Natural Product: NPC475115

Natural Product ID:  NPC475115
Common Name:   Xanthopappin B
IUPAC Name:   2-chloro-1-[5-[(E)-hept-5-en-1,3-diynyl]thiophen-2-yl]ethanol
Synonyms:   xanthopappin B
Molecular Formula:   C13H11ClOS
Standard InCHIKey:  MMMJOLFAYHLDBI-NSCUHMNNSA-N
Standard InCHI:  InChI=1S/C13H11ClOS/c1-2-3-4-5-6-7-11-8-9-13(16-11)12(15)10-14/h2-3,8-9,12,15H,10H2,1H3/b3-2+
Canonical SMILES:  C/C=C/C#CC#Cc1ccc(s1)C(CCl)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
NPO24814 Xanthopappus subacaulis Species Asteraceae Eukaryota PMID[16933888]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT6274 Organism Aedes albopictus Aedes albopictus LC50 = 5.1 ug/ml 1431945
NPT6274 Organism Aedes albopictus Aedes albopictus LC50 = 0.53 ug/ml 12662097

  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 NPC475115 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
0.883 High Similarity NPC2751
0.8776 High Similarity NPC474934
0.8095 Intermediate Similarity NPC472170
0.766 Intermediate Similarity NPC299367
0.7629 Intermediate Similarity NPC472169
0.7407 Intermediate Similarity NPC173019
0.7297 Intermediate Similarity NPC475086
0.6786 Remote Similarity NPC472171
0.6726 Remote Similarity NPC472172
0.6562 Remote Similarity NPC105991
0.6529 Remote Similarity NPC32356
0.6357 Remote Similarity NPC475082
0.6214 Remote Similarity NPC8981
0.619 Remote Similarity NPC87299
0.619 Remote Similarity NPC329319
0.619 Remote Similarity NPC99394
0.619 Remote Similarity NPC103326
0.6182 Remote Similarity NPC166487
0.6129 Remote Similarity NPC221877
0.6095 Remote Similarity NPC117180
0.6075 Remote Similarity NPC304538
0.6018 Remote Similarity NPC300455
0.5865 Remote Similarity NPC66655
0.5833 Remote Similarity NPC172984
0.5833 Remote Similarity NPC307163
0.578 Remote Similarity NPC470794
0.5726 Remote Similarity NPC190955
0.5701 Remote Similarity NPC195713
0.5688 Remote Similarity NPC471895
0.5676 Remote Similarity NPC93843
0.5664 Remote Similarity NPC1793
0.5656 Remote Similarity NPC472919
0.5648 Remote Similarity NPC133050
0.5641 Remote Similarity NPC175376
0.563 Remote Similarity NPC275104
0.5625 Remote Similarity NPC211237
0.5603 Remote Similarity NPC138117
0.5603 Remote Similarity NPC325292

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC475115 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
0.64 Remote Similarity NPD446 Clinical (unspecified phase)
0.609 Remote Similarity NPD767 Phase 1
0.6077 Remote Similarity NPD1877 Discontinued
0.6058 Remote Similarity NPD2202 Clinical (unspecified phase)
0.5912 Remote Similarity NPD4404 Approved
0.5873 Remote Similarity NPD1246 Approved
0.5873 Remote Similarity NPD911 Approved
0.5865 Remote Similarity NPD9294 Approved
0.5857 Remote Similarity NPD5886 Approved
0.5857 Remote Similarity NPD41 Approved
0.5852 Remote Similarity NPD2035 Discontinued
0.584 Remote Similarity NPD1105 Clinical (unspecified phase)
0.5794 Remote Similarity NPD1280 Clinical (unspecified phase)
0.5775 Remote Similarity NPD7137 Phase 2
0.5726 Remote Similarity NPD5278 Discontinued
0.5714 Remote Similarity NPD4273 Approved
0.5694 Remote Similarity NPD2447 Discontinued
0.5652 Remote Similarity NPD9251 Approved
0.5649 Remote Similarity NPD1245 Approved
0.56 Remote Similarity NPD910 Approved

Structure

External Identifiers

PubChem CID   16083187
ChEMBL   CHEMBL498465
ZINC  

Physicochemical Properties

Molecular Weight:  250.02
ALogP:  2.9239
MLogP:  2.56
XLogP:  4.307
# Rotatable Bonds:  5
Polar Surface Area:  48.47
# H-Bond Aceptor:  1
# H-Bond Donor:  1
# Rings:  1
# Heavy Atoms:  16

Download Data

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Structure MOL file  
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Biological Activities  
Similar NPs/Drugs