Structure

Physi-Chem Properties

Molecular Weight:  488.35
Volume:  523.332
LogP:  4.393
LogD:  3.68
LogS:  -4.043
# Rotatable Bonds:  2
TPSA:  97.99
# H-Bond Aceptor:  5
# H-Bond Donor:  4
# Rings:  5
# Heavy Atoms:  5

MedChem Properties

QED Drug-Likeness Score:  0.402
Synthetic Accessibility Score:  4.924
Fsp3:  0.9
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Accepted
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:  -5.435
MDCK Permeability:  1.4134516277408693e-05
Pgp-inhibitor:  0.003
Pgp-substrate:  0.0
Human Intestinal Absorption (HIA):  0.009
20% Bioavailability (F20%):  0.014
30% Bioavailability (F30%):  0.367

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.125
Plasma Protein Binding (PPB):  92.19757843017578%
Volume Distribution (VD):  0.625
Pgp-substrate:  4.641737461090088%

ADMET: Metabolism

CYP1A2-inhibitor:  0.009
CYP1A2-substrate:  0.275
CYP2C19-inhibitor:  0.007
CYP2C19-substrate:  0.822
CYP2C9-inhibitor:  0.072
CYP2C9-substrate:  0.4
CYP2D6-inhibitor:  0.003
CYP2D6-substrate:  0.107
CYP3A4-inhibitor:  0.317
CYP3A4-substrate:  0.162

ADMET: Excretion

Clearance (CL):  1.819
Half-life (T1/2):  0.434

ADMET: Toxicity

hERG Blockers:  0.014
Human Hepatotoxicity (H-HT):  0.315
Drug-inuced Liver Injury (DILI):  0.022
AMES Toxicity:  0.011
Rat Oral Acute Toxicity:  0.424
Maximum Recommended Daily Dose:  0.885
Skin Sensitization:  0.085
Carcinogencity:  0.044
Eye Corrosion:  0.031
Eye Irritation:  0.077
Respiratory Toxicity:  0.973

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

  Natural Product: NPC231063

Natural Product ID:  NPC231063
Common Name*:   Arjunolic Acid
IUPAC Name:   (4aS,6aR,6aS,6bR,8aR,9R,10R,11R,12aR,14bS)-10,11-dihydroxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid
Synonyms:   Arjunolic Acid
Standard InCHIKey:  RWNHLTKFBKYDOJ-DDHMHSPCSA-N
Standard InCHI:  InChI=1S/C30H48O5/c1-25(2)11-13-30(24(34)35)14-12-28(5)18(19(30)15-25)7-8-22-26(3)16-20(32)23(33)27(4,17-31)21(26)9-10-29(22,28)6/h7,19-23,31-33H,8-17H2,1-6H3,(H,34,35)/t19-,20+,21+,22+,23-,26-,27-,28+,29+,30-/m0/s1
SMILES:  OC[C@]1(C)[C@@H](O)[C@H](O)C[C@]2([C@H]1CC[C@@]1([C@@H]2CC=C2[C@@]1(C)CC[C@@]1([C@H]2CC(CC1)(C)C)C(=O)O)C)C
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL464466
PubChem CID:   73641
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000259] Prenol lipids
        • [CHEMONTID:0001553] Triterpenoids

*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
NPO3359 Psidium guajava Species Myrtaceae Eukaryota n.a. leaf n.a. DOI[10.1016/j.foodchem.2010.03.088]
NPO30384 Combretum quadrangulare Species Combretaceae Eukaryota n.a. n.a. n.a. PMID[10650080]
NPO29027 Khaya grandifoliola Species Meliaceae Eukaryota n.a. seed n.a. PMID[10661881]
NPO30384 Combretum quadrangulare Species Combretaceae Eukaryota seeds n.a. n.a. PMID[10785422]
NPO14954 Aphelasterias japonica Species Asteriidae Eukaryota n.a. n.a. n.a. PMID[10978224]
NPO30384 Combretum quadrangulare Species Combretaceae Eukaryota Seeds n.a. n.a. PMID[11277757]
NPO15077 Achyranthes bidentata Species Amaranthaceae Eukaryota n.a. n.a. n.a. PMID[11430011]
NPO12848 Carpinus cordata Species Betulaceae Eukaryota stems n.a. n.a. PMID[12350169]
NPO24590 Miconia pilgeriana Species Melastomataceae Eukaryota roots n.a. n.a. PMID[12502337]
NPO17628 Rabdosia excisa Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[15043413]
NPO15915 Edgeworthia gardneri Species Thymelaeaceae Eukaryota n.a. n.a. n.a. PMID[15387673]
NPO3125 Scaphechinus mirabilis Species Scutellidae Eukaryota n.a. n.a. n.a. PMID[16180820]
NPO244 Stachyurus himalaicus Species Stachyuraceae Eukaryota n.a. n.a. n.a. PMID[17851408]
NPO18521 Capparis flavicans Species Capparaceae Eukaryota aerial parts Khon Kaen Province, Thailand 2006-Aug PMID[19943620]
NPO30384 Combretum quadrangulare Species Combretaceae Eukaryota n.a. leaf n.a. PMID[21265555]
NPO30384 Combretum quadrangulare Species Combretaceae Eukaryota leaves Khon Kaen, Thailand 2006-AUG PMID[21265555]
NPO25572 Symplocos lancifolia Species Symplocaceae Eukaryota n.a. leaf n.a. PMID[21288041]
NPO25572 Symplocos lancifolia Species Symplocaceae Eukaryota leaves Bac Quang, Ha Giang Province, in Vietnam n.a. PMID[21288041]
NPO6515 Juglans sinensis Species Juglandaceae Eukaryota n.a. twig n.a. PMID[21309591]
NPO6515 Juglans sinensis Species Juglandaceae Eukaryota n.a. leaf n.a. PMID[21309591]
NPO941 Tiliacora triandra Species Menispermaceae Eukaryota n.a. n.a. n.a. PMID[22418278]
NPO4734 Syzygium nervosum Species Myrtaceae Eukaryota n.a. n.a. n.a. PMID[27797185]
NPO13199 Syzygium jambos Species Myrtaceae Eukaryota n.a. whole plant n.a. PMID[28294414]
NPO8622 Stauntonia hexaphylla Species Lardizabalaceae Eukaryota Fruits n.a. n.a. PMID[31301930]
NPO3359 Psidium guajava Species Myrtaceae Eukaryota n.a. n.a. n.a. PMID[31738062]
NPO3359 Psidium guajava Species Myrtaceae Eukaryota n.a. n.a. n.a. PMID[4013523]
NPO30384 Combretum quadrangulare Species Combretaceae Eukaryota n.a. n.a. n.a. PMID[9934464]
NPO8622 Stauntonia hexaphylla Species Lardizabalaceae Eukaryota n.a. n.a. n.a. Database[Article]
NPO3359 Psidium guajava Species Myrtaceae Eukaryota n.a. n.a. Database[FooDB]
NPO13199 Syzygium jambos Species Myrtaceae Eukaryota Fruit n.a. n.a. Database[FooDB]
NPO3359 Psidium guajava Species Myrtaceae Eukaryota Fruit n.a. n.a. Database[FooDB]
NPO3359 Psidium guajava Species Myrtaceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO3359 Psidium guajava Species Myrtaceae Eukaryota Plant n.a. n.a. Database[FooDB]
NPO3359 Psidium guajava Species Myrtaceae Eukaryota Seed n.a. n.a. Database[FooDB]
NPO13199 Syzygium jambos Species Myrtaceae Eukaryota n.a. n.a. Database[FooDB]
NPO3359 Psidium guajava Species Myrtaceae Eukaryota n.a. n.a. Database[FooDB]
NPO4838 Phlomis umbrosa Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO22847 Premna microphylla Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO17392 Ipomoea hederacea Species Convolvulaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO7987 Tilia vulgaris Species Malvaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO13199 Syzygium jambos Species Myrtaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO16642 Astrantia major Species Apiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO15077 Achyranthes bidentata Species Amaranthaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO13676 Zanthoxylum brachyacanthum Species Rutaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO3359 Psidium guajava Species Myrtaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO16884 Convallaria keiskei Species Asparagaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO14930 Mussaenda pubescens Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO8622 Stauntonia hexaphylla Species Lardizabalaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO20116 Ilex cornuta Species Aquifoliaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO17628 Rabdosia excisa Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO10597 Fructus syzygii n.a. n.a. n.a. n.a. n.a. n.a. Database[HerDing]
NPO3359 Psidium guajava Species Myrtaceae Eukaryota Fruits n.a. Database[Phenol-Explorer]
NPO23100 Leandra chaetodon Species Melastomataceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO2028 Campsis grandiflora Species Bignoniaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO16834 Baccharis sarothroides Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO16884 Convallaria keiskei Species Asparagaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO20116 Ilex cornuta Species Aquifoliaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO22847 Premna microphylla Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO17628 Rabdosia excisa Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO26426.1 Cassia javanica subsp. nodosa Subspecies Fabaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO8622 Stauntonia hexaphylla Species Lardizabalaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO14930 Mussaenda pubescens Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO4838 Phlomis umbrosa Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO15077 Achyranthes bidentata Species Amaranthaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO13199 Syzygium jambos Species Myrtaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO18010 Lycoperdon pyriforme Species Lycoperdaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO7987 Tilia vulgaris Species Malvaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO13676 Zanthoxylum brachyacanthum Species Rutaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO15697 Camellia sasanqua Species Theaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO10597 Fructus syzygii n.a. n.a. n.a. n.a. n.a. n.a. Database[TCMID]
NPO16642 Astrantia major Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO17392 Ipomoea hederacea Species Convolvulaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO829 Vaccaria hispanica Species Caryophyllaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO3359 Psidium guajava Species Myrtaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO2028 Campsis grandiflora Species Bignoniaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO17392 Ipomoea hederacea Species Convolvulaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO15077 Achyranthes bidentata Species Amaranthaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO13199 Syzygium jambos Species Myrtaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO3359 Psidium guajava Species Myrtaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO16884 Convallaria keiskei Species Asparagaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO20116 Ilex cornuta Species Aquifoliaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO7987 Tilia vulgaris Species Malvaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO829 Vaccaria hispanica Species Caryophyllaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO20116 Ilex cornuta Species Aquifoliaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO244 Stachyurus himalaicus Species Stachyuraceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO15077 Achyranthes bidentata Species Amaranthaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO8177 Stachyurus chinensis Species Stachyuraceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO2028 Campsis grandiflora Species Bignoniaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO17030 Calvatia lilacina Species Lycoperdaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO4838 Phlomis umbrosa Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO16061 Helwingia japonica Species Helwingiaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO14179 Campsis radicans Species Bignoniaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO22531 Gypsophila struthium Species Caryophyllaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12848 Carpinus cordata Species Betulaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3731 Salix japonica Species Salicaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14313 Pachybasium candidum n.a. n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO2827 Plumeria alba Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15360 Stephania hispidula Species Menispermaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16475 Plumbago pulchella Species Plumbaginaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6746 Blighia welwitschii Species Sapindaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO23100 Leandra chaetodon Species Melastomataceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16642 Astrantia major Species Apiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16655 Rabdosia flexicaulis Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16718 Pinna nobilis Species Pinnidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14954 Aphelasterias japonica Species Asteriidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14930 Mussaenda pubescens Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17373.1 Cunninghamia lanceolata var. konishii Varieties Cupressaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17571 Duboscia macrocarpa n.a. n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO8622 Stauntonia hexaphylla Species Lardizabalaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17392 Ipomoea hederacea Species Convolvulaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24590 Miconia pilgeriana Species Melastomataceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15205 Alaria crispa Species Alariaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13598 Pedicularis plicata Species Orobanchaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7333 Fagara cuspidata n.a. n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO5047 Evodiopanax innovans n.a. n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO4734 Syzygium nervosum Species Myrtaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17720 Andropogon laniger Species Poaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16254 Backhousia angustifolia Species Myrtaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28 Cutleria multifida Species Cutleriaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17707 Dioscorea villosa Species Dioscoreaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26426.1 Cassia javanica subsp. nodosa Subspecies Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24409 Evasterias troschelii Species Asteriidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25572 Symplocos lancifolia Species Symplocaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5560 Castor fiber Species Castoridae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15966 Sassafras officinalis Species Lauraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3155 Hippomarathrum microcarpum n.a. n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO244 Stachyurus himalaicus Species Stachyuraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO29027 Khaya grandifoliola Species Meliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3113 Xyris semifuscata Species Xyridaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17199 Melaleuca genistifolia Species Myrtaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15349 Acacia sparsiflora Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3125 Scaphechinus mirabilis Species Scutellidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13676 Zanthoxylum brachyacanthum Species Rutaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11994 Thesium humile Species Thesiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22148 Phebalium nudum Species Rutaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2038 Myrtus tomentosa Species Myrtaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14463 Dirca occidentalis Species Thymelaeaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15625 Umbilicaria spodochroa Species Umbilicariaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22342 Taverniera abyssinica Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14807 Arenaria juncea Species Scolopacidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12293 Euphorbia iberica Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11436 Baeomyces roseus Species Baeomycetaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO23695 Setosphaeria turcica Species Pleosporaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14936 Agave shawii Species Asparagaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12490 Lecidea speirodes Species Lecideaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5866 Bitis arietans Species Viperidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3446 Acanthaster planci Species Acanthasteridae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12652 Xylosalsola richteri Species Chenopodiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26573 Artemisia umbelliformis Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18712 Malus sieboldii Species Rosaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20116 Ilex cornuta Species Aquifoliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17030 Calvatia lilacina Species Lycoperdaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO941 Tiliacora triandra Species Menispermaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20013 Teucrium hyrcanicum Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18307 Peltigera venosa Species Peltigeraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16041 Berberis brandisiana Species Berberidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4589 Sarcotragus spinosulus Species Irciniidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15915 Edgeworthia gardneri Species Thymelaeaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11048 Ahnfeltia plicata Species Ahnfeltiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17604 Lasioderma serricorne Species Anobiidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15476 Pyrodinium bahamense Species Goniodomataceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17087 Plagiomnium affine Species Mniaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22847 Premna microphylla Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16377 Juniperus ashei Species Cupressaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20219 Rhizobium etli Species Rhizobiaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO13182 Achillea wilhelmsii Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16557 Polygala ruwenzoriensis Species Polygalaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21895 Astroplaca opaca n.a. n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO7987 Tilia vulgaris Species Malvaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2028 Campsis grandiflora Species Bignoniaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9479 Ambrosia grayi Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18010 Lycoperdon pyriforme Species Lycoperdaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3990 Acacia salicina Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17628 Rabdosia excisa Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4636 Onopordum anatolicum Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8804 Raputia simulans n.a. n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO13976 Sonchus gummifer Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15077 Achyranthes bidentata Species Amaranthaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15797 Drypetes littoralis Species Putranjivaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3359 Psidium guajava Species Myrtaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO829 Vaccaria hispanica Species Caryophyllaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO27733 Rosa hybrid cultivar Species Rosaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16125 Micromonas pusilla Species Mamiellaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16884 Convallaria keiskei Species Asparagaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13442 Eucalyptus regnans Species Myrtaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18908 Eria robusta Species Orchidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4838 Phlomis umbrosa Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13199 Syzygium jambos Species Myrtaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18521 Capparis flavicans Species Capparaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26307 Viburnum ayavacense Species Adoxaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11002 Hopea jucunda Species Dipterocarpaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10438 Tanacetum nubigenum Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6515 Juglans sinensis Species Juglandaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16834 Baccharis sarothroides Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16025 Werneria decora Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19129 Oxytropis pseudoglandulosa Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11808 Ania latifolia Species Orchidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18768 Haliclona tubifera Species Chalinidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11987 Silene inflata Species Caryophyllaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2591 Io fluvialis Species Pleuroceridae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO820 Grindelia perennis Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18031 Russula vesca Species Russulaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16796 Rumex conglomeratus Species Polygonaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15697 Camellia sasanqua Species Theaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1604 Micranthes stellaris Species Saxifragaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9524 Kalanchoe blossfeldiana Species Crassulaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13139 Anatheca montagnei Species Solieriaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19754 Pyracantha coccinea Species Rosaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15588 Senecio desfontainei Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]

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

  NP Quantity Composition/Concentration

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

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

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT993 Cell Line Hepatocyte Mus musculus Activity = 43.6 % PMID[451778]
NPT993 Cell Line Hepatocyte Mus musculus Activity = 28.0 % PMID[451778]
NPT993 Cell Line Hepatocyte Mus musculus Activity = 24.9 % PMID[451778]
NPT993 Cell Line Hepatocyte Mus musculus Inhibition = 108.4 % PMID[451778]
NPT993 Cell Line Hepatocyte Mus musculus Inhibition = 33.8 % PMID[451778]
NPT993 Cell Line Hepatocyte Mus musculus Inhibition = 19.1 % PMID[451778]
NPT993 Cell Line Hepatocyte Mus musculus IC50 = 58400.0 nM PMID[451778]
NPT759 Cell Line H9 Homo sapiens EC50 = 15.0 ug.mL-1 PMID[451781]
NPT540 Individual Protein Bile acid receptor FXR Homo sapiens EC50 = 0.0 nM PMID[451782]
NPT2681 Individual Protein Glycogen phosphorylase, muscle form Oryctolagus cuniculus IC50 = 103200.0 nM PMID[451784]
NPT2681 Individual Protein Glycogen phosphorylase, muscle form Oryctolagus cuniculus IC50 = 102329.3 nM PMID[451784]
NPT3809 Individual Protein Pancreatic alpha-amylase Sus scrofa Inhibition = 9.7 % PMID[451786]
NPT65 Cell Line HepG2 Homo sapiens IC50 > 10000.0 nM PMID[451787]
NPT465 Cell Line NCI-N87 Homo sapiens IC50 > 10000.0 nM PMID[451787]
NPT83 Cell Line MCF7 Homo sapiens IC50 > 10000.0 nM PMID[451787]
NPT113 Cell Line RAW264.7 Mus musculus Inhibition < 50.0 % PMID[451787]
NPT113 Cell Line RAW264.7 Mus musculus GI < 5.0 % PMID[451787]
NPT113 Cell Line RAW264.7 Mus musculus IC50 = 15170.0 nM PMID[451788]
NPT570 Individual Protein Arachidonate 5-lipoxygenase Homo sapiens IC50 = 42000.0 nM PMID[451789]
NPT570 Individual Protein Arachidonate 5-lipoxygenase Homo sapiens Activity = 47.7 % PMID[451789]
NPT1139 Individual Protein Arachidonate 15-lipoxygenase, type II Homo sapiens Activity = 100.0 % PMID[451789]
NPT324 Individual Protein Cyclooxygenase-1 Ovis aries IC50 > 40000.0 nM PMID[451789]
NPT324 Individual Protein Cyclooxygenase-1 Ovis aries Activity = 72.3 % PMID[451789]
NPT31 Individual Protein Cyclooxygenase-2 Homo sapiens IC50 > 40000.0 nM PMID[451789]
NPT31 Individual Protein Cyclooxygenase-2 Homo sapiens Activity = 72.8 % PMID[451789]
NPT2 Others Unspecified IC50 = 27.5 ug.mL-1 PMID[451779]
NPT20 Organism Candida albicans Candida albicans IC50 > 50.0 ug.mL-1 PMID[451779]
NPT85 Organism Filobasidiella neoformans Cryptococcus neoformans IC50 = 20.0 ug.mL-1 PMID[451779]
NPT24 Organism Human immunodeficiency virus 1 Human immunodeficiency virus 1 IC50 = 8.0 ug.mL-1 PMID[451780]
NPT27 Others Unspecified Ratio IC50/EC50 = 2.4 n.a. PMID[451781]
NPT24 Organism Human immunodeficiency virus 1 Human immunodeficiency virus 1 IC50 = 36.0 ug.mL-1 PMID[451781]
NPT745 Individual Protein G-protein coupled bile acid receptor 1 Homo sapiens EC50 > 10000.0 nM PMID[451782]
NPT745 Individual Protein G-protein coupled bile acid receptor 1 Homo sapiens Efficacy = 0.0 % PMID[451782]
NPT16 Organism Staphylococcus aureus Staphylococcus aureus MIC = 64.0 ug.mL-1 PMID[451783]
NPT175 Organism Enterococcus faecalis Enterococcus faecalis MIC = 64.0 ug.mL-1 PMID[451783]
NPT19 Organism Escherichia coli Escherichia coli MIC > 128.0 ug.mL-1 PMID[451783]
NPT18 Organism Pseudomonas aeruginosa Pseudomonas aeruginosa MIC > 128.0 ug.mL-1 PMID[451783]
NPT191 Organism Hepatitis C virus Hepatitis C virus Inhibition = 0.0 % PMID[451785]
NPT2 Others Unspecified Inhibition = 48.8 % PMID[451786]
NPT2 Others Unspecified Inhibition = 4.7 % PMID[451786]

☑ 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 NPC231063 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 NPC282395
1.0 High Similarity NPC88116
1.0 High Similarity NPC299996
1.0 High Similarity NPC263548
1.0 High Similarity NPC32407
1.0 High Similarity NPC20235
1.0 High Similarity NPC145667
0.9775 High Similarity NPC305464
0.9775 High Similarity NPC173744
0.9775 High Similarity NPC201657
0.9775 High Similarity NPC204961
0.9775 High Similarity NPC19376
0.9775 High Similarity NPC307282
0.9775 High Similarity NPC25848
0.9775 High Similarity NPC73004
0.977 High Similarity NPC472149
0.977 High Similarity NPC235884
0.977 High Similarity NPC71074
0.977 High Similarity NPC25299
0.977 High Similarity NPC84319
0.977 High Similarity NPC300351
0.977 High Similarity NPC52021
0.977 High Similarity NPC306541
0.9667 High Similarity NPC9613
0.9667 High Similarity NPC247139
0.9667 High Similarity NPC261935
0.9667 High Similarity NPC106112
0.9663 High Similarity NPC32118
0.9663 High Similarity NPC96916
0.9659 High Similarity NPC307335
0.9659 High Similarity NPC275809
0.9659 High Similarity NPC136313
0.9659 High Similarity NPC74855
0.9655 High Similarity NPC49320
0.9655 High Similarity NPC130278
0.956 High Similarity NPC29765
0.956 High Similarity NPC111214
0.956 High Similarity NPC271614
0.9556 High Similarity NPC259733
0.9556 High Similarity NPC158371
0.9556 High Similarity NPC207922
0.954 High Similarity NPC234346
0.954 High Similarity NPC290972
0.954 High Similarity NPC25906
0.954 High Similarity NPC61543
0.954 High Similarity NPC127689
0.954 High Similarity NPC130520
0.954 High Similarity NPC225585
0.954 High Similarity NPC121798
0.954 High Similarity NPC59263
0.954 High Similarity NPC270768
0.954 High Similarity NPC293048
0.954 High Similarity NPC64872
0.954 High Similarity NPC263393
0.9457 High Similarity NPC35239
0.9451 High Similarity NPC255589
0.9451 High Similarity NPC259788
0.9451 High Similarity NPC43686
0.9444 High Similarity NPC198245
0.9438 High Similarity NPC229281
0.9438 High Similarity NPC133579
0.9438 High Similarity NPC474806
0.9432 High Similarity NPC126369
0.9432 High Similarity NPC290614
0.9432 High Similarity NPC120968
0.9432 High Similarity NPC470589
0.9432 High Similarity NPC227467
0.9432 High Similarity NPC210037
0.9432 High Similarity NPC477872
0.9432 High Similarity NPC111110
0.9432 High Similarity NPC18872
0.9432 High Similarity NPC7260
0.9432 High Similarity NPC273621
0.9425 High Similarity NPC52169
0.9425 High Similarity NPC182797
0.9355 High Similarity NPC256247
0.9341 High Similarity NPC230151
0.9341 High Similarity NPC88847
0.9333 High Similarity NPC6818
0.9333 High Similarity NPC188102
0.9333 High Similarity NPC114159
0.9333 High Similarity NPC191412
0.9333 High Similarity NPC87095
0.9326 High Similarity NPC228784
0.9326 High Similarity NPC105189
0.9326 High Similarity NPC288833
0.9326 High Similarity NPC324341
0.9326 High Similarity NPC966
0.9326 High Similarity NPC187722
0.9326 High Similarity NPC155120
0.9326 High Similarity NPC282616
0.9318 High Similarity NPC274330
0.9318 High Similarity NPC198664
0.9318 High Similarity NPC143232
0.931 High Similarity NPC307426
0.931 High Similarity NPC142415
0.931 High Similarity NPC171203
0.931 High Similarity NPC51700
0.931 High Similarity NPC68160
0.931 High Similarity NPC242468
0.931 High Similarity NPC18064
0.931 High Similarity NPC293564
0.931 High Similarity NPC98442
0.931 High Similarity NPC88716
0.931 High Similarity NPC102683
0.931 High Similarity NPC130577
0.9239 High Similarity NPC312075
0.9239 High Similarity NPC203343
0.9222 High Similarity NPC202728
0.9222 High Similarity NPC118490
0.9222 High Similarity NPC118519
0.9222 High Similarity NPC86368
0.9222 High Similarity NPC158059
0.9213 High Similarity NPC86372
0.9213 High Similarity NPC193750
0.9213 High Similarity NPC172361
0.9213 High Similarity NPC291028
0.9205 High Similarity NPC246708
0.9205 High Similarity NPC473242
0.9205 High Similarity NPC470629
0.9205 High Similarity NPC181225
0.9205 High Similarity NPC17733
0.9205 High Similarity NPC40552
0.9205 High Similarity NPC474512
0.9205 High Similarity NPC290690
0.9195 High Similarity NPC72638
0.9149 High Similarity NPC54909
0.9149 High Similarity NPC233012
0.914 High Similarity NPC188833
0.913 High Similarity NPC476327
0.913 High Similarity NPC132824
0.913 High Similarity NPC476318
0.913 High Similarity NPC116457
0.9121 High Similarity NPC159365
0.9121 High Similarity NPC222047
0.9121 High Similarity NPC296164
0.9111 High Similarity NPC145067
0.9111 High Similarity NPC4036
0.9111 High Similarity NPC65120
0.9111 High Similarity NPC474525
0.9111 High Similarity NPC475708
0.9111 High Similarity NPC6255
0.9111 High Similarity NPC471588
0.9111 High Similarity NPC233455
0.9111 High Similarity NPC38754
0.9111 High Similarity NPC158030
0.9101 High Similarity NPC161751
0.9101 High Similarity NPC474972
0.9101 High Similarity NPC470588
0.9101 High Similarity NPC95246
0.9022 High Similarity NPC83693
0.9022 High Similarity NPC473240
0.9022 High Similarity NPC148523
0.9022 High Similarity NPC139570
0.9011 High Similarity NPC298554
0.9011 High Similarity NPC214756
0.9011 High Similarity NPC272075
0.9011 High Similarity NPC295643
0.9 High Similarity NPC120840
0.9 High Similarity NPC474728
0.9 High Similarity NPC46441
0.9 High Similarity NPC113989
0.8977 High Similarity NPC213412
0.8969 High Similarity NPC477877
0.8936 High Similarity NPC164349
0.8936 High Similarity NPC174663
0.8925 High Similarity NPC157113
0.8925 High Similarity NPC473158
0.8925 High Similarity NPC98874
0.8925 High Similarity NPC327179
0.8925 High Similarity NPC62516
0.8913 High Similarity NPC184006
0.8913 High Similarity NPC209868
0.8913 High Similarity NPC23621
0.8913 High Similarity NPC91010
0.8913 High Similarity NPC474529
0.8913 High Similarity NPC80365
0.8913 High Similarity NPC60692
0.8913 High Similarity NPC78580
0.8901 High Similarity NPC60755
0.8901 High Similarity NPC470590
0.8901 High Similarity NPC285184
0.8901 High Similarity NPC189520
0.8901 High Similarity NPC77099
0.8889 High Similarity NPC474686
0.8889 High Similarity NPC30522
0.8876 High Similarity NPC71507
0.8876 High Similarity NPC477926
0.8866 High Similarity NPC284865
0.8864 High Similarity NPC133954
0.8851 High Similarity NPC159168
0.8851 High Similarity NPC253402
0.8842 High Similarity NPC476195
0.883 High Similarity NPC476878
0.883 High Similarity NPC187933
0.883 High Similarity NPC476879
0.883 High Similarity NPC189880
0.8817 High Similarity NPC23241
0.8817 High Similarity NPC53565
0.8817 High Similarity NPC290481

  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 NPC231063 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
0.9111 High Similarity NPD7515 Phase 2
0.871 High Similarity NPD7748 Approved
0.8632 High Similarity NPD7902 Approved
0.8316 Intermediate Similarity NPD7901 Clinical (unspecified phase)
0.8316 Intermediate Similarity NPD7900 Approved
0.8242 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.8182 Intermediate Similarity NPD7645 Phase 2
0.7917 Intermediate Similarity NPD8035 Phase 2
0.7917 Intermediate Similarity NPD8034 Phase 2
0.7835 Intermediate Similarity NPD6399 Phase 3
0.781 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7766 Intermediate Similarity NPD3618 Phase 1
0.7742 Intermediate Similarity NPD4786 Approved
0.7717 Intermediate Similarity NPD3667 Approved
0.7708 Intermediate Similarity NPD5328 Approved
0.7692 Intermediate Similarity NPD6675 Approved
0.7692 Intermediate Similarity NPD6402 Approved
0.7692 Intermediate Similarity NPD7128 Approved
0.7692 Intermediate Similarity NPD5739 Approved
0.7551 Intermediate Similarity NPD6079 Approved
0.7547 Intermediate Similarity NPD6899 Approved
0.7547 Intermediate Similarity NPD6881 Approved
0.7547 Intermediate Similarity NPD7320 Approved
0.7544 Intermediate Similarity NPD8328 Phase 3
0.7526 Intermediate Similarity NPD7285 Clinical (unspecified phase)
0.7525 Intermediate Similarity NPD4755 Approved
0.75 Intermediate Similarity NPD7525 Registered
0.7477 Intermediate Similarity NPD6373 Approved
0.7477 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7477 Intermediate Similarity NPD6372 Approved
0.7475 Intermediate Similarity NPD4202 Approved
0.7453 Intermediate Similarity NPD5697 Approved
0.7453 Intermediate Similarity NPD5701 Approved
0.7451 Intermediate Similarity NPD7638 Approved
0.7431 Intermediate Similarity NPD8297 Approved
0.7423 Intermediate Similarity NPD7513 Clinical (unspecified phase)
0.7407 Intermediate Similarity NPD7290 Approved
0.7407 Intermediate Similarity NPD6883 Approved
0.7407 Intermediate Similarity NPD7102 Approved
0.7379 Intermediate Similarity NPD7639 Approved
0.7379 Intermediate Similarity NPD5286 Approved
0.7379 Intermediate Similarity NPD4700 Approved
0.7379 Intermediate Similarity NPD4696 Approved
0.7379 Intermediate Similarity NPD7640 Approved
0.7379 Intermediate Similarity NPD5285 Approved
0.7374 Intermediate Similarity NPD6411 Approved
0.7368 Intermediate Similarity NPD3665 Phase 1
0.7368 Intermediate Similarity NPD3666 Approved
0.7368 Intermediate Similarity NPD3133 Approved
0.7363 Intermediate Similarity NPD6116 Phase 1
0.7353 Intermediate Similarity NPD6083 Phase 2
0.7353 Intermediate Similarity NPD6084 Phase 2
0.7339 Intermediate Similarity NPD6869 Approved
0.7339 Intermediate Similarity NPD8130 Phase 1
0.7339 Intermediate Similarity NPD6617 Approved
0.7339 Intermediate Similarity NPD6649 Approved
0.7339 Intermediate Similarity NPD6847 Approved
0.7339 Intermediate Similarity NPD6650 Approved
0.7321 Intermediate Similarity NPD7115 Discovery
0.7315 Intermediate Similarity NPD6012 Approved
0.7315 Intermediate Similarity NPD6014 Approved
0.7315 Intermediate Similarity NPD6013 Approved
0.7315 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.729 Intermediate Similarity NPD6412 Phase 2
0.7273 Intermediate Similarity NPD6882 Approved
0.7255 Intermediate Similarity NPD4697 Phase 3
0.7255 Intermediate Similarity NPD5220 Clinical (unspecified phase)
0.7255 Intermediate Similarity NPD5221 Approved
0.7255 Intermediate Similarity NPD5222 Approved
0.7253 Intermediate Similarity NPD6117 Approved
0.7238 Intermediate Similarity NPD5226 Approved
0.7238 Intermediate Similarity NPD5225 Approved
0.7238 Intermediate Similarity NPD5224 Approved
0.7238 Intermediate Similarity NPD5211 Phase 2
0.7238 Intermediate Similarity NPD4633 Approved
0.7222 Intermediate Similarity NPD6011 Approved
0.7216 Intermediate Similarity NPD6409 Approved
0.7216 Intermediate Similarity NPD6684 Approved
0.7216 Intermediate Similarity NPD7146 Approved
0.7216 Intermediate Similarity NPD5330 Approved
0.7216 Intermediate Similarity NPD7521 Approved
0.7216 Intermediate Similarity NPD7334 Approved
0.7207 Intermediate Similarity NPD4632 Approved
0.7188 Intermediate Similarity NPD3668 Phase 3
0.7184 Intermediate Similarity NPD5173 Approved
0.7182 Intermediate Similarity NPD6401 Clinical (unspecified phase)
0.7172 Intermediate Similarity NPD5764 Clinical (unspecified phase)
0.7172 Intermediate Similarity NPD4753 Phase 2
0.7172 Intermediate Similarity NPD6101 Approved
0.717 Intermediate Similarity NPD5174 Approved
0.717 Intermediate Similarity NPD5175 Approved
0.7143 Intermediate Similarity NPD3573 Approved
0.7143 Intermediate Similarity NPD5223 Approved
0.7115 Intermediate Similarity NPD4225 Approved
0.7103 Intermediate Similarity NPD5141 Approved
0.7097 Intermediate Similarity NPD6115 Approved
0.7097 Intermediate Similarity NPD6118 Approved
0.7097 Intermediate Similarity NPD6114 Approved
0.7097 Intermediate Similarity NPD6697 Approved
0.7091 Intermediate Similarity NPD4634 Approved
0.7087 Intermediate Similarity NPD7614 Phase 1
0.7071 Intermediate Similarity NPD6672 Approved
0.7071 Intermediate Similarity NPD5737 Approved
0.7071 Intermediate Similarity NPD6903 Approved
0.7064 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.7064 Intermediate Similarity NPD6686 Approved
0.7054 Intermediate Similarity NPD8133 Approved
0.7037 Intermediate Similarity NPD4767 Approved
0.7037 Intermediate Similarity NPD4768 Approved
0.7033 Intermediate Similarity NPD6113 Clinical (unspecified phase)
0.7009 Intermediate Similarity NPD4754 Approved
0.699 Remote Similarity NPD5695 Phase 3
0.6983 Remote Similarity NPD6319 Approved
0.6975 Remote Similarity NPD7507 Approved
0.6957 Remote Similarity NPD6942 Approved
0.6957 Remote Similarity NPD7339 Approved
0.6952 Remote Similarity NPD5696 Approved
0.6947 Remote Similarity NPD4695 Discontinued
0.6937 Remote Similarity NPD5955 Clinical (unspecified phase)
0.693 Remote Similarity NPD6274 Approved
0.6909 Remote Similarity NPD4729 Approved
0.6909 Remote Similarity NPD4730 Approved
0.6909 Remote Similarity NPD5128 Approved
0.6897 Remote Similarity NPD7100 Approved
0.6897 Remote Similarity NPD7101 Approved
0.6882 Remote Similarity NPD3701 Clinical (unspecified phase)
0.687 Remote Similarity NPD6009 Approved
0.6869 Remote Similarity NPD5279 Phase 3
0.6869 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6863 Remote Similarity NPD5281 Approved
0.6863 Remote Similarity NPD5284 Approved
0.686 Remote Similarity NPD7736 Approved
0.6827 Remote Similarity NPD5210 Approved
0.6827 Remote Similarity NPD4629 Approved
0.6827 Remote Similarity NPD6356 Clinical (unspecified phase)
0.681 Remote Similarity NPD6335 Approved
0.6804 Remote Similarity NPD4221 Approved
0.6804 Remote Similarity NPD4223 Phase 3
0.6803 Remote Similarity NPD7319 Approved
0.6796 Remote Similarity NPD5779 Approved
0.6796 Remote Similarity NPD5778 Approved
0.6786 Remote Similarity NPD5251 Approved
0.6786 Remote Similarity NPD5247 Approved
0.6786 Remote Similarity NPD5248 Approved
0.6786 Remote Similarity NPD5250 Approved
0.6786 Remote Similarity NPD5249 Phase 3
0.6783 Remote Similarity NPD6868 Approved
0.678 Remote Similarity NPD6909 Approved
0.678 Remote Similarity NPD6908 Approved
0.6768 Remote Similarity NPD5329 Approved
0.6762 Remote Similarity NPD7732 Phase 3
0.6759 Remote Similarity NPD7632 Discontinued
0.6752 Remote Similarity NPD7516 Approved
0.675 Remote Similarity NPD7492 Approved
0.6735 Remote Similarity NPD4788 Approved
0.6727 Remote Similarity NPD6008 Approved
0.6726 Remote Similarity NPD5215 Approved
0.6726 Remote Similarity NPD5217 Approved
0.6726 Remote Similarity NPD5216 Approved
0.6724 Remote Similarity NPD6317 Approved
0.67 Remote Similarity NPD6098 Approved
0.6695 Remote Similarity NPD6059 Approved
0.6695 Remote Similarity NPD8377 Approved
0.6695 Remote Similarity NPD8294 Approved
0.6695 Remote Similarity NPD6054 Approved
0.6694 Remote Similarity NPD6616 Approved
0.6667 Remote Similarity NPD7327 Approved
0.6667 Remote Similarity NPD6314 Approved
0.6667 Remote Similarity NPD6904 Approved
0.6667 Remote Similarity NPD6080 Approved
0.6667 Remote Similarity NPD4197 Approved
0.6667 Remote Similarity NPD7604 Phase 2
0.6667 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6667 Remote Similarity NPD6313 Approved
0.6667 Remote Similarity NPD7328 Approved
0.6667 Remote Similarity NPD6673 Approved
0.6639 Remote Similarity NPD5983 Phase 2
0.6639 Remote Similarity NPD8293 Discontinued
0.6639 Remote Similarity NPD8335 Approved
0.6639 Remote Similarity NPD8380 Approved
0.6639 Remote Similarity NPD7078 Approved
0.6639 Remote Similarity NPD8033 Approved
0.6639 Remote Similarity NPD8379 Approved
0.6639 Remote Similarity NPD8378 Approved
0.6639 Remote Similarity NPD8296 Approved
0.6637 Remote Similarity NPD5135 Approved
0.6637 Remote Similarity NPD5169 Approved
0.6637 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6633 Remote Similarity NPD4752 Clinical (unspecified phase)
0.663 Remote Similarity NPD4809 Clinical (unspecified phase)
0.663 Remote Similarity NPD4808 Clinical (unspecified phase)
0.6607 Remote Similarity NPD5168 Approved
0.6598 Remote Similarity NPD5368 Approved
0.6593 Remote Similarity NPD3700 Clinical (unspecified phase)
0.6593 Remote Similarity NPD3699 Clinical (unspecified phase)
0.6583 Remote Similarity NPD6370 Approved
0.6579 Remote Similarity NPD5127 Approved
0.6562 Remote Similarity NPD3617 Approved
0.6562 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6557 Remote Similarity NPD6336 Discontinued

  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