Natural Product: NPC168017

Natural Product ID:  NPC168017
Common Name:   n.a.
IUPAC Name:  
Synonyms:   (+)-9Alpha-Hydroxymatrine
Molecular Formula:   C15H24N2O2
Standard InCHIKey:  JTWPUVIWKODBID-WHPHWUKISA-N
Standard InCHI:  InChI=1S/C15H24N2O2/c18-11-7-12-13-4-1-5-14(19)17(13)8-10-3-2-6-16(9-11)15(10)12/h10-13,15,18H,1-9H2/t10-,11-,12+,13+,15-/m0/s1
Canonical SMILES:  O[C@@H]1CN2CCC[C@@H]3[C@H]2[C@H](C1)[C@H]1CCCC(=O)N1C3
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
NPO7715 Sophora tonkinensis Species Fabaceae Eukaryota Rhizomes Nanning, Guangxi Province, China 2012-DEC PMID[26132528]
NPO21108 Eria anomala Species Orchidaceae Eukaryota UNPD*
NPO18668 Asimina parviflora Species Annonaceae Eukaryota UNPD*
NPO4051 Tricholoma columbetta Species Tricholomataceae Eukaryota UNPD*
NPO21243 Siphonaria capensis Species Siphonariidae Eukaryota UNPD*
NPO19036 Esenbeckia leiocarpa Species Rutaceae Eukaryota UNPD*
NPO19810 Myxococcus stipitatus Species Myxococcaceae Bacteria UNPD*
NPO3152 Morella rubra Species Myricaceae Eukaryota UNPD*
NPO20489 Epilobium hirsutum Species Onagraceae Eukaryota UNPD*
NPO16569 Gymnocalycium schickendantzii Species Cactaceae Eukaryota UNPD*
NPO5903 Conus mus Species Conidae Eukaryota UNPD*
NPO22937 Vernonia fagifolia Species Asteraceae Eukaryota UNPD*
NPO18286 Lycogala epidendrum Species Enteridiidae Eukaryota UNPD*
NPO20843 Monsonia senegalensis Species Geraniaceae Eukaryota UNPD*
NPO20680 Erythrina melanacantha Species Fabaceae Eukaryota UNPD*
NPO20598 Lythrum salicaria Species Lythraceae Eukaryota UNPD*
NPO19912 Vellozia nanuzae Species Velloziaceae Eukaryota UNPD*
NPO21495 Abelia chinensis Species Caprifoliaceae Eukaryota UNPD*
NPO20879 Clerodendrum bungei Species Lamiaceae Eukaryota UNPD*
NPO19995 Baccharis neglecta Species Asteraceae Eukaryota UNPD*
NPO17334 Onopordum acanthium Species Asteraceae Eukaryota UNPD*
NPO14241 Planchonia grandis Species Asterolecaniidae Eukaryota UNPD*
NPO3430 Sophorae flavescentis radix NA NA NA TCMSP*
NPO16141 Piper regnellii Species Piperaceae Eukaryota UNPD*
NPO19231 Sophora flavescens Species Fabaceae Eukaryota UNPD*
NPO9968 Shigella dysenteriae Species Enterobacteriaceae Bacteria UNPD*
NPO20421 Aplophyllum alberti-regelii NA NA NA UNPD*
NPO17560 Pancratium sickenbergeri Species Amaryllidaceae Eukaryota UNPD*
NPO18866 Pteridium esculentum Species Dennstaedtiaceae Eukaryota UNPD*
NPO20624 Simarouba glauca Species Simaroubaceae Eukaryota UNPD*
NPO12056 Chondrodendron tomentosum Species Menispermaceae Eukaryota UNPD*
NPO19511 Dolabella californica Species Aplysiidae Eukaryota UNPD*
NPO18473 Plathymenia reticulata Species Fabaceae Eukaryota UNPD*
NPO21170 Embelia parviflora Species Primulaceae Eukaryota UNPD*
NPO21562 Diospyros assimilis Species Ebenaceae Eukaryota UNPD*
NPO17258 Rhinella marina Species Bufonidae Eukaryota UNPD*
NPO18143 Dendronephthya griffini Species Nephtheidae Eukaryota UNPD*
NPO17849 Centaurea maculosa Species Asteraceae Eukaryota UNPD*
NPO11523 Erysimum leptophyllum Species Brassicaceae Eukaryota UNPD*
NPO20084 Atraphaxis spinosa Species Polygonaceae Eukaryota UNPD*
NPO27367 Latrunculia magnifica Species Latrunculiidae Eukaryota UNPD*
NPO13449 Syzygium polycephaloides Species Myrtaceae Eukaryota UNPD*
NPO12313 Haplophyllum obtusifolium Species Rutaceae Eukaryota UNPD*
NPO21631 Faramea salicifolia Species Rubiaceae Eukaryota UNPD*
NPO20142 Embelia schimperi Species Primulaceae Eukaryota UNPD*
NPO21038 Lemaireocereus longispinus Species Cactaceae Eukaryota UNPD*
NPO22961 Cordia leucocephala Species Cordiaceae Eukaryota UNPD*
NPO18176 Ephedra sinica Species Ephedraceae Eukaryota UNPD*
NPO28202 Helichrysum tenuifolium Species Asteraceae Eukaryota UNPD*
NPO21375 Euphorbia nematocypha Species Euphorbiaceae Eukaryota UNPD*
NPO28072 Theonella conica Species Theonellidae Eukaryota UNPD*
NPO19667 Hypericum styphelioides Species Hypericaceae Eukaryota UNPD*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT963 Organism Hepatitis B virus Hepatitis B virus Activity = 31.6 % 16364643
NPT963 Organism Hepatitis B virus Hepatitis B virus Activity = 18.1 % 16364643
NPT963 Organism Hepatitis B virus Hepatitis B virus Activity = 19.5 % 16364643
NPT963 Organism Hepatitis B virus Hepatitis B virus Activity = 13.3 % 16364643
NPT65 Cell Line HepG2 Homo sapiens Activity >= 25 % 16364643
NPT91 Cell Line KB Homo sapiens IC50 > 40000 nM 26865176
NPT2 Others Unspecified IC50 > 40000 nM 26865176
NPT82 Cell Line MDA-MB-231 Homo sapiens IC50 > 40000 nM 26865176
NPT81 Cell Line A549 Homo sapiens IC50 > 40000 nM 26865176

  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 NPC168017 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
0.9759 High Similarity NPC178632
0.9268 High Similarity NPC124359
0.7901 Intermediate Similarity NPC271803
0.7901 Intermediate Similarity NPC68043
0.7901 Intermediate Similarity NPC206241
0.7901 Intermediate Similarity NPC290231
0.7901 Intermediate Similarity NPC180401
0.7901 Intermediate Similarity NPC48448
0.7901 Intermediate Similarity NPC266383
0.7647 Intermediate Similarity NPC80447
0.7273 Intermediate Similarity NPC91036
0.7111 Intermediate Similarity NPC90839
0.7059 Intermediate Similarity NPC144714
0.7059 Intermediate Similarity NPC100810
0.6792 Remote Similarity NPC472856
0.6774 Remote Similarity NPC31313
0.6774 Remote Similarity NPC149908
0.6774 Remote Similarity NPC45906
0.6774 Remote Similarity NPC288415
0.6702 Remote Similarity NPC93630
0.6699 Remote Similarity NPC220111
0.6696 Remote Similarity NPC271115
0.6667 Remote Similarity NPC309731
0.66 Remote Similarity NPC145707
0.6596 Remote Similarity NPC81006
0.6404 Remote Similarity NPC127553
0.6404 Remote Similarity NPC255050
0.6392 Remote Similarity NPC277918
0.6337 Remote Similarity NPC312637
0.631 Remote Similarity NPC112398
0.63 Remote Similarity NPC322966
0.6271 Remote Similarity NPC266910
0.6222 Remote Similarity NPC306973
0.6211 Remote Similarity NPC268580
0.6132 Remote Similarity NPC292819
0.6091 Remote Similarity NPC475239
0.6068 Remote Similarity NPC28542
0.6055 Remote Similarity NPC470592
0.6038 Remote Similarity NPC134504
0.6038 Remote Similarity NPC47076
0.6018 Remote Similarity NPC274895
0.5968 Remote Similarity NPC220396
0.5962 Remote Similarity NPC315237
0.5957 Remote Similarity NPC477002
0.5943 Remote Similarity NPC174117
0.5926 Remote Similarity NPC151004
0.5926 Remote Similarity NPC228980
0.5926 Remote Similarity NPC243635
0.592 Remote Similarity NPC25327
0.5865 Remote Similarity NPC476019
0.5859 Remote Similarity NPC255430
0.5833 Remote Similarity NPC308050
0.5806 Remote Similarity NPC29326
0.5728 Remote Similarity NPC324506
0.5726 Remote Similarity NPC477518
0.5726 Remote Similarity NPC211848
0.5701 Remote Similarity NPC280066
0.5698 Remote Similarity NPC471421
0.5698 Remote Similarity NPC233364
0.5664 Remote Similarity NPC470596
0.5657 Remote Similarity NPC470783
0.5656 Remote Similarity NPC13351
0.5648 Remote Similarity NPC471635
0.5648 Remote Similarity NPC470382
0.5648 Remote Similarity NPC476261
0.5648 Remote Similarity NPC25033
0.5648 Remote Similarity NPC119225
0.5645 Remote Similarity NPC473477
0.5636 Remote Similarity NPC220234
0.5635 Remote Similarity NPC262880
0.5635 Remote Similarity NPC247902
0.5612 Remote Similarity NPC312315
0.5607 Remote Similarity NPC301010

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC168017 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
0.6429 Remote Similarity NPD3176 Clinical (unspecified phase)
0.6182 Remote Similarity NPD6920 Discontinued
0.6087 Remote Similarity NPD355 Phase 2
0.5979 Remote Similarity NPD612 Discontinued
0.5962 Remote Similarity NPD6699 Clinical (unspecified phase)
0.5926 Remote Similarity NPD1822 Approved
0.5926 Remote Similarity NPD1823 Approved
0.5926 Remote Similarity NPD1821 Approved
0.5865 Remote Similarity NPD2682 Approved
0.5842 Remote Similarity NPD3723 Clinical (unspecified phase)
0.5841 Remote Similarity NPD8140 Approved
0.5833 Remote Similarity NPD3714 Approved
0.5833 Remote Similarity NPD3713 Approved
0.5833 Remote Similarity NPD3715 Approved
0.5789 Remote Similarity NPD6415 Discontinued
0.578 Remote Similarity NPD3101 Approved
0.578 Remote Similarity NPD3102 Approved
0.578 Remote Similarity NPD3103 Approved
0.578 Remote Similarity NPD3104 Approved
0.5773 Remote Similarity NPD617 Approved
0.5702 Remote Similarity NPD8307 Discontinued
0.5656 Remote Similarity NPD8347 Approved
0.5656 Remote Similarity NPD8345 Approved
0.5656 Remote Similarity NPD8346 Approved
0.5652 Remote Similarity NPD620 Approved
0.5636 Remote Similarity NPD4825 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   15385684
ChEMBL   CHEMBL204747
ZINC  

Physicochemical Properties

Molecular Weight:  264.18
ALogP:  -2.1285
MLogP:  2.67
XLogP:  0.351
# Rotatable Bonds:  1
Polar Surface Area:  43.78
# H-Bond Aceptor:  4
# H-Bond Donor:  1
# Rings:  4
# Heavy Atoms:  19

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