NPASS Compound

Structure

CID116745 OpenBabel06191715472D 41 43 0 0 1 0 0 0 0 0999 V2000 -2.5981 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 1.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.5981 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.7321 1.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.8660 -0.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.4641 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 4.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.5263 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.5263 -3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 12 1 0 0 0 0 2 13 1 0 0 0 0 3 14 1 0 0 0 0 4 7 2 0 0 0 0 4 15 1 0 0 0 0 5 8 2 0 0 0 0 5 15 1 0 0 0 0 6 9 2 0 0 0 0 6 16 1 0 0 0 0 7 17 1 0 0 0 0 8 18 1 0 0 0 0 9 20 1 0 0 0 0 10 15 2 0 0 0 0 10 19 1 0 0 0 0 11 37 1 0 0 0 0 12 28 2 0 0 0 0 12 37 1 0 0 0 0 13 29 2 0 0 0 0 13 38 1 0 0 0 0 14 30 2 0 0 0 0 14 39 1 0 0 0 0 16 17 1 0 0 0 0 16 22 2 0 0 0 0 17 31 2 0 0 0 0 18 19 2 0 0 0 0 18 32 1 0 0 0 0 19 33 1 0 0 0 0 20 23 2 0 0 0 0 20 40 1 0 0 0 0 21 11 1 6 0 0 0 21 25 1 0 0 0 0 21 41 1 0 0 0 0 22 23 1 0 0 0 0 22 34 1 0 0 0 0 23 35 1 0 0 0 0 24 26 1 0 0 0 0 24 27 1 0 0 0 0 24 36 1 1 0 0 0 25 26 1 0 0 0 0 25 38 1 1 0 0 0 26 39 1 6 0 0 0 27 40 1 6 0 0 0 27 41 1 0 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	576.15
Volume:	543.941
LogP:	1.558
LogD:	0.512
LogS:	-3.032
# Rotatable Bonds:	12
TPSA:	215.58
# H-Bond Aceptor:	14
# H-Bond Donor:	5
# Rings:	3
# Heavy Atoms:	14

MedChem Properties

QED Drug-Likeness Score:	0.094
Synthetic Accessibility Score:	4.188
Fsp3:	0.333
Lipinski Rule-of-5:	Rejected
Pfizer Rule:	Accepted
GSK Rule:	Rejected
BMS Rule:	1
Golden Triangle Rule:	Rejected
Chelating Alert:	2
PAINS Alert:	1

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-6.162
MDCK Permeability:	4.041251668240875e-05
Pgp-inhibitor:	0.269
Pgp-substrate:	0.123
Human Intestinal Absorption (HIA):	0.903
20% Bioavailability (F20%):	0.215
30% Bioavailability (F30%):	0.996

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.035
Plasma Protein Binding (PPB):	93.86223602294922%
Volume Distribution (VD):	0.363
Pgp-substrate:	13.019360542297363%

ADMET: Metabolism

CYP1A2-inhibitor:	0.227
CYP1A2-substrate:	0.018
CYP2C19-inhibitor:	0.033
CYP2C19-substrate:	0.05
CYP2C9-inhibitor:	0.235
CYP2C9-substrate:	0.185
CYP2D6-inhibitor:	0.689
CYP2D6-substrate:	0.144
CYP3A4-inhibitor:	0.355
CYP3A4-substrate:	0.127

ADMET: Excretion

Clearance (CL):	1.555
Half-life (T1/2):	0.954

ADMET: Toxicity

hERG Blockers:	0.073
Human Hepatotoxicity (H-HT):	0.957
Drug-inuced Liver Injury (DILI):	0.973
AMES Toxicity:	0.828
Rat Oral Acute Toxicity:	0.148
Maximum Recommended Daily Dose:	0.035
Skin Sensitization:	0.645
Carcinogencity:	0.077
Eye Corrosion:	0.003
Eye Irritation:	0.109
Respiratory Toxicity:	0.172

Download Data

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

Natural Product: NPC116745

Natural Product ID:	NPC116745
*Common Name:**	[(2R,3R,4R,5R,6S)-3,4-Diacetyloxy-6-[4-[(E)-3-(3,4-Dihydroxyphenyl)Prop-2-Enoyl]-2,3-Dihydroxyphenoxy]-5-Hydroxyoxan-2-Yl]Methyl Acetate
IUPAC Name:	[(2R,3R,4R,5R,6S)-3,4-diacetyloxy-6-[4-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]-2,3-dihydroxyphenoxy]-5-hydroxyoxan-2-yl]methyl acetate
Synonyms:
Standard InCHIKey:	CKEPCIVNAQZGCM-IBLDPMEOSA-N
Standard InCHI:	InChI=1S/C27H28O14/c1-12(28)37-11-21-25(38-13(2)29)26(39-14(3)30)24(36)27(41-21)40-20-9-6-16(22(34)23(20)35)17(31)7-4-15-5-8-18(32)19(33)10-15/h4-10,21,24-27,32-36H,11H2,1-3H3/b7-4+/t21-,24-,25-,26-,27-/m1/s1
SMILES:	CC(=O)OC[C@H]1O[C@@H](Oc2ccc(c(c2O)O)C(=O)/C=C/c2ccc(c(c2)O)O)[C@@H]([C@H]([C@@H]1OC(=O)C)OC(=O)C)O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL463895
PubChem CID:	14861259
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000261] Phenylpropanoids and polyketides [CHEMONTID:0000334] Flavonoids [CHEMONTID:0001111] Flavonoid glycosides [CHEMONTID:0001583] Flavonoid O-glycosides

*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
NPO15117	Chromolaena odorata	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1016/S0031-9422(00)88710-5]
NPO23656	Typha latifolia	Species	Typhaceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1021/np50070a031]
NPO24753	Ballota limbata	Species	Lamiaceae	Eukaryota	n.a.	whole plant	n.a.	PMID[15056960]
NPO24588	Phellinus igniarius	Species	Hymenochaetaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[15165144]
NPO24588	Phellinus igniarius	Species	Hymenochaetaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[15844878]
NPO25104	Grindelia scorzonerifolia	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[15844947]
NPO20454	Bidens pilosa	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[16041399]
NPO24588	Phellinus igniarius	Species	Hymenochaetaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[16209522]
NPO24588	Phellinus igniarius	Species	Hymenochaetaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[17279797]
NPO28581	Aspergillus fumisynnematus	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[17523650]
NPO9392	Elaeodendron alluaudianum	Species	Celastraceae	Eukaryota	n.a.	Madagascar Rainforest	n.a.	PMID[19058971]
NPO9392	Elaeodendron alluaudianum	Species	Celastraceae	Eukaryota	n.a.	stem	n.a.	PMID[19058971]
NPO24811	Cibotium barometz	Species	Cibotiaceae	Eukaryota	rhizomes	n.a.	n.a.	PMID[19739599]
NPO23924	Psilotum nudum	Species	Psilotaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[20488581]
NPO24588	Phellinus igniarius	Species	Hymenochaetaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[20583752]
NPO15117	Chromolaena odorata	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[23186307]
NPO24718	Streptomyces parvulus	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[23423168]
NPO23440	Aconitum napellus	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[23876370]
NPO20454	Bidens pilosa	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[469551]
NPO19496	Bidens leucantha	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[9090869]
NPO23108	Pinus flexilis	Species	Pinaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[9834165]
NPO24190	Uncaria sterrophylla	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO23286	Galium mollugo	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO23656	Typha latifolia	Species	Typhaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO23538	Ephedra distachya	Species	Ephedraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO23440	Aconitum napellus	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO24588	Phellinus igniarius	Species	Hymenochaetaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO22685	Astragalus bisulcatus	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO23924	Psilotum nudum	Species	Psilotaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO24811	Cibotium barometz	Species	Cibotiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO24771	Boenninghausenia albiflora	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO24771	Boenninghausenia albiflora	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO24190	Uncaria sterrophylla	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO23440	Aconitum napellus	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO15117	Chromolaena odorata	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO24753	Ballota limbata	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO23853	Senegalia mellifera	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO22685	Astragalus bisulcatus	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO23286	Galium mollugo	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO23656	Typha latifolia	Species	Typhaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO24588	Phellinus igniarius	Species	Hymenochaetaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO25266	Baccharoides lasiopus	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO23924	Psilotum nudum	Species	Psilotaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO24811	Cibotium barometz	Species	Cibotiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO23538	Ephedra distachya	Species	Ephedraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO24588	Phellinus igniarius	Species	Hymenochaetaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO24771	Boenninghausenia albiflora	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO24811	Cibotium barometz	Species	Cibotiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO23538	Ephedra distachya	Species	Ephedraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO22685	Astragalus bisulcatus	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO23656	Typha latifolia	Species	Typhaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO24321	Vicia amoena	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO23440	Aconitum napellus	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO24811	Cibotium barometz	Species	Cibotiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO20454	Bidens pilosa	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24491	Flindersia xanthoxyla	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24558	Calea lantanoides	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23924	Psilotum nudum	Species	Psilotaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17874	Mus striatus	Species	Muridae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25190	Lonchocarpus atropurpureus	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23286	Galium mollugo	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24190	Uncaria sterrophylla	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24522	Sepia officinalis	Species	Sepiidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22685	Astragalus bisulcatus	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23144	Brachyglottis bidwillii	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24588	Phellinus igniarius	Species	Hymenochaetaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO249	Dysosma pleianthum	Species	Berberidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24811	Cibotium barometz	Species	Cibotiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23749	Achillea nana	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23853	Senegalia mellifera	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25150	Haliclona cribricutis	Species	Chalinidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23656	Typha latifolia	Species	Typhaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22911	Enterococcus faecalis	Species	Enterococcaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO25104	Grindelia scorzonerifolia	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24753	Ballota limbata	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21796	Lepidium graminifolium	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25266	Baccharoides lasiopus	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24968	Delphinus globiceps	Species	Delphinidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7066	Gomesa radicans	Species	Orchidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24899	Chroogomphus helveticus	Species	Gomphidiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24321	Vicia amoena	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24112	Pisaster giganteus	Species	Asteriidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25129	Tricholoma acerbum	Species	Tricholomataceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23108	Pinus flexilis	Species	Pinaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19819	Trichoderma viride	Species	Hypocreaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22025	Drosera indica	Species	Droseraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15117	Chromolaena odorata	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28581	Aspergillus fumisynnematus	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24020	Raputia praetermissa	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[UNPD]
NPO23538	Ephedra distachya	Species	Ephedraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9392	Elaeodendron alluaudianum	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25065	Gardenia imperialis	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO2822	Senecio pseudotites	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23365	Drummondita hassellii	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23440	Aconitum napellus	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24771	Boenninghausenia albiflora	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24687	Sabadilla officinalis	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[UNPD]
NPO24657	Bothriocline ripensis	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24405	Farlowia mollis	Species	Dumontiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19496	Bidens leucantha	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25225	Radianthus kuekenthali	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[UNPD]
NPO24935	Coronilla cretica	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24718	Streptomyces parvulus	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO13694	Rhodococcus erythropolis	Species	0cardiaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO19691	Mycena fagetorum	Species	Tricholomataceae	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

Activity Type	# Activity
EC50	1
Others	1

Activity Type	# Activity
Organism	1
Others	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT24	Organism	Human immunodeficiency virus 1	Human immunodeficiency virus 1	EC50	=	20.0	ug.mL-1	PMID[487549]
NPT2	Others	Unspecified		Selectivity Index	=	12.5	n.a.	PMID[487549]

☑ 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 NPC116745 and all remaining natural products in the NPASS database.
● The right table: Most similar natural products (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	372
0.1-0.2	1602
0.2-0.3	3873
0.3-0.4	8387
0.4-0.5	9399
0.5-0.6	4286
0.6-0.7	4782
0.7-0.8	5764
0.8-0.85	2572
0.85-0.9	1276
0.9-0.95	356
0.95-1	28

Similarity Score	Similarity Level	Natural Product ID
0.9809	High Similarity	NPC88043
0.9752	High Similarity	NPC88560
0.9752	High Similarity	NPC172033
0.9752	High Similarity	NPC175230
0.975	High Similarity	NPC204937
0.975	High Similarity	NPC149011
0.9747	High Similarity	NPC165720
0.9689	High Similarity	NPC172807
0.9689	High Similarity	NPC254540
0.9689	High Similarity	NPC211594
0.9688	High Similarity	NPC229687
0.963	High Similarity	NPC4390
0.963	High Similarity	NPC472993
0.9627	High Similarity	NPC212748
0.9625	High Similarity	NPC229729
0.9625	High Similarity	NPC45400
0.9623	High Similarity	NPC311830
0.9623	High Similarity	NPC22832
0.962	High Similarity	NPC300537
0.962	High Similarity	NPC127782
0.9618	High Similarity	NPC203020
0.9618	High Similarity	NPC239966
0.9571	High Similarity	NPC477848
0.9568	High Similarity	NPC153755
0.9568	High Similarity	NPC205076
0.9568	High Similarity	NPC472386
0.9568	High Similarity	NPC190003
0.9568	High Similarity	NPC175107
0.9568	High Similarity	NPC307518
0.9568	High Similarity	NPC48773
0.9565	High Similarity	NPC186807
0.9565	High Similarity	NPC201292
0.9565	High Similarity	NPC58053
0.9565	High Similarity	NPC475942
0.9565	High Similarity	NPC93337
0.9565	High Similarity	NPC226294
0.9565	High Similarity	NPC105025
0.9565	High Similarity	NPC469931
0.9565	High Similarity	NPC45638
0.9563	High Similarity	NPC236934
0.9563	High Similarity	NPC5778
0.956	High Similarity	NPC243930
0.956	High Similarity	NPC309025
0.956	High Similarity	NPC222936
0.956	High Similarity	NPC270335
0.956	High Similarity	NPC284960
0.956	High Similarity	NPC19709
0.956	High Similarity	NPC88023
0.956	High Similarity	NPC191306
0.956	High Similarity	NPC168822
0.9554	High Similarity	NPC160780
0.9554	High Similarity	NPC289811
0.9512	High Similarity	NPC198324
0.9512	High Similarity	NPC472991
0.9512	High Similarity	NPC472992
0.9512	High Similarity	NPC472385
0.9512	High Similarity	NPC233994
0.9512	High Similarity	NPC211532
0.9506	High Similarity	NPC44558
0.9506	High Similarity	NPC34287
0.9506	High Similarity	NPC235260
0.9506	High Similarity	NPC20505
0.9506	High Similarity	NPC471416
0.9506	High Similarity	NPC116864
0.9506	High Similarity	NPC474434
0.9506	High Similarity	NPC206123
0.9506	High Similarity	NPC155763
0.9506	High Similarity	NPC231194
0.9506	High Similarity	NPC183357
0.9506	High Similarity	NPC21190
0.9506	High Similarity	NPC244776
0.9506	High Similarity	NPC105511
0.9506	High Similarity	NPC51326
0.9506	High Similarity	NPC224462
0.9506	High Similarity	NPC72249
0.9506	High Similarity	NPC22195
0.9503	High Similarity	NPC58716
0.9503	High Similarity	NPC146792
0.9503	High Similarity	NPC45618
0.9497	High Similarity	NPC77660
0.9497	High Similarity	NPC189142
0.9497	High Similarity	NPC473043
0.949	High Similarity	NPC472860
0.949	High Similarity	NPC1913
0.9455	High Similarity	NPC139571
0.9455	High Similarity	NPC217520
0.9455	High Similarity	NPC476620
0.9455	High Similarity	NPC472387
0.9455	High Similarity	NPC476618
0.9455	High Similarity	NPC476619
0.9455	High Similarity	NPC35167
0.9455	High Similarity	NPC476622
0.9455	High Similarity	NPC476621
0.9455	High Similarity	NPC476623
0.9451	High Similarity	NPC264735
0.9451	High Similarity	NPC135277
0.9451	High Similarity	NPC49344
0.9451	High Similarity	NPC101191
0.9451	High Similarity	NPC210094
0.9451	High Similarity	NPC237435
0.9451	High Similarity	NPC43211
0.9451	High Similarity	NPC115760
0.9448	High Similarity	NPC47140
0.9448	High Similarity	NPC476405
0.9448	High Similarity	NPC117260
0.9448	High Similarity	NPC67134
0.9448	High Similarity	NPC235575
0.9444	High Similarity	NPC472383
0.9444	High Similarity	NPC112755
0.9444	High Similarity	NPC203050
0.9444	High Similarity	NPC219904
0.9444	High Similarity	NPC138927
0.9444	High Similarity	NPC471457
0.9444	High Similarity	NPC223747
0.9444	High Similarity	NPC472381
0.9444	High Similarity	NPC183036
0.9444	High Similarity	NPC210042
0.9444	High Similarity	NPC195257
0.9444	High Similarity	NPC95855
0.9444	High Similarity	NPC170675
0.9444	High Similarity	NPC120099
0.9444	High Similarity	NPC225434
0.9444	High Similarity	NPC209296
0.9441	High Similarity	NPC210073
0.9441	High Similarity	NPC21100
0.9441	High Similarity	NPC197285
0.9441	High Similarity	NPC115674
0.9437	High Similarity	NPC29830
0.9437	High Similarity	NPC94777
0.9434	High Similarity	NPC311803
0.9434	High Similarity	NPC472859
0.9434	High Similarity	NPC25389
0.9434	High Similarity	NPC217950
0.9434	High Similarity	NPC182045
0.9427	High Similarity	NPC471405
0.9401	High Similarity	NPC36138
0.9398	High Similarity	NPC471030
0.9394	High Similarity	NPC472384
0.9394	High Similarity	NPC472380
0.9394	High Similarity	NPC61904
0.9394	High Similarity	NPC472382
0.9394	High Similarity	NPC144097
0.9394	High Similarity	NPC268533
0.939	High Similarity	NPC51774
0.939	High Similarity	NPC169977
0.939	High Similarity	NPC24043
0.939	High Similarity	NPC236191
0.939	High Similarity	NPC45522
0.939	High Similarity	NPC21666
0.939	High Similarity	NPC42773
0.939	High Similarity	NPC101026
0.939	High Similarity	NPC239549
0.939	High Similarity	NPC204693
0.9387	High Similarity	NPC79056
0.9387	High Similarity	NPC245014
0.9387	High Similarity	NPC84265
0.9387	High Similarity	NPC282987
0.9387	High Similarity	NPC44328
0.9387	High Similarity	NPC105095
0.9387	High Similarity	NPC177731
0.9383	High Similarity	NPC84362
0.9383	High Similarity	NPC226304
0.9383	High Similarity	NPC149244
0.9383	High Similarity	NPC325555
0.9383	High Similarity	NPC223424
0.9383	High Similarity	NPC173637
0.9383	High Similarity	NPC127546
0.9383	High Similarity	NPC93099
0.9383	High Similarity	NPC265530
0.9383	High Similarity	NPC52550
0.9383	High Similarity	NPC317489
0.9383	High Similarity	NPC135345
0.9383	High Similarity	NPC48640
0.9383	High Similarity	NPC477502
0.9379	High Similarity	NPC277205
0.9375	High Similarity	NPC33298
0.9375	High Similarity	NPC285108
0.9371	High Similarity	NPC119125
0.9371	High Similarity	NPC166277
0.9371	High Similarity	NPC110349
0.9367	High Similarity	NPC43638
0.9363	High Similarity	NPC10205
0.9345	High Similarity	NPC470416
0.9337	High Similarity	NPC253521
0.9337	High Similarity	NPC173837
0.9337	High Similarity	NPC120952
0.9337	High Similarity	NPC258044
0.9337	High Similarity	NPC477895
0.9337	High Similarity	NPC267680
0.9337	High Similarity	NPC293626
0.9337	High Similarity	NPC113836
0.9337	High Similarity	NPC37668
0.9337	High Similarity	NPC217387
0.9337	High Similarity	NPC196127
0.9333	High Similarity	NPC214621
0.9333	High Similarity	NPC34267
0.9333	High Similarity	NPC253685
0.9333	High Similarity	NPC223426
0.9333	High Similarity	NPC81042
0.9329	High Similarity	NPC267254

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 NPC116745 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	331
0.1-0.2	897
0.2-0.3	1925
0.3-0.4	2566
0.4-0.5	1858
0.5-0.6	963
0.6-0.7	405
0.7-0.8	151
0.8-0.85	34
0.85-0.9	15
0.9-0.95	5
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.9503	High Similarity	NPD3818	Discontinued
0.9451	High Similarity	NPD4338	Clinical (unspecified phase)
0.9444	High Similarity	NPD7054	Approved
0.9387	High Similarity	NPD7074	Phase 3
0.9387	High Similarity	NPD7472	Approved
0.9212	High Similarity	NPD6797	Phase 2
0.9157	High Similarity	NPD7251	Discontinued
0.9125	High Similarity	NPD4381	Clinical (unspecified phase)
0.9114	High Similarity	NPD1934	Approved
0.9102	High Similarity	NPD7808	Phase 3
0.8944	High Similarity	NPD4868	Clinical (unspecified phase)
0.8938	High Similarity	NPD2393	Clinical (unspecified phase)
0.8938	High Similarity	NPD2801	Approved
0.8909	High Similarity	NPD6168	Clinical (unspecified phase)
0.8909	High Similarity	NPD6167	Clinical (unspecified phase)
0.8909	High Similarity	NPD6166	Phase 2
0.8882	High Similarity	NPD3817	Phase 2
0.8827	High Similarity	NPD3882	Suspended
0.8706	High Similarity	NPD6559	Discontinued
0.8659	High Similarity	NPD7075	Discontinued
0.8639	High Similarity	NPD7804	Clinical (unspecified phase)
0.8608	High Similarity	NPD1511	Approved
0.8538	High Similarity	NPD7993	Clinical (unspecified phase)
0.8519	High Similarity	NPD4380	Phase 2
0.8509	High Similarity	NPD1653	Approved
0.85	High Similarity	NPD1512	Approved
0.8476	Intermediate Similarity	NPD7096	Clinical (unspecified phase)
0.8424	Intermediate Similarity	NPD5402	Approved
0.8415	Intermediate Similarity	NPD6801	Discontinued
0.8375	Intermediate Similarity	NPD6799	Approved
0.8364	Intermediate Similarity	NPD1465	Phase 2
0.8364	Intermediate Similarity	NPD7819	Suspended
0.8343	Intermediate Similarity	NPD6232	Discontinued
0.8333	Intermediate Similarity	NPD5494	Approved
0.8333	Intermediate Similarity	NPD6980	Clinical (unspecified phase)
0.8314	Intermediate Similarity	NPD5844	Phase 1
0.8304	Intermediate Similarity	NPD7473	Discontinued
0.8291	Intermediate Similarity	NPD1549	Phase 2
0.8276	Intermediate Similarity	NPD7685	Pre-registration
0.8242	Intermediate Similarity	NPD7411	Suspended
0.8228	Intermediate Similarity	NPD1550	Clinical (unspecified phase)
0.8228	Intermediate Similarity	NPD1552	Clinical (unspecified phase)
0.8221	Intermediate Similarity	NPD5403	Approved
0.8176	Intermediate Similarity	NPD7199	Phase 2
0.8167	Intermediate Similarity	NPD7879	Clinical (unspecified phase)
0.8166	Intermediate Similarity	NPD6234	Discontinued
0.815	Intermediate Similarity	NPD7228	Approved
0.8098	Intermediate Similarity	NPD4378	Clinical (unspecified phase)
0.8098	Intermediate Similarity	NPD5401	Approved
0.8084	Intermediate Similarity	NPD37	Approved
0.8079	Intermediate Similarity	NPD8312	Approved
0.8079	Intermediate Similarity	NPD8313	Approved
0.8075	Intermediate Similarity	NPD1878	Clinical (unspecified phase)
0.8072	Intermediate Similarity	NPD6599	Discontinued
0.8056	Intermediate Similarity	NPD8397	Clinical (unspecified phase)
0.805	Intermediate Similarity	NPD2796	Approved
0.8047	Intermediate Similarity	NPD4966	Approved
0.8047	Intermediate Similarity	NPD4965	Approved
0.8047	Intermediate Similarity	NPD4967	Phase 2
0.8025	Intermediate Similarity	NPD230	Phase 1
0.8025	Intermediate Similarity	NPD1933	Approved
0.8	Intermediate Similarity	NPD7266	Discontinued
0.7989	Intermediate Similarity	NPD8055	Clinical (unspecified phase)
0.7988	Intermediate Similarity	NPD8443	Clinical (unspecified phase)
0.7987	Intermediate Similarity	NPD1510	Phase 2
0.7977	Intermediate Similarity	NPD7184	Clinical (unspecified phase)
0.7943	Intermediate Similarity	NPD3751	Discontinued
0.7931	Intermediate Similarity	NPD7852	Clinical (unspecified phase)
0.7927	Intermediate Similarity	NPD6143	Clinical (unspecified phase)
0.7914	Intermediate Similarity	NPD6190	Approved
0.7911	Intermediate Similarity	NPD447	Suspended
0.7879	Intermediate Similarity	NPD7410	Clinical (unspecified phase)
0.7861	Intermediate Similarity	NPD6959	Discontinued
0.7853	Intermediate Similarity	NPD4628	Phase 3
0.7849	Intermediate Similarity	NPD919	Approved
0.7848	Intermediate Similarity	NPD1612	Clinical (unspecified phase)
0.7848	Intermediate Similarity	NPD943	Approved
0.7848	Intermediate Similarity	NPD1613	Approved
0.7848	Intermediate Similarity	NPD1240	Approved
0.784	Intermediate Similarity	NPD970	Clinical (unspecified phase)
0.7826	Intermediate Similarity	NPD1551	Phase 2
0.7816	Intermediate Similarity	NPD3787	Discontinued
0.7812	Intermediate Similarity	NPD8151	Discontinued
0.7791	Intermediate Similarity	NPD3749	Approved
0.7771	Intermediate Similarity	NPD3926	Phase 2
0.775	Intermediate Similarity	NPD1607	Approved
0.7744	Intermediate Similarity	NPD3750	Approved
0.7737	Intermediate Similarity	NPD7435	Discontinued
0.7733	Intermediate Similarity	NPD7768	Phase 2
0.7722	Intermediate Similarity	NPD6859	Clinical (unspecified phase)
0.7716	Intermediate Similarity	NPD2935	Discontinued
0.7683	Intermediate Similarity	NPD7421	Clinical (unspecified phase)
0.7672	Intermediate Similarity	NPD6778	Approved
0.7672	Intermediate Similarity	NPD6777	Approved
0.7672	Intermediate Similarity	NPD6776	Approved
0.7672	Intermediate Similarity	NPD6779	Approved
0.7672	Intermediate Similarity	NPD6780	Approved
0.7672	Intermediate Similarity	NPD6781	Approved
0.7672	Intermediate Similarity	NPD6782	Approved
0.7667	Intermediate Similarity	NPD7240	Approved
0.7665	Intermediate Similarity	NPD2533	Approved
0.7665	Intermediate Similarity	NPD2532	Approved
0.7665	Intermediate Similarity	NPD2534	Approved
0.7658	Intermediate Similarity	NPD3027	Phase 3
0.7657	Intermediate Similarity	NPD1247	Approved
0.7617	Intermediate Similarity	NPD7584	Approved
0.7616	Intermediate Similarity	NPD8455	Phase 2
0.7611	Intermediate Similarity	NPD5953	Discontinued
0.7595	Intermediate Similarity	NPD1529	Clinical (unspecified phase)
0.7588	Intermediate Similarity	NPD3226	Approved
0.7574	Intermediate Similarity	NPD920	Approved
0.7551	Intermediate Similarity	NPD7783	Phase 2
0.7551	Intermediate Similarity	NPD7782	Clinical (unspecified phase)
0.7532	Intermediate Similarity	NPD1530	Clinical (unspecified phase)
0.75	Intermediate Similarity	NPD7875	Clinical (unspecified phase)
0.75	Intermediate Similarity	NPD7874	Approved
0.75	Intermediate Similarity	NPD7286	Phase 2
0.7487	Intermediate Similarity	NPD7501	Clinical (unspecified phase)
0.7484	Intermediate Similarity	NPD6832	Phase 2
0.7471	Intermediate Similarity	NPD5353	Approved
0.7461	Intermediate Similarity	NPD7698	Approved
0.7461	Intermediate Similarity	NPD7696	Phase 3
0.7461	Intermediate Similarity	NPD7697	Approved
0.7459	Intermediate Similarity	NPD8434	Phase 2
0.7456	Intermediate Similarity	NPD642	Clinical (unspecified phase)
0.7455	Intermediate Similarity	NPD2346	Discontinued
0.7439	Intermediate Similarity	NPD651	Clinical (unspecified phase)
0.7439	Intermediate Similarity	NPD2799	Discontinued
0.7439	Intermediate Similarity	NPD3748	Approved
0.7423	Intermediate Similarity	NPD7870	Phase 2
0.7423	Intermediate Similarity	NPD7871	Phase 2
0.7421	Intermediate Similarity	NPD9494	Approved
0.7421	Intermediate Similarity	NPD8090	Clinical (unspecified phase)
0.7409	Intermediate Similarity	NPD6823	Phase 2
0.7407	Intermediate Similarity	NPD6535	Approved
0.7407	Intermediate Similarity	NPD6534	Approved
0.7405	Intermediate Similarity	NPD1203	Approved
0.7398	Intermediate Similarity	NPD7585	Approved
0.7398	Intermediate Similarity	NPD7701	Phase 2
0.7391	Intermediate Similarity	NPD2313	Discontinued
0.7384	Intermediate Similarity	NPD7458	Discontinued
0.7374	Intermediate Similarity	NPD5242	Approved
0.7366	Intermediate Similarity	NPD8150	Discontinued
0.7365	Intermediate Similarity	NPD2800	Approved
0.7365	Intermediate Similarity	NPD1243	Approved
0.7362	Intermediate Similarity	NPD1899	Clinical (unspecified phase)
0.7353	Intermediate Similarity	NPD7004	Clinical (unspecified phase)
0.7347	Intermediate Similarity	NPD7583	Approved
0.7344	Intermediate Similarity	NPD7237	Clinical (unspecified phase)
0.7337	Intermediate Similarity	NPD643	Clinical (unspecified phase)
0.7333	Intermediate Similarity	NPD7033	Discontinued
0.7333	Intermediate Similarity	NPD8320	Phase 1
0.7333	Intermediate Similarity	NPD8319	Approved
0.7325	Intermediate Similarity	NPD9269	Phase 2
0.7321	Intermediate Similarity	NPD6398	Clinical (unspecified phase)
0.7299	Intermediate Similarity	NPD6385	Approved
0.7299	Intermediate Similarity	NPD6386	Approved
0.7292	Intermediate Similarity	NPD7700	Phase 2
0.7292	Intermediate Similarity	NPD7699	Phase 2
0.7286	Intermediate Similarity	NPD7801	Approved
0.7282	Intermediate Similarity	NPD7680	Approved
0.7278	Intermediate Similarity	NPD4379	Clinical (unspecified phase)
0.7262	Intermediate Similarity	NPD1652	Phase 2
0.7261	Intermediate Similarity	NPD1091	Approved
0.7246	Intermediate Similarity	NPD2344	Approved
0.7231	Intermediate Similarity	NPD5005	Approved
0.7231	Intermediate Similarity	NPD5006	Approved
0.7222	Intermediate Similarity	NPD5710	Approved
0.7222	Intermediate Similarity	NPD5711	Approved
0.7215	Intermediate Similarity	NPD9717	Approved
0.72	Intermediate Similarity	NPD7615	Clinical (unspecified phase)
0.7189	Intermediate Similarity	NPD7038	Approved
0.7189	Intermediate Similarity	NPD7039	Approved
0.7186	Intermediate Similarity	NPD6099	Approved
0.7186	Intermediate Similarity	NPD6100	Approved
0.7184	Intermediate Similarity	NPD5808	Clinical (unspecified phase)
0.7178	Intermediate Similarity	NPD6798	Discontinued
0.7173	Intermediate Similarity	NPD6214	Clinical (unspecified phase)
0.7173	Intermediate Similarity	NPD6213	Phase 3
0.7173	Intermediate Similarity	NPD6212	Phase 3
0.7167	Intermediate Similarity	NPD8127	Discontinued
0.7166	Intermediate Similarity	NPD7090	Clinical (unspecified phase)
0.716	Intermediate Similarity	NPD6674	Discontinued
0.7159	Intermediate Similarity	NPD6844	Discontinued
0.7152	Intermediate Similarity	NPD1547	Clinical (unspecified phase)
0.7151	Intermediate Similarity	NPD4419	Clinical (unspecified phase)
0.715	Intermediate Similarity	NPD5619	Clinical (unspecified phase)
0.7143	Intermediate Similarity	NPD2798	Approved
0.7143	Intermediate Similarity	NPD7784	Clinical (unspecified phase)
0.7136	Intermediate Similarity	NPD8155	Clinical (unspecified phase)
0.7134	Intermediate Similarity	NPD6233	Phase 2
0.7126	Intermediate Similarity	NPD1509	Clinical (unspecified phase)
0.7113	Intermediate Similarity	NPD4420	Approved
0.7108	Intermediate Similarity	NPD6651	Approved
0.7094	Intermediate Similarity	NPD7930	Approved
0.7076	Intermediate Similarity	NPD2309	Approved
0.7073	Intermediate Similarity	NPD411	Approved
0.7073	Intermediate Similarity	NPD3268	Approved
0.707	Intermediate Similarity	NPD9268	Approved
0.7055	Intermediate Similarity	NPD4908	Phase 1

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