Natural Product: NPC271803

Natural Product ID:  NPC271803
Common Name:   Lupanine
IUPAC Name:  
Synonyms:   Lupanine
Molecular Formula:   C15H24N2O
Standard InCHIKey:  JYIJIIVLEOETIQ-XDQVBPFNSA-N
Standard InCHI:  InChI=1S/C15H24N2O/c18-15-6-3-5-14-11-8-12(10-17(14)15)13-4-1-2-7-16(13)9-11/h11-14H,1-10H2/t11-,12-,13-,14+/m0/s1
Canonical SMILES:  O=C1CCC[C@H]2N1C[C@@H]1C[C@H]2CN2[C@H]1CCCC2
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
NPO21102 Thalictrum wangii Species Ranunculaceae Eukaryota UNPD*
NPO19231 Sophora flavescens Species Fabaceae Eukaryota UNPD*
NPO19231 Sophora flavescens Species Fabaceae Eukaryota TM-MC*
NPO21243 Siphonaria capensis Species Siphonariidae Eukaryota UNPD*
NPO3152 Morella rubra Species Myricaceae Eukaryota UNPD*
NPO12056 Chondrodendron tomentosum Species Menispermaceae Eukaryota UNPD*
NPO18866 Pteridium esculentum Species Dennstaedtiaceae Eukaryota UNPD*
NPO20084 Atraphaxis spinosa Species Polygonaceae Eukaryota UNPD*
NPO11306 Crotalaria medicaginea Species Fabaceae Eukaryota UNPD*
NPO22937 Vernonia fagifolia Species Asteraceae Eukaryota UNPD*
NPO20414 Ocimum basilicum Species Lamiaceae Eukaryota UNPD*
NPO21982 Erechtites hieraciifolius Species Asteraceae Eukaryota UNPD*
NPO12280 Sidastrum burrerense Species Malvaceae Eukaryota UNPD*
NPO12164 Monnieria trifolia NA NA NA UNPD*
NPO6052 Genista pichisermolliana Species Fabaceae Eukaryota UNPD*
NPO19667 Hypericum styphelioides Species Hypericaceae Eukaryota UNPD*
NPO18668 Asimina parviflora Species Annonaceae Eukaryota UNPD*
NPO28072 Theonella conica Species Theonellidae Eukaryota UNPD*
NPO9968 Shigella dysenteriae Species Enterobacteriaceae Bacteria UNPD*
NPO4733 Cercospora hayi Species Mycosphaerellaceae Eukaryota UNPD*
NPO16141 Piper regnellii Species Piperaceae Eukaryota UNPD*
NPO7108 Rubus lambertianus Species Rosaceae Eukaryota UNPD*
NPO15185 Yucca recurvifolia Species Asparagaceae Eukaryota UNPD*
NPO12374 Psychotria st Species Rubiaceae Eukaryota UNPD*
NPO12313 Haplophyllum obtusifolium Species Rutaceae Eukaryota UNPD*
NPO21631 Faramea salicifolia Species Rubiaceae Eukaryota UNPD*
NPO12511 Leplaea thompsonii Species Meliaceae Eukaryota UNPD*
NPO27367 Latrunculia magnifica Species Latrunculiidae Eukaryota UNPD*
NPO18473 Plathymenia reticulata Species Fabaceae Eukaryota UNPD*
NPO22961 Cordia leucocephala Species Cordiaceae Eukaryota UNPD*
NPO21375 Euphorbia nematocypha Species Euphorbiaceae Eukaryota UNPD*
NPO21108 Eria anomala Species Orchidaceae Eukaryota UNPD*
NPO20142 Embelia schimperi Species Primulaceae Eukaryota UNPD*
NPO21495 Abelia chinensis Species Caprifoliaceae Eukaryota UNPD*
NPO17560 Pancratium sickenbergeri Species Amaryllidaceae Eukaryota UNPD*
NPO70 Boehmeria caudata Species Urticaceae Eukaryota UNPD*
NPO5903 Conus mus Species Conidae Eukaryota UNPD*
NPO20489 Epilobium hirsutum Species Onagraceae Eukaryota UNPD*
NPO20421 Aplophyllum alberti-regelii NA NA NA UNPD*
NPO4051 Tricholoma columbetta Species Tricholomataceae Eukaryota UNPD*
NPO21562 Diospyros assimilis Species Ebenaceae Eukaryota UNPD*
NPO2502 Lupinus mexicanus Species Fabaceae Eukaryota UNPD*
NPO10968 Striga lutea Species Orobanchaceae Eukaryota UNPD*
NPO28202 Helichrysum tenuifolium Species Asteraceae Eukaryota UNPD*
NPO11523 Erysimum leptophyllum Species Brassicaceae Eukaryota UNPD*
NPO19810 Myxococcus stipitatus Species Myxococcaceae Bacteria UNPD*
NPO17849 Centaurea maculosa Species Asteraceae Eukaryota UNPD*
NPO18176 Ephedra sinica Species Ephedraceae Eukaryota UNPD*
NPO8762 Brickellia cylindracea Species Asteraceae Eukaryota UNPD*
NPO12053 Eria alba Species Orchidaceae Eukaryota UNPD*
NPO19912 Vellozia nanuzae Species Velloziaceae Eukaryota UNPD*
NPO9852 Polyporus pargamenus Species Polyporaceae Eukaryota UNPD*
NPO26187 Fritillaria stenanthera Species Liliaceae Eukaryota UNPD*
NPO4065 Allanblackia stuhlmannii Species Clusiaceae Eukaryota UNPD*
NPO5289 Calocephalus citreus Species Asteraceae Eukaryota UNPD*
NPO19511 Dolabella californica Species Aplysiidae Eukaryota UNPD*
NPO6447 Kopsia teoi Species Apocynaceae Eukaryota UNPD*
NPO20624 Simarouba glauca Species Simaroubaceae Eukaryota UNPD*
NPO21170 Embelia parviflora Species Primulaceae Eukaryota UNPD*
NPO2342 Cytisus scoparius Species Fabaceae Eukaryota UNPD*
NPO21685 Magnolia coco Species Magnoliaceae Eukaryota UNPD*
NPO3866 Pistia stratiotes Species Araceae Eukaryota UNPD*
NPO17258 Rhinella marina Species Bufonidae Eukaryota UNPD*
NPO21038 Lemaireocereus longispinus Species Cactaceae Eukaryota UNPD*
NPO20598 Lythrum salicaria Species Lythraceae Eukaryota UNPD*
NPO19995 Baccharis neglecta Species Asteraceae Eukaryota UNPD*
NPO10089 Polyalthia barnesii Species Annonaceae Eukaryota UNPD*
NPO16529 Plagiodera versicolora Species Chrysomelidae Eukaryota UNPD*
NPO20843 Monsonia senegalensis Species Geraniaceae Eukaryota UNPD*
NPO1932 Chaenomeles japonica Species Rosaceae Eukaryota UNPD*
NPO20879 Clerodendrum bungei Species Lamiaceae Eukaryota UNPD*
NPO24195 Stylissa carteri Species Axinellidae Eukaryota UNPD*
NPO18286 Lycogala epidendrum Species Enteridiidae Eukaryota UNPD*
NPO20680 Erythrina melanacantha Species Fabaceae Eukaryota UNPD*
NPO17334 Onopordum acanthium Species Asteraceae Eukaryota UNPD*
NPO9464 Stevia paniculata Species Asteraceae Eukaryota UNPD*
NPO16569 Gymnocalycium schickendantzii Species Cactaceae Eukaryota UNPD*
NPO19036 Esenbeckia leiocarpa Species Rutaceae Eukaryota UNPD*
NPO14241 Planchonia grandis Species Asterolecaniidae Eukaryota UNPD*
NPO18143 Dendronephthya griffini Species Nephtheidae Eukaryota UNPD*
NPO621 Eria floribunda Species Orchidaceae Eukaryota UNPD*
NPO13449 Syzygium polycephaloides Species Myrtaceae Eukaryota UNPD*
NPO2864 Tephrosia tinctoria Species Geometridae Eukaryota UNPD*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified IC50 = 5000 nM 7798968
NPT2 Others Unspecified IC50 = 114000 nM 7798968

  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 NPC271803 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
1.0 High Similarity NPC68043
1.0 High Similarity NPC180401
1.0 High Similarity NPC206241
1.0 High Similarity NPC48448
1.0 High Similarity NPC266383
1.0 High Similarity NPC290231
0.9275 High Similarity NPC80447
0.8312 Intermediate Similarity NPC124359
0.7901 Intermediate Similarity NPC168017
0.7711 Intermediate Similarity NPC178632
0.7564 Intermediate Similarity NPC268580
0.75 Intermediate Similarity NPC151004
0.75 Intermediate Similarity NPC228980
0.75 Intermediate Similarity NPC243635
0.7089 Intermediate Similarity NPC308050
0.6867 Remote Similarity NPC255430
0.6707 Remote Similarity NPC127430
0.6707 Remote Similarity NPC120699
0.6324 Remote Similarity NPC248956
0.6322 Remote Similarity NPC61321
0.6322 Remote Similarity NPC78058
0.6322 Remote Similarity NPC207048
0.6322 Remote Similarity NPC135639
0.6322 Remote Similarity NPC234822
0.6322 Remote Similarity NPC143344
0.6222 Remote Similarity NPC237535
0.6136 Remote Similarity NPC57163
0.6136 Remote Similarity NPC116881
0.6 Remote Similarity NPC39308
0.5926 Remote Similarity NPC255050
0.5926 Remote Similarity NPC127553
0.5851 Remote Similarity NPC145707
0.5732 Remote Similarity NPC473442
0.5732 Remote Similarity NPC120167
0.5714 Remote Similarity NPC17770
0.5714 Remote Similarity NPC34811
0.5692 Remote Similarity NPC141914

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC271803 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
0.75 Intermediate Similarity NPD1821 Approved
0.75 Intermediate Similarity NPD1822 Approved
0.75 Intermediate Similarity NPD1823 Approved
0.6707 Remote Similarity NPD7155 Clinical (unspecified phase)
0.6364 Remote Similarity NPD3176 Clinical (unspecified phase)
0.6087 Remote Similarity NPD6934 Discontinued
0.6056 Remote Similarity NPD3727 Discontinued
0.5862 Remote Similarity NPD3155 Clinical (unspecified phase)
0.5811 Remote Similarity NPD605 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   91471
ChEMBL   CHEMBL459396
ZINC  

Physicochemical Properties

Molecular Weight:  248.19
ALogP:  -2.6426
MLogP:  2.78
XLogP:  1.381
# Rotatable Bonds:  0
Polar Surface Area:  23.55
# H-Bond Aceptor:  3
# H-Bond Donor:  0
# Rings:  4
# Heavy Atoms:  18

Download Data

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