Natural Product: NPC321869

Natural Product ID:  NPC321869
Common Name:   2,4-Dinitrophenol
IUPAC Name:  
Synonyms:   SR-1C5
Molecular Formula:   C6H4N2O5
Standard InCHIKey:  UFBJCMHMOXMLKC-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C6H4N2O5/c9-6-2-1-4(7(10)11)3-5(6)8(12)13/h1-3,9H
Canonical SMILES:  O=N(=O)c1ccc(c(c1)N(=O)=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
NPO29862 Nocardioides sp. Species Nocardioidaceae Bacteria PMID[25281383]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT29 Organism Rattus norvegicus Rattus norvegicus IC50 = 1000000 nM 9544209
NPT116 Cell Line HL-60 Homo sapiens IC50 = 98000 nM 16821795
NPT783 Cell Line MIA PaCa-2 Homo sapiens IC50 = 15851 nM 17944451
NPT783 Cell Line MIA PaCa-2 Homo sapiens IC50 = 22101 nM 17944451
NPT2 Others Unspecified EC50 = 200000 nM 17726098
NPT530 Organism Caenorhabditis elegans Caenorhabditis elegans TC50 = 2 nM 17726098
NPT1414 Organism Drosophila Drosophila TC50 = 10 nM 17726098
NPT530 Organism Caenorhabditis elegans Caenorhabditis elegans EC50 = 700000 nM 17726098
NPT1414 Organism Drosophila Drosophila EC50 = 1250000 nM 17726098
NPT2 Others Unspecified Activity = 1 17726098
NPT2 Others Unspecified Ki = 50000 nM 18778048
NPT2 Others Unspecified Activity = 0.72 nmol 19049348
NPT2 Others Unspecified Potency = 10000 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency = 31622.8 nM PubChem BioAssay data set
NPT93 Individual Protein Survival motor neuron protein Homo sapiens Potency = 11220.2 nM PubChem BioAssay data set
NPT210 Individual Protein Thyroid stimulating hormone receptor Homo sapiens Potency = 7943.3 nM PubChem BioAssay data set
NPT531 Individual Protein Nuclear receptor ROR-gamma Mus musculus Potency = 22387.2 nM PubChem BioAssay data set
NPT531 Individual Protein Nuclear receptor ROR-gamma Mus musculus Potency = 19952.6 nM PubChem BioAssay data set
NPT94 Individual Protein Aldehyde dehydrogenase 1A1 Homo sapiens Potency = 31622.8 nM PubChem BioAssay data set
NPT94 Individual Protein Aldehyde dehydrogenase 1A1 Homo sapiens Potency = 25118.9 nM PubChem BioAssay data set
NPT282 Individual Protein MAP kinase ERK2 Homo sapiens Potency = 31622.8 nM PubChem BioAssay data set
NPT531 Individual Protein Nuclear receptor ROR-gamma Mus musculus Potency = 31622.8 nM PubChem BioAssay data set
NPT151 Individual Protein 15-hydroxyprostaglandin dehydrogenase [NAD+] Homo sapiens Potency = 25118.9 nM PubChem BioAssay data set
NPT539 Individual Protein Cellular tumor antigen p53 Homo sapiens Potency = 19952.6 nM PubChem BioAssay data set
NPT2911 Organism Pseudomonas putida Pseudomonas putida Activity = 90 % 19822705
NPT532 Individual Protein Lysine-specific demethylase 4A Homo sapiens Potency 89125.1 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 23109.3 nM PubChem BioAssay data set
NPT152 Individual Protein Nuclear factor erythroid 2-related factor 2 Homo sapiens Potency 23109.3 nM PubChem BioAssay data set
NPT443 Individual Protein Histone acetyltransferase GCN5 Homo sapiens Potency 11220.2 nM PubChem BioAssay data set
NPT108 Individual Protein Estrogen receptor alpha Homo sapiens Potency 28183.8 nM PubChem BioAssay data set
NPT153 Individual Protein Androgen Receptor Homo sapiens Potency 39810.7 nM PubChem BioAssay data set
NPT46 Individual Protein Thyroid hormone receptor beta-1 Homo sapiens Potency 5.6 nM PubChem BioAssay data set
NPT586 Organism Giardia Giardia Potency 2305.3 nM PubChem BioAssay data set
NPT249 Individual Protein Glucocorticoid receptor Homo sapiens Potency 5011.9 nM PubChem BioAssay data set
NPT152 Individual Protein Nuclear factor erythroid 2-related factor 2 Homo sapiens Potency 66824.2 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 10000 nM PubChem BioAssay data set
NPT10 Individual Protein Geminin Homo sapiens Potency 281.8 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 37578 nM PubChem BioAssay data set
NPT158 Individual Protein Nuclear receptor subfamily 1 group I member 2 Rattus norvegicus Potency 50118.7 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 21131.7 nM PubChem BioAssay data set
NPT103 Individual Protein Nuclear receptor ROR-gamma Homo sapiens Potency 6682.4 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 29092.9 nM PubChem BioAssay data set
NPT160 Individual Protein TAR DNA-binding protein 43 Homo sapiens Potency 15848.9 nM PubChem BioAssay data set
NPT839 Cell Line L6 Rattus norvegicus Activity = 0.42 umol/ml 23750537
NPT73 Individual Protein Solute carrier organic anion transporter family member 1B1 Homo sapiens Inhibition = 75.05 % 23571415
NPT72 Individual Protein Solute carrier organic anion transporter family member 1B3 Homo sapiens Inhibition = 78.36 % 23571415
NPT2 Others Unspecified Inhibition = 77 % 24147937
NPT2 Others Unspecified IC50 = 20000 nM 24147937
NPT175 Organism Enterococcus faecalis Enterococcus faecalis MIC > 50 ug/ml 24360560
NPT19 Organism Escherichia coli Escherichia coli MIC > 50 ug/ml 24360560
NPT878 Organism Streptococcus mutans Streptococcus mutans MIC > 50 ug/ml 24360560
NPT16 Organism Staphylococcus aureus Staphylococcus aureus MIC = 25 ug/ml 24360560
NPT2 Others Unspecified MIC > 50 ug/ml 24360560
NPT2900 Organism Bifidobacterium longum Bifidobacterium longum MIC = 25 ug/ml 24360560
NPT3572 Organism Bacteroides thetaiotaomicron Bacteroides thetaiotaomicron MIC = 25 ug/ml 24360560
NPT2 Others Unspecified MIC = 12.5 ug/ml 24360560
NPT2 Others Unspecified MIC = 50 ug/ml 24360560
NPT2 Others Unspecified Potency 17228.9 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 38727.7 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 38895.2 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 34813.9 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 17448.3 nM PubChem BioAssay data set
NPT153 Individual Protein Androgen Receptor Homo sapiens Potency 15484.5 nM PubChem BioAssay data set
NPT153 Individual Protein Androgen Receptor Homo sapiens Potency 4382.8 nM PubChem BioAssay data set
NPT153 Individual Protein Androgen Receptor Homo sapiens Potency 61130.6 nM PubChem BioAssay data set
NPT153 Individual Protein Androgen Receptor Homo sapiens Potency 68868.7 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 30637.9 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 61379.3 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 1100.9 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 43453.2 nM PubChem BioAssay data set
NPT535 Individual Protein Parathyroid hormone receptor Homo sapiens Potency 35481.3 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 48966.2 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 31027.9 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 43641.2 nM PubChem BioAssay data set
NPT152 Individual Protein Nuclear factor erythroid 2-related factor 2 Homo sapiens Potency 15355.3 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 688.7 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 6164.5 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 61130.6 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 544.8 nM PubChem BioAssay data set
NPT152 Individual Protein Nuclear factor erythroid 2-related factor 2 Homo sapiens Potency 48755.3 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 54704.4 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 9811.9 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 68589.6 nM PubChem BioAssay data set
NPT106 Individual Protein Peroxisome proliferator-activated receptor delta Homo sapiens Potency 9811.9 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 68868.7 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 30762.5 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 34376.2 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 24435.5 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 54941 nM PubChem BioAssay data set
NPT153 Individual Protein Androgen Receptor Homo sapiens Potency 5517.6 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 27306 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 6946.3 nM PubChem BioAssay data set
NPT153 Individual Protein Androgen Receptor Homo sapiens Potency 17373.9 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 55176.4 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 19952.6 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 17373.9 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 27417.1 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 61908.9 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 3481.4 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 21872.4 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 10962.2 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 6886.9 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 3857.1 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 54482.7 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 491.8 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 10915 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 10870.7 nM PubChem BioAssay data set
NPT1627 Individual Protein G-protein coupled receptor 35 Homo sapiens EC50 = 272000 nM 10.1039/C2MD20210G
NPT1627 Individual Protein G-protein coupled receptor 35 Homo sapiens EC50 = 31100 nM 10.1039/C2MD20210G
NPT2 Others Unspecified Potency 77272 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 12299.8 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 19577.3 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 35481.3 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 27535.7 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 17299 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 19409.8 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 NPC321869 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
0.8919 High Similarity NPC44836
0.8205 Intermediate Similarity NPC329358
0.807 Intermediate Similarity NPC311660
0.7895 Intermediate Similarity NPC70201
0.7851 Intermediate Similarity NPC322735
0.7815 Intermediate Similarity NPC255721
0.7787 Intermediate Similarity NPC329190
0.7647 Intermediate Similarity NPC76327
0.725 Intermediate Similarity NPC256838
0.7174 Intermediate Similarity NPC317872
0.704 Intermediate Similarity NPC9336
0.7031 Intermediate Similarity NPC222982
0.6875 Remote Similarity NPC264782
0.6846 Remote Similarity NPC40209
0.6761 Remote Similarity NPC122542
0.6714 Remote Similarity NPC313466
0.6621 Remote Similarity NPC47986
0.662 Remote Similarity NPC91615
0.6575 Remote Similarity NPC314113
0.6449 Remote Similarity NPC315632
0.6395 Remote Similarity NPC314252
0.6284 Remote Similarity NPC181526
0.6284 Remote Similarity NPC204156
0.626 Remote Similarity NPC226914
0.6241 Remote Similarity NPC314278
0.6216 Remote Similarity NPC469828
0.619 Remote Similarity NPC159589
0.6181 Remote Similarity NPC473987
0.6164 Remote Similarity NPC297584
0.6159 Remote Similarity NPC168750
0.6149 Remote Similarity NPC43218
0.6149 Remote Similarity NPC316574
0.6126 Remote Similarity NPC100980
0.6118 Remote Similarity NPC260601
0.6104 Remote Similarity NPC315829
0.6098 Remote Similarity NPC476483
0.6093 Remote Similarity NPC470090
0.609 Remote Similarity NPC280382
0.6084 Remote Similarity NPC95898
0.6063 Remote Similarity NPC29601
0.6053 Remote Similarity NPC65517
0.604 Remote Similarity NPC159722
0.604 Remote Similarity NPC166667
0.6039 Remote Similarity NPC473769
0.6031 Remote Similarity NPC37584
0.6013 Remote Similarity NPC323798
0.6 Remote Similarity NPC70549
0.5987 Remote Similarity NPC476462
0.5986 Remote Similarity NPC208022
0.594 Remote Similarity NPC172046
0.5933 Remote Similarity NPC126637
0.5926 Remote Similarity NPC306366
0.5924 Remote Similarity NPC241392
0.5897 Remote Similarity NPC204932
0.5872 Remote Similarity NPC471785
0.5847 Remote Similarity NPC270094
0.5843 Remote Similarity NPC44161
0.5839 Remote Similarity NPC112766
0.5833 Remote Similarity NPC146370
0.5806 Remote Similarity NPC470394
0.5806 Remote Similarity NPC470404
0.5806 Remote Similarity NPC470403
0.5804 Remote Similarity NPC215445
0.5763 Remote Similarity NPC4154
0.5736 Remote Similarity NPC125732
0.5732 Remote Similarity NPC231862
0.5732 Remote Similarity NPC470395
0.5725 Remote Similarity NPC178902
0.5723 Remote Similarity NPC204179
0.5707 Remote Similarity NPC111492
0.5697 Remote Similarity NPC57105
0.5697 Remote Similarity NPC79911
0.5696 Remote Similarity NPC220523
0.5692 Remote Similarity NPC155847
0.5692 Remote Similarity NPC289381
0.5686 Remote Similarity NPC476475
0.5683 Remote Similarity NPC317254
0.568 Remote Similarity NPC151764
0.5677 Remote Similarity NPC301702
0.5674 Remote Similarity NPC229353
0.5673 Remote Similarity NPC290069
0.5669 Remote Similarity NPC473874
0.5667 Remote Similarity NPC15839
0.566 Remote Similarity NPC257142
0.5658 Remote Similarity NPC475707
0.5647 Remote Similarity NPC225381
0.5644 Remote Similarity NPC477889
0.5643 Remote Similarity NPC147957
0.5641 Remote Similarity NPC322285
0.564 Remote Similarity NPC220560
0.5636 Remote Similarity NPC120798
0.563 Remote Similarity NPC307456
0.5617 Remote Similarity NPC36168
0.5612 Remote Similarity NPC118202
0.5606 Remote Similarity NPC68055
0.5606 Remote Similarity NPC178681
0.5603 Remote Similarity NPC311737
0.5603 Remote Similarity NPC38458

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC321869 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
0.7787 Intermediate Similarity NPD286 Approved
0.7647 Intermediate Similarity NPD9507 Approved
0.7581 Intermediate Similarity NPD9342 Approved
0.7317 Intermediate Similarity NPD9376 Approved
0.7021 Intermediate Similarity NPD204 Clinical (unspecified phase)
0.6992 Remote Similarity NPD522 Approved
0.6846 Remote Similarity NPD711 Discontinued
0.6806 Remote Similarity NPD521 Clinical (unspecified phase)
0.6794 Remote Similarity NPD9247 Phase 3
0.6688 Remote Similarity NPD935 Clinical (unspecified phase)
0.6667 Remote Similarity NPD254 Approved
0.662 Remote Similarity NPD756 Suspended
0.6599 Remote Similarity NPD965 Approved
0.6547 Remote Similarity NPD9723 Approved
0.6541 Remote Similarity NPD313 Approved
0.6538 Remote Similarity NPD3241 Phase 2
0.6467 Remote Similarity NPD1084 Clinical (unspecified phase)
0.6398 Remote Similarity NPD1293 Approved
0.6323 Remote Similarity NPD1162 Approved
0.6319 Remote Similarity NPD1220 Phase 1
0.6301 Remote Similarity NPD9695 Approved
0.6294 Remote Similarity NPD1314 Clinical (unspecified phase)
0.6284 Remote Similarity NPD3391 Approved
0.6212 Remote Similarity NPD308 Approved
0.621 Remote Similarity NPD9070 Clinical (unspecified phase)
0.6205 Remote Similarity NPD1221 Approved
0.619 Remote Similarity NPD471 Approved
0.6164 Remote Similarity NPD1393 Approved
0.6149 Remote Similarity NPD9279 Approved
0.6149 Remote Similarity NPD6636 Phase 3
0.6138 Remote Similarity NPD9471 Clinical (unspecified phase)
0.6126 Remote Similarity NPD9087 Approved
0.6118 Remote Similarity NPD5819 Phase 2
0.6118 Remote Similarity NPD1196 Approved
0.6107 Remote Similarity NPD5788 Clinical (unspecified phase)
0.6099 Remote Similarity NPD1158 Phase 2
0.6098 Remote Similarity NPD1394 Approved
0.6087 Remote Similarity NPD1191 Discontinued
0.6069 Remote Similarity NPD3398 Discontinued
0.6053 Remote Similarity NPD1195 Approved
0.6053 Remote Similarity NPD9088 Approved
0.6026 Remote Similarity NPD9509 Clinical (unspecified phase)
0.6 Remote Similarity NPD1543 Discontinued
0.5975 Remote Similarity NPD1557 Discontinued
0.5972 Remote Similarity NPD1160 Phase 2
0.5963 Remote Similarity NPD6283 Phase 2
0.596 Remote Similarity NPD1422 Approved
0.593 Remote Similarity NPD9468 Clinical (unspecified phase)
0.5926 Remote Similarity NPD3558 Approved
0.5926 Remote Similarity NPD3560 Approved
0.5926 Remote Similarity NPD3559 Clinical (unspecified phase)
0.5926 Remote Similarity NPD3557 Approved
0.5926 Remote Similarity NPD3556 Approved
0.5897 Remote Similarity NPD2114 Discontinued
0.5894 Remote Similarity NPD822 Approved
0.5847 Remote Similarity NPD9089 Approved
0.5843 Remote Similarity NPD6379 Discontinued
0.5839 Remote Similarity NPD1187 Discontinued
0.5805 Remote Similarity NPD6045 Phase 3
0.5783 Remote Similarity NPD3251 Approved
0.5776 Remote Similarity NPD3684 Discontinued
0.5776 Remote Similarity NPD948 Phase 3
0.5763 Remote Similarity NPD9093 Approved
0.5753 Remote Similarity NPD848 Approved
0.5753 Remote Similarity NPD849 Approved
0.5753 Remote Similarity NPD850 Approved
0.575 Remote Similarity NPD9715 Phase 2
0.5749 Remote Similarity NPD3511 Discontinued
0.5741 Remote Similarity NPD3778 Approved
0.5724 Remote Similarity NPD9587 Clinical (unspecified phase)
0.5723 Remote Similarity NPD1405 Approved
0.5714 Remote Similarity NPD457 Approved
0.5714 Remote Similarity NPD7083 Clinical (unspecified phase)
0.5714 Remote Similarity NPD5639 Clinical (unspecified phase)
0.5705 Remote Similarity NPD2241 Approved
0.5689 Remote Similarity NPD2341 Discontinued
0.5687 Remote Similarity NPD8330 Clinical (unspecified phase)
0.5686 Remote Similarity NPD1169 Approved
0.5682 Remote Similarity NPD9608 Approved
0.5682 Remote Similarity NPD9610 Approved
0.5677 Remote Similarity NPD75 Approved
0.5677 Remote Similarity NPD9277 Approved
0.5673 Remote Similarity NPD6645 Clinical (unspecified phase)
0.5662 Remote Similarity NPD909 Clinical (unspecified phase)
0.5652 Remote Similarity NPD1633 Approved
0.5652 Remote Similarity NPD1678 Clinical (unspecified phase)
0.5652 Remote Similarity NPD950 Clinical (unspecified phase)
0.5652 Remote Similarity NPD456 Approved
0.5633 Remote Similarity NPD3141 Discontinued
0.5632 Remote Similarity NPD5637 Discontinued
0.5629 Remote Similarity NPD3252 Approved
0.5622 Remote Similarity NPD1621 Discontinued
0.5617 Remote Similarity NPD3229 Phase 2
0.5617 Remote Similarity NPD1634 Approved
0.5613 Remote Similarity NPD9278 Suspended
0.5613 Remote Similarity NPD9245 Clinical (unspecified phase)
0.5613 Remote Similarity NPD9275 Approved
0.5613 Remote Similarity NPD9274 Approved
0.5613 Remote Similarity NPD9276 Approved
0.5611 Remote Similarity NPD4740 Approved

Structure

External Identifiers

PubChem CID   1493
ChEMBL   CHEMBL273386
ZINC  

Physicochemical Properties

Molecular Weight:  184.01
ALogP:  0.8599
MLogP:  1.35
XLogP:  2.465
# Rotatable Bonds:  5
Polar Surface Area:  106.51
# H-Bond Aceptor:  0
# H-Bond Donor:  1
# Rings:  1
# Heavy Atoms:  13

Download Data

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Structure MOL file  
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Biological Activities  
Similar NPs/Drugs