Natural Product: NPC105991

Natural Product ID:  NPC105991
Common Name:   Xanthopappin A
IUPAC Name:   2-[(E)-hept-5-en-1,3-diynyl]thiophene
Synonyms:  
Molecular Formula:   C11H8S
Standard InCHIKey:  VDPJXBAVKXXKLA-NSCUHMNNSA-N
Standard InCHI:  InChI=1S/C11H8S/c1-2-3-4-5-6-8-11-9-7-10-12-11/h2-3,7,9-10H,1H3/b3-2+
Canonical SMILES:  C/C=C/C#CC#Cc1cccs1
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 = 0.71 ug/ml Open TG-GATES in vivo data: Biochemistry
NPT6274 Organism Aedes albopictus Aedes albopictus LC50 > 10 ug/ml 20430633

  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 NPC105991 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
0.8649 High Similarity NPC8981
0.8267 Intermediate Similarity NPC299367
0.7945 Intermediate Similarity NPC470796
0.7821 Intermediate Similarity NPC195713
0.775 Intermediate Similarity NPC472169
0.7412 Intermediate Similarity NPC2751
0.7333 Intermediate Similarity NPC470795
0.7317 Intermediate Similarity NPC307163
0.7284 Intermediate Similarity NPC471376
0.7222 Intermediate Similarity NPC22627
0.7126 Intermediate Similarity NPC166487
0.7108 Intermediate Similarity NPC471895
0.7077 Intermediate Similarity NPC108375
0.6912 Remote Similarity NPC476214
0.6889 Remote Similarity NPC300455
0.686 Remote Similarity NPC148231
0.6848 Remote Similarity NPC474934
0.6761 Remote Similarity NPC469807
0.6739 Remote Similarity NPC175376
0.6628 Remote Similarity NPC470794
0.6562 Remote Similarity NPC475115
0.6421 Remote Similarity NPC120203
0.6392 Remote Similarity NPC472171
0.6329 Remote Similarity NPC5324
0.6327 Remote Similarity NPC472172
0.63 Remote Similarity NPC475086
0.6289 Remote Similarity NPC11466
0.6263 Remote Similarity NPC472170
0.6224 Remote Similarity NPC24122
0.6224 Remote Similarity NPC173019
0.6076 Remote Similarity NPC52330
0.6022 Remote Similarity NPC470797
0.5962 Remote Similarity NPC190955
0.593 Remote Similarity NPC67863
0.5921 Remote Similarity NPC169110
0.5844 Remote Similarity NPC45255
0.5833 Remote Similarity NPC32356
0.5778 Remote Similarity NPC125549
0.575 Remote Similarity NPC36440
0.5714 Remote Similarity NPC212463
0.5688 Remote Similarity NPC221877
0.5652 Remote Similarity NPC11150

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC105991 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
0.6739 Remote Similarity NPD532 Approved
0.6667 Remote Similarity NPD1672 Phase 2
0.6327 Remote Similarity NPD793 Approved
0.62 Remote Similarity NPD745 Clinical (unspecified phase)
0.6139 Remote Similarity NPD3459 Approved
0.6139 Remote Similarity NPD183 Approved
0.6019 Remote Similarity NPD2242 Phase 1
0.5962 Remote Similarity NPD5278 Discontinued
0.5922 Remote Similarity NPD445 Discontinued
0.5851 Remote Similarity NPD4728 Approved
0.581 Remote Similarity NPD2298 Clinical (unspecified phase)
0.5794 Remote Similarity NPD1279 Clinical (unspecified phase)
0.578 Remote Similarity NPD1944 Phase 2
0.5741 Remote Similarity NPD1280 Clinical (unspecified phase)
0.5741 Remote Similarity NPD2587 Approved
0.5684 Remote Similarity NPD2811 Clinical (unspecified phase)
0.5648 Remote Similarity NPD1265 Approved
0.5648 Remote Similarity NPD1267 Approved
0.5604 Remote Similarity NPD9303 Approved

Structure

External Identifiers

PubChem CID   16083186
ChEMBL   CHEMBL453761
ZINC  

Physicochemical Properties

Molecular Weight:  172.03
ALogP:  2.6787
MLogP:  2.56
XLogP:  4.525
# Rotatable Bonds:  1
Polar Surface Area:  28.24
# H-Bond Aceptor:  0
# H-Bond Donor:  0
# Rings:  1
# Heavy Atoms:  12

Download Data

Data Type Select
General Info & Identifiers & Properties  
Structure MOL file  
Source Organisms  
Biological Activities  
Similar NPs/Drugs