Structure

Physi-Chem Properties

Molecular Weight:  218.17
Volume:  251.764
LogP:  3.798
LogD:  3.305
LogS:  -3.211
# Rotatable Bonds:  1
TPSA:  17.07
# H-Bond Aceptor:  1
# H-Bond Donor:  0
# Rings:  2
# Heavy Atoms:  1

MedChem Properties

QED Drug-Likeness Score:  0.61
Synthetic Accessibility Score:  4.178
Fsp3:  0.667
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Rejected
GSK Rule:  Accepted
BMS Rule:  0
Golden Triangle Rule:  Accepted
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -4.664
MDCK Permeability:  2.0051105821039528e-05
Pgp-inhibitor:  0.941
Pgp-substrate:  0.005
Human Intestinal Absorption (HIA):  0.004
20% Bioavailability (F20%):  0.834
30% Bioavailability (F30%):  0.006

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.739
Plasma Protein Binding (PPB):  67.24040222167969%
Volume Distribution (VD):  1.634
Pgp-substrate:  25.16304588317871%

ADMET: Metabolism

CYP1A2-inhibitor:  0.069
CYP1A2-substrate:  0.322
CYP2C19-inhibitor:  0.269
CYP2C19-substrate:  0.871
CYP2C9-inhibitor:  0.16
CYP2C9-substrate:  0.376
CYP2D6-inhibitor:  0.015
CYP2D6-substrate:  0.227
CYP3A4-inhibitor:  0.459
CYP3A4-substrate:  0.345

ADMET: Excretion

Clearance (CL):  10.968
Half-life (T1/2):  0.697

ADMET: Toxicity

hERG Blockers:  0.009
Human Hepatotoxicity (H-HT):  0.189
Drug-inuced Liver Injury (DILI):  0.432
AMES Toxicity:  0.143
Rat Oral Acute Toxicity:  0.037
Maximum Recommended Daily Dose:  0.924
Skin Sensitization:  0.92
Carcinogencity:  0.843
Eye Corrosion:  0.969
Eye Irritation:  0.986
Respiratory Toxicity:  0.973

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Biological Activities  
Similar NPs/Drugs  

  Natural Product: NPC127582

Natural Product ID:  NPC127582
Common Name*:   Nootkatone
IUPAC Name:   (4R,4aS,6R)-4,4a-dimethyl-6-prop-1-en-2-yl-3,4,5,6,7,8-hexahydronaphthalen-2-one
Synonyms:   (+)-Nootkatone; Nootkatone
Standard InCHIKey:  WTOYNNBCKUYIKC-JMSVASOKSA-N
Standard InCHI:  InChI=1S/C15H22O/c1-10(2)12-5-6-13-8-14(16)7-11(3)15(13,4)9-12/h8,11-12H,1,5-7,9H2,2-4H3/t11-,12-,15+/m1/s1
SMILES:  C=C(C)[C@@H]1CCC2=CC(=O)C[C@@H](C)[C@]2(C)C1
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL446299
PubChem CID:   1268142
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000259] Prenol lipids
        • [CHEMONTID:0001550] Sesquiterpenoids
          • [CHEMONTID:0003655] Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids

*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
NPO22715 Alpinia oxyphylla Species Zingiberaceae Eukaryota n.a. n.a. n.a. DOI[10.1016/0031-9422(81)85171-0]
NPO27288 Citrus maxima Species Rutaceae Eukaryota n.a. n.a. n.a. DOI[10.1016/S0031-9422(99)00119-3]
NPO22796 Cyperus rotundus Species Cyperaceae Eukaryota n.a. n.a. n.a. DOI[10.1016/S0040-4039(01)90945-1]
NPO17755 Inula helenium Species Asteraceae Eukaryota n.a. root n.a. PMID[10364842]
NPO24559 Cotinus coggygria Species Anacardiaceae Eukaryota Whole plant n.a. n.a. PMID[11141121]
NPO22715 Alpinia oxyphylla Species Zingiberaceae Eukaryota n.a. n.a. n.a. PMID[11514174]
NPO3894 Dendrobium nobile Species Orchidaceae Eukaryota n.a. n.a. n.a. PMID[11575955]
NPO17755 Inula helenium Species Asteraceae Eukaryota n.a. root n.a. PMID[12392098]
NPO22715 Alpinia oxyphylla Species Zingiberaceae Eukaryota fruit Hainan Island, China 1998 PMID[12398545]
NPO24490 Cussonia bancoensis Species Araliaceae Eukaryota n.a. n.a. n.a. PMID[14510614]
NPO17487 Cliona nigricans Species Clionaidae Eukaryota n.a. n.a. n.a. PMID[15128254]
NPO10004 Callitropsis nootkatensis Species Cupressaceae Eukaryota n.a. n.a. n.a. PMID[15962787]
NPO8966 Callophycus serratus Species Solieriaceae Eukaryota n.a. n.a. n.a. PMID[16268553]
NPO8966 Callophycus serratus Species Solieriaceae Eukaryota n.a. Fijian red alga n.a. PMID[16724831]
NPO3894 Dendrobium nobile Species Orchidaceae Eukaryota stems Yunnan Province, China 2004 PMID[17253844]
NPO16772 Piper rusbyi Species Piperaceae Eukaryota n.a. leaf n.a. PMID[17354169]
NPO8966 Callophycus serratus Species Solieriaceae Eukaryota n.a. n.a. n.a. PMID[17715978]
NPO3894 Dendrobium nobile Species Orchidaceae Eukaryota Stems purchased from Kyoungdong Oriental Herbal Market, Seoul, Korea 2006-APR PMID[18052323]
NPO22375 Saussurea salicifolia Species Asteraceae Eukaryota n.a. aerial part n.a. PMID[18057725]
NPO24900 Vladimiria muliensis n.a. n.a. n.a. n.a. n.a. n.a. PMID[18293903]
NPO24900 Vladimiria muliensis n.a. n.a. n.a. n.a. n.a. n.a. PMID[19432411]
NPO8966 Callophycus serratus Species Solieriaceae Eukaryota n.a. Fijian red alga n.a. PMID[20141173]
NPO20417 Tamarix nilotica Species Tamaricaceae Eukaryota n.a. n.a. n.a. PMID[20405847]
NPO24490 Cussonia bancoensis Species Araliaceae Eukaryota n.a. stem n.a. PMID[21443171]
NPO22715 Alpinia oxyphylla Species Zingiberaceae Eukaryota n.a. n.a. n.a. PMID[22277277]
NPO20281 Withania aristata Species Solanaceae Eukaryota n.a. n.a. n.a. PMID[22705001]
NPO25106 Arnica parryi Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[23501116]
NPO17755 Inula helenium Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[23501116]
NPO22715 Alpinia oxyphylla Species Zingiberaceae Eukaryota n.a. n.a. n.a. PMID[23583435]
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]
NPO22796 Cyperus rotundus Species Cyperaceae Eukaryota n.a. n.a. n.a. PMID[24704449]
NPO17755 Inula helenium Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[24996657]
NPO22715 Alpinia oxyphylla Species Zingiberaceae Eukaryota n.a. n.a. n.a. PMID[25757283]
NPO17755 Inula helenium Species Asteraceae Eukaryota n.a. root n.a. PMID[25767328]
NPO20417 Tamarix nilotica Species Tamaricaceae Eukaryota Leaves n.a. n.a. PMID[26938659]
NPO22796 Cyperus rotundus Species Cyperaceae Eukaryota n.a. n.a. n.a. PMID[26967731]
NPO3894 Dendrobium nobile Species Orchidaceae Eukaryota Stems n.a. n.a. PMID[27310249]
NPO8966 Callophycus serratus Species Solieriaceae Eukaryota n.a. n.a. n.a. PMID[30407005]
NPO41792 Streptomyces albus ADE [spnA B C D E] Strain Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[34584996]
NPO24843 Pachygone dasycarpa Species Menispermaceae Eukaryota n.a. n.a. n.a. PMID[9157192]
NPO24843 Pachygone dasycarpa Species Menispermaceae Eukaryota stem bark n.a. n.a. PMID[9157192]
NPO2838 Verbena officinalis Species Verbenaceae Eukaryota Flower n.a. n.a. Database[FooDB]
NPO2838 Verbena officinalis Species Verbenaceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO2838 Verbena officinalis Species Verbenaceae Eukaryota Plant n.a. n.a. Database[FooDB]
NPO2838 Verbena officinalis Species Verbenaceae Eukaryota Root n.a. n.a. Database[FooDB]
NPO2838 Verbena officinalis Species Verbenaceae Eukaryota Stem n.a. n.a. Database[FooDB]
NPO27288 Citrus maxima Species Rutaceae Eukaryota n.a. n.a. Database[FooDB]
NPO5019 Mespilus germanica Species Rosaceae Eukaryota n.a. n.a. Database[FooDB]
NPO2838 Verbena officinalis Species Verbenaceae Eukaryota n.a. n.a. Database[FooDB]
NPO17755 Inula helenium Species Asteraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO23547 Strychnos amazonica Species Loganiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO22796 Cyperus rotundus Species Cyperaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO2838 Verbena officinalis Species Verbenaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO24869 Nicotiana rustica Species Solanaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO24559 Cotinus coggygria Species Anacardiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO22715 Alpinia oxyphylla Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO23197 Juniperus oxycedrus Species Cupressaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO24328 Gratiola officinalis Species Plantaginaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO15730 Citrus medica Species Rutaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO21741 Araucaria angustifolia Species Araucariaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO3894 Dendrobium nobile Species Orchidaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO1674 Dalbergia nitidula Species Fabaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO29503 Alstonia spectabilis Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO23478 Uncaria africana Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO27288 Citrus maxima Species Rutaceae Eukaryota n.a. n.a. Database[Phenol-Explorer]
NPO2838 Verbena officinalis Species Verbenaceae Eukaryota n.a. n.a. Database[Phenol-Explorer]
NPO5019 Mespilus germanica Species Rosaceae Eukaryota Fruits n.a. Database[Phenol-Explorer]
NPO3894 Dendrobium nobile Species Orchidaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO24869 Nicotiana rustica Species Solanaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO17755 Inula helenium Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO15730 Citrus medica Species Rutaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO23288 Justicia betonica Species Acanthaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO24490 Cussonia bancoensis Species Araliaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO24559 Cotinus coggygria Species Anacardiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO20417 Tamarix nilotica Species Tamaricaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO29503 Alstonia spectabilis Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO22715 Alpinia oxyphylla Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO23478 Uncaria africana Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO10004 Callitropsis nootkatensis Species Cupressaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO2838 Verbena officinalis Species Verbenaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO1674 Dalbergia nitidula Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO22796 Cyperus rotundus Species Cyperaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO23547 Strychnos amazonica Species Loganiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO23197 Juniperus oxycedrus Species Cupressaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO24328 Gratiola officinalis Species Plantaginaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO11242 Gynochthodes parvifolia Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO27288 Citrus maxima Species Rutaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO21741 Araucaria angustifolia Species Araucariaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO2838 Verbena officinalis Species Verbenaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO23547 Strychnos amazonica Species Loganiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO22796 Cyperus rotundus Species Cyperaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO21741 Araucaria angustifolia Species Araucariaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO24869 Nicotiana rustica Species Solanaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO24559 Cotinus coggygria Species Anacardiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO15730 Citrus medica Species Rutaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO22715 Alpinia oxyphylla Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO3894 Dendrobium nobile Species Orchidaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO2838 Verbena officinalis Species Verbenaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO27288 Citrus maxima Species Rutaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO17755 Inula helenium Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO22796 Cyperus rotundus Species Cyperaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO22715 Alpinia oxyphylla Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO15730 Citrus medica Species Rutaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO3894 Dendrobium nobile Species Orchidaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO24900 Vladimiria muliensis n.a. n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO24268 Pteryxia terebinthina Species Apiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19716 Uvaria lucida Species Annonaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24110 Lippia alba Species Verbenaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14889 Vachellia farnesiana Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24559 Cotinus coggygria Species Anacardiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21741 Araucaria angustifolia Species Araucariaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22174 Tanacetum cadmeum Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18875 Aconitum contortum Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24118 Buxus hildebrandtii Species Buxaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20417 Tamarix nilotica Species Tamaricaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24813 Agardhiella tenera Species Solieriaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25031 Petunia nyctaginiflora Species Solanaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22924 Bombus terrestris Species Apidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO23149 Callistemon coccineus Species Myrtaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO27288 Citrus maxima Species Rutaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25068 Zebrina pendula Species Enidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4581 Ungernia victoris Species Amaryllidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24969 Ageratum mexicanum Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO29503 Alstonia spectabilis Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24874 Croton geayi Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2838 Verbena officinalis Species Verbenaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO326 Pittosporum brevicalyx Species Pittosporaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15280 Sideritis grandiflora Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22021 Teucrium spinosum Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24021 Eucryphia cordifolia Species Cunoniaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1674 Dalbergia nitidula Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO23423 Phellopterus littoralis n.a. n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO24406 Rhizophora tagal Species Rhizophoraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21242 Neolitsea villosa Species Lauraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO27031 Methanosarcina barkeri Species Methanosarcinaceae Archaea n.a. n.a. n.a. Database[UNPD]
NPO8966 Callophycus serratus Species Solieriaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17445 Streptomyces corchorusii Species Streptomycetaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO21168 Erylus lendenfeldi Species Geodiidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO23837 Rubus laciniatus Species Rosaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO23660 Alpinia zerumbet Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22375 Saussurea salicifolia Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19677 Cephalaria transsylvanica Species Caprifoliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17487 Cliona nigricans Species Clionaidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO23375 Hypericum reptans Species Hypericaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2617 Dracocephalum multicaule Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16531 Strychnos solimoesana Species Loganiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO23283 Triptilion benaventei Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24716 Pulvinula constellatio Species Pyronemataceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25027 Cynoglossum creticum Species Boraginaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24191 Drypetes tessmanniana Species Putranjivaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24493 Echinacea simulata Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19830 Chamonixia caespitosa Species Boletaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO23478 Uncaria africana Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20157 Boykinia tellimoides Species Saxifragaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17755 Inula helenium Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO27277 Stenocarpella maydis Species Diaporthaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24843 Pachygone dasycarpa Species Menispermaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13053 Corydalis conspersa Species Papaveraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22796 Cyperus rotundus Species Cyperaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28322 Serratula tinctoria Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18045 Holothuria atra Species Holothuriidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1575 Mikania luetzelburgii Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22866 Streptomyces piomogenus Species Streptomycetaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO5019 Mespilus germanica Species Rosaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21902 Thalictrum sachalinense Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15730 Citrus medica Species Rutaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12731 Porodaedalea pini Species Hymenochaetaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO27093 Kniphofia foliosa Species Asphodelaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17893 Polyalthia beccarii Species Annonaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24754 Tsitsikamma favus Species Latrunculiidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15477 Thymus algeriensis Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22352 Lysimachia heterogenea Species Primulaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6178 Solanum euacanthum Species Solanaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21483 0nomuraea dietziae Species Streptosporangiaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO24937 Callicarpa acuminata Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15662 Ligustrum ovalifolium Species Oleaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24456 Salvia lavandulifolia Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25130 Hylotrupes bajulus Species Cerambycidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO23197 Juniperus oxycedrus Species Cupressaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO23029 Tetradenia riparia Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO23547 Strychnos amazonica Species Loganiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO23750 Escontria chiotilla Species Cactaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3894 Dendrobium nobile Species Orchidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24684 Eremanthus crotonoides Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18037 Tolypocladium terricola Species Ophiocordycipitaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9673 Alstonia sphaerocapitata Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25106 Arnica parryi Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13434 Acremonium furcatum Species Plectosphaerellaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24659 Eremurus chinensis Species Asphodelaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16772 Piper rusbyi Species Piperaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18282 Eccremocarpus scaber Species Bignoniaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO23288 Justicia betonica Species Acanthaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24589 Grindelia discoidea Species Asteraceae 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]
NPO24688 Streptomyces ramocissimus Species Streptomycetaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO21769 Pterocarpus dalbergioides Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22715 Alpinia oxyphylla Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24328 Gratiola officinalis Species Plantaginaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6986 Diaporthe eres Species Diaporthaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24869 Nicotiana rustica Species Solanaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10004 Callitropsis nootkatensis Species Cupressaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13455 Hemiselmis virescens Species Hemiselmidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24490 Cussonia bancoensis Species Araliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25226 Kalanchoe spathulata Species Crassulaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11242 Gynochthodes parvifolia Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22349 Cucumaria frondosa Species Cucumariidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28259 Viguiera pinnatilobata Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO23737 Allium turcomanicum Species Amaryllidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21799 Bacillus litoralis Species Bacillaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO20281 Withania aristata Species Solanaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO23657 Ophiocordyceps heteropoda Species Ophiocordycipitaceae 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
NPT521 Cell Line RBL-2H3 Rattus norvegicus Inhibition = 8.2 % PMID[546132]
NPT521 Cell Line RBL-2H3 Rattus norvegicus Inhibition = 2.0 % PMID[546132]
NPT521 Cell Line RBL-2H3 Rattus norvegicus Inhibition = 25.8 % PMID[546132]
NPT81 Cell Line A549 Homo sapiens ID50 = 58.4 ug ml-1 PMID[546134]
NPT116 Cell Line HL-60 Homo sapiens ID50 = 4.27 ug ml-1 PMID[546134]
NPT622 Individual Protein Solute carrier organic anion transporter family member 2B1 Homo sapiens Inhibition = -72.2 % PMID[546135]
NPT34 Cell Line BV-2 Mus musculus MNTD = 0.1 uM PMID[546137]
NPT472 Individual Protein Vanilloid receptor Homo sapiens Activity = 176.0 % PMID[546138]
NPT2 Others Unspecified Potency n.a. 54941 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 68589.6 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 76958.8 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 24336.5 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 61130.6 nM PubChem BioAssay data set
NPT2 Others Unspecified Inhibition = 86.9 % PMID[546132]
NPT2 Others Unspecified Inhibition = 44.8 % PMID[546132]
NPT2 Others Unspecified Inhibition = -6.2 % PMID[546132]
NPT2 Others Unspecified Inhibition = 10.7 % PMID[546132]
NPT2 Others Unspecified IC50 = 34000.0 nM PMID[546132]
NPT72 Individual Protein Solute carrier organic anion transporter family member 1B3 Homo sapiens Inhibition = -3.2 % PMID[546135]
NPT73 Individual Protein Solute carrier organic anion transporter family member 1B1 Homo sapiens Inhibition = 25.6 % PMID[546135]
NPT489 Organism Coptotermes formosanus Coptotermes formosanus MEC = 12.5 ug/g PMID[546136]
NPT22464 SINGLE PROTEIN Calcium release-activated calcium channel protein 1 Homo sapiens Activity = 53.0 % PMID[546138]

☑ 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 NPC127582 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
0.9492 High Similarity NPC285371
0.9492 High Similarity NPC475124
0.9474 High Similarity NPC472304
0.9474 High Similarity NPC276764
0.9298 High Similarity NPC56905
0.9298 High Similarity NPC27610
0.9153 High Similarity NPC213152
0.9 High Similarity NPC202118
0.9 High Similarity NPC197238
0.9 High Similarity NPC288253
0.8889 High Similarity NPC188292
0.8889 High Similarity NPC155198
0.8889 High Similarity NPC260474
0.8889 High Similarity NPC310992
0.8852 High Similarity NPC6697
0.8852 High Similarity NPC212210
0.8852 High Similarity NPC469662
0.8793 High Similarity NPC115385
0.875 High Similarity NPC139397
0.871 High Similarity NPC251118
0.8644 High Similarity NPC308108
0.8644 High Similarity NPC170799
0.8644 High Similarity NPC311852
0.8615 High Similarity NPC282593
0.8615 High Similarity NPC251929
0.8615 High Similarity NPC159577
0.8615 High Similarity NPC35734
0.8615 High Similarity NPC260040
0.8615 High Similarity NPC307176
0.8615 High Similarity NPC2634
0.8615 High Similarity NPC265782
0.8594 High Similarity NPC87141
0.8525 High Similarity NPC60565
0.8485 Intermediate Similarity NPC115023
0.8485 Intermediate Similarity NPC54123
0.8485 Intermediate Similarity NPC190035
0.8485 Intermediate Similarity NPC474562
0.8475 Intermediate Similarity NPC192427
0.8462 Intermediate Similarity NPC256846
0.8448 Intermediate Similarity NPC200258
0.8438 Intermediate Similarity NPC4370
0.8438 Intermediate Similarity NPC290350
0.8438 Intermediate Similarity NPC475523
0.8421 Intermediate Similarity NPC23117
0.8421 Intermediate Similarity NPC268564
0.8393 Intermediate Similarity NPC64866
0.8393 Intermediate Similarity NPC236623
0.8387 Intermediate Similarity NPC165695
0.8358 Intermediate Similarity NPC251705
0.8358 Intermediate Similarity NPC470044
0.8358 Intermediate Similarity NPC56747
0.8358 Intermediate Similarity NPC130016
0.8358 Intermediate Similarity NPC303613
0.8358 Intermediate Similarity NPC474228
0.8358 Intermediate Similarity NPC470045
0.8358 Intermediate Similarity NPC109576
0.8358 Intermediate Similarity NPC180015
0.8333 Intermediate Similarity NPC60772
0.8333 Intermediate Similarity NPC94991
0.8333 Intermediate Similarity NPC266295
0.8308 Intermediate Similarity NPC39157
0.8308 Intermediate Similarity NPC296697
0.8308 Intermediate Similarity NPC82477
0.8308 Intermediate Similarity NPC142754
0.8308 Intermediate Similarity NPC20610
0.8281 Intermediate Similarity NPC323005
0.8235 Intermediate Similarity NPC309852
0.8214 Intermediate Similarity NPC116906
0.8214 Intermediate Similarity NPC32351
0.8209 Intermediate Similarity NPC234707
0.8209 Intermediate Similarity NPC21944
0.8209 Intermediate Similarity NPC225467
0.8209 Intermediate Similarity NPC133253
0.8197 Intermediate Similarity NPC285594
0.8197 Intermediate Similarity NPC259261
0.8197 Intermediate Similarity NPC96551
0.8182 Intermediate Similarity NPC286814
0.8182 Intermediate Similarity NPC182815
0.8154 Intermediate Similarity NPC20181
0.8154 Intermediate Similarity NPC220210
0.8125 Intermediate Similarity NPC470329
0.8116 Intermediate Similarity NPC293803
0.8116 Intermediate Similarity NPC65650
0.8116 Intermediate Similarity NPC476346
0.8116 Intermediate Similarity NPC473171
0.8103 Intermediate Similarity NPC14002
0.8095 Intermediate Similarity NPC32285
0.8095 Intermediate Similarity NPC472306
0.8065 Intermediate Similarity NPC25853
0.8033 Intermediate Similarity NPC30215
0.8 Intermediate Similarity NPC263582
0.8 Intermediate Similarity NPC1254
0.8 Intermediate Similarity NPC69408
0.8 Intermediate Similarity NPC180886
0.8 Intermediate Similarity NPC473733
0.7971 Intermediate Similarity NPC474797
0.7971 Intermediate Similarity NPC329866
0.7971 Intermediate Similarity NPC474796
0.7971 Intermediate Similarity NPC20025
0.7971 Intermediate Similarity NPC255021
0.7969 Intermediate Similarity NPC4638
0.7966 Intermediate Similarity NPC5626
0.7941 Intermediate Similarity NPC470078
0.7941 Intermediate Similarity NPC5701
0.7941 Intermediate Similarity NPC181204
0.7941 Intermediate Similarity NPC305501
0.7887 Intermediate Similarity NPC266193
0.7887 Intermediate Similarity NPC472300
0.7887 Intermediate Similarity NPC165711
0.7887 Intermediate Similarity NPC257666
0.7887 Intermediate Similarity NPC97377
0.7879 Intermediate Similarity NPC193770
0.7869 Intermediate Similarity NPC267626
0.7869 Intermediate Similarity NPC193695
0.7869 Intermediate Similarity NPC55004
0.7869 Intermediate Similarity NPC230823
0.7869 Intermediate Similarity NPC49575
0.7846 Intermediate Similarity NPC268039
0.7833 Intermediate Similarity NPC275472
0.7826 Intermediate Similarity NPC474488
0.7797 Intermediate Similarity NPC474141
0.7794 Intermediate Similarity NPC246722
0.7794 Intermediate Similarity NPC214770
0.7794 Intermediate Similarity NPC477856
0.7794 Intermediate Similarity NPC151045
0.7778 Intermediate Similarity NPC115515
0.7778 Intermediate Similarity NPC275494
0.7778 Intermediate Similarity NPC471409
0.7778 Intermediate Similarity NPC189485
0.7778 Intermediate Similarity NPC62336
0.7759 Intermediate Similarity NPC27438
0.7746 Intermediate Similarity NPC469793
0.7746 Intermediate Similarity NPC469796
0.7746 Intermediate Similarity NPC470525
0.7727 Intermediate Similarity NPC92327
0.7727 Intermediate Similarity NPC176171
0.7714 Intermediate Similarity NPC128346
0.7714 Intermediate Similarity NPC219232
0.7714 Intermediate Similarity NPC211641
0.7705 Intermediate Similarity NPC20603
0.7692 Intermediate Similarity NPC52449
0.7692 Intermediate Similarity NPC169275
0.7692 Intermediate Similarity NPC473902
0.7681 Intermediate Similarity NPC223187
0.7679 Intermediate Similarity NPC4079
0.7679 Intermediate Similarity NPC236355
0.7679 Intermediate Similarity NPC14917
0.7671 Intermediate Similarity NPC27817
0.7671 Intermediate Similarity NPC308038
0.7671 Intermediate Similarity NPC170793
0.7671 Intermediate Similarity NPC476177
0.7671 Intermediate Similarity NPC90965
0.7667 Intermediate Similarity NPC202850
0.7667 Intermediate Similarity NPC250539
0.7667 Intermediate Similarity NPC63396
0.7656 Intermediate Similarity NPC97322
0.7656 Intermediate Similarity NPC475795
0.7639 Intermediate Similarity NPC197659
0.7619 Intermediate Similarity NPC143834
0.7612 Intermediate Similarity NPC176107
0.7606 Intermediate Similarity NPC255650
0.7606 Intermediate Similarity NPC114236
0.7586 Intermediate Similarity NPC58970
0.7586 Intermediate Similarity NPC176819
0.7586 Intermediate Similarity NPC228776
0.7586 Intermediate Similarity NPC163984
0.7571 Intermediate Similarity NPC247586
0.7568 Intermediate Similarity NPC2482
0.7568 Intermediate Similarity NPC476809
0.7568 Intermediate Similarity NPC108955
0.7568 Intermediate Similarity NPC474509
0.7544 Intermediate Similarity NPC91962
0.7538 Intermediate Similarity NPC167256
0.7536 Intermediate Similarity NPC40574
0.7534 Intermediate Similarity NPC469996
0.7534 Intermediate Similarity NPC74410
0.75 Intermediate Similarity NPC472305
0.75 Intermediate Similarity NPC110725
0.75 Intermediate Similarity NPC270042
0.75 Intermediate Similarity NPC19907
0.75 Intermediate Similarity NPC151622
0.75 Intermediate Similarity NPC69898
0.75 Intermediate Similarity NPC7629
0.75 Intermediate Similarity NPC86683
0.75 Intermediate Similarity NPC76966
0.75 Intermediate Similarity NPC296311
0.75 Intermediate Similarity NPC295777
0.75 Intermediate Similarity NPC37644
0.75 Intermediate Similarity NPC186554
0.7467 Intermediate Similarity NPC44963
0.7467 Intermediate Similarity NPC474085
0.7467 Intermediate Similarity NPC226068
0.7467 Intermediate Similarity NPC55869
0.7467 Intermediate Similarity NPC99308
0.7467 Intermediate Similarity NPC475833
0.7467 Intermediate Similarity NPC189237
0.7467 Intermediate Similarity NPC475665
0.7467 Intermediate Similarity NPC121984
0.7467 Intermediate Similarity NPC116797
0.7467 Intermediate Similarity NPC149237

  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 NPC127582 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
0.875 High Similarity NPD4137 Phase 3
0.8644 High Similarity NPD287 Approved
0.8615 High Similarity NPD4691 Approved
0.8615 High Similarity NPD4747 Approved
0.8485 Intermediate Similarity NPD5276 Approved
0.8308 Intermediate Similarity NPD3621 Clinical (unspecified phase)
0.8235 Intermediate Similarity NPD5733 Approved
0.8235 Intermediate Similarity NPD4687 Approved
0.8235 Intermediate Similarity NPD4058 Approved
0.7568 Intermediate Similarity NPD4695 Discontinued
0.7368 Intermediate Similarity NPD4223 Phase 3
0.7368 Intermediate Similarity NPD4221 Approved
0.7273 Intermediate Similarity NPD3527 Clinical (unspecified phase)
0.7237 Intermediate Similarity NPD8028 Phase 2
0.7179 Intermediate Similarity NPD3133 Approved
0.7179 Intermediate Similarity NPD3665 Phase 1
0.7179 Intermediate Similarity NPD3666 Approved
0.7179 Intermediate Similarity NPD4197 Approved
0.7089 Intermediate Similarity NPD5329 Approved
0.7067 Intermediate Similarity NPD3617 Approved
0.7 Intermediate Similarity NPD5330 Approved
0.7 Intermediate Similarity NPD4519 Discontinued
0.7 Intermediate Similarity NPD3618 Phase 1
0.7 Intermediate Similarity NPD4138 Approved
0.7 Intermediate Similarity NPD5205 Approved
0.7 Intermediate Similarity NPD4694 Approved
0.7 Intermediate Similarity NPD4688 Approved
0.7 Intermediate Similarity NPD6409 Approved
0.7 Intermediate Similarity NPD5280 Approved
0.7 Intermediate Similarity NPD4693 Phase 3
0.7 Intermediate Similarity NPD7334 Approved
0.7 Intermediate Similarity NPD7146 Approved
0.7 Intermediate Similarity NPD6684 Approved
0.7 Intermediate Similarity NPD4690 Approved
0.7 Intermediate Similarity NPD7521 Approved
0.7 Intermediate Similarity NPD4623 Approved
0.7 Intermediate Similarity NPD5690 Phase 2
0.7 Intermediate Similarity NPD4689 Approved
0.7 Intermediate Similarity NPD5279 Phase 3
0.6957 Remote Similarity NPD7331 Phase 2
0.6923 Remote Similarity NPD3667 Approved
0.6914 Remote Similarity NPD3573 Approved
0.6829 Remote Similarity NPD6672 Approved
0.6829 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6829 Remote Similarity NPD6903 Approved
0.6829 Remote Similarity NPD5208 Approved
0.6829 Remote Similarity NPD5737 Approved
0.679 Remote Similarity NPD3574 Clinical (unspecified phase)
0.675 Remote Similarity NPD3668 Phase 3
0.675 Remote Similarity NPD4786 Approved
0.6747 Remote Similarity NPD6080 Approved
0.6747 Remote Similarity NPD6904 Approved
0.6747 Remote Similarity NPD4753 Phase 2
0.6747 Remote Similarity NPD5328 Approved
0.6747 Remote Similarity NPD6673 Approved
0.6709 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6667 Remote Similarity NPD5692 Phase 3
0.6667 Remote Similarity NPD5207 Approved
0.6667 Remote Similarity NPD4096 Approved
0.6588 Remote Similarity NPD5694 Approved
0.6588 Remote Similarity NPD6050 Approved
0.6588 Remote Similarity NPD5693 Phase 1
0.6588 Remote Similarity NPD5281 Approved
0.6588 Remote Similarity NPD6079 Approved
0.6588 Remote Similarity NPD7515 Phase 2
0.6588 Remote Similarity NPD5284 Approved
0.6585 Remote Similarity NPD6098 Approved
0.6571 Remote Similarity NPD7341 Phase 2
0.6548 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6538 Remote Similarity NPD4195 Approved
0.6512 Remote Similarity NPD4202 Approved
0.6463 Remote Similarity NPD1694 Approved
0.6456 Remote Similarity NPD8259 Clinical (unspecified phase)
0.6437 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6437 Remote Similarity NPD7748 Approved
0.6437 Remote Similarity NPD7900 Approved
0.6437 Remote Similarity NPD6001 Approved
0.6429 Remote Similarity NPD4518 Approved
0.6379 Remote Similarity NPD1799 Clinical (unspecified phase)
0.6377 Remote Similarity NPD4191 Approved
0.6377 Remote Similarity NPD4193 Approved
0.6377 Remote Similarity NPD4192 Approved
0.6377 Remote Similarity NPD4194 Approved
0.6375 Remote Similarity NPD4692 Approved
0.6375 Remote Similarity NPD4139 Approved
0.6364 Remote Similarity NPD5210 Approved
0.6364 Remote Similarity NPD4629 Approved
0.6364 Remote Similarity NPD5695 Phase 3
0.6364 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6322 Remote Similarity NPD5133 Approved
0.6292 Remote Similarity NPD4697 Phase 3
0.6292 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6292 Remote Similarity NPD5222 Approved
0.6292 Remote Similarity NPD5221 Approved
0.6222 Remote Similarity NPD7902 Approved
0.6222 Remote Similarity NPD5173 Approved
0.6222 Remote Similarity NPD4755 Approved
0.6222 Remote Similarity NPD3495 Discontinued
0.6222 Remote Similarity NPD6083 Phase 2
0.6222 Remote Similarity NPD6084 Phase 2
0.6212 Remote Similarity NPD4627 Clinical (unspecified phase)
0.618 Remote Similarity NPD5654 Approved
0.6154 Remote Similarity NPD5696 Approved
0.6136 Remote Similarity NPD6399 Phase 3
0.6136 Remote Similarity NPD7631 Approved
0.6111 Remote Similarity NPD7732 Phase 3
0.6111 Remote Similarity NPD7614 Phase 1
0.6087 Remote Similarity NPD4696 Approved
0.6087 Remote Similarity NPD4700 Approved
0.6087 Remote Similarity NPD5285 Approved
0.6087 Remote Similarity NPD5286 Approved
0.6056 Remote Similarity NPD2664 Clinical (unspecified phase)
0.6053 Remote Similarity NPD4243 Approved
0.6044 Remote Similarity NPD5959 Approved
0.6032 Remote Similarity NPD8262 Approved
0.6027 Remote Similarity NPD6108 Clinical (unspecified phase)
0.6026 Remote Similarity NPD8039 Approved
0.6024 Remote Similarity NPD4788 Approved
0.6023 Remote Similarity NPD7609 Phase 3
0.6022 Remote Similarity NPD5223 Approved
0.5957 Remote Similarity NPD5091 Approved
0.5957 Remote Similarity NPD5211 Phase 2
0.5957 Remote Similarity NPD5225 Approved
0.5957 Remote Similarity NPD5224 Approved
0.5957 Remote Similarity NPD5226 Approved
0.5957 Remote Similarity NPD4633 Approved
0.593 Remote Similarity NPD650 Approved
0.5897 Remote Similarity NPD4785 Approved
0.5897 Remote Similarity NPD4784 Approved
0.5895 Remote Similarity NPD5174 Approved
0.5895 Remote Similarity NPD4754 Approved
0.5895 Remote Similarity NPD5175 Approved
0.5895 Remote Similarity NPD6052 Approved
0.5882 Remote Similarity NPD1696 Phase 3
0.5882 Remote Similarity NPD4219 Approved
0.5862 Remote Similarity NPD5783 Phase 3
0.5833 Remote Similarity NPD5141 Approved
0.5823 Remote Similarity NPD4190 Phase 3
0.5823 Remote Similarity NPD6942 Approved
0.5823 Remote Similarity NPD7339 Approved
0.5823 Remote Similarity NPD5275 Approved
0.5802 Remote Similarity NPD5784 Clinical (unspecified phase)
0.5789 Remote Similarity NPD319 Phase 1
0.5789 Remote Similarity NPD6923 Approved
0.5789 Remote Similarity NPD6922 Approved
0.5773 Remote Similarity NPD7128 Approved
0.5773 Remote Similarity NPD6402 Approved
0.5773 Remote Similarity NPD4767 Approved
0.5773 Remote Similarity NPD6675 Approved
0.5773 Remote Similarity NPD4768 Approved
0.5773 Remote Similarity NPD5739 Approved
0.5773 Remote Similarity NPD6008 Approved
0.5753 Remote Similarity NPD5325 Clinical (unspecified phase)
0.575 Remote Similarity NPD3701 Clinical (unspecified phase)
0.5745 Remote Similarity NPD6404 Discontinued
0.5714 Remote Similarity NPD343 Approved
0.5714 Remote Similarity NPD345 Approved
0.5714 Remote Similarity NPD5122 Clinical (unspecified phase)
0.5714 Remote Similarity NPD344 Approved
0.5714 Remote Similarity NPD5697 Approved
0.5714 Remote Similarity NPD6412 Phase 2
0.5714 Remote Similarity NPD5701 Approved
0.5714 Remote Similarity NPD6614 Approved
0.5714 Remote Similarity NPD7144 Approved
0.5714 Remote Similarity NPD7143 Approved
0.567 Remote Similarity NPD7812 Clinical (unspecified phase)
0.5667 Remote Similarity NPD6411 Approved
0.5663 Remote Similarity NPD1507 Clinical (unspecified phase)
0.5657 Remote Similarity NPD7320 Approved
0.5657 Remote Similarity NPD5168 Approved
0.5657 Remote Similarity NPD4730 Approved
0.5657 Remote Similarity NPD6899 Approved
0.5657 Remote Similarity NPD6011 Approved
0.5657 Remote Similarity NPD6881 Approved
0.5657 Remote Similarity NPD4729 Approved
0.5657 Remote Similarity NPD5128 Approved
0.5641 Remote Similarity NPD7151 Approved
0.5641 Remote Similarity NPD7152 Approved
0.5641 Remote Similarity NPD7150 Approved
0.5625 Remote Similarity NPD8264 Approved
0.56 Remote Similarity NPD6012 Approved
0.56 Remote Similarity NPD6373 Approved
0.56 Remote Similarity NPD6013 Approved
0.56 Remote Similarity NPD6014 Approved
0.56 Remote Similarity NPD6372 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