Natural Product: NPC252503

Natural Product ID:  NPC252503
Common Name:   Uncinine
IUPAC Name:   1-[(2-oxo-5-propan-2-ylidenefuran-3-yl)methyl]pyrrolidin-2-one
Synonyms:   Uncinine
Molecular Formula:   C12H15NO3
Standard InCHIKey:  HREXWSQKOMIFNV-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C12H15NO3/c1-8(2)10-6-9(12(15)16-10)7-13-5-3-4-11(13)14/h6H,3-5,7H2,1-2H3
Canonical SMILES:  O=C1CCCN1CC1=CC(=C(C)C)OC1=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
NPO10210 Artabotrys uncinatus Species Annonaceae Eukaryota PMID[11575948]
NPO10210 Artabotrys uncinatus Species Annonaceae Eukaryota HerDing*
NPO2884 Annona squamosa Species Annonaceae Eukaryota TCMID*
NPO10210 Artabotrys uncinatus Species Annonaceae Eukaryota TCMID*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT65 Cell Line HepG2 Homo sapiens IC50 = 6.1 ug/ml 11575948
NPT2 Others Unspecified IC50 = 7.4 ug/ml 11575948

  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 NPC252503 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
0.7093 Intermediate Similarity NPC130436
0.7093 Intermediate Similarity NPC469860
0.7093 Intermediate Similarity NPC469861
0.6582 Remote Similarity NPC90782
0.6533 Remote Similarity NPC270412
0.6533 Remote Similarity NPC14437
0.6392 Remote Similarity NPC26597
0.6279 Remote Similarity NPC471768
0.625 Remote Similarity NPC96272
0.6145 Remote Similarity NPC326126
0.6136 Remote Similarity NPC277341
0.6136 Remote Similarity NPC226982
0.6044 Remote Similarity NPC296589
0.604 Remote Similarity NPC474828
0.604 Remote Similarity NPC474827
0.604 Remote Similarity NPC68001
0.604 Remote Similarity NPC199831
0.602 Remote Similarity NPC52820
0.6 Remote Similarity NPC78625
0.5921 Remote Similarity NPC385
0.5875 Remote Similarity NPC112312
0.5857 Remote Similarity NPC90490
0.5849 Remote Similarity NPC469603
0.5844 Remote Similarity NPC133923
0.5825 Remote Similarity NPC469604
0.581 Remote Similarity NPC474099
0.5789 Remote Similarity NPC81195
0.5784 Remote Similarity NPC474244
0.5783 Remote Similarity NPC477688
0.5775 Remote Similarity NPC82446
0.5769 Remote Similarity NPC305973
0.5753 Remote Similarity NPC191643
0.5733 Remote Similarity NPC173157
0.5714 Remote Similarity NPC313265
0.5714 Remote Similarity NPC189700
0.5696 Remote Similarity NPC252684
0.5679 Remote Similarity NPC213560
0.567 Remote Similarity NPC118844
0.567 Remote Similarity NPC110875
0.567 Remote Similarity NPC72183
0.567 Remote Similarity NPC299808
0.5648 Remote Similarity NPC58281
0.5625 Remote Similarity NPC132243

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC252503 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
0.6533 Remote Similarity NPD9418 Clinical (unspecified phase)
0.6 Remote Similarity NPD1452 Discontinued
0.5694 Remote Similarity NPD9437 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   10466079
ChEMBL   CHEMBL502212
ZINC  

Physicochemical Properties

Molecular Weight:  221.11
ALogP:  0.4257
MLogP:  2.34
XLogP:  0.311
# Rotatable Bonds:  4
Polar Surface Area:  46.61
# H-Bond Aceptor:  4
# H-Bond Donor:  0
# Rings:  2
# Heavy Atoms:  16

Download Data

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Biological Activities  
Similar NPs/Drugs