Natural Product: NPC200085

Natural Product ID:  NPC200085
Common Name:   Naramycin B
IUPAC Name:   4-[(2R)-2-[(1R,3S,5S)-3,5-dimethyl-2-oxocyclohexyl]-2-hydroxyethyl]piperidine-2,6-dione
Synonyms:  
Molecular Formula:   C15H23NO4
Standard InCHIKey:  YPHMISFOHDHNIV-GAIPPQHRSA-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
NPO12535 Solanum toxicarium Species Solanaceae Eukaryota UNPD*
NPO10867 Graphis elongata Species Aclididae Eukaryota UNPD*
NPO2805 Distolasterias nipon Species Asteriidae Eukaryota UNPD*
NPO8995 Angelica capitellata Species Apiaceae Eukaryota UNPD*
NPO12481 Croton californicus Species Euphorbiaceae Eukaryota UNPD*
NPO12485 Ceiba pentandra Species Malvaceae Eukaryota UNPD*
NPO9320 Weddellina squamulosa Species Podostemaceae Eukaryota UNPD*
NPO12309 Malva crispa Species Malvaceae Eukaryota UNPD*
NPO6787 Neoalsomitra integrifolia Species Cucurbitaceae Eukaryota UNPD*
NPO2821 Polysphondylium violaceum Species NA Eukaryota UNPD*
NPO18350 Culcitium canescens Species Asteraceae Eukaryota UNPD*
NPO8416 Picrorhiza kurrooa Species Plantaginaceae Eukaryota UNPD*
NPO3900 Phellinus xeranticus Species Hymenochaetaceae Eukaryota UNPD*
NPO729 Espeletia marcana Species Asteraceae Eukaryota UNPD*
NPO1526 Ratibida latipalearis Species Asteraceae Eukaryota UNPD*
NPO11355 Homarus americanus Species Nephropidae Eukaryota UNPD*
NPO1937 Andropogon nardus Species Poaceae Eukaryota UNPD*
NPO9937 Piptolepis leptospermoides Species Asteraceae Eukaryota UNPD*
NPO9227 Xylaria berteri Species Xylariaceae Eukaryota UNPD*
NPO12378 Streptomyces blastmyceticus Species Streptomycetaceae Bacteria UNPD*
NPO24849 Rhinella paracnemis Species Bufonidae Eukaryota UNPD*
NPO7883 Albugo candida Species Albuginaceae Eukaryota UNPD*
NPO3202 Nolina erumpens Species Asparagaceae Eukaryota UNPD*
NPO9020 Eriostemon fitzgeraldii Species Rutaceae Eukaryota UNPD*
NPO9603 Croton sparsiflorus Species Euphorbiaceae Eukaryota UNPD*
NPO8547 Petasites niveus Species Asteraceae Eukaryota UNPD*
NPO3333 Aglaia gigantea Species Meliaceae Eukaryota UNPD*
NPO5219 Dendrobium rotundatum Species Orchidaceae Eukaryota UNPD*
NPO7365 Clibadium pentaneuron Species Asteraceae Eukaryota UNPD*
NPO24652 Toxicodendron succedaneum Species Anacardiaceae Eukaryota UNPD*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT591 Individual Protein Glycogen synthase kinase-3 beta Homo sapiens IZ = 12 mm 19711989
NPT591 Individual Protein Glycogen synthase kinase-3 beta Homo sapiens IZ = 15 mm 19711989
NPT591 Individual Protein Glycogen synthase kinase-3 beta Homo sapiens IZ = 16 mm 19711989
NPT591 Individual Protein Glycogen synthase kinase-3 beta Homo sapiens IZ = 22 mm 19711989
NPT591 Individual Protein Glycogen synthase kinase-3 beta Homo sapiens IZ = 25 mm 19711989
NPT591 Individual Protein Glycogen synthase kinase-3 beta Homo sapiens IZ = 33 mm 19711989
NPT213 Individual Protein Cytochrome P450 2C19 Homo sapiens Potency = 15848.9 nM PubChem BioAssay data set
NPT531 Individual Protein Nuclear receptor ROR-gamma Mus musculus Potency = 28183.8 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency = 3162.3 nM PubChem BioAssay data set
NPT150 Individual Protein Anthrax lethal factor Bacillus anthracis Potency = 199.5 nM PubChem BioAssay data set
NPT150 Individual Protein Anthrax lethal factor Bacillus anthracis Potency = 125.9 nM PubChem BioAssay data set
NPT531 Individual Protein Nuclear receptor ROR-gamma Mus musculus Potency = 100 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency = 446.7 nM PubChem BioAssay data set
NPT213 Individual Protein Cytochrome P450 2C19 Homo sapiens AC50 = 15848.93 nM PubChem BioAssay data set
NPT208 Individual Protein Cytochrome P450 1A2 Homo sapiens AC50 = 39810.72 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 84.1 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 133.4 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 3162.3 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 35481.3 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 1258.9 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 NPC200085 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 NPC51695
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 NPC200085 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   120760
ChEMBL   CHEMBL1078564
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