Structure

Physi-Chem Properties

Molecular Weight:  230.13
Volume:  249.361
LogP:  2.759
LogD:  3.043
LogS:  -3.612
# Rotatable Bonds:  0
TPSA:  26.3
# H-Bond Aceptor:  2
# H-Bond Donor:  0
# Rings:  3
# Heavy Atoms:  2

MedChem Properties

QED Drug-Likeness Score:  0.363
Synthetic Accessibility Score:  4.402
Fsp3:  0.533
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Accepted
GSK Rule:  Accepted
BMS Rule:  2
Golden Triangle Rule:  Accepted
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -4.597
MDCK Permeability:  3.7286270526237786e-05
Pgp-inhibitor:  0.139
Pgp-substrate:  0.0
Human Intestinal Absorption (HIA):  0.003
20% Bioavailability (F20%):  0.901
30% Bioavailability (F30%):  0.009

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.537
Plasma Protein Binding (PPB):  66.52418518066406%
Volume Distribution (VD):  1.509
Pgp-substrate:  30.232280731201172%

ADMET: Metabolism

CYP1A2-inhibitor:  0.67
CYP1A2-substrate:  0.257
CYP2C19-inhibitor:  0.143
CYP2C19-substrate:  0.412
CYP2C9-inhibitor:  0.227
CYP2C9-substrate:  0.101
CYP2D6-inhibitor:  0.022
CYP2D6-substrate:  0.44
CYP3A4-inhibitor:  0.177
CYP3A4-substrate:  0.193

ADMET: Excretion

Clearance (CL):  11.138
Half-life (T1/2):  0.349

ADMET: Toxicity

hERG Blockers:  0.029
Human Hepatotoxicity (H-HT):  0.661
Drug-inuced Liver Injury (DILI):  0.401
AMES Toxicity:  0.016
Rat Oral Acute Toxicity:  0.714
Maximum Recommended Daily Dose:  0.885
Skin Sensitization:  0.244
Carcinogencity:  0.627
Eye Corrosion:  0.505
Eye Irritation:  0.699
Respiratory Toxicity:  0.978

Download Data

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

  Natural Product: NPC143979

Natural Product ID:  NPC143979
Common Name*:   Dehydrocostuslactone
IUPAC Name:   (3aS,6aR,9aR,9bS)-3,6,9-trimethylidene-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-2-one
Synonyms:   Dehydrocostus Lactone; Dehydrocostuslactone
Standard InCHIKey:  NETSQGRTUNRXEO-XUXIUFHCSA-N
Standard InCHI:  InChI=1S/C15H18O2/c1-8-4-7-12-10(3)15(16)17-14(12)13-9(2)5-6-11(8)13/h11-14H,1-7H2/t11-,12-,13-,14-/m0/s1
SMILES:  C=C1CC[C@H]2C(=C)C(=O)O[C@@H]2[C@H]2C(=C)CC[C@@H]12
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL88985
PubChem CID:   73174
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000259] Prenol lipids
        • [CHEMONTID:0001283] Terpene lactones
          • [CHEMONTID:0001543] Sesquiterpene lactones
            • [CHEMONTID:0001770] Guaianolides and derivatives

*Note: the InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.
**Note: the Chemical Classification was calculated by NPClassifier Version 1.5. Reference: PMID:34662515.

  Species Source

Organism ID Organism Name Taxonomy Level Family SuperKingdom Isolation Part Collection Location Collection Time Reference
NPO15810 Zea mays Species Poaceae Eukaryota n.a. n.a. DOI[10.1021/jf00055a023]
NPO19934 Genista ephedroides Species Fabaceae Eukaryota n.a. n.a. n.a. DOI[10.1021/np980112s]
NPO29515 Laurus nobilis Species Lauraceae Eukaryota n.a. leaf n.a. DOI[10.1080/10412905.2001.9699624]
NPO21931 Quercus phillyraeoides Species Fagaceae Eukaryota n.a. n.a. n.a. PMID[11520216]
NPO15810 Zea mays Species Poaceae Eukaryota n.a. seed n.a. PMID[11539687]
NPO29515 Laurus nobilis Species Lauraceae Eukaryota n.a. n.a. n.a. PMID[11912066]
NPO29515 Laurus nobilis Species Lauraceae Eukaryota n.a. leaf n.a. PMID[12419922]
NPO15810 Zea mays Species Poaceae Eukaryota n.a. n.a. n.a. PMID[12713418]
NPO25825 Saussurea lappa Species Asteraceae Eukaryota Roots n.a. n.a. PMID[14510592]
NPO28342 Lilium candidum Species Liliaceae Eukaryota n.a. n.a. n.a. PMID[14980692]
NPO17487 Cliona nigricans Species Clionaidae Eukaryota n.a. n.a. n.a. PMID[15128254]
NPO20859 Pseudomonas tolaasii Species Pseudomonadaceae Bacteria n.a. n.a. n.a. PMID[15165142]
NPO16277 Swertia davidi Species Gentianaceae Eukaryota n.a. n.a. n.a. PMID[15234768]
NPO16772 Piper rusbyi Species Piperaceae Eukaryota n.a. leaf n.a. PMID[17354169]
NPO30603 Saussurea lappa n.a. n.a. n.a. n.a. root n.a. PMID[18409040]
NPO30603 Saussurea lappa n.a. n.a. n.a. roots n.a. n.a. PMID[18579374]
NPO20417 Tamarix nilotica Species Tamaricaceae Eukaryota n.a. n.a. n.a. PMID[20405847]
NPO15810 Zea mays Species Poaceae Eukaryota n.a. n.a. n.a. PMID[21080643]
NPO29515 Laurus nobilis Species Lauraceae Eukaryota n.a. leaf n.a. PMID[21188975]
NPO15810 Zea mays Species Poaceae Eukaryota n.a. husk n.a. PMID[21574561]
NPO15810 Zea mays Species Poaceae Eukaryota n.a. leaf n.a. PMID[21574561]
NPO20281 Withania aristata Species Solanaceae Eukaryota n.a. n.a. n.a. PMID[22705001]
NPO19141 Aframomum melegueta Species Zingiberaceae Eukaryota Seeds n.a. n.a. PMID[22789014]
NPO7385 Schisandra sphenanthera Species Schisandraceae Eukaryota fruits n.a. n.a. PMID[23265871]
NPO15810 Zea mays Species Poaceae Eukaryota n.a. seed n.a. PMID[23292602]
NPO8415 Tetragonotheca ludoviciana Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[23501116]
NPO20417 Tamarix nilotica Species Tamaricaceae Eukaryota n.a. n.a. n.a. PMID[23675651]
NPO27031 Methanosarcina barkeri Species Methanosarcinaceae Archaea n.a. n.a. n.a. PMID[24669201]
NPO30603 Saussurea lappa n.a. n.a. n.a. n.a. n.a. n.a. PMID[25068579]
NPO28005.1 Panax japonicus var. bipinnatifidus Varieties Araliaceae Eukaryota n.a. leaf n.a. PMID[2618703]
NPO20417 Tamarix nilotica Species Tamaricaceae Eukaryota Leaves n.a. n.a. PMID[26938659]
NPO15810 Zea mays Species Poaceae Eukaryota n.a. n.a. n.a. PMID[29762032]
NPO25825 Saussurea lappa Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[3572418]
NPO30603 Saussurea lappa n.a. n.a. n.a. n.a. root n.a. PMID[8541643]
NPO15810 Zea mays Species Poaceae Eukaryota n.a. pollen n.a. PMID[8987503]
NPO15810 Zea mays Species Poaceae Eukaryota Root n.a. n.a. Database[FooDB]
NPO15810 Zea mays Species Poaceae Eukaryota Seed n.a. n.a. Database[FooDB]
NPO15810 Zea mays Species Poaceae Eukaryota Seed Essent. Oil n.a. n.a. Database[FooDB]
NPO15810 Zea mays Species Poaceae Eukaryota Shoot n.a. n.a. Database[FooDB]
NPO15810 Zea mays Species Poaceae Eukaryota Silk Essent. Oil n.a. n.a. Database[FooDB]
NPO15810 Zea mays Species Poaceae Eukaryota Silk Stigma Style n.a. n.a. Database[FooDB]
NPO15810 Zea mays Species Poaceae Eukaryota Stem n.a. n.a. Database[FooDB]
NPO15810 Zea mays Species Poaceae Eukaryota n.a. n.a. Database[FooDB]
NPO29515 Laurus nobilis Species Lauraceae Eukaryota n.a. n.a. Database[FooDB]
NPO15810 Zea mays Species Poaceae Eukaryota Cob n.a. n.a. Database[FooDB]
NPO29515 Laurus nobilis Species Lauraceae Eukaryota n.a. n.a. Database[FooDB]
NPO29515 Laurus nobilis Species Lauraceae Eukaryota Fruit n.a. n.a. Database[FooDB]
NPO15810 Zea mays Species Poaceae Eukaryota Fruit n.a. n.a. Database[FooDB]
NPO15810 Zea mays Species Poaceae Eukaryota Husk Essent. Oil n.a. n.a. Database[FooDB]
NPO29515 Laurus nobilis Species Lauraceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO15810 Zea mays Species Poaceae Eukaryota Oil n.a. n.a. Database[FooDB]
NPO15810 Zea mays Species Poaceae Eukaryota Plant n.a. n.a. Database[FooDB]
NPO15810 Zea mays Species Poaceae Eukaryota Pollen Or Spore n.a. n.a. Database[FooDB]
NPO7385 Schisandra sphenanthera Species Schisandraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO27693 Dehaasia triandra Species Lauraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO30004 Vladimiria souliei n.a. n.a. n.a. n.a. n.a. n.a. Database[HerDing]
NPO28005.1 Panax japonicus var. bipinnatifidus Varieties Araliaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO30603 Saussurea lappa n.a. n.a. n.a. n.a. n.a. n.a. Database[HerDing]
NPO29515 Laurus nobilis Species Lauraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO15810 Zea mays Species Poaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO7730 Commiphora myrrha Species Burseraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO3531 Vladimiria denticulata n.a. n.a. n.a. n.a. n.a. n.a. Database[HerDing]
NPO28005.1 Panax japonicus var. bipinnatifidus Varieties Araliaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO8676 Anamirta cocculus Species Menispermaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO19625 Radix aucklandiae Species Lymnaeidae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO25825 Saussurea lappa Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO10391 Dolomiaea souliei Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO20417 Tamarix nilotica Species Tamaricaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO7730 Commiphora myrrha Species Burseraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO15810 Zea mays Species Poaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO3531 Vladimiria denticulata n.a. n.a. n.a. n.a. n.a. n.a. Database[TCMID]
NPO27693 Dehaasia triandra Species Lauraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO28342 Lilium candidum Species Liliaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO29515 Laurus nobilis Species Lauraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO7385 Schisandra sphenanthera Species Schisandraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO21931 Quercus phillyraeoides Species Fagaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO3531 Vladimiria denticulata n.a. n.a. n.a. n.a. n.a. n.a. Database[TCM_Taiwan]
NPO29515 Laurus nobilis Species Lauraceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO15810 Zea mays Species Poaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO30004 Vladimiria souliei n.a. n.a. n.a. n.a. n.a. n.a. Database[TCM_Taiwan]
NPO7385 Schisandra sphenanthera Species Schisandraceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO15810 Zea mays Species Poaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO25825 Saussurea lappa Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO10391 Dolomiaea souliei Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO7385 Schisandra sphenanthera Species Schisandraceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO20859 Pseudomonas tolaasii Species Pseudomonadaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO17017 Eria latifolia Species Orchidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4194 Teucrium buxifolium Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25825 Saussurea lappa Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO27859 Ballota africana Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15810 Zea mays Species Poaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22206 Browallia speciosa Species Solanaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10391 Dolomiaea souliei Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21388 Eucampia zodiacus Species Hemiaulaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO27545 Veronica hirsuta Species Plantaginaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3848 Myrtopsis macrocarpa Species Rutaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7385 Schisandra sphenanthera Species Schisandraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21792 Penicillium brefeldianum Species Aspergillaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3435 Saussurea katochaete Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3089 Cistus villosus Species Cistaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28322 Serratula tinctoria Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28005.1 Panax japonicus var. bipinnatifidus Varieties Araliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10380 Prunus triflora Species Rosaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7730 Commiphora myrrha Species Burseraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22398 Platanus hybrida Species Platanaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18037 Tolypocladium terricola Species Ophiocordycipitaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO29515 Laurus nobilis Species Lauraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9673 Alstonia sphaerocapitata Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16277 Swertia davidi Species Gentianaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20417 Tamarix nilotica Species Tamaricaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5463.1 Vigna radiata var. radiata Varieties Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17487 Cliona nigricans Species Clionaidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13904 Jacaranda racemosa Species Bignoniaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20281 Withania aristata Species Solanaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO470 Prismatomeris connata Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO23184 Allophylus cobbe Species Sapindaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26364 Triopha catalinae Species n.a. Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17893 Polyalthia beccarii Species Annonaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16772 Piper rusbyi Species Piperaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15477 Thymus algeriensis Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28437 Hypomyces aurantius Species Hypocreaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21931 Quercus phillyraeoides Species Fagaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8415 Tetragonotheca ludoviciana Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6986 Diaporthe eres Species Diaporthaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO27031 Methanosarcina barkeri Species Methanosarcinaceae Archaea n.a. n.a. n.a. Database[UNPD]
NPO22718 Polyporus officinalis Species Polyporaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6546 Maytenus rigida Species Celastraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO27693 Dehaasia triandra Species Lauraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9657 Melilotus altissima Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22174 Tanacetum cadmeum Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1953 Miltochrista calamina Species Erebidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1513 Penicillium nalgiovense Species Aspergillaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19141 Aframomum melegueta Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16531 Strychnos solimoesana Species Loganiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3268 Callyspongia flammea Species Callyspongiidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19934 Genista ephedroides Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4821 Hypselodoris infucata Species Chromodorididae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO27158 Adiscanthus fusciflorus Species Rutaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7941 Marshallia obovata Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO23089 Reseda duriaeana Species Resedaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18282 Eccremocarpus scaber Species Bignoniaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8676 Anamirta cocculus Species Menispermaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6728 Rubus niveus Species Rosaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22866 Streptomyces piomogenus Species Streptomycetaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO28342 Lilium candidum Species Liliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO23103 Quamoclit angulata n.a. n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO8342 Allium tripedale Species Amaryllidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO27410 Cineraria dieterlenii Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]

☑ Note for Reference:
In addition to directly collecting NP source organism data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated them from below databases:
☉ UNPD: Universal Natural Products Database [PMID: 23638153].
☉ StreptomeDB: a database of streptomycetes natural products [PMID: 33051671].
☉ TM-MC: a database of medicinal materials and chemical compounds in Northeast Asian traditional medicine [PMID: 26156871].
☉ TCM@Taiwan: a Traditional Chinese Medicine database [PMID: 21253603].
☉ TCMID: a Traditional Chinese Medicine database [PMID: 29106634].
☉ TCMSP: The traditional Chinese medicine systems pharmacology database and analysis platform [PMID: 24735618].
☉ HerDing: a herb recommendation system to treat diseases using genes and chemicals [PMID: 26980517].
☉ MetaboLights: a metabolomics database [PMID: 27010336].
☉ FooDB: a database of constituents, chemistry and biology of food species [www.foodb.ca].

  NP Quantity Composition/Concentration

Organism ID NP ID Organism Material Preparation Organism Part NP Quantity (Standard) NP Quantity (Minimum) NP Quantity (Maximum) Quantity Unit Reference

☑ Note for Reference:
In addition to directly collecting NP quantitative data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated NP quantitative records for specific NP domains (e.g., NPS from foods or herbs) from domain-specific databases. These databases include:
☉ DUKE: Dr. Duke's Phytochemical and Ethnobotanical Databases.
☉ PHENOL EXPLORER: is the first comprehensive database on polyphenol content in foods [PMID: 24103452], its homepage can be accessed at here.
☉ FooDB: a database of constituents, chemistry and biology of food species [www.foodb.ca].

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2716 Individual Protein UDP-N-acetylglucosamine 1-carboxyvinyltransferase Escherichia coli K-12 IC50 > 50000.0 nM PMID[512672]
NPT2717 Individual Protein UDP-N-acetylglucosamine 1-carboxyvinyltransferase Pseudomonas aeruginosa (strain ATCC 15692 / PAO1 / 1C / PRS 101 / LMG12228) IC50 > 50000.0 nM PMID[512672]
NPT377 Cell Line OVCAR-3 Homo sapiens CD50 = 2.5 ug ml-1 PMID[512674]
NPT165 Cell Line HeLa Homo sapiens CD50 = 3.5 ug ml-1 PMID[512674]
NPT65 Cell Line HepG2 Homo sapiens CD50 = 3.5 ug ml-1 PMID[512674]
NPT81 Cell Line A549 Homo sapiens IC50 = 10000.0 nM PMID[512675]
NPT66 Individual Protein Acetylcholinesterase Electrophorus electricus Inhibition = 4.06 % PMID[512676]
NPT116 Cell Line HL-60 Homo sapiens IC50 = 5300.0 nM PMID[512677]
NPT111 Cell Line K562 Homo sapiens IC50 = 5300.0 nM PMID[512681]
NPT29 Organism Rattus norvegicus Rattus norvegicus Activity = 0.57 mg ml-1 PMID[512671]
NPT29 Organism Rattus norvegicus Rattus norvegicus Activity = 0.4 mg ml-1 PMID[512671]
NPT29 Organism Rattus norvegicus Rattus norvegicus Activity = 0.2 mg ml-1 PMID[512671]
NPT29 Organism Rattus norvegicus Rattus norvegicus Activity = 0.23 mg ml-1 PMID[512671]
NPT29 Organism Rattus norvegicus Rattus norvegicus Activity = 0.19 mg ml-1 PMID[512671]
NPT88 Organism Mycobacterium tuberculosis Mycobacterium tuberculosis MIC = 2.0 ug.mL-1 PMID[512673]
NPT1513 Organism Mycobacterium avium Mycobacterium avium MIC = 16.0 ug.mL-1 PMID[512673]
NPT19 Organism Escherichia coli Escherichia coli MIC > 800.0 ug.mL-1 PMID[512674]
NPT1605 Organism Enterococcus Enterococcus MIC > 800.0 ug.mL-1 PMID[512674]
NPT175 Organism Enterococcus faecalis Enterococcus faecalis MIC > 800.0 ug.mL-1 PMID[512674]
NPT16 Organism Staphylococcus aureus Staphylococcus aureus MIC = 800.0 ug.mL-1 PMID[512674]
NPT16 Organism Staphylococcus aureus Staphylococcus aureus MIC = 400.0 ug.mL-1 PMID[512674]
NPT2 Others Unspecified IC50 = 14000.0 nM PMID[512675]
NPT67 Individual Protein Cholinesterase Equus caballus Inhibition = 10.73 % PMID[512676]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. Activity = 3.8 % PMID[512677]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. Activity = 2.9 % PMID[512677]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. Activity = 6.4 % PMID[512677]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. Activity = 6.1 % PMID[512677]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. IC50 = 3700.0 nM PMID[512677]
NPT119 Organism Triticum aestivum Triticum aestivum Inhibition > 40.0 % PMID[512678]
NPT3130 Organism Lepidium sativum Lepidium sativum Inhibition > 40.0 % PMID[512678]
NPT119 Organism Triticum aestivum Triticum aestivum Activity > 40.0 % PMID[512678]
NPT3130 Organism Lepidium sativum Lepidium sativum Activity > 40.0 % PMID[512678]
NPT3130 Organism Lepidium sativum Lepidium sativum Inhibition = 20.0 % PMID[512678]
NPT3130 Organism Lepidium sativum Lepidium sativum Activity = 20.0 % PMID[512678]
NPT364 Organism Lactuca sativa Lactuca sativa Inhibition < 20.0 % PMID[512678]
NPT364 Organism Lactuca sativa Lactuca sativa Activity < 20.0 % PMID[512678]
NPT119 Organism Triticum aestivum Triticum aestivum Inhibition = 20.0 % PMID[512678]
NPT364 Organism Lactuca sativa Lactuca sativa Inhibition = 20.0 % PMID[512678]
NPT119 Organism Triticum aestivum Triticum aestivum Activity = 20.0 % PMID[512678]
NPT364 Organism Lactuca sativa Lactuca sativa Activity = 20.0 % PMID[512678]
NPT840 Individual Protein Transcriptional activator Myb Gallus gallus IC50 = 9549.93 nM PMID[512679]
NPT27 Others Unspecified IC50 > 30000.0 nM PMID[512679]
NPT840 Individual Protein Transcriptional activator Myb Gallus gallus IC50 = 9540.0 nM PMID[512679]
NPT32 Organism Mus musculus Mus musculus Inhibition = 19.0 % PMID[512680]
NPT29 Organism Rattus norvegicus Rattus norvegicus Inhibition = 96.2 % PMID[512680]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. IC50 = 1.2 ug.mL-1 PMID[512680]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. IC50 = 6600.0 nM PMID[512681]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. IC50 = 3700.0 nM PMID[512681]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. IC50 = 5100.0 nM PMID[512681]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. IC50 = 10500.0 nM PMID[512681]

☑ Note for Activity Records:
☉ The quantitative biological activities were primarily integrated from ChEMBL (Version-30) database and were also directly collected from PubMed literature. PubMed PMID was provided as the reference link for each activity record.

  Chemically structural similarity: I. Similar Active Natural Products in NPASS

Top-200 similar NPs were calculated against the active-NP-set (includes 4,3285 NPs with experimentally-derived bioactivity available 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 NPC143979 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 NPC320537
0.9577 High Similarity NPC208223
0.9189 High Similarity NPC6823
0.9189 High Similarity NPC290508
0.9189 High Similarity NPC293418
0.9189 High Similarity NPC73052
0.913 High Similarity NPC5714
0.9054 High Similarity NPC182550
0.8947 High Similarity NPC246076
0.8933 High Similarity NPC276356
0.8933 High Similarity NPC74673
0.8933 High Similarity NPC69271
0.8831 High Similarity NPC54468
0.8831 High Similarity NPC245665
0.8718 High Similarity NPC194859
0.8718 High Similarity NPC224386
0.8608 High Similarity NPC284534
0.8608 High Similarity NPC204105
0.8608 High Similarity NPC300082
0.85 High Similarity NPC64153
0.85 High Similarity NPC238593
0.85 High Similarity NPC187661
0.85 High Similarity NPC309757
0.85 High Similarity NPC56593
0.85 High Similarity NPC304558
0.85 High Similarity NPC236692
0.8481 Intermediate Similarity NPC156485
0.8442 Intermediate Similarity NPC302426
0.8395 Intermediate Similarity NPC270270
0.8395 Intermediate Similarity NPC24728
0.8395 Intermediate Similarity NPC201658
0.8395 Intermediate Similarity NPC118601
0.8375 Intermediate Similarity NPC235792
0.8354 Intermediate Similarity NPC215294
0.8354 Intermediate Similarity NPC39588
0.8333 Intermediate Similarity NPC35089
0.8333 Intermediate Similarity NPC10276
0.8333 Intermediate Similarity NPC47635
0.8293 Intermediate Similarity NPC217983
0.8293 Intermediate Similarity NPC471149
0.8293 Intermediate Similarity NPC79549
0.8293 Intermediate Similarity NPC207114
0.8293 Intermediate Similarity NPC178875
0.8289 Intermediate Similarity NPC470240
0.8289 Intermediate Similarity NPC65603
0.8289 Intermediate Similarity NPC476794
0.8272 Intermediate Similarity NPC67493
0.8267 Intermediate Similarity NPC226669
0.8267 Intermediate Similarity NPC138408
0.8267 Intermediate Similarity NPC193351
0.8193 Intermediate Similarity NPC168679
0.8193 Intermediate Similarity NPC472872
0.8193 Intermediate Similarity NPC38392
0.8193 Intermediate Similarity NPC215556
0.8193 Intermediate Similarity NPC12872
0.8193 Intermediate Similarity NPC155935
0.8193 Intermediate Similarity NPC283409
0.8158 Intermediate Similarity NPC235906
0.8148 Intermediate Similarity NPC33570
0.8148 Intermediate Similarity NPC21471
0.8148 Intermediate Similarity NPC161957
0.8133 Intermediate Similarity NPC469641
0.8133 Intermediate Similarity NPC469643
0.8101 Intermediate Similarity NPC126248
0.8095 Intermediate Similarity NPC297474
0.8095 Intermediate Similarity NPC19087
0.8095 Intermediate Similarity NPC35809
0.8095 Intermediate Similarity NPC216284
0.8095 Intermediate Similarity NPC54065
0.8077 Intermediate Similarity NPC470239
0.8077 Intermediate Similarity NPC470244
0.8072 Intermediate Similarity NPC224652
0.8072 Intermediate Similarity NPC91248
0.8052 Intermediate Similarity NPC15975
0.8052 Intermediate Similarity NPC53581
0.8052 Intermediate Similarity NPC195785
0.8052 Intermediate Similarity NPC103987
0.8049 Intermediate Similarity NPC107787
0.8026 Intermediate Similarity NPC155587
0.8025 Intermediate Similarity NPC115786
0.8 Intermediate Similarity NPC133888
0.8 Intermediate Similarity NPC286341
0.8 Intermediate Similarity NPC29821
0.8 Intermediate Similarity NPC191339
0.8 Intermediate Similarity NPC293001
0.8 Intermediate Similarity NPC35959
0.8 Intermediate Similarity NPC184063
0.8 Intermediate Similarity NPC155215
0.8 Intermediate Similarity NPC57304
0.8 Intermediate Similarity NPC171360
0.8 Intermediate Similarity NPC63193
0.7976 Intermediate Similarity NPC4986
0.7975 Intermediate Similarity NPC258965
0.7975 Intermediate Similarity NPC156658
0.7975 Intermediate Similarity NPC51507
0.7952 Intermediate Similarity NPC190753
0.7927 Intermediate Similarity NPC78089
0.7907 Intermediate Similarity NPC473273
0.7907 Intermediate Similarity NPC473234
0.7907 Intermediate Similarity NPC60386
0.7907 Intermediate Similarity NPC308656
0.7907 Intermediate Similarity NPC153590
0.7907 Intermediate Similarity NPC200237
0.7907 Intermediate Similarity NPC473263
0.7907 Intermediate Similarity NPC258216
0.7901 Intermediate Similarity NPC128246
0.7882 Intermediate Similarity NPC301969
0.7882 Intermediate Similarity NPC37607
0.7875 Intermediate Similarity NPC301477
0.7875 Intermediate Similarity NPC25684
0.7875 Intermediate Similarity NPC38642
0.7875 Intermediate Similarity NPC281949
0.7867 Intermediate Similarity NPC163003
0.7848 Intermediate Similarity NPC472965
0.7848 Intermediate Similarity NPC63649
0.7848 Intermediate Similarity NPC264227
0.7848 Intermediate Similarity NPC617
0.7831 Intermediate Similarity NPC470242
0.7821 Intermediate Similarity NPC187568
0.7821 Intermediate Similarity NPC41780
0.7816 Intermediate Similarity NPC473331
0.7791 Intermediate Similarity NPC475925
0.7791 Intermediate Similarity NPC131209
0.7791 Intermediate Similarity NPC133698
0.7778 Intermediate Similarity NPC226988
0.7765 Intermediate Similarity NPC288699
0.7763 Intermediate Similarity NPC58956
0.7763 Intermediate Similarity NPC269206
0.7763 Intermediate Similarity NPC295633
0.775 Intermediate Similarity NPC223904
0.7733 Intermediate Similarity NPC472955
0.7727 Intermediate Similarity NPC163228
0.7727 Intermediate Similarity NPC167893
0.7727 Intermediate Similarity NPC472873
0.7727 Intermediate Similarity NPC476053
0.7722 Intermediate Similarity NPC472960
0.7722 Intermediate Similarity NPC299235
0.7701 Intermediate Similarity NPC472874
0.7701 Intermediate Similarity NPC135776
0.7692 Intermediate Similarity NPC123360
0.7683 Intermediate Similarity NPC111409
0.7683 Intermediate Similarity NPC194637
0.7662 Intermediate Similarity NPC140287
0.7662 Intermediate Similarity NPC476355
0.7654 Intermediate Similarity NPC255580
0.7654 Intermediate Similarity NPC39411
0.7654 Intermediate Similarity NPC141810
0.764 Intermediate Similarity NPC142529
0.764 Intermediate Similarity NPC18019
0.764 Intermediate Similarity NPC91771
0.764 Intermediate Similarity NPC24956
0.7632 Intermediate Similarity NPC129665
0.7625 Intermediate Similarity NPC19841
0.7614 Intermediate Similarity NPC470013
0.7614 Intermediate Similarity NPC198853
0.7614 Intermediate Similarity NPC477131
0.7614 Intermediate Similarity NPC127019
0.7614 Intermediate Similarity NPC262133
0.7614 Intermediate Similarity NPC323008
0.7614 Intermediate Similarity NPC470010
0.76 Intermediate Similarity NPC144511
0.76 Intermediate Similarity NPC296522
0.759 Intermediate Similarity NPC470011
0.759 Intermediate Similarity NPC219011
0.7586 Intermediate Similarity NPC150978
0.7586 Intermediate Similarity NPC123177
0.7586 Intermediate Similarity NPC70595
0.7586 Intermediate Similarity NPC74103
0.7564 Intermediate Similarity NPC471491
0.7561 Intermediate Similarity NPC173609
0.7561 Intermediate Similarity NPC178676
0.7561 Intermediate Similarity NPC89555
0.7558 Intermediate Similarity NPC268298
0.7556 Intermediate Similarity NPC170143
0.7556 Intermediate Similarity NPC311904
0.7556 Intermediate Similarity NPC108475
0.7556 Intermediate Similarity NPC474313
0.7556 Intermediate Similarity NPC471150
0.7556 Intermediate Similarity NPC213947
0.7532 Intermediate Similarity NPC472956
0.7531 Intermediate Similarity NPC474981
0.7528 Intermediate Similarity NPC67584
0.7528 Intermediate Similarity NPC170120
0.7528 Intermediate Similarity NPC52044
0.7528 Intermediate Similarity NPC213698
0.75 Intermediate Similarity NPC128276
0.75 Intermediate Similarity NPC475700
0.75 Intermediate Similarity NPC18543
0.75 Intermediate Similarity NPC165162
0.7473 Intermediate Similarity NPC249171
0.7473 Intermediate Similarity NPC45125
0.7473 Intermediate Similarity NPC49833
0.7471 Intermediate Similarity NPC129419
0.7471 Intermediate Similarity NPC62815
0.7471 Intermediate Similarity NPC253144
0.747 Intermediate Similarity NPC272814
0.747 Intermediate Similarity NPC128429
0.747 Intermediate Similarity NPC318468
0.7468 Intermediate Similarity NPC266159
0.7468 Intermediate Similarity NPC472959

  Chemically structural similarity: II. Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC143979 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
0.7976 Intermediate Similarity NPD1695 Approved
0.7333 Intermediate Similarity NPD1698 Clinical (unspecified phase)
0.7093 Intermediate Similarity NPD1733 Clinical (unspecified phase)
0.7093 Intermediate Similarity NPD1694 Approved
0.6768 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6744 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6703 Remote Similarity NPD5785 Approved
0.6667 Remote Similarity NPD5362 Discontinued
0.6517 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6517 Remote Similarity NPD5363 Approved
0.6484 Remote Similarity NPD6903 Approved
0.6444 Remote Similarity NPD7334 Approved
0.6444 Remote Similarity NPD6409 Approved
0.6444 Remote Similarity NPD6684 Approved
0.6444 Remote Similarity NPD7146 Approved
0.6444 Remote Similarity NPD7521 Approved
0.6444 Remote Similarity NPD5330 Approved
0.6437 Remote Similarity NPD5369 Approved
0.6364 Remote Similarity NPD4270 Approved
0.6364 Remote Similarity NPD4269 Approved
0.6304 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6292 Remote Similarity NPD7154 Phase 3
0.6264 Remote Similarity NPD5786 Approved
0.625 Remote Similarity NPD4790 Discontinued
0.6211 Remote Similarity NPD6399 Phase 3
0.6203 Remote Similarity NPD2685 Clinical (unspecified phase)
0.618 Remote Similarity NPD6435 Approved
0.618 Remote Similarity NPD5209 Approved
0.617 Remote Similarity NPD5207 Approved
0.6164 Remote Similarity NPD9298 Approved
0.6136 Remote Similarity NPD4252 Approved
0.6136 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6129 Remote Similarity NPD6672 Approved
0.6129 Remote Similarity NPD5737 Approved
0.6118 Remote Similarity NPD8039 Approved
0.6111 Remote Similarity NPD5332 Approved
0.6111 Remote Similarity NPD5331 Approved
0.6105 Remote Similarity NPD8034 Phase 2
0.6105 Remote Similarity NPD8035 Phase 2
0.6105 Remote Similarity NPD5693 Phase 1
0.6095 Remote Similarity NPD6371 Approved
0.6092 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6087 Remote Similarity NPD4249 Approved
0.6082 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6061 Remote Similarity NPD4225 Approved
0.6022 Remote Similarity NPD4251 Approved
0.6022 Remote Similarity NPD4250 Approved
0.6019 Remote Similarity NPD6008 Approved
0.6 Remote Similarity NPD9496 Clinical (unspecified phase)
0.6 Remote Similarity NPD6698 Approved
0.6 Remote Similarity NPD46 Approved
0.5981 Remote Similarity NPD6053 Discontinued
0.5979 Remote Similarity NPD6001 Approved
0.5978 Remote Similarity NPD7520 Clinical (unspecified phase)
0.5974 Remote Similarity NPD3198 Approved
0.5955 Remote Similarity NPD4822 Approved
0.5955 Remote Similarity NPD5368 Approved
0.5955 Remote Similarity NPD4820 Approved
0.5955 Remote Similarity NPD4821 Approved
0.5955 Remote Similarity NPD4819 Approved
0.5909 Remote Similarity NPD4271 Approved
0.5909 Remote Similarity NPD4268 Approved
0.59 Remote Similarity NPD7638 Approved
0.5842 Remote Similarity NPD7639 Approved
0.5842 Remote Similarity NPD7640 Approved
0.5824 Remote Similarity NPD3667 Approved
0.5816 Remote Similarity NPD5282 Discontinued
0.5789 Remote Similarity NPD5208 Approved
0.5783 Remote Similarity NPD229 Approved
0.5766 Remote Similarity NPD7115 Discovery
0.5765 Remote Similarity NPD5777 Approved
0.5761 Remote Similarity NPD4788 Approved
0.5758 Remote Similarity NPD5695 Phase 3
0.5745 Remote Similarity NPD3618 Phase 1
0.5745 Remote Similarity NPD6098 Approved
0.5743 Remote Similarity NPD5696 Approved
0.5729 Remote Similarity NPD6051 Approved
0.5729 Remote Similarity NPD6673 Approved
0.5729 Remote Similarity NPD6080 Approved
0.5729 Remote Similarity NPD5764 Clinical (unspecified phase)
0.5729 Remote Similarity NPD6101 Approved
0.5729 Remote Similarity NPD6904 Approved
0.5714 Remote Similarity NPD5779 Approved
0.5714 Remote Similarity NPD5778 Approved
0.5699 Remote Similarity NPD3668 Phase 3
0.5699 Remote Similarity NPD3665 Phase 1
0.5699 Remote Similarity NPD3666 Approved
0.5699 Remote Similarity NPD3133 Approved
0.5699 Remote Similarity NPD4786 Approved
0.5696 Remote Similarity NPD1145 Discontinued
0.567 Remote Similarity NPD7838 Discovery
0.567 Remote Similarity NPD5692 Phase 3
0.5657 Remote Similarity NPD7901 Clinical (unspecified phase)
0.5657 Remote Similarity NPD7900 Approved
0.5644 Remote Similarity NPD6083 Phase 2
0.5644 Remote Similarity NPD6084 Phase 2
0.5612 Remote Similarity NPD5694 Approved
0.5612 Remote Similarity NPD6411 Approved
0.5612 Remote Similarity NPD6050 Approved
0.5607 Remote Similarity NPD6686 Approved

  Bioactivity similarity: Similar Natural Products in NPASS

Bioactivity similarity was calculated based on bioactivity descriptors of compounds. The bioactivity descriptors were calculated by a recently developed AI algorithm Chemical Checker (CC) [Nature Biotechnology, 38:1087–1096, 2020; Nature Communications, 12:3932, 2021], which evaluated bioactivity similarities at five levels:
☉ A: chemistry similarity;
☉ B: biological targets similarity;
☉ C: networks similarity;
☉ D: cell-based bioactivity similarity;
☉ E: similarity based on clinical data.

Those 5 categories of CC bioactivity descriptors were calculated and then subjected to manifold projection using UMAP algorithm, to project all NPs on a 2-Dimensional space. The current NP was highlighted with a small circle in the 2-D map. Below figures: left-to-right, A-to-E.

A: chemistry similarity
B: biological targets similarity
C: networks similarity
D: cell-based bioactivity similarity
E: similarity based on clinical data