Natural Product: NPC471260

Natural Product ID:  NPC471260
Common Name:   Plumbagine F
IUPAC Name:   (5S,7R,7aR)-2-(2,4-dihydroxybutyl)-3-imino-5-(2-methylprop-1-enyl)-5,6,7,7a-tetrahydro-1H-pyrrolo[1,2-c]imidazole-7-carboxylic acid
Synonyms:  
Molecular Formula:   C15H25N3O4
Standard InCHIKey:  VXIDNRDRDTVAPE-ODWCKFRGSA-N
Standard InCHI:  InChI=1S/C15H25N3O4/c1-9(2)5-10-6-12(14(21)22)13-8-17(15(16)18(10)13)7-11(20)3-4-19/h5,10-13,16,19-20H,3-4,6-8H2,1-2H3,(H,21,22)/t10-,11?,12-,13+/m1/s1
Canonical SMILES:  OCCC(CN1C[C@@H]2N(C1=N)[C@@H](C[C@H]2C(=O)O)C=C(C)C)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
NPO13608 Plumbago zeylanica Species Plumbaginaceae Eukaryota PMID[23848163]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT82 Cell Line MDA-MB-231 Homo sapiens IC50 > 10000 nM 19880317
NPT461 Cell Line PANC-1 Homo sapiens IC50 > 10000 nM 19880317

  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 NPC471260 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
0.9286 High Similarity NPC471258
0.901 High Similarity NPC471259
0.8776 High Similarity NPC3604
0.8407 Intermediate Similarity NPC471255
0.8218 Intermediate Similarity NPC471257
0.8214 Intermediate Similarity NPC471261
0.8163 Intermediate Similarity NPC304455
0.7845 Intermediate Similarity NPC471262
0.7647 Intermediate Similarity NPC471263
0.7589 Intermediate Similarity NPC147238
0.7302 Intermediate Similarity NPC471256
0.6522 Remote Similarity NPC80439
0.6522 Remote Similarity NPC279833
0.6522 Remote Similarity NPC173690
0.6496 Remote Similarity NPC271562
0.6466 Remote Similarity NPC64168
0.6449 Remote Similarity NPC304454
0.6379 Remote Similarity NPC6271
0.6279 Remote Similarity NPC309525
0.624 Remote Similarity NPC235625
0.6222 Remote Similarity NPC477400
0.6207 Remote Similarity NPC188785
0.6195 Remote Similarity NPC40663
0.6165 Remote Similarity NPC261730
0.6148 Remote Similarity NPC316984
0.6148 Remote Similarity NPC30911
0.6094 Remote Similarity NPC315188
0.6045 Remote Similarity NPC120335
0.6017 Remote Similarity NPC475149
0.6017 Remote Similarity NPC471097
0.6016 Remote Similarity NPC476875
0.6015 Remote Similarity NPC311244
0.6015 Remote Similarity NPC324722
0.6015 Remote Similarity NPC198644
0.6 Remote Similarity NPC324506
0.6 Remote Similarity NPC477401
0.6 Remote Similarity NPC477399
0.5984 Remote Similarity NPC201889
0.5984 Remote Similarity NPC106791
0.5968 Remote Similarity NPC314550
0.5966 Remote Similarity NPC476877
0.5966 Remote Similarity NPC265094
0.5963 Remote Similarity NPC69374
0.5963 Remote Similarity NPC90476
0.5963 Remote Similarity NPC469363
0.5962 Remote Similarity NPC233108
0.5944 Remote Similarity NPC477519
0.592 Remote Similarity NPC130124
0.592 Remote Similarity NPC193471
0.5913 Remote Similarity NPC119225
0.5913 Remote Similarity NPC471635
0.5913 Remote Similarity NPC25033
0.5913 Remote Similarity NPC476261
0.5913 Remote Similarity NPC150041
0.5913 Remote Similarity NPC470382
0.5902 Remote Similarity NPC15413
0.5902 Remote Similarity NPC171734
0.5897 Remote Similarity NPC475758
0.5873 Remote Similarity NPC103391
0.5873 Remote Similarity NPC472536
0.5868 Remote Similarity NPC476876
0.5856 Remote Similarity NPC52533
0.5847 Remote Similarity NPC475791
0.5847 Remote Similarity NPC13175
0.5846 Remote Similarity NPC314293
0.584 Remote Similarity NPC276995
0.584 Remote Similarity NPC76660
0.5828 Remote Similarity NPC327517
0.5828 Remote Similarity NPC319334
0.5828 Remote Similarity NPC322372
0.5812 Remote Similarity NPC476344
0.5804 Remote Similarity NPC142761
0.5781 Remote Similarity NPC209734
0.5772 Remote Similarity NPC207820
0.5769 Remote Similarity NPC139867
0.576 Remote Similarity NPC181510
0.576 Remote Similarity NPC168758
0.576 Remote Similarity NPC47857
0.5736 Remote Similarity NPC284656
0.5726 Remote Similarity NPC476449
0.5725 Remote Similarity NPC23963
0.5692 Remote Similarity NPC470788
0.5635 Remote Similarity NPC59249
0.5635 Remote Similarity NPC58281
0.5625 Remote Similarity NPC469860
0.5625 Remote Similarity NPC130436
0.5625 Remote Similarity NPC469861
0.5621 Remote Similarity NPC317377
0.5621 Remote Similarity NPC321485
0.562 Remote Similarity NPC473289
0.5616 Remote Similarity NPC315266
0.561 Remote Similarity NPC236644

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC471260 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
0.6379 Remote Similarity NPD6122 Discontinued
0.637 Remote Similarity NPD5767 Discontinued
0.6299 Remote Similarity NPD1748 Approved
0.6148 Remote Similarity NPD2204 Approved
0.6018 Remote Similarity NPD5781 Clinical (unspecified phase)
0.6016 Remote Similarity NPD805 Approved
0.6016 Remote Similarity NPD806 Approved
0.5906 Remote Similarity NPD6935 Phase 3
0.5906 Remote Similarity NPD6936 Clinical (unspecified phase)
0.5891 Remote Similarity NPD2645 Approved
0.5877 Remote Similarity NPD1706 Clinical (unspecified phase)
0.5814 Remote Similarity NPD2132 Phase 3
0.5812 Remote Similarity NPD8038 Phase 2
0.5806 Remote Similarity NPD1805 Phase 2
0.5806 Remote Similarity NPD1804 Phase 2
0.5802 Remote Similarity NPD1806 Approved
0.5789 Remote Similarity NPD3677 Clinical (unspecified phase)
0.5769 Remote Similarity NPD1689 Approved
0.5738 Remote Similarity NPD1428 Phase 2
0.5703 Remote Similarity NPD869 Approved
0.5692 Remote Similarity NPD3159 Discontinued
0.5672 Remote Similarity NPD4816 Clinical (unspecified phase)
0.5641 Remote Similarity NPD7841 Clinical (unspecified phase)
0.562 Remote Similarity NPD3588 Discontinued
0.5615 Remote Similarity NPD6918 Phase 1
0.5615 Remote Similarity NPD1773 Discontinued
0.5603 Remote Similarity NPD4153 Approved

Structure

External Identifiers

PubChem CID   71746445
ChEMBL   CHEMBL2407431
ZINC  

Physicochemical Properties

Molecular Weight:  311.18
ALogP:  -0.3672
MLogP:  2.34
XLogP:  1.312
# Rotatable Bonds:  11
Polar Surface Area:  108.09
# H-Bond Aceptor:  7
# H-Bond Donor:  4
# Rings:  2
# Heavy Atoms:  22

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
Similar NPs/Drugs