Individual Protein Alpha-synuclein Homo sapiens Potency 3548.1 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 1158.2 nM PubChem BioAssay data set
NPT154 Individual Protein Mothers against decapentaplegic homolog 3 Homo sapiens Potency 326.4 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 3548.1 nM PubChem BioAssay data set
NPT154 Individual Protein Mothers against decapentaplegic homolog 3 Homo sapiens Potency 1032.3 nM PubChem BioAssay data set
NPT1797 Individual Protein Alpha trans-inducing protein (VP16) Herpes simplex virus (type 1 / strain 17) IC50 85413 nM PubChem BioAssay data set
NPT3133 Individual Protein COUP transcription factor 2 Homo sapiens IC50 1032 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 1122 nM PubChem BioAssay data set
NPT2 Others Unspecified AC50 4920 nM PubChem BioAssay data set
NPT152 Individual Protein Nuclear factor erythroid 2-related factor 2 Homo sapiens Potency 12995.3 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 794.3 nM PubChem BioAssay data set
NPT2 Others Unspecified EC50 1 nM PubChem BioAssay data set

  Similar Natural Products in NPASS

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient

●  The left chart: Distribution of similarity level between NPC51695 and all remaining natural products in the NPASS database.
●  The right table: Most similar natural products (Tc>=0.56 or Top200).

Similarity Score Similarity Level Natural Product ID
1.0 High Similarity NPC200085
1.0 High Similarity NPC314858
1.0 High Similarity NPC253703
0.7841 Intermediate Similarity NPC314500
0.6408 Remote Similarity NPC271269
0.6346 Remote Similarity NPC251330
0.6346 Remote Similarity NPC42590
0.6322 Remote Similarity NPC474020
0.6311 Remote Similarity NPC259476
0.6264 Remote Similarity NPC47135
0.6263 Remote Similarity NPC47076
0.6263 Remote Similarity NPC134504
0.625 Remote Similarity NPC316242
0.6238 Remote Similarity NPC473224
0.618 Remote Similarity NPC315131
0.618 Remote Similarity NPC478017
0.618 Remote Similarity NPC315535
0.618 Remote Similarity NPC475725
0.618 Remote Similarity NPC473984
0.6168 Remote Similarity NPC92829
0.6145 Remote Similarity NPC472984
0.6139 Remote Similarity NPC234542
0.6122 Remote Similarity NPC226513
0.6095 Remote Similarity NPC154601
0.6038 Remote Similarity NPC475800
0.6023 Remote Similarity NPC159789
0.6 Remote Similarity NPC122404
0.5981 Remote Similarity NPC168733
0.5957 Remote Similarity NPC219535
0.5957 Remote Similarity NPC50438
0.5957 Remote Similarity NPC237938
0.5957 Remote Similarity NPC477434
0.5957 Remote Similarity NPC475689
0.5946 Remote Similarity NPC24462
0.5943 Remote Similarity NPC473252
0.5926 Remote Similarity NPC474725
0.5909 Remote Similarity NPC7797
0.5909 Remote Similarity NPC317212
0.5895 Remote Similarity NPC473350
0.5895 Remote Similarity NPC477205
0.5889 Remote Similarity NPC474003
0.5882 Remote Similarity NPC319007
0.5876 Remote Similarity NPC193386
0.5875 Remote Similarity NPC475821
0.5849 Remote Similarity NPC14537
0.5843 Remote Similarity NPC35871
0.5843 Remote Similarity NPC68565
0.5843 Remote Similarity NPC132064
0.5833 Remote Similarity NPC475150
0.5833 Remote Similarity NPC83242
0.5833 Remote Similarity NPC475729
0.5833 Remote Similarity NPC474215
0.5825 Remote Similarity NPC474952
0.5824 Remote Similarity NPC478084
0.5806 Remote Similarity NPC254123
0.578 Remote Similarity NPC473578
0.5773 Remote Similarity NPC263802
0.5761 Remote Similarity NPC275243
0.575 Remote Similarity NPC477352
0.5747 Remote Similarity NPC476731
0.5732 Remote Similarity NPC469923
0.573 Remote Similarity NPC133922
0.5727 Remote Similarity NPC46764
0.5714 Remote Similarity NPC226491
0.5714 Remote Similarity NPC477614
0.5714 Remote Similarity NPC131104
0.5714 Remote Similarity NPC476330
0.5714 Remote Similarity NPC3032
0.5714 Remote Similarity NPC473319
0.5702 Remote Similarity NPC216335
0.57 Remote Similarity NPC315237
0.5698 Remote Similarity NPC474954
0.5684 Remote Similarity NPC268578
0.5684 Remote Similarity NPC217559
0.5684 Remote Similarity NPC227170
0.5684 Remote Similarity NPC292458
0.5682 Remote Similarity NPC473267
0.567 Remote Similarity NPC119633
0.567 Remote Similarity NPC171698
0.567 Remote Similarity NPC321340
0.567 Remote Similarity NPC302111
0.567 Remote Similarity NPC270957
0.5667 Remote Similarity NPC125767
0.5667 Remote Similarity NPC21220
0.5663 Remote Similarity NPC474552
0.5657 Remote Similarity NPC471459
0.5657 Remote Similarity NPC61688
0.5657 Remote Similarity NPC200580
0.5657 Remote Similarity NPC67653
0.5657 Remote Similarity NPC477443
0.5657 Remote Similarity NPC477440
0.5652 Remote Similarity NPC185465
0.5638 Remote Similarity NPC476071
0.5638 Remote Similarity NPC192456
0.5636 Remote Similarity NPC133729
0.5632 Remote Similarity NPC6120
0.5632 Remote Similarity NPC213178
0.5632 Remote Similarity NPC321732
0.5632 Remote Similarity NPC327728
0.5632 Remote Similarity NPC324607
0.5632 Remote Similarity NPC131892
0.5625 Remote Similarity NPC471044
0.5625 Remote Similarity NPC277918
0.5625 Remote Similarity NPC473336
0.5625 Remote Similarity NPC469865
0.5618 Remote Similarity NPC473775
0.5618 Remote Similarity NPC474100
0.5618 Remote Similarity NPC475260
0.5618 Remote Similarity NPC51249
0.5618 Remote Similarity NPC43219
0.5618 Remote Similarity NPC473699
0.5618 Remote Similarity NPC475232
0.5612 Remote Similarity NPC259009
0.5612 Remote Similarity NPC298904
0.561 Remote Similarity NPC469921
0.5604 Remote Similarity NPC472486
0.5604 Remote Similarity NPC472487
0.5603 Remote Similarity NPC323532
0.56 Remote Similarity NPC475211
0.56 Remote Similarity NPC477442
0.56 Remote Similarity NPC80401
0.56 Remote Similarity NPC476296
0.56 Remote Similarity NPC477433
0.56 Remote Similarity NPC88337
0.56 Remote Similarity NPC477444

  Similar Clinical/Approved Drugs

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules.

●  The left chart: Distribution of similarity level between NPC51695 and all drugs/candidates.
●  The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

Similarity Score Similarity Level Drug ID Developmental Stage
0.6364 Remote Similarity NPD354 Approved
0.6264 Remote Similarity NPD7345 Approved
0.6238 Remote Similarity NPD8418 Phase 2
0.6211 Remote Similarity NPD4264 Clinical (unspecified phase)
0.618 Remote Similarity NPD7917 Clinical (unspecified phase)
0.618 Remote Similarity NPD7918 Clinical (unspecified phase)
0.6104 Remote Similarity NPD9647 Approved
0.6064 Remote Similarity NPD619 Phase 3
0.6023 Remote Similarity NPD3703 Phase 2
0.5843 Remote Similarity NPD2257 Approved
0.5806 Remote Similarity NPD1448 Clinical (unspecified phase)
0.5714 Remote Similarity NPD3171 Clinical (unspecified phase)
0.5682 Remote Similarity NPD3187 Discontinued
0.5636 Remote Similarity NPD8305 Approved
0.5636 Remote Similarity NPD8306 Approved
0.5632 Remote Similarity NPD3699 Clinical (unspecified phase)
0.5632 Remote Similarity NPD3700 Clinical (unspecified phase)
0.5632 Remote Similarity NPD3698 Phase 2

Structure

External Identifiers

PubChem CID   6604199
ChEMBL   CHEMBL1358722
ZINC  

Physicochemical Properties

Molecular Weight:  281.16
ALogP:  -1.1984
MLogP:  2.56
XLogP:  1.416
# Rotatable Bonds:  7
Polar Surface Area:  86.96
# H-Bond Aceptor:  5
# H-Bond Donor:  2
# Rings:  2
# Heavy Atoms:  20

Download Data

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Structure MOL file  
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Biological Activities  
Similar NPs/Drugs