Natural Product: NPC168521

Natural Product ID:  NPC168521
Common Name:   2-Chloro-5-Methoxy-3-Methylcyclohexa-2,5-Diene-1,4-Dione
IUPAC Name:   2-chloro-5-methoxy-3-methylcyclohexa-2,5-diene-1,4-dione
Synonyms:  
Molecular Formula:   C8H7ClO3
Standard InCHIKey:  SXCLPOXHBILXEY-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C8H7ClO3/c1-4-7(9)5(10)3-6(12-2)8(4)11/h3H,1-2H3
Canonical SMILES:  COC1=CC(=O)C(=C(C1=O)C)Cl
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
NPO33440 Xylaria sp. Species Xylariaceae Eukaryota PMID[17892262]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT189 Cell Line Vero Chlorocebus aethiops IC50 = 1350 nM 19334707
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 = 1840 nM 19334707

  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 NPC168521 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
0.8627 High Similarity NPC220191
0.8462 Intermediate Similarity NPC22329
0.8148 Intermediate Similarity NPC474805
0.7679 Intermediate Similarity NPC317796
0.7679 Intermediate Similarity NPC129710
0.7647 Intermediate Similarity NPC106547
0.75 Intermediate Similarity NPC110396
0.7458 Intermediate Similarity NPC139056
0.7333 Intermediate Similarity NPC473494
0.7288 Intermediate Similarity NPC200831
0.7288 Intermediate Similarity NPC224103
0.7288 Intermediate Similarity NPC299369
0.7018 Intermediate Similarity NPC137396
0.6984 Remote Similarity NPC57463
0.6984 Remote Similarity NPC151728
0.6875 Remote Similarity NPC34622
0.6875 Remote Similarity NPC474400
0.6863 Remote Similarity NPC111474
0.6769 Remote Similarity NPC98897
0.6667 Remote Similarity NPC16119
0.6567 Remote Similarity NPC474619
0.6567 Remote Similarity NPC251429
0.6567 Remote Similarity NPC243272
0.6567 Remote Similarity NPC298249
0.6545 Remote Similarity NPC158853
0.6471 Remote Similarity NPC125578
0.6471 Remote Similarity NPC146376
0.6471 Remote Similarity NPC134385
0.6471 Remote Similarity NPC263382
0.6377 Remote Similarity NPC262673
0.6377 Remote Similarity NPC94488
0.6364 Remote Similarity NPC477686
0.6349 Remote Similarity NPC320421
0.6286 Remote Similarity NPC94743
0.6286 Remote Similarity NPC291062
0.625 Remote Similarity NPC191337
0.625 Remote Similarity NPC166788
0.6197 Remote Similarity NPC474539
0.6129 Remote Similarity NPC25038
0.6102 Remote Similarity NPC107703
0.6061 Remote Similarity NPC68044
0.6027 Remote Similarity NPC264178
0.6027 Remote Similarity NPC147438
0.6 Remote Similarity NPC203233
0.6 Remote Similarity NPC134593
0.597 Remote Similarity NPC143168
0.597 Remote Similarity NPC477830
0.597 Remote Similarity NPC53109
0.5938 Remote Similarity NPC474825
0.5902 Remote Similarity NPC46565
0.5902 Remote Similarity NPC229046
0.5882 Remote Similarity NPC269641
0.5882 Remote Similarity NPC7029
0.5882 Remote Similarity NPC475618
0.5867 Remote Similarity NPC26504
0.5846 Remote Similarity NPC281195
0.5833 Remote Similarity NPC15325
0.5833 Remote Similarity NPC118788
0.5833 Remote Similarity NPC224270
0.5833 Remote Similarity NPC228776
0.58 Remote Similarity NPC304788
0.5789 Remote Similarity NPC25771
0.5789 Remote Similarity NPC471753
0.5789 Remote Similarity NPC473536
0.5789 Remote Similarity NPC75134
0.5781 Remote Similarity NPC150717
0.5758 Remote Similarity NPC133600
0.5753 Remote Similarity NPC66365
0.5692 Remote Similarity NPC268185
0.5686 Remote Similarity NPC12889
0.5672 Remote Similarity NPC79756
0.5672 Remote Similarity NPC309408
0.5645 Remote Similarity NPC191643
0.5636 Remote Similarity NPC101147
0.5636 Remote Similarity NPC2741
0.5625 Remote Similarity NPC297280
0.5625 Remote Similarity NPC173157
0.5614 Remote Similarity NPC292463
0.5614 Remote Similarity NPC216921

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC168521 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
0.7288 Intermediate Similarity NPD8779 Phase 3
0.6923 Remote Similarity NPD9297 Discontinued
0.6923 Remote Similarity NPD9091 Suspended
0.6667 Remote Similarity NPD6108 Clinical (unspecified phase)
0.6545 Remote Similarity NPD9090 Phase 3
0.597 Remote Similarity NPD2664 Clinical (unspecified phase)
0.5942 Remote Similarity NPD3704 Approved
0.5789 Remote Similarity NPD4756 Discovery

Structure

External Identifiers

PubChem CID   23634447
ChEMBL   CHEMBL253141
ZINC  

Physicochemical Properties

Molecular Weight:  186.01
ALogP:  0.6178
MLogP:  1.9
XLogP:  0.77
# Rotatable Bonds:  4
Polar Surface Area:  43.37
# H-Bond Aceptor:  3
# H-Bond Donor:  0
# Rings:  1
# Heavy Atoms:  12

Download Data

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Biological Activities  
Similar NPs/Drugs