Structure

Physi-Chem Properties

Molecular Weight:  240.21
Volume:  268.464
LogP:  3.213
LogD:  3.408
LogS:  -3.065
# Rotatable Bonds:  1
TPSA:  40.46
# H-Bond Aceptor:  2
# H-Bond Donor:  2
# Rings:  2
# Heavy Atoms:  2

MedChem Properties

QED Drug-Likeness Score:  0.739
Synthetic Accessibility Score:  4.063
Fsp3:  1.0
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:  -4.564
MDCK Permeability:  2.4059738279902376e-05
Pgp-inhibitor:  0.001
Pgp-substrate:  0.0
Human Intestinal Absorption (HIA):  0.005
20% Bioavailability (F20%):  0.005
30% Bioavailability (F30%):  0.028

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.219
Plasma Protein Binding (PPB):  90.9276351928711%
Volume Distribution (VD):  1.187
Pgp-substrate:  7.432142734527588%

ADMET: Metabolism

CYP1A2-inhibitor:  0.037
CYP1A2-substrate:  0.43
CYP2C19-inhibitor:  0.054
CYP2C19-substrate:  0.894
CYP2C9-inhibitor:  0.127
CYP2C9-substrate:  0.612
CYP2D6-inhibitor:  0.013
CYP2D6-substrate:  0.218
CYP3A4-inhibitor:  0.059
CYP3A4-substrate:  0.191

ADMET: Excretion

Clearance (CL):  5.556
Half-life (T1/2):  0.438

ADMET: Toxicity

hERG Blockers:  0.032
Human Hepatotoxicity (H-HT):  0.017
Drug-inuced Liver Injury (DILI):  0.037
AMES Toxicity:  0.002
Rat Oral Acute Toxicity:  0.016
Maximum Recommended Daily Dose:  0.03
Skin Sensitization:  0.596
Carcinogencity:  0.033
Eye Corrosion:  0.988
Eye Irritation:  0.945
Respiratory Toxicity:  0.039

Download Data

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

  Natural Product: NPC36002

Natural Product ID:  NPC36002
Common Name*:   Eudesmane-4Alpha,11-Diol
IUPAC Name:   (1R,4aR,7R,8aR)-7-(2-hydroxypropan-2-yl)-1,4a-dimethyl-2,3,4,5,6,7,8,8a-octahydronaphthalen-1-ol
Synonyms:   Eudesmane-4Alpha,11-Diol
Standard InCHIKey:  LKKDASYGWYYFIK-QHSBEEBCSA-N
Standard InCHI:  InChI=1S/C15H28O2/c1-13(2,16)11-6-9-14(3)7-5-8-15(4,17)12(14)10-11/h11-12,16-17H,5-10H2,1-4H3/t11-,12-,14-,15-/m1/s1
SMILES:  CC(C)([C@@H]1CC[C@@]2(C)CCC[C@](C)([C@@H]2C1)O)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL465860
PubChem CID:   165258
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000259] Prenol lipids
        • [CHEMONTID:0001550] Sesquiterpenoids
          • [CHEMONTID:0000101] Eudesmane, isoeudesmane or cycloeudesmane 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
NPO15299 Sandoricum koetjape Species Meliaceae Eukaryota n.a. n.a. n.a. PMID[10479314]
NPO12483 Holarrhena floribunda Species Apocynaceae Eukaryota n.a. n.a. n.a. PMID[10650079]
NPO5373 Cordia alliodora Species Cordiaceae Eukaryota root bark n.a. n.a. PMID[10757739]
NPO4312 Antillogorgia bipinnata Species Gorgoniidae Eukaryota n.a. n.a. n.a. PMID[11087606]
NPO26456 Jaborosa leucotricha Species Solanaceae Eukaryota n.a. n.a. n.a. PMID[12027740]
NPO26892 Juglans mandshurica Species Juglandaceae Eukaryota roots n.a. n.a. PMID[12444709]
NPO15299 Sandoricum koetjape Species Meliaceae Eukaryota stems n.a. n.a. PMID[1517737]
NPO25854 Tripterospermum lanceolatum Species Gentianaceae Eukaryota n.a. n.a. n.a. PMID[1517742]
NPO13353 Sedum sarmentosum Species Crassulaceae Eukaryota n.a. aerial part n.a. PMID[15577228]
NPO21559 Blumea balsamifera Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[15787457]
NPO26643 Cichorium endivia Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[15877880]
NPO13465 Salvia broussonetii Species Lamiaceae Eukaryota roots n.a. n.a. PMID[15969497]
NPO4312 Antillogorgia bipinnata Species Gorgoniidae Eukaryota n.a. n.a. n.a. PMID[16252918]
NPO12483 Holarrhena floribunda Species Apocynaceae Eukaryota n.a. n.a. n.a. PMID[16441070]
NPO12006 Apis mellifera Species Apidae Eukaryota n.a. n.a. n.a. PMID[17548953]
NPO11791 Magnolia obovata Species Magnoliaceae Eukaryota n.a. stem n.a. PMID[18175990]
NPO26643 Cichorium endivia Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[18460139]
NPO12483 Holarrhena floribunda Species Apocynaceae Eukaryota n.a. n.a. n.a. PMID[19299148]
NPO6535 Klyxum simplex Species Alcyoniidae Eukaryota n.a. n.a. n.a. PMID[19391605]
NPO13135 Campylotropis hirtella Species Fabaceae Eukaryota n.a. n.a. n.a. PMID[19481938]
NPO13379 Schizanthus tricolor Species Solanaceae Eukaryota Aerial parts n.a. n.a. PMID[20166702]
NPO25518 Hedychium coronarium Species Zingiberaceae Eukaryota rhizomes n.a. n.a. PMID[21106458]
NPO11266 Garcinia cambogia Species Clusiaceae Eukaryota n.a. exocarp n.a. PMID[21114277]
NPO13379 Schizanthus tricolor Species Solanaceae Eukaryota n.a. aerial part n.a. PMID[21171571]
NPO21559 Blumea balsamifera Species Asteraceae Eukaryota n.a. leaf n.a. PMID[21319848]
NPO11791 Magnolia obovata Species Magnoliaceae Eukaryota n.a. n.a. n.a. PMID[21625478]
NPO13353 Sedum sarmentosum Species Crassulaceae Eukaryota n.a. n.a. n.a. PMID[22085682]
NPO1170 Amyris madrensis Species Rutaceae Eukaryota n.a. n.a. n.a. PMID[22260294]
NPO15299 Sandoricum koetjape Species Meliaceae Eukaryota n.a. n.a. n.a. PMID[22672802]
NPO1802 Abelmoschus esculentus Species Malvaceae Eukaryota n.a. n.a. n.a. PMID[23768323]
NPO12006 Apis mellifera Species Apidae Eukaryota n.a. n.a. n.a. PMID[24675423]
NPO12006 Apis mellifera Species Apidae Eukaryota n.a. Bako, Ethiopia PMID[24926420]
NPO12006 Apis mellifera Species Apidae Eukaryota n.a. Enemore, Ethiopia PMID[24926420]
NPO12006 Apis mellifera Species Apidae Eukaryota n.a. Gedo, Ethiopia PMID[24926420]
NPO12006 Apis mellifera Species Apidae Eukaryota n.a. Holleta, Ethiopia PMID[24926420]
NPO13745 Gynoxys verrucosa Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[27057812]
NPO15190 Chloranthus fortunei Species Chloranthaceae Eukaryota n.a. n.a. n.a. PMID[27997206]
NPO12796 Periploca sepium Species Apocynaceae Eukaryota n.a. n.a. n.a. PMID[28294615]
NPO6698 Euphorbia pithyusa Species Euphorbiaceae Eukaryota n.a. n.a. n.a. PMID[28671832]
NPO3013 Clathria basilana Species Microcionidae Eukaryota n.a. n.a. n.a. PMID[29094598]
NPO865 Dendrobium loddigesii Species Orchidaceae Eukaryota n.a. n.a. n.a. PMID[31291099]
NPO26643 Cichorium endivia Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[6821187]
NPO26892 Juglans mandshurica Species Juglandaceae Eukaryota Roots n.a. n.a. PMID[9599266]
NPO8583 Angelica japonica Species Apiaceae Eukaryota n.a. root n.a. PMID[9987830]
NPO9503 Averrhoa carambola Species Oxalidaceae Eukaryota n.a. n.a. Database[FooDB]
NPO26643 Cichorium endivia Species Asteraceae Eukaryota n.a. n.a. Database[FooDB]
NPO1802 Abelmoschus esculentus Species Malvaceae Eukaryota n.a. n.a. Database[FooDB]
NPO17336 Benincasa hispida Species Cucurbitaceae Eukaryota Fruit n.a. n.a. Database[FooDB]
NPO9503 Averrhoa carambola Species Oxalidaceae Eukaryota Fruit n.a. n.a. Database[FooDB]
NPO26643 Cichorium endivia Species Asteraceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO10532 Pinus edulis Species Pinaceae Eukaryota Seed n.a. n.a. Database[FooDB]
NPO17336 Benincasa hispida Species Cucurbitaceae Eukaryota n.a. n.a. Database[FooDB]
NPO10532 Pinus edulis Species Pinaceae Eukaryota n.a. n.a. Database[FooDB]
NPO1802 Abelmoschus esculentus Species Malvaceae Eukaryota n.a. n.a. Database[FooDB]
NPO26643 Cichorium endivia Species Asteraceae Eukaryota Leaves n.a. Database[FooDB]
NPO9503 Averrhoa carambola Species Oxalidaceae Eukaryota n.a. n.a. Database[FooDB]
NPO25264 Cerbera odollam Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO7730 Commiphora myrrha Species Burseraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO25518 Hedychium coronarium Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO21559 Blumea balsamifera Species Asteraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO7541 Ormosia hosiei Species Fabaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO7773 Crinum moorei Species Amaryllidaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO9503 Averrhoa carambola Species Oxalidaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO13473 Anodendron affine Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO12006 Apis mellifera Species Apidae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO26113 Strychnos wallichiana Species Loganiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO7844 Fritillaria hupehensis Species Liliaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO11791 Magnolia obovata Species Magnoliaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO12796 Periploca sepium Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO13018 Thelephora aurantiotincta Species Thelephoraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO11266 Garcinia cambogia Species Clusiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO13135 Campylotropis hirtella Species Fabaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO11842 Petasites laevigatus Species Asteraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO7538 Cyanotis vaga Species Commelinaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO12483 Holarrhena floribunda Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO17336 Benincasa hispida Species Cucurbitaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO865 Dendrobium loddigesii Species Orchidaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO25469 Lupinus luteus Species Fabaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO25962 Rhamnus cathartica Species Rhamnaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO8583 Angelica japonica Species Apiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO6731 Ononis spinosa Species Fabaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO13228 Farfugium japonicum Species Asteraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO13353 Sedum sarmentosum Species Crassulaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO26643 Cichorium endivia Species Asteraceae Eukaryota n.a. n.a. Database[Phenol-Explorer]
NPO6731 Ononis spinosa Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO9503 Averrhoa carambola Species Oxalidaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO25264 Cerbera odollam Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO13353 Sedum sarmentosum Species Crassulaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO7730 Commiphora myrrha Species Burseraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO25962 Rhamnus cathartica Species Rhamnaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO13018 Thelephora aurantiotincta Species Thelephoraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO17336 Benincasa hispida Species Cucurbitaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO13228 Farfugium japonicum Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO26113 Strychnos wallichiana Species Loganiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO15299 Sandoricum koetjape Species Meliaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO11266 Garcinia cambogia Species Clusiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO7844 Fritillaria hupehensis Species Liliaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO12796 Periploca sepium Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO7541 Ormosia hosiei Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO11842 Petasites laevigatus Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO26610 Spiraea formosana Species Rosaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO25803 Strychnos elaeocarpa Species Loganiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO3482 Alpinia flabellata Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO11791 Magnolia obovata Species Magnoliaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO25469 Lupinus luteus Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO8583 Angelica japonica Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO12483 Holarrhena floribunda Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO7773 Crinum moorei Species Amaryllidaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO9133 Lathyrus latifolius Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO7538 Cyanotis vaga Species Commelinaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO25518 Hedychium coronarium Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO21559 Blumea balsamifera Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO865 Dendrobium loddigesii Species Orchidaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO13473 Anodendron affine Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO13135 Campylotropis hirtella Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO26892 Juglans mandshurica Species Juglandaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO9133 Lathyrus latifolius Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO7541 Ormosia hosiei Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO6731 Ononis spinosa Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO12796 Periploca sepium Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO25469 Lupinus luteus Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO17336 Benincasa hispida Species Cucurbitaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO13353 Sedum sarmentosum Species Crassulaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO17166 Euphorbia palustris Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO13228 Farfugium japonicum Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO865 Dendrobium loddigesii Species Orchidaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO12006 Apis mellifera Species Apidae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO21559 Blumea balsamifera Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO11791 Magnolia obovata Species Magnoliaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO25518 Hedychium coronarium Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO17336 Benincasa hispida Species Cucurbitaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO13668 Taraxacum platycarpum Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO865 Dendrobium loddigesii Species Orchidaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO12796 Periploca sepium Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO13353 Sedum sarmentosum Species Crassulaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO7844 Fritillaria hupehensis Species Liliaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO11791 Magnolia obovata Species Magnoliaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO17336 Benincasa hispida Species Cucurbitaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13876 Cedrela salvadorensis Species Meliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10605 Tristania conferta Species Myrtaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25906 Acacia linarioides Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4282 Fouquieria diguetii Species Fouquieriaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11246 Ononis viscosa Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14369 Pocillopora eydouxi Species Pocilloporidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26554 Hexagonia speciosa Species Carabidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2568 Posidonia oceanica Species Posidoniaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25962 Rhamnus cathartica Species Rhamnaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7671 Humiria balsamifera Species Humiriaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15299 Sandoricum koetjape Species Meliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6289 Ceropegia dichotoma Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26892 Juglans mandshurica Species Juglandaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25582 Aquilegia viridiflora Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22691 Mentha cardiaca Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4700 Pertusaria truncata Species Pertusariaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26208 Brombya platynema Species Rutaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26456 Jaborosa leucotricha Species Solanaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10638 Plectranthus myrianthus Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25803 Strychnos elaeocarpa Species Loganiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO526 Salvia sessei Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14470 Polypodium decumanum Species Polypodiidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12796 Periploca sepium Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9538 Pterocarpus erinaceus Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7465 Vachellia leucophloea Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13465 Salvia broussonetii Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2680 Holothuria squamifera Species Holothuriidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO436 Darwinia fascicularis Species Myrtaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25393 Coelogyne flavida Species Orchidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6731 Ononis spinosa Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5456 Juniperus drupacea Species Cupressaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17166 Euphorbia palustris Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13228 Farfugium japonicum Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4990 Acacia argentea Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6698 Euphorbia pithyusa Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10905 Baccharis truncata Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25854 Tripterospermum lanceolatum Species Gentianaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3873 Crotalaria candicans Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8741 Dirinaria applanata Species Caliciaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8583 Angelica japonica Species Apiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9319 Pterocaulon virgatum Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12521 Sphaeranthus confertifolius Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11791 Magnolia obovata Species Magnoliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21559 Blumea balsamifera Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17771 Senna didymobotrya Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26816 Clinopodium gracile Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO23589 Pecten irradians Species Pectinidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7538 Cyanotis vaga Species Commelinaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25518 Hedychium coronarium Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14169 Acrocarpia paniculata Species Sargassaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3482 Alpinia flabellata Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21720 Talaromyces variabilis Species Trichocomaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7844 Fritillaria hupehensis Species Liliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8934 Gypsophila perfoliata Species Caryophyllaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13353 Sedum sarmentosum Species Crassulaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14455 Triunia erythrocarpa Species Proteaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1802 Abelmoschus esculentus Species Malvaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22353 Lucilia caesar Species Calliphoridae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26643 Cichorium endivia Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20327 Lophocereus schottii Species Cactaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9133 Lathyrus latifolius Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6535 Klyxum simplex Species Alcyoniidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25086 Viburnum betulifolium Species Adoxaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11236 Mycale mytilorum Species Mycalidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14194 Mamestra brassicae Species 0ctuidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7822.1 Eucalyptus globulus subsp. bicostata Subspecies Myrtaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO29093 Homalium longifolium Species Salicaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15514 Pedicularis rex Species Orobanchaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25732 Trichilia havanensis Species Meliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4312 Antillogorgia bipinnata Species Gorgoniidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18026 Bipolaris sacchari Species Pleosporaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11843 Stephania zippeliana Species Menispermaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12565 Hypericum polyanthemum Species Hypericaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11406 Etlingera littoralis Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7773 Crinum moorei Species Amaryllidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1815 Breonia chinensis Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24733 Celastrus dispermus Species Celastraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19916 Phenax angustifolius Species Urticaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26357 Trachyrhamphus serratus Species Syngnathidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25118 Centaurea benedicta Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14283 Ponera metallica Species Formicidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7997 Dendrobium huoshanense Species Orchidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11190 Veronica polita Species Plantaginaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26610 Spiraea formosana Species Rosaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12205 Eucalyptus apodophylla Species Myrtaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO27148 Chuquiraga erinacea Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11266 Garcinia cambogia Species Clusiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25575 Streptomyces pseudovenezuelae Species Streptomycetaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO1170 Amyris madrensis Species Rutaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26481 Astragalus kabadianus Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13072 Rhamnus formosana Species Rhamnaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26392 Piptadenia colubrina Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11800 Crinum pratense Species Amaryllidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26306 Pyrobaculum organotrophum Species Thermoproteaceae Archaea n.a. n.a. n.a. Database[UNPD]
NPO13669 Hertia cheirifolia Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13617 Eria rigida Species Orchidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26079 Asterococcus muratae Species Cerococcidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9704 Sonneratia caseolaris Species Lythraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25996 Stenolobium stans n.a. n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO15693 Guadua angustifolia Species Poaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9532 Vernonia cistifolia Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1257 Distephanus angulifolius Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10517 Aconitum vilmorini Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8430 Spathelia excelsa Species Rutaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9769 Mortonia palmeri Species Celastraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10372 Kiggelaria africana Species Achariaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28819 Veronica liwanensis Species Plantaginaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO23384 Rhodiola semenovii Species Crassulaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12091 Martensia denticulata Species Delesseriaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13379 Schizanthus tricolor Species Solanaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14329 Sigillina signifera Species Polycitoridae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13178 Ornithoglossum viride Species Colchicaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11576 Glycosmis macrophylla Species Rutaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8721 Parectatosoma mocquerysi Species Anisacanthidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12018 Alternaria bataticola Species Pleosporaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7730 Commiphora myrrha Species Burseraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9503 Averrhoa carambola Species Oxalidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25469 Lupinus luteus Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26743 Lippia adoensis Species Verbenaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO23410 Potentilla candicans Species Rosaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3013 Clathria basilana Species Microcionidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15190 Chloranthus fortunei Species Chloranthaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15200 Helichrysum diosmifolium Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26846 Guettarda noumeana Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10922 Pentaclethra macrophylla Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13018 Thelephora aurantiotincta Species Thelephoraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25768 Senecio ruwenzoriensis Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26676 Daphne arisanensis Species Thymelaeaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26175 Spongionella gracilis Species Dictyodendrillidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5280 Rubia tetragona Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24829 Gyrostroma missouriense n.a. n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO15992 Hypogymnia vittata Species Parmeliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24608 Gaertnera morindoides Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10532 Pinus edulis Species Pinaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25264 Cerbera odollam Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7331 Pityrogramma chrysophylla Species Pteridaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21639 Prunus mahaleb Species Rosaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5043 Eria japonica Species Orchidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO865 Dendrobium loddigesii Species Orchidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7009 Callyspongia spinosissima Species Callyspongiidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17358 Sorbus torminalis Species Rosaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11842 Petasites laevigatus Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13745 Gynoxys verrucosa Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12483 Holarrhena floribunda Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13668 Taraxacum platycarpum Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5373 Cordia alliodora Species Cordiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13051 Perymenium jelskii Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26113 Strychnos wallichiana Species Loganiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2070 Thioalkalivibrio versutus Species Ectothiorhodospiraceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO13473 Anodendron affine Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10048 Pyrus bourgaeana Species Rosaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15405 Suaeda maritima Species Chenopodiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5998 Echinoclathria subhispida Species Microcionidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2043 Pseudocyphellaria coronata Species Lobariaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24894 Parmelia tinctina Species Parmeliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11592 Cuphea hyssopifolia Species Lythraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9562 Bulbophyllum reptans Species Orchidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO273 Phyllobates bicolor Species Dendrobatidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12006 Apis mellifera Species Apidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7541 Ormosia hosiei Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9569 Licaria chrysophylla Species Lauraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26524 Chondria californica Species Rhodomelaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13135 Campylotropis hirtella Species Fabaceae 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
NPT139 Cell Line HT-29 Homo sapiens IC50 = 12.9 ug.mL-1 PMID[508103]
NPT81 Cell Line A549 Homo sapiens IC50 = 9.9 ug.mL-1 PMID[508103]

☑ 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 NPC36002 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 NPC102336
0.8776 High Similarity NPC14552
0.8545 High Similarity NPC135438
0.8545 High Similarity NPC236588
0.8364 Intermediate Similarity NPC3025
0.82 Intermediate Similarity NPC77550
0.82 Intermediate Similarity NPC108441
0.8077 Intermediate Similarity NPC316035
0.807 Intermediate Similarity NPC474769
0.807 Intermediate Similarity NPC189290
0.7931 Intermediate Similarity NPC95958
0.7903 Intermediate Similarity NPC101307
0.7903 Intermediate Similarity NPC269077
0.7903 Intermediate Similarity NPC88454
0.7903 Intermediate Similarity NPC117607
0.7903 Intermediate Similarity NPC253303
0.7857 Intermediate Similarity NPC471269
0.7833 Intermediate Similarity NPC209686
0.7833 Intermediate Similarity NPC249078
0.7833 Intermediate Similarity NPC236099
0.7778 Intermediate Similarity NPC474756
0.7759 Intermediate Similarity NPC47663
0.7736 Intermediate Similarity NPC294858
0.7719 Intermediate Similarity NPC264779
0.7705 Intermediate Similarity NPC94897
0.7705 Intermediate Similarity NPC101128
0.7679 Intermediate Similarity NPC202146
0.7679 Intermediate Similarity NPC53209
0.7679 Intermediate Similarity NPC32222
0.7656 Intermediate Similarity NPC66407
0.7656 Intermediate Similarity NPC129829
0.7656 Intermediate Similarity NPC254037
0.7656 Intermediate Similarity NPC470833
0.7647 Intermediate Similarity NPC313795
0.7581 Intermediate Similarity NPC80463
0.7581 Intermediate Similarity NPC230047
0.7581 Intermediate Similarity NPC258595
0.7581 Intermediate Similarity NPC19311
0.7581 Intermediate Similarity NPC260116
0.7538 Intermediate Similarity NPC283316
0.7538 Intermediate Similarity NPC192192
0.75 Intermediate Similarity NPC245795
0.75 Intermediate Similarity NPC469987
0.7458 Intermediate Similarity NPC162685
0.7424 Intermediate Similarity NPC470071
0.7424 Intermediate Similarity NPC1340
0.7424 Intermediate Similarity NPC127094
0.7424 Intermediate Similarity NPC187471
0.7424 Intermediate Similarity NPC252182
0.7385 Intermediate Similarity NPC477820
0.7377 Intermediate Similarity NPC185547
0.7377 Intermediate Similarity NPC95804
0.7358 Intermediate Similarity NPC223468
0.7358 Intermediate Similarity NPC198540
0.7358 Intermediate Similarity NPC147343
0.7358 Intermediate Similarity NPC287550
0.7358 Intermediate Similarity NPC176309
0.7358 Intermediate Similarity NPC84030
0.7344 Intermediate Similarity NPC48079
0.7344 Intermediate Similarity NPC185874
0.7344 Intermediate Similarity NPC139207
0.7344 Intermediate Similarity NPC476928
0.7344 Intermediate Similarity NPC63190
0.7344 Intermediate Similarity NPC41542
0.7313 Intermediate Similarity NPC95165
0.7313 Intermediate Similarity NPC153719
0.7302 Intermediate Similarity NPC208198
0.7302 Intermediate Similarity NPC11555
0.7302 Intermediate Similarity NPC64123
0.7302 Intermediate Similarity NPC60837
0.7302 Intermediate Similarity NPC2728
0.7302 Intermediate Similarity NPC282619
0.7302 Intermediate Similarity NPC172613
0.7273 Intermediate Similarity NPC232925
0.7273 Intermediate Similarity NPC251201
0.7273 Intermediate Similarity NPC63588
0.7258 Intermediate Similarity NPC290791
0.7258 Intermediate Similarity NPC114891
0.7258 Intermediate Similarity NPC292419
0.7231 Intermediate Similarity NPC244790
0.7231 Intermediate Similarity NPC475893
0.7231 Intermediate Similarity NPC472741
0.7231 Intermediate Similarity NPC266578
0.7231 Intermediate Similarity NPC2648
0.7206 Intermediate Similarity NPC192501
0.7206 Intermediate Similarity NPC10476
0.7206 Intermediate Similarity NPC470151
0.7206 Intermediate Similarity NPC475458
0.7206 Intermediate Similarity NPC228994
0.7206 Intermediate Similarity NPC304499
0.7188 Intermediate Similarity NPC142712
0.7188 Intermediate Similarity NPC44122
0.7167 Intermediate Similarity NPC475515
0.7167 Intermediate Similarity NPC215671
0.7167 Intermediate Similarity NPC476735
0.7167 Intermediate Similarity NPC87296
0.7143 Intermediate Similarity NPC118937
0.7143 Intermediate Similarity NPC159654
0.7143 Intermediate Similarity NPC167995
0.7143 Intermediate Similarity NPC144650
0.7143 Intermediate Similarity NPC307022
0.7143 Intermediate Similarity NPC281540
0.7121 Intermediate Similarity NPC470830
0.7121 Intermediate Similarity NPC107919
0.7121 Intermediate Similarity NPC241085
0.7121 Intermediate Similarity NPC299948
0.7121 Intermediate Similarity NPC234511
0.7121 Intermediate Similarity NPC196197
0.7121 Intermediate Similarity NPC210323
0.7119 Intermediate Similarity NPC39068
0.7119 Intermediate Similarity NPC179024
0.7101 Intermediate Similarity NPC317242
0.7101 Intermediate Similarity NPC158208
0.7101 Intermediate Similarity NPC186851
0.7101 Intermediate Similarity NPC476424
0.7101 Intermediate Similarity NPC472952
0.7101 Intermediate Similarity NPC243027
0.7101 Intermediate Similarity NPC32832
0.7101 Intermediate Similarity NPC231680
0.7101 Intermediate Similarity NPC196136
0.7101 Intermediate Similarity NPC91387
0.7101 Intermediate Similarity NPC270306
0.7101 Intermediate Similarity NPC472950
0.7097 Intermediate Similarity NPC218585
0.7097 Intermediate Similarity NPC148174
0.7097 Intermediate Similarity NPC71460
0.7077 Intermediate Similarity NPC475884
0.7077 Intermediate Similarity NPC204233
0.7077 Intermediate Similarity NPC473230
0.7059 Intermediate Similarity NPC470610
0.7031 Intermediate Similarity NPC472946
0.7031 Intermediate Similarity NPC473276
0.7031 Intermediate Similarity NPC190827
0.7031 Intermediate Similarity NPC243469
0.7031 Intermediate Similarity NPC474380
0.7031 Intermediate Similarity NPC41577
0.7031 Intermediate Similarity NPC475943
0.7015 Intermediate Similarity NPC282454
0.7015 Intermediate Similarity NPC231945
0.7 Intermediate Similarity NPC63958
0.7 Intermediate Similarity NPC163597
0.7 Intermediate Similarity NPC107963
0.697 Remote Similarity NPC94192
0.697 Remote Similarity NPC276616
0.6957 Remote Similarity NPC472503
0.6957 Remote Similarity NPC48795
0.6957 Remote Similarity NPC308440
0.6949 Remote Similarity NPC300189
0.6923 Remote Similarity NPC473929
0.6923 Remote Similarity NPC103734
0.6912 Remote Similarity NPC167706
0.6912 Remote Similarity NPC247195
0.6912 Remote Similarity NPC131506
0.6912 Remote Similarity NPC157422
0.6912 Remote Similarity NPC195530
0.6912 Remote Similarity NPC157777
0.6912 Remote Similarity NPC109457
0.6912 Remote Similarity NPC473279
0.6912 Remote Similarity NPC100586
0.6912 Remote Similarity NPC127283
0.6912 Remote Similarity NPC8004
0.6901 Remote Similarity NPC185915
0.6901 Remote Similarity NPC11907
0.6901 Remote Similarity NPC477227
0.6901 Remote Similarity NPC192046
0.6901 Remote Similarity NPC64081
0.6901 Remote Similarity NPC133596
0.6901 Remote Similarity NPC212453
0.6901 Remote Similarity NPC474574
0.6901 Remote Similarity NPC302578
0.6901 Remote Similarity NPC105208
0.6901 Remote Similarity NPC128951
0.6901 Remote Similarity NPC476233
0.6875 Remote Similarity NPC69149
0.6875 Remote Similarity NPC68656
0.6866 Remote Similarity NPC476431
0.6857 Remote Similarity NPC159789
0.6825 Remote Similarity NPC41160
0.6825 Remote Similarity NPC282694
0.6825 Remote Similarity NPC194208
0.6825 Remote Similarity NPC79576
0.6818 Remote Similarity NPC472984
0.6812 Remote Similarity NPC81759
0.6812 Remote Similarity NPC473238
0.6812 Remote Similarity NPC253805
0.6812 Remote Similarity NPC472341
0.6806 Remote Similarity NPC31828
0.6806 Remote Similarity NPC471769
0.6806 Remote Similarity NPC471045
0.6806 Remote Similarity NPC67657
0.6806 Remote Similarity NPC18857
0.6806 Remote Similarity NPC477577
0.6806 Remote Similarity NPC177343
0.6806 Remote Similarity NPC147993
0.6774 Remote Similarity NPC185116
0.6769 Remote Similarity NPC300442
0.6769 Remote Similarity NPC474768
0.6769 Remote Similarity NPC469791
0.6765 Remote Similarity NPC163020
0.6761 Remote Similarity NPC477602

  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 NPC36002 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
0.82 Intermediate Similarity NPD386 Approved
0.82 Intermediate Similarity NPD388 Approved
0.7358 Intermediate Similarity NPD385 Approved
0.7358 Intermediate Similarity NPD384 Approved
0.7121 Intermediate Similarity NPD4267 Clinical (unspecified phase)
0.697 Remote Similarity NPD5360 Phase 3
0.697 Remote Similarity NPD5361 Clinical (unspecified phase)
0.6875 Remote Similarity NPD371 Approved
0.6857 Remote Similarity NPD3703 Phase 2
0.6769 Remote Similarity NPD3171 Clinical (unspecified phase)
0.6765 Remote Similarity NPD4787 Phase 1
0.6667 Remote Similarity NPD4224 Phase 2
0.6667 Remote Similarity NPD4758 Discontinued
0.6618 Remote Similarity NPD3700 Clinical (unspecified phase)
0.6618 Remote Similarity NPD3699 Clinical (unspecified phase)
0.6575 Remote Similarity NPD6114 Approved
0.6575 Remote Similarity NPD6697 Approved
0.6575 Remote Similarity NPD6115 Approved
0.6575 Remote Similarity NPD6118 Approved
0.6481 Remote Similarity NPD367 Approved
0.6479 Remote Similarity NPD1811 Approved
0.6479 Remote Similarity NPD1810 Approved
0.6429 Remote Similarity NPD4808 Clinical (unspecified phase)
0.6429 Remote Similarity NPD4809 Clinical (unspecified phase)
0.6377 Remote Similarity NPD3698 Phase 2
0.6301 Remote Similarity NPD6117 Approved
0.6286 Remote Similarity NPD4789 Approved
0.6286 Remote Similarity NPD4244 Approved
0.6286 Remote Similarity NPD4245 Approved
0.625 Remote Similarity NPD6113 Clinical (unspecified phase)
0.6232 Remote Similarity NPD6705 Phase 1
0.6216 Remote Similarity NPD6116 Phase 1
0.6197 Remote Similarity NPD6081 Approved
0.6197 Remote Similarity NPD4243 Approved
0.6184 Remote Similarity NPD7525 Registered
0.6184 Remote Similarity NPD6928 Phase 2
0.6164 Remote Similarity NPD3702 Approved
0.6133 Remote Similarity NPD5364 Discontinued
0.6056 Remote Similarity NPD2687 Approved
0.6056 Remote Similarity NPD2686 Approved
0.6056 Remote Similarity NPD2254 Approved
0.6053 Remote Similarity NPD7645 Phase 2
0.6027 Remote Similarity NPD4784 Approved
0.6027 Remote Similarity NPD4785 Approved
0.5968 Remote Similarity NPD615 Clinical (unspecified phase)
0.5946 Remote Similarity NPD4190 Phase 3
0.5946 Remote Similarity NPD5275 Approved
0.5921 Remote Similarity NPD3671 Phase 1
0.5867 Remote Similarity NPD3701 Clinical (unspecified phase)
0.5844 Remote Similarity NPD4195 Approved
0.5811 Remote Similarity NPD6926 Approved
0.5811 Remote Similarity NPD6924 Approved
0.5769 Remote Similarity NPD6930 Phase 2
0.5769 Remote Similarity NPD6931 Approved
0.5769 Remote Similarity NPD4748 Discontinued
0.575 Remote Similarity NPD3670 Clinical (unspecified phase)
0.575 Remote Similarity NPD3669 Approved
0.5733 Remote Similarity NPD7339 Approved
0.5733 Remote Similarity NPD6942 Approved
0.5732 Remote Similarity NPD3574 Clinical (unspecified phase)
0.5714 Remote Similarity NPD3617 Approved
0.5663 Remote Similarity NPD4751 Clinical (unspecified phase)
0.5658 Remote Similarity NPD6933 Approved
0.5647 Remote Similarity NPD6700 Approved
0.5647 Remote Similarity NPD6701 Clinical (unspecified phase)
0.5641 Remote Similarity NPD6929 Approved
0.5625 Remote Similarity NPD4223 Phase 3
0.5625 Remote Similarity NPD4221 Approved
0.561 Remote Similarity NPD7520 Clinical (unspecified phase)

  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