Structure

Physi-Chem Properties

Molecular Weight:  251.22
Volume:  297.17
LogP:  4.547
LogD:  4.399
LogS:  -3.498
# Rotatable Bonds:  11
TPSA:  29.1
# H-Bond Aceptor:  2
# H-Bond Donor:  1
# Rings:  0
# Heavy Atoms:  2

MedChem Properties

QED Drug-Likeness Score:  0.457
Synthetic Accessibility Score:  2.525
Fsp3:  0.688
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Rejected
GSK Rule:  Rejected
BMS Rule:  0
Golden Triangle Rule:  Accepted
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -4.512
MDCK Permeability:  2.1796009605168365e-05
Pgp-inhibitor:  0.026
Pgp-substrate:  0.004
Human Intestinal Absorption (HIA):  0.003
20% Bioavailability (F20%):  0.009
30% Bioavailability (F30%):  0.036

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.718
Plasma Protein Binding (PPB):  96.61768341064453%
Volume Distribution (VD):  0.775
Pgp-substrate:  3.2855026721954346%

ADMET: Metabolism

CYP1A2-inhibitor:  0.767
CYP1A2-substrate:  0.565
CYP2C19-inhibitor:  0.759
CYP2C19-substrate:  0.808
CYP2C9-inhibitor:  0.562
CYP2C9-substrate:  0.741
CYP2D6-inhibitor:  0.097
CYP2D6-substrate:  0.504
CYP3A4-inhibitor:  0.616
CYP3A4-substrate:  0.211

ADMET: Excretion

Clearance (CL):  6.373
Half-life (T1/2):  0.665

ADMET: Toxicity

hERG Blockers:  0.246
Human Hepatotoxicity (H-HT):  0.35
Drug-inuced Liver Injury (DILI):  0.017
AMES Toxicity:  0.02
Rat Oral Acute Toxicity:  0.511
Maximum Recommended Daily Dose:  0.78
Skin Sensitization:  0.968
Carcinogencity:  0.318
Eye Corrosion:  0.055
Eye Irritation:  0.698
Respiratory Toxicity:  0.926

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  Natural Product: NPC273023

Natural Product ID:  NPC273023
Common Name*:   N-Isobutyl-(2E,4E)-Dodecadienamide
IUPAC Name:   (2E,4E)-N-(2-methylpropyl)dodeca-2,4-dienamide
Synonyms:   Dodeca-2E,4E-Dienoic Acid Isobutylamide
Standard InCHIKey:  BBRMJCAPNGJKEM-AQASXUMVSA-N
Standard InCHI:  InChI=1S/C16H29NO/c1-4-5-6-7-8-9-10-11-12-13-16(18)17-14-15(2)3/h10-13,15H,4-9,14H2,1-3H3,(H,17,18)/b11-10+,13-12+
SMILES:  CCCCCCC/C=C/C=C/C(=NCC(C)C)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL426912
PubChem CID:   6443006
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0003909] Fatty Acyls
        • [CHEMONTID:0000331] Fatty amides
          • [CHEMONTID:0001096] N-acyl amines

*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
NPO28928 Piper nigrum Species Piperaceae Eukaryota n.a. fruit n.a. DOI[10.1016/S0040-4039(01)00209-X]
NPO28928 Piper nigrum Species Piperaceae Eukaryota n.a. n.a. n.a. PMID[10575373]
NPO10274 Pothomorphe peltata n.a. n.a. n.a. n.a. Dominican Republic n.a. PMID[11430019]
NPO14864 Clerodendrum cyrtophyllum Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[11473423]
NPO10210 Artabotrys uncinatus Species Annonaceae Eukaryota n.a. n.a. n.a. PMID[11575948]
NPO6544 Carpesium longifolium Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[14695795]
NPO12347 Pseudomonas syringae Species Pseudomonadaceae Bacteria n.a. n.a. n.a. PMID[14714872]
NPO28928 Piper nigrum Species Piperaceae Eukaryota n.a. leaf n.a. PMID[15467205]
NPO14484 Echinacea purpurea Species Asteraceae Eukaryota root n.a. n.a. PMID[15921428]
NPO726 Echinacea angustifolia Species Asteraceae Eukaryota root n.a. n.a. PMID[15921428]
NPO15548 Sinularia leptoclados Species Alcyoniidae Eukaryota n.a. n.a. n.a. PMID[16724859]
NPO28928 Piper nigrum Species Piperaceae Eukaryota n.a. whole plant n.a. PMID[16808005]
NPO3803 Ardisia japonica Species Primulaceae Eukaryota whole plants Sendai, Miyagi Prefecture, Japan 2000-Sep PMID[17243725]
NPO3803 Ardisia japonica Species Primulaceae Eukaryota n.a. whole plant n.a. PMID[17243725]
NPO3803 Ardisia japonica Species Primulaceae Eukaryota n.a. whole plant n.a. PMID[17397219]
NPO3968 Dracontium loretense Species Araceae Eukaryota corms Iquitos, Peru 2005-MAY PMID[19341262]
NPO3968 Dracontium loretense Species Araceae Eukaryota n.a. n.a. n.a. PMID[19341262]
NPO14484 Echinacea purpurea Species Asteraceae Eukaryota flowers n.a. n.a. PMID[19374389]
NPO10666 Verbesina virginica Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[19485332]
NPO30128 Piper boehmeriaefolium Species Piperaceae Eukaryota whole plant Luxi County, Yunnan Province, China 2008-OCT PMID[21158422]
NPO30128 Piper boehmeriaefolium Species Piperaceae Eukaryota n.a. whole plant n.a. PMID[21158422]
NPO2846 Piper sarmentosum Species Piperaceae Eukaryota n.a. Kego Nature Reserve, Hatinh Province, Vietnam 2008-DEC PMID[21973101]
NPO2846 Piper sarmentosum Species Piperaceae Eukaryota aerial parts Kego Nature Reserve, Hatinh Province, Vietnam 2008-DEC PMID[21973101]
NPO2846 Piper sarmentosum Species Piperaceae Eukaryota n.a. leaf n.a. PMID[21973101]
NPO2846 Piper sarmentosum Species Piperaceae Eukaryota n.a. twig n.a. PMID[21973101]
NPO2846 Piper sarmentosum Species Piperaceae Eukaryota n.a. inflorescence n.a. PMID[21973101]
NPO2846 Piper sarmentosum Species Piperaceae Eukaryota n.a. stem n.a. PMID[21973101]
NPO4251 Photorhabdus luminescens Species Morganellaceae Bacteria n.a. n.a. n.a. PMID[22909174]
NPO3803 Ardisia japonica Species Primulaceae Eukaryota n.a. n.a. n.a. PMID[22940450]
NPO28928 Piper nigrum Species Piperaceae Eukaryota n.a. n.a. n.a. PMID[23102654]
NPO12125 Pseudomonas stutzeri Species Pseudomonadaceae Bacteria n.a. n.a. n.a. PMID[23149469]
NPO4720 Aglaia perviridis Species Meliaceae Eukaryota leaves, twigs, and fruits Nui Chua National Park (11 43' N; 109 08' E; 730 m alt.), Ninh Thuan Province, Vietnam 2010-Jan PMID[23301897]
NPO6648 Piper retrofractum Species Piperaceae Eukaryota Fruits n.a. n.a. PMID[23506561]
NPO6648 Piper retrofractum Species Piperaceae Eukaryota leaves n.a. n.a. PMID[25127165]
NPO4251 Photorhabdus luminescens Species Morganellaceae Bacteria n.a. n.a. n.a. PMID[25988621]
NPO32564 Echinacea Genus Asteraceae Eukaryota n.a. n.a. n.a. PMID[26105195]
NPO28928 Piper nigrum Species Piperaceae Eukaryota n.a. n.a. n.a. PMID[31103896]
NPO4720 Aglaia perviridis Species Meliaceae Eukaryota n.a. n.a. n.a. PMID[31621322]
NPO28928 Piper nigrum Species Piperaceae Eukaryota n.a. n.a. Database[FooDB]
NPO28928 Piper nigrum Species Piperaceae Eukaryota n.a. n.a. Database[FooDB]
NPO28928 Piper nigrum Species Piperaceae Eukaryota Fruit n.a. n.a. Database[FooDB]
NPO10210 Artabotrys uncinatus Species Annonaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO12993 Polypodium vulgare Species Polypodiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO3803 Ardisia japonica Species Primulaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO7158 Schefflera venulosa Species Araliaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO14484 Echinacea purpurea Species Asteraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO2846 Piper sarmentosum Species Piperaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO30128 Piper boehmeriaefolium Species Piperaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO15166 Cephalotaxus hainanensis Species Taxaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO28928 Piper nigrum Species Piperaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO6544 Carpesium longifolium Species Asteraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO6544 Carpesium longifolium Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO7158 Schefflera venulosa Species Araliaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO7042 Myrica arborea Species Myricaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO9734 Vincetoxicum hirundinaria Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO28928 Piper nigrum Species Piperaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO8392 Iryanthera polyneura Species Myristicaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO10210 Artabotrys uncinatus Species Annonaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO2846 Piper sarmentosum Species Piperaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO12383 Frullania brasiliensis Species Frullaniaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO14484 Echinacea purpurea Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO3803 Ardisia japonica Species Primulaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO27487 Silene banksia Species Caryophyllaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO12993 Polypodium vulgare Species Polypodiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO6648 Piper retrofractum Species Piperaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO15166 Cephalotaxus hainanensis Species Taxaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO12993 Polypodium vulgare Species Polypodiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO15166 Cephalotaxus hainanensis Species Taxaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO3803 Ardisia japonica Species Primulaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO28928 Piper nigrum Species Piperaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO3803 Ardisia japonica Species Primulaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO10459 Brickellia longifolia Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26712 Cladrastis kentukea Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO964 Homalium laurifolium Species Salicaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7042 Myrica arborea Species Myricaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6544 Carpesium longifolium Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3968 Dracontium loretense Species Araceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3974 Ferula gummosa Species Apiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9950 Coelogyne nitida Species Orchidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO992 Betula alnoides Species Betulaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19872 Achillea magnifica Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9338 Polygala aureocauda Species Polygalaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2846 Piper sarmentosum Species Piperaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2393 Matsumurella chinensis Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12993 Polypodium vulgare Species Polypodiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4518.1 Saccharothrix mutabilis subsp. capreolus Subspecies Pseudonocardiaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO12125 Pseudomonas stutzeri Species Pseudomonadaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO4720 Aglaia perviridis Species Meliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1027 Scrophularia leucoclada Species Scrophulariaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10274 Pothomorphe peltata n.a. n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO15166 Cephalotaxus hainanensis Species Taxaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6880 Crocus corsicus Species Iridaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9734 Vincetoxicum hirundinaria Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12347 Pseudomonas syringae Species Pseudomonadaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO12383 Frullania brasiliensis Species Frullaniaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6428 Euphorbia wangii Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11151 Arnebia decumbens Species Boraginaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13320 Glycosmis puberula Species Rutaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3803 Ardisia japonica Species Primulaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9166 Monascus rubropunctatus Species Fellodistomidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14191 Berkheya rhapontica Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6367 Cortinarius viola Species Cortinariaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8639 Agaricus xanthodermus Species Agaricaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1912 Acanthosyris paulo-alvinii Species Cervantesiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO726 Echinacea angustifolia Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28928 Piper nigrum Species Piperaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12121 Streptomyces naraensis Species Streptomycetaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO14864 Clerodendrum cyrtophyllum Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO61 Phoebe grandis Species Lauraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15548 Sinularia leptoclados Species Alcyoniidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO230 Palisota barteri Species Commelinaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6648 Piper retrofractum Species Piperaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10210 Artabotrys uncinatus Species Annonaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4699 Dracaena ombet Species Asparagaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13059 Abies webbiana Species Pinaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10666 Verbesina virginica Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11683 Crotalaria mitchellii Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8392 Iryanthera polyneura Species Myristicaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11137 Dichotomanthes tristaniicarpa Species Rosaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11511 Cochlearia officinalis Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO27487 Silene banksia Species Caryophyllaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14484 Echinacea purpurea Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22084 Stypandra imbricata Species Asphodelaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4503 Bryonopsis laciniosa n.a. n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO876 Didymosphaeria enalia Species Didymosphaeriaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14989 Acanthothamnus aphyllus Species Celastraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2840 Podocarpus minor Species Podocarpaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20070 Crinum stuhlmannii Species Amaryllidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7158 Schefflera venulosa Species Araliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5657 Oocystis polymorpha Species Oocystaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11505 Nigella aristata Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7536 Mycoplasma mycoides Species Mycoplasmataceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO6614 Rubus pileatus Species Rosaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12539 Lissoclinum japonicum Species Didemnidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12488 Bupleurum rigidum Species Apiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15066 Iridaea membranacea Species Gigartinaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO43 Leifsonia aquatica Species Microbacteriaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO4251 Photorhabdus luminescens Species Morganellaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO13549 Otanthus maritimus Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5469 Pseudoxandra sclerocarpa Species Annonaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO23642 Penicillium tardum Species Aspergillaceae 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
NPT1287 Individual Protein Cannabinoid CB2 receptor Homo sapiens Activity = 50.0 % PMID[493720]
NPT1287 Individual Protein Cannabinoid CB2 receptor Homo sapiens Ki = 52.0 nM PMID[493720]
NPT993 Cell Line Hepatocyte Mus musculus Inhibition = 12.0 % PMID[493721]
NPT993 Cell Line Hepatocyte Mus musculus Inhibition = 21.0 % PMID[493721]
NPT993 Cell Line Hepatocyte Mus musculus Inhibition = 31.0 % PMID[493721]
NPT993 Cell Line Hepatocyte Mus musculus Inhibition = 44.0 % PMID[493721]
NPT520 Cell Line 3T3-L1 Mus musculus Activity = 10.1 % PMID[493722]
NPT520 Cell Line 3T3-L1 Mus musculus Activity = 16.3 % PMID[493722]
NPT520 Cell Line 3T3-L1 Mus musculus Activity = 11.1 % PMID[493722]
NPT520 Cell Line 3T3-L1 Mus musculus Activity = 15.3 % PMID[493722]
NPT113 Cell Line RAW264.7 Mus musculus TD50 = 12.5 ug ml-1 PMID[493723]
NPT113 Cell Line RAW264.7 Mus musculus ID50 = 6.0 ug ml-1 PMID[493723]
NPT993 Cell Line Hepatocyte Mus musculus Inhibition = 12.0 % PMID[493725]
NPT993 Cell Line Hepatocyte Mus musculus Inhibition = 21.0 % PMID[493725]
NPT1460 Cell Line L929 Mus musculus Inhibition = -3.0 % PMID[493725]
NPT993 Cell Line Hepatocyte Mus musculus Inhibition = 44.0 % PMID[493725]
NPT1460 Cell Line L929 Mus musculus Inhibition = -2.0 % PMID[493725]
NPT1460 Cell Line L929 Mus musculus Inhibition = 0.0 % PMID[493725]
NPT993 Cell Line Hepatocyte Mus musculus Inhibition = 17.0 % PMID[493725]
NPT993 Cell Line Hepatocyte Mus musculus Inhibition = 31.0 % PMID[493725]
NPT1460 Cell Line L929 Mus musculus Inhibition = 34.0 % PMID[493725]
NPT993 Cell Line Hepatocyte Mus musculus Inhibition = 82.0 % PMID[493725]
NPT993 Cell Line Hepatocyte Mus musculus Inhibition = 75.0 % PMID[493725]
NPT993 Cell Line Hepatocyte Mus musculus Inhibition = 41.0 % PMID[493725]
NPT1167 Individual Protein Delta opioid receptor Mus musculus Ki = 43000.0 nM PMID[493726]
NPT1168 Individual Protein Mu opioid receptor Mus musculus Ki = 8200.0 nM PMID[493726]
NPT1169 Individual Protein Cannabinoid CB2 receptor Mus musculus Ki = 900.0 nM PMID[493726]
NPT1170 Individual Protein Cannabinoid CB1 receptor Mus musculus Ki = 2600.0 nM PMID[493726]
NPT232 Individual Protein Cannabinoid CB1 receptor Homo sapiens Ki = 1940.0 nM PMID[493728]
NPT1287 Individual Protein Cannabinoid CB2 receptor Homo sapiens Ki = 60.0 nM PMID[493728]
NPT99 Individual Protein Peroxisome proliferator-activated receptor gamma Homo sapiens FC = 4.0 n.a. PMID[493724]
NPT2 Others Unspecified Ratio Ki = 5.24 n.a. PMID[493726]
NPT2 Others Unspecified Ratio Ki = 2.89 n.a. PMID[493726]

☑ 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 NPC273023 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
0.9808 High Similarity NPC306420
0.9808 High Similarity NPC104138
0.9808 High Similarity NPC261158
0.9808 High Similarity NPC24216
0.9615 High Similarity NPC297020
0.9608 High Similarity NPC303672
0.9412 High Similarity NPC195986
0.9216 High Similarity NPC267340
0.9216 High Similarity NPC304223
0.9216 High Similarity NPC54542
0.9216 High Similarity NPC145032
0.9216 High Similarity NPC243539
0.902 High Similarity NPC267692
0.902 High Similarity NPC307435
0.8929 High Similarity NPC312826
0.8889 High Similarity NPC471991
0.8889 High Similarity NPC471992
0.8868 High Similarity NPC119655
0.8704 High Similarity NPC305288
0.8704 High Similarity NPC163912
0.8704 High Similarity NPC167759
0.8704 High Similarity NPC56028
0.8448 Intermediate Similarity NPC6795
0.8393 Intermediate Similarity NPC477049
0.8364 Intermediate Similarity NPC13011
0.8364 Intermediate Similarity NPC132669
0.8364 Intermediate Similarity NPC14234
0.8364 Intermediate Similarity NPC184014
0.8364 Intermediate Similarity NPC124382
0.8364 Intermediate Similarity NPC246519
0.8364 Intermediate Similarity NPC44193
0.8364 Intermediate Similarity NPC123669
0.8364 Intermediate Similarity NPC269800
0.8361 Intermediate Similarity NPC187315
0.807 Intermediate Similarity NPC4881
0.7903 Intermediate Similarity NPC477525
0.7833 Intermediate Similarity NPC309877
0.7833 Intermediate Similarity NPC130807
0.7627 Intermediate Similarity NPC245650
0.7593 Intermediate Similarity NPC91044
0.7581 Intermediate Similarity NPC471023
0.7419 Intermediate Similarity NPC29468
0.7419 Intermediate Similarity NPC324077
0.7302 Intermediate Similarity NPC182758
0.7231 Intermediate Similarity NPC129995
0.7231 Intermediate Similarity NPC315141
0.7188 Intermediate Similarity NPC253468
0.7188 Intermediate Similarity NPC235311
0.7097 Intermediate Similarity NPC74617
0.7097 Intermediate Similarity NPC150505
0.7031 Intermediate Similarity NPC77891
0.7015 Intermediate Similarity NPC249713
0.6935 Remote Similarity NPC210999
0.6912 Remote Similarity NPC471022
0.6857 Remote Similarity NPC314678
0.6852 Remote Similarity NPC470439
0.6852 Remote Similarity NPC86121
0.6825 Remote Similarity NPC325550
0.6825 Remote Similarity NPC329003
0.6825 Remote Similarity NPC326524
0.6721 Remote Similarity NPC242930
0.6711 Remote Similarity NPC14326
0.6667 Remote Similarity NPC280065
0.6667 Remote Similarity NPC45060
0.6667 Remote Similarity NPC291196
0.6667 Remote Similarity NPC103712
0.6667 Remote Similarity NPC321030
0.6615 Remote Similarity NPC273614
0.661 Remote Similarity NPC261571
0.6515 Remote Similarity NPC316674
0.65 Remote Similarity NPC188341
0.65 Remote Similarity NPC49494
0.65 Remote Similarity NPC208638
0.6491 Remote Similarity NPC180575
0.6429 Remote Similarity NPC138935
0.6406 Remote Similarity NPC325734
0.6316 Remote Similarity NPC299114
0.6316 Remote Similarity NPC269074
0.6301 Remote Similarity NPC288086
0.625 Remote Similarity NPC3210
0.6216 Remote Similarity NPC476923
0.6167 Remote Similarity NPC182102
0.6167 Remote Similarity NPC26960
0.6111 Remote Similarity NPC15934
0.6098 Remote Similarity NPC473031
0.6094 Remote Similarity NPC55412
0.6094 Remote Similarity NPC249645
0.6076 Remote Similarity NPC39966
0.6076 Remote Similarity NPC224072
0.6071 Remote Similarity NPC206906
0.6066 Remote Similarity NPC59408
0.6066 Remote Similarity NPC71053
0.6029 Remote Similarity NPC55068
0.6 Remote Similarity NPC248884
0.6 Remote Similarity NPC31194
0.6 Remote Similarity NPC476924
0.6 Remote Similarity NPC85079
0.5976 Remote Similarity NPC203076
0.597 Remote Similarity NPC176621
0.5938 Remote Similarity NPC474644
0.5938 Remote Similarity NPC329686
0.5932 Remote Similarity NPC19834
0.5932 Remote Similarity NPC55063
0.5902 Remote Similarity NPC72699
0.5902 Remote Similarity NPC474642
0.5902 Remote Similarity NPC473913
0.5902 Remote Similarity NPC249670
0.5897 Remote Similarity NPC314854
0.5897 Remote Similarity NPC313911
0.5893 Remote Similarity NPC269823
0.5882 Remote Similarity NPC469728
0.5873 Remote Similarity NPC61177
0.5873 Remote Similarity NPC34577
0.5846 Remote Similarity NPC474643
0.5846 Remote Similarity NPC473865
0.5833 Remote Similarity NPC316186
0.5818 Remote Similarity NPC29091
0.5818 Remote Similarity NPC103213
0.5818 Remote Similarity NPC182840
0.5818 Remote Similarity NPC255042
0.5806 Remote Similarity NPC151782
0.5806 Remote Similarity NPC244038
0.5806 Remote Similarity NPC474495
0.5806 Remote Similarity NPC473672
0.5797 Remote Similarity NPC477106
0.5789 Remote Similarity NPC213538
0.5789 Remote Similarity NPC304151
0.5789 Remote Similarity NPC256766
0.5781 Remote Similarity NPC110732
0.5769 Remote Similarity NPC473695
0.5769 Remote Similarity NPC473446
0.5763 Remote Similarity NPC276825
0.575 Remote Similarity NPC82799
0.5738 Remote Similarity NPC471280
0.5738 Remote Similarity NPC153538
0.5738 Remote Similarity NPC125122
0.5738 Remote Similarity NPC471275
0.5738 Remote Similarity NPC471276
0.5714 Remote Similarity NPC68014
0.5696 Remote Similarity NPC471597
0.569 Remote Similarity NPC116934
0.5667 Remote Similarity NPC124183
0.5667 Remote Similarity NPC35141
0.5663 Remote Similarity NPC152684
0.5652 Remote Similarity NPC317025
0.5652 Remote Similarity NPC329416
0.5652 Remote Similarity NPC326645
0.5652 Remote Similarity NPC252684
0.5652 Remote Similarity NPC317177
0.5645 Remote Similarity NPC199286
0.5645 Remote Similarity NPC328784
0.5645 Remote Similarity NPC471281
0.5645 Remote Similarity NPC291437
0.5645 Remote Similarity NPC477727
0.5634 Remote Similarity NPC308844
0.5625 Remote Similarity NPC476560
0.561 Remote Similarity NPC228638
0.56 Remote Similarity NPC469836

  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 NPC273023 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
0.6094 Remote Similarity NPD4219 Approved
0.6034 Remote Similarity NPD860 Phase 2
0.6029 Remote Similarity NPD3210 Clinical (unspecified phase)
0.6 Remote Similarity NPD4220 Pre-registration
0.5652 Remote Similarity NPD4194 Approved
0.5652 Remote Similarity NPD4192 Approved
0.5652 Remote Similarity NPD4191 Approved
0.5652 Remote Similarity NPD4193 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