Natural Product: NPC304788

Natural Product ID:  NPC304788
Common Name:   Benzoquinone
IUPAC Name:   cyclohexa-2,5-diene-1,4-dione
Synonyms:  
Molecular Formula:   C6H4O2
Standard InCHIKey:  AZQWKYJCGOJGHM-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C6H4O2/c7-5-1-2-6(8)4-3-5/h1-4H
Canonical SMILES:  O=C1C=CC(=O)C=C1
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
NPO9586 Tetracera poggei Species Dilleniaceae Eukaryota UNPD*
NPO11509 Isostigma peucedanifolium Species Asteraceae Eukaryota UNPD*
NPO1797 Homo sapiens Species Hominidae Eukaryota urine PMID[24023812]
NPO20338 Mus musculus Species Muridae Eukaryota PMID[19425150]
NPO12542 Lygos raetam NA NA NA UNPD*
NPO12446 Folium ilicis cornutae NA NA NA TCMSP*
NPO21903 Belamcandae rhizome NA NA NA TCMSP*
NPO29699 Meliae cortex NA NA NA TCMSP*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT277 Individual Protein Caspase-1 Homo sapiens IC50 = 3000 nM 9873452
NPT168 Cell Line P388 Mus musculus IC50 = 11100 nM 10.1016/0960-894X(96)00326-5
NPT81 Cell Line A549 Homo sapiens IC50 = 46200 nM 10.1016/0960-894X(96)00326-5
NPT139 Cell Line HT-29 Homo sapiens IC50 = 46200 nM 10.1016/0960-894X(96)00326-5
NPT170 Cell Line SK-MEL-28 Homo sapiens IC50 = 46200 nM 10.1016/0960-894X(96)00326-5
NPT203 Individual Protein Carboxylesterase 2 Homo sapiens Ki > 100000 nM 15828829
NPT166 Individual Protein Acyl coenzyme A:cholesterol acyltransferase Homo sapiens Ki > 100000 nM 15828829
NPT2610 Individual Protein Acyl coenzyme A:cholesterol acyltransferase Oryctolagus cuniculus Ki > 100000 nM 15828829
NPT204 Individual Protein Acetylcholinesterase Homo sapiens Ki = 955 nM 15828829
NPT439 Individual Protein Butyrylcholinesterase Homo sapiens Ki = 2050 nM 15828829
NPT79 Organism Bacillus subtilis Bacillus subtilis MIC > 50 ug/ml 7714539
NPT729 Organism Micrococcus luteus Micrococcus luteus MIC > 50 ug/ml 7714539
NPT20 Organism Candida albicans Candida albicans MIC = 25 ug/ml 7714539
NPT176 Organism Artemia salina Artemia salina LC50 = 0.73 ppm 7714539
NPT1221 Organism Gambusia affinis Gambusia affinis LC50 = 1 ppm 7714539
NPT179 Cell Line A2780 Homo sapiens IC50 = 7800 nM 19028102
NPT911 Individual Protein Dual specificity phosphatase Cdc25B Homo sapiens IC50 > 50000 nM 19028102
NPT1497 Individual Protein Dual specificity protein phosphatase 1 Mus musculus IC50 > 50000 nM 19028102
NPT1498 Individual Protein Dual specificity protein phosphatase 6 Rattus norvegicus IC50 > 50000 nM 19028102
NPT347 Cell Line Lymphoblastoid cells Homo sapiens Potency = 50118.7 nM PubChem BioAssay data set
NPT347 Cell Line Lymphoblastoid cells Homo sapiens Potency = 39810.7 nM PubChem BioAssay data set
NPT2741 Individual Protein Pyruvate kinase Leishmania mexicana Potency = 25118.9 nM PubChem BioAssay data set
NPT47 Individual Protein ATP-dependent DNA helicase Q1 Homo sapiens Potency = 39810.7 nM PubChem BioAssay data set
NPT347 Cell Line Lymphoblastoid cells Homo sapiens Potency = 31622.8 nM PubChem BioAssay data set
NPT49 Individual Protein DNA-(apurinic or apyrimidinic site) lyase Homo sapiens Potency = 7079.5 nM PubChem BioAssay data set
NPT50 Individual Protein Tyrosyl-DNA phosphodiesterase 1 Homo sapiens Potency = 17782.8 nM PubChem BioAssay data set
NPT94 Individual Protein Aldehyde dehydrogenase 1A1 Homo sapiens Potency = 39810.7 nM PubChem BioAssay data set
NPT282 Individual Protein MAP kinase ERK2 Homo sapiens Potency = 25118.9 nM PubChem BioAssay data set
NPT49 Individual Protein DNA-(apurinic or apyrimidinic site) lyase Homo sapiens Potency = 14125.4 nM PubChem BioAssay data set
NPT58 Individual Protein Bloom syndrome protein Homo sapiens Potency = 1.6 nM PubChem BioAssay data set
NPT149 Individual Protein Endoplasmic reticulum-associated amyloid beta-peptide-binding protein Homo sapiens Potency = 10000 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency = 10000 nM PubChem BioAssay data set
NPT531 Individual Protein Nuclear receptor ROR-gamma Mus musculus Potency = 11220.2 nM PubChem BioAssay data set
NPT59 Individual Protein DNA polymerase beta Homo sapiens Potency = 31622.8 nM PubChem BioAssay data set
NPT347 Cell Line Lymphoblastoid cells Homo sapiens Potency = 25118.9 nM PubChem BioAssay data set
NPT532 Individual Protein Lysine-specific demethylase 4A Homo sapiens Potency 39810.7 nM PubChem BioAssay data set
NPT50 Individual Protein Tyrosyl-DNA phosphodiesterase 1 Homo sapiens Potency 39810.7 nM PubChem BioAssay data set
NPT477 Individual Protein DNA dC->dU-editing enzyme APOBEC-3G Homo sapiens IC50 = 36100 nM PubChem BioAssay data set
NPT800 Individual Protein M-phase phosphoprotein 8 Homo sapiens Potency 50118.7 nM PubChem BioAssay data set
NPT62 Individual Protein 6-phospho-1-fructokinase Trypanosoma brucei Potency 42561.5 nM PubChem BioAssay data set
NPT5 Individual Protein Histone-lysine N-methyltransferase, H3 lysine-9 specific 3 Homo sapiens Potency 56234.1 nM PubChem BioAssay data set
NPT135 Individual Protein Chromobox protein homolog 1 Homo sapiens Potency 79432.8 nM PubChem BioAssay data set
NPT135 Individual Protein Chromobox protein homolog 1 Homo sapiens Potency 31622.8 nM PubChem BioAssay data set
NPT8 Individual Protein DNA polymerase iota Homo sapiens Potency 79432.8 nM PubChem BioAssay data set
NPT7 Individual Protein Thioredoxin reductase 1, cytoplasmic Rattus norvegicus Potency 891.3 nM PubChem BioAssay data set
NPT7 Individual Protein Thioredoxin reductase 1, cytoplasmic Rattus norvegicus Potency 89125.1 nM PubChem BioAssay data set
NPT803 Individual Protein Flap endonuclease 1 Homo sapiens Potency 25118.9 nM PubChem BioAssay data set
NPT8 Individual Protein DNA polymerase iota Homo sapiens Potency 17782.8 nM PubChem BioAssay data set
NPT98 Individual Protein HERG Homo sapiens Potency 50118.7 nM PubChem BioAssay data set
NPT9 Individual Protein DNA polymerase eta Homo sapiens Potency 39810.7 nM PubChem BioAssay data set
NPT106 Individual Protein Peroxisome proliferator-activated receptor delta Homo sapiens Potency 22387.2 nM PubChem BioAssay data set
NPT539 Individual Protein Cellular tumor antigen p53 Homo sapiens Potency 50118.7 nM PubChem BioAssay data set
NPT152 Individual Protein Nuclear factor erythroid 2-related factor 2 Homo sapiens Potency 47307.9 nM PubChem BioAssay data set
NPT10 Individual Protein Geminin Homo sapiens Potency 562.3 nM PubChem BioAssay data set
NPT102 Individual Protein Interleukin-8 Homo sapiens Potency 74978 nM PubChem BioAssay data set
NPT103 Individual Protein Nuclear receptor ROR-gamma Homo sapiens Potency 26603.2 nM PubChem BioAssay data set
NPT1499 Organism Erwinia amylovora Erwinia amylovora MIC = 10000 nM 23163769
NPT1499 Organism Erwinia amylovora Erwinia amylovora MIC = 100000 nM 23163769
NPT489 Organism Coptotermes formosanus Coptotermes formosanus Activity = 80.7 ug 18461966
NPT2 Others Unspecified Potency 10000 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 35481.3 nM PubChem BioAssay data set
NPT160 Individual Protein TAR DNA-binding protein 43 Homo sapiens Potency 562.3 nM PubChem BioAssay data set
NPT861 Individual Protein Isocitrate dehydrogenase [NADP] cytoplasmic Homo sapiens Potency 12995.3 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 436.5 nM PubChem BioAssay data set
NPT444 Individual Protein Ubiquitin carboxyl-terminal hydrolase 1 Homo sapiens Potency 100 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 70794.6 nM PubChem BioAssay data set
NPT152 Individual Protein Nuclear factor erythroid 2-related factor 2 Homo sapiens Potency 24460.3 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 7761.6 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 55243.6 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 21875.1 nM PubChem BioAssay data set
NPT104 Individual Protein Cerebroside-sulfatase Homo sapiens Potency 151 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 50118.7 nM PubChem BioAssay data set
NPT831 Individual Protein Serine/threonine-protein kinase PLK1 Homo sapiens Potency 5972.8 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 26603.2 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 30637.9 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 7735 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 9688.5 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 10870.7 nM PubChem BioAssay data set
NPT49 Individual Protein DNA-(apurinic or apyrimidinic site) lyase Homo sapiens Potency 25118.9 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 43646.5 nM PubChem BioAssay data set
NPT83 Cell Line MCF7 Homo sapiens IC50 = 2570 nM 25075762
NPT83 Cell Line MCF7 Homo sapiens Inhibition = 85 % 25075762
NPT2 Others Unspecified Activity = 6 % 24984937
NPT2 Others Unspecified Activity = 24 % 24984937
NPT1217 Individual Protein Botulinum neurotoxin type A Clostridium botulinum Ratio = 11.8 /M/s 24984937
NPT1217 Individual Protein Botulinum neurotoxin type A Clostridium botulinum Ratio = 12.4 /M/s 24984937
NPT1217 Individual Protein Botulinum neurotoxin type A Clostridium botulinum Ratio = 17 /M/s 24984937
NPT2 Others Unspecified Potency 48972.2 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 61652.4 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 61984.4 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 61441.5 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 61130.6 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 NPC304788 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
0.7632 Intermediate Similarity NPC111474
0.7632 Intermediate Similarity NPC113082
0.7568 Intermediate Similarity NPC130923
0.7419 Intermediate Similarity NPC94980
0.7297 Intermediate Similarity NPC24833
0.7222 Intermediate Similarity NPC269641
0.7143 Intermediate Similarity NPC266979
0.6944 Remote Similarity NPC12889
0.6923 Remote Similarity NPC217923
0.6905 Remote Similarity NPC106547
0.6905 Remote Similarity NPC477686
0.6765 Remote Similarity NPC155900
0.6757 Remote Similarity NPC72258
0.6744 Remote Similarity NPC110396
0.6744 Remote Similarity NPC158853
0.6744 Remote Similarity NPC166788
0.6744 Remote Similarity NPC191337
0.6585 Remote Similarity NPC270170
0.6585 Remote Similarity NPC7754
0.6579 Remote Similarity NPC75204
0.6522 Remote Similarity NPC118788
0.6522 Remote Similarity NPC15325
0.6512 Remote Similarity NPC471753
0.641 Remote Similarity NPC279300
0.641 Remote Similarity NPC8416
0.6341 Remote Similarity NPC8270
0.6279 Remote Similarity NPC292463
0.6279 Remote Similarity NPC216921
0.619 Remote Similarity NPC221250
0.617 Remote Similarity NPC220191
0.617 Remote Similarity NPC228776
0.6136 Remote Similarity NPC267514
0.6136 Remote Similarity NPC145755
0.6136 Remote Similarity NPC25771
0.6098 Remote Similarity NPC33761
0.6087 Remote Similarity NPC324812
0.6087 Remote Similarity NPC471958
0.6042 Remote Similarity NPC22329
0.6 Remote Similarity NPC474202
0.6 Remote Similarity NPC474362
0.6 Remote Similarity NPC254764
0.5957 Remote Similarity NPC313553
0.5952 Remote Similarity NPC323278
0.5952 Remote Similarity NPC2741
0.5918 Remote Similarity NPC137396
0.587 Remote Similarity NPC471752
0.5854 Remote Similarity NPC92863
0.5854 Remote Similarity NPC155880
0.5833 Remote Similarity NPC163984
0.5833 Remote Similarity NPC58970
0.5833 Remote Similarity NPC8466
0.5833 Remote Similarity NPC176819
0.5833 Remote Similarity NPC323552
0.5833 Remote Similarity NPC275316
0.5833 Remote Similarity NPC474391
0.5814 Remote Similarity NPC33489
0.58 Remote Similarity NPC295777
0.58 Remote Similarity NPC69898
0.58 Remote Similarity NPC14002
0.58 Remote Similarity NPC474805
0.58 Remote Similarity NPC37644
0.58 Remote Similarity NPC168521
0.575 Remote Similarity NPC38497
0.5686 Remote Similarity NPC129710
0.5686 Remote Similarity NPC5626
0.5682 Remote Similarity NPC208936
0.5682 Remote Similarity NPC67920
0.5682 Remote Similarity NPC298710
0.5682 Remote Similarity NPC287397
0.5641 Remote Similarity NPC224651
0.5641 Remote Similarity NPC310810
0.5641 Remote Similarity NPC98098
0.561 Remote Similarity NPC185839
0.561 Remote Similarity NPC220061
0.56 Remote Similarity NPC229046
0.56 Remote Similarity NPC46565

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC304788 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
0.725 Intermediate Similarity NPD9091 Suspended
0.725 Intermediate Similarity NPD9297 Discontinued
0.6744 Remote Similarity NPD9090 Phase 3
0.5769 Remote Similarity NPD9286 Clinical (unspecified phase)
0.5641 Remote Similarity NPD8573 Approved

Structure

External Identifiers

PubChem CID   4650
ChEMBL   CHEMBL8320
ZINC  

Physicochemical Properties

Molecular Weight:  108.02
ALogP:  -0.0188
MLogP:  1.9
XLogP:  -0.228
# Rotatable Bonds:  0
Polar Surface Area:  34.14
# H-Bond Aceptor:  2
# H-Bond Donor:  0
# Rings:  1
# Heavy Atoms:  8

Download Data

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