NPASS Compound

Structure

CID210460 OpenBabel06191716002D 22 24 0 0 0 0 0 0 0 0999 V2000 0.8660 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 4.0000 0.0000 C 0 0 0 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 -0.0000 -2.0000 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 -0.8660 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5491 -1.8090 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 -4.1369 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 3.0000 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 0.8660 -0.5000 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 -2.5981 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.5491 -0.1910 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 0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 10 1 0 0 0 0 2 10 1 0 0 0 0 3 19 1 0 0 0 0 4 5 2 0 0 0 0 4 11 1 0 0 0 0 5 13 1 0 0 0 0 6 8 1 0 0 0 0 6 10 2 0 0 0 0 7 9 2 0 0 0 0 7 12 1 0 0 0 0 8 21 1 0 0 0 0 9 20 1 0 0 0 0 11 14 2 0 0 0 0 11 16 1 0 0 0 0 12 14 1 0 0 0 0 12 15 2 0 0 0 0 13 18 2 0 0 0 0 13 22 1 0 0 0 0 14 19 1 0 0 0 0 15 17 1 0 0 0 0 15 20 1 0 0 0 0 16 17 2 0 0 0 0 16 22 1 0 0 0 0 17 21 1 0 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	300.1
Volume:	302.415
LogP:	4.04
LogD:	3.437
LogS:	-4.62
# Rotatable Bonds:	4
TPSA:	61.81
# H-Bond Aceptor:	5
# H-Bond Donor:	0
# Rings:	3
# Heavy Atoms:	5

MedChem Properties

QED Drug-Likeness Score:	0.54
Synthetic Accessibility Score:	2.815
Fsp3:	0.235
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Rejected
GSK Rule:	Rejected
BMS Rule:	0
Golden Triangle Rule:	Accepted
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-4.714
MDCK Permeability:	2.042567211901769e-05
Pgp-inhibitor:	0.202
Pgp-substrate:	0.005
Human Intestinal Absorption (HIA):	0.019
20% Bioavailability (F20%):	0.005
30% Bioavailability (F30%):	0.045

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.013
Plasma Protein Binding (PPB):	72.7980728149414%
Volume Distribution (VD):	0.982
Pgp-substrate:	15.421085357666016%

ADMET: Metabolism

CYP1A2-inhibitor:	0.975
CYP1A2-substrate:	0.612
CYP2C19-inhibitor:	0.938
CYP2C19-substrate:	0.144
CYP2C9-inhibitor:	0.841
CYP2C9-substrate:	0.757
CYP2D6-inhibitor:	0.673
CYP2D6-substrate:	0.58
CYP3A4-inhibitor:	0.65
CYP3A4-substrate:	0.194

ADMET: Excretion

Clearance (CL):	14.415
Half-life (T1/2):	0.327

ADMET: Toxicity

hERG Blockers:	0.028
Human Hepatotoxicity (H-HT):	0.959
Drug-inuced Liver Injury (DILI):	0.964
AMES Toxicity:	0.294
Rat Oral Acute Toxicity:	0.51
Maximum Recommended Daily Dose:	0.033
Skin Sensitization:	0.255
Carcinogencity:	0.676
Eye Corrosion:	0.003
Eye Irritation:	0.097
Respiratory Toxicity:	0.747

Download Data

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

Natural Product: NPC210460

Natural Product ID:	NPC210460
*Common Name:**	Phellopterin
IUPAC Name:	4-methoxy-9-(3-methylbut-2-enoxy)furo[3,2-g]chromen-7-one
Synonyms:	Phellopterin
Standard InCHIKey:	BMLZFLQMBMYVHG-UHFFFAOYSA-N
Standard InCHI:	InChI=1S/C17H16O5/c1-10(2)6-8-21-17-15-12(7-9-20-15)14(19-3)11-4-5-13(18)22-16(11)17/h4-7,9H,8H2,1-3H3
SMILES:	COc1c2ccoc2c(c2c1ccc(=O)o2)OCC=C(C)C
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL452751
PubChem CID:	98608
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000261] Phenylpropanoids and polyketides [CHEMONTID:0000145] Coumarins and derivatives [CHEMONTID:0000358] Furanocoumarins [CHEMONTID:0002569] Linear furanocoumarins [CHEMONTID:0000202] Psoralens [CHEMONTID:0002832] 5-methoxypsoralens

*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
NPO24758	Angelica dahurica	Species	Apiaceae	Eukaryota	n.a.	root	n.a.	DOI[10.5012/bkcs.2003.24.11.1699]
NPO24038	Casimiroa edulis	Species	Rutaceae	Eukaryota	n.a.	seed	n.a.	PMID[10075120]
NPO19653	Isis hippuris	Species	Isididae	Eukaryota	n.a.	n.a.	n.a.	PMID[11141096]
NPO7344	Spiraea prunifolia	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[11473429]
NPO24758	Angelica dahurica	Species	Apiaceae	Eukaryota	n.a.	root	n.a.	PMID[12510838]
NPO24758	Angelica dahurica	Species	Apiaceae	Eukaryota	n.a.	root	n.a.	PMID[15646793]
NPO19653	Isis hippuris	Species	Isididae	Eukaryota	n.a.	n.a.	n.a.	PMID[15974612]
NPO23628	Imperata cylindrica	Species	Poaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[16499335]
NPO11872	Eleutherococcus senticosus	Species	Araliaceae	Eukaryota	n.a.	leaf	n.a.	PMID[17125224]
NPO24038	Casimiroa edulis	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[17228877]
NPO16755	Saposhnikovia divaricata	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[17703773]
NPO23207	Solanum pseudocapsicum	Species	Solanaceae	Eukaryota	n.a.	root	n.a.	PMID[17887952]
NPO23911	Alpinia officinarum	Species	Zingiberaceae	Eukaryota	n.a.	rhizome	n.a.	PMID[18484537]
NPO23911	Alpinia officinarum	Species	Zingiberaceae	Eukaryota	n.a.	root	n.a.	PMID[18484537]
NPO23911	Alpinia officinarum	Species	Zingiberaceae	Eukaryota	rhizomes	n.a.	n.a.	PMID[19615910]
NPO30526	0topterygium incisum	n.a.	n.a.	n.a.	n.a.	root	n.a.	PMID[20707067]
NPO30526	0topterygium incisum	n.a.	n.a.	n.a.	n.a.	rhizome	n.a.	PMID[20707067]
NPO24758	Angelica dahurica	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[21625478]
NPO24758	Angelica dahurica	Species	Apiaceae	Eukaryota	n.a.	root	n.a.	PMID[21657081]
NPO7213	Toddalia asiatica	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[24597921]
NPO8874	Glehnia littoralis	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[24813739]
NPO2392	Hansenia weberbaueriana	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[25333853]
NPO11872	Eleutherococcus senticosus	Species	Araliaceae	Eukaryota	leaves	n.a.	n.a.	PMID[27400231]
NPO24758	Angelica dahurica	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[27444348]
NPO23911	Alpinia officinarum	Species	Zingiberaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[29323912]
NPO40718	Indian beech tree	Strain	n.a.	n.a.	n.a.	n.a.	n.a.	PMID[30108931]
NPO24758	Angelica dahurica	Species	Apiaceae	Eukaryota	Roots	n.a.	n.a.	PMID[31464439]
NPO23911	Alpinia officinarum	Species	Zingiberaceae	Eukaryota	n.a.	rhizome	n.a.	PMID[731398]
NPO23911	Alpinia officinarum	Species	Zingiberaceae	Eukaryota	n.a.	root	n.a.	PMID[731398]
NPO23628	Imperata cylindrica	Species	Poaceae	Eukaryota	n.a.	rhizome	n.a.	PMID[7714541]
NPO23628	Imperata cylindrica	Species	Poaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[7760071]
NPO23628	Imperata cylindrica	Species	Poaceae	Eukaryota	n.a.	rhizome	n.a.	PMID[7798964]
NPO19895	Plectranthus hereroensis	Species	Lamiaceae	Eukaryota	Roots	n.a.	n.a.	PMID[7931371]
NPO23628	Imperata cylindrica	Species	Poaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[7964801]
NPO24758.2	Angelica dahurica	Under-species	n.a.	n.a.	root	n.a.	n.a.	PMID[9157191]
NPO20922	Colutea arborescens	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[9548836]
NPO23356	Ascodesmis sphaerospora	Species	Ascodesmidaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[9868168]
NPO7213	Toddalia asiatica	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO30405	Archangelica decurrens	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO13291	Changium smyrnioides	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO24476	Phellodendron amurense	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO28681	Angelica glabra	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO22242.1	Phellodendron chinense var. glabriusculum	Varieties	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO8874	Glehnia littoralis	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO8471	Angelica taiwaniana	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO16755	Saposhnikovia divaricata	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO10571	Ferula alliacea	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO15738	Heracleum mantegazzianum	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO24758	Angelica dahurica	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO22242	Phellodendron chinense	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO23911	Alpinia officinarum	Species	Zingiberaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO24038	Casimiroa edulis	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO23628	Imperata cylindrica	Species	Poaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO30526	0topterygium incisum	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[HerDing]
NPO8471	Angelica taiwaniana	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO7213	Toddalia asiatica	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO16755	Saposhnikovia divaricata	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO15738	Heracleum mantegazzianum	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO10571	Ferula alliacea	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO11872	Eleutherococcus senticosus	Species	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO23628	Imperata cylindrica	Species	Poaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO24476	Phellodendron amurense	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO22242	Phellodendron chinense	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO24644	Hansenia forbesii	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO28681	Angelica glabra	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO23588	Ursinia anthemoides	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO24038	Casimiroa edulis	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO23631	Ferula foetida	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO24758	Angelica dahurica	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO22242.1	Phellodendron chinense var. glabriusculum	Varieties	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO2392	Hansenia weberbaueriana	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO8345	Angelica decurrens	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO13291	Changium smyrnioides	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO8874	Glehnia littoralis	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO23911	Alpinia officinarum	Species	Zingiberaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO30526	0topterygium incisum	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO23628	Imperata cylindrica	Species	Poaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO24758	Angelica dahurica	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO24476	Phellodendron amurense	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO22242	Phellodendron chinense	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO23911	Alpinia officinarum	Species	Zingiberaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO8874	Glehnia littoralis	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO7213	Toddalia asiatica	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO23628	Imperata cylindrica	Species	Poaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO16755	Saposhnikovia divaricata	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO2392	Hansenia weberbaueriana	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO13291	Changium smyrnioides	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO24476	Phellodendron amurense	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO23911	Alpinia officinarum	Species	Zingiberaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO24644	Hansenia forbesii	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO11872	Eleutherococcus senticosus	Species	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO22242	Phellodendron chinense	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO24758	Angelica dahurica	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO8874	Glehnia littoralis	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO2953	Ostericum grosseserratum	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO24758	Angelica dahurica	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23207	Solanum pseudocapsicum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23822	Polypodium aureum	Species	Polypodiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24396	Grosvenoria rimbachii	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[UNPD]
NPO23588	Ursinia anthemoides	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23628	Imperata cylindrica	Species	Poaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO6138	Ajania fastigiata	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14871	Cladonia squamosula	Species	Cladoniaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24644	Hansenia forbesii	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15572	Espeletiopsis purpurascens	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22280	Anastrophyllum donnianum	Species	Anastrophyllaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14898	Platypodium elegans	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7344	Spiraea prunifolia	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19532	Pinus formosana	Species	Pinaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17492	Amomum reticulatum	Species	Zingiberaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23746	Tephrosia villosa	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23398	Caralluma russeliana	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28681	Angelica glabra	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12722	Ambrosia arborescens	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO2953	Ostericum grosseserratum	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18945	Aloe castanea	Species	Asphodelaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO6203	Aliivibrio fischeri	Species	Vibrionaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO10979	Azotobacter chroococcum	Species	Pseudomonadaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO7876	Axinella polycapella	Species	Axinellidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23911	Alpinia officinarum	Species	Zingiberaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23824	Pinus albicaulis	Species	Pinaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9564	Annona haematantha	Species	Annonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15738	Heracleum mantegazzianum	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20477	Grindelia integrifolia	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24280	Helianthus californicus	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO8471	Angelica taiwaniana	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19653	Isis hippuris	Species	Isididae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9814	Lactarius fuliginosus	Species	Russulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23253	Silene wallichiana	Species	Caryophyllaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22218	Tilletia levis	Species	Tilletiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18864	Cryptostegia grandiflora	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16296	Macrococculus pomiferus	Species	Menispermaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO8874	Glehnia littoralis	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19322	Davallia solida	Species	Davalliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23356	Ascodesmis sphaerospora	Species	Ascodesmidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23631	Ferula foetida	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17654	Silene gallica	Species	Caryophyllaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23490	Dalbergia monetaria	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10808	Myelois cribrella	Species	Pyralidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11154	Hygrophila spinosa	Species	n.a.	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24038	Casimiroa edulis	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24476	Phellodendron amurense	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO427	Osteospermum ecklonis	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9382	Esperiopsis edwardii	Species	Esperiopsidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23345	Azospirillum lipoferum	Species	Rhodospirillaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO12758	Thalassia testudinum	Species	Hydrocharitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22242	Phellodendron chinense	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24519	Piper ovatum	Species	Piperaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19895	Plectranthus hereroensis	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20922	Colutea arborescens	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7213	Toddalia asiatica	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11872	Eleutherococcus senticosus	Species	Araliaceae	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
ED50	1
IC50	13
Ki	2
MIC	4
Others	17
Potency	16

Activity Type	# Activity
Cell Line	2
Individual Protein	39
NON-MOLECULAR	1
Organism	3
Others	6
Protein Complex	1
PROTEIN-PROTEIN INTERACTION	2

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT51	Individual Protein	Microtubule-associated protein tau	Homo sapiens	Potency	=	19952.6	nM	PMID[533141]
NPT54	Individual Protein	Nonstructural protein 1	Influenza A virus	Potency	=	11220.2	nM	PMID[533141]
NPT55	Individual Protein	Putative fructose-1,6-bisphosphate aldolase	Giardia intestinalis	Potency	=	17740.7	nM	PMID[533141]
NPT2865	Individual Protein	Glucose-6-phosphate dehydrogenase-6-phosphogluconolactonase	Plasmodium berghei	IC50	=	41500.0	nM	PMID[533141]
NPT2865	Individual Protein	Glucose-6-phosphate dehydrogenase-6-phosphogluconolactonase	Plasmodium berghei	IC50	>	80000.0	nM	PMID[533141]
NPT484	Individual Protein	Luciferin 4-monooxygenase	Photinus pyralis	Potency	n.a.	26854.5	nM	PMID[533141]
NPT11	Individual Protein	Guanine nucleotide-binding protein G(s), subunit alpha	Homo sapiens	Potency	n.a.	2238.7	nM	PMID[533141]
NPT50	Individual Protein	Tyrosyl-DNA phosphodiesterase 1	Homo sapiens	Potency	n.a.	23109.3	nM	PMID[533141]
NPT50	Individual Protein	Tyrosyl-DNA phosphodiesterase 1	Homo sapiens	Potency	n.a.	16360.1	nM	PMID[533141]
NPT160	Individual Protein	TAR DNA-binding protein 43	Homo sapiens	Potency	n.a.	22387.2	nM	PMID[533141]
NPT444	Individual Protein	Ubiquitin carboxyl-terminal hydrolase 1	Homo sapiens	Potency	n.a.	39810.7	nM	PMID[533141]
NPT105	Individual Protein	Muscleblind-like protein 1	Homo sapiens	Potency	n.a.	14125.4	nM	PMID[533141]
NPT49	Individual Protein	DNA-(apurinic or apyrimidinic site) lyase	Homo sapiens	Potency	n.a.	8912.5	nM	PMID[533141]
NPT2794	Individual Protein	Quinolone resistance protein norA	Staphylococcus aureus	MIC	=	4.0	ug.mL-1	PMID[533144]
NPT2794	Individual Protein	Quinolone resistance protein norA	Staphylococcus aureus	FC	=	2.0	n.a.	PMID[533144]
NPT2795	Individual Protein	Fluoroquinolone resistance protein	Staphylococcus aureus	MIC	=	256.0	ug.mL-1	PMID[533144]
NPT2795	Individual Protein	Fluoroquinolone resistance protein	Staphylococcus aureus	FC	=	0.0	n.a.	PMID[533144]
NPT1603	Individual Protein	Cytochrome P450 1A1	Homo sapiens	Inhibition	=	87.0	%	PMID[533145]
NPT1604	Individual Protein	Cytochrome P450 1B1	Homo sapiens	Inhibition	=	98.0	%	PMID[533145]
NPT208	Individual Protein	Cytochrome P450 1A2	Homo sapiens	Inhibition	=	96.0	%	PMID[533145]
NPT110	Individual Protein	Cytochrome P450 2D6	Homo sapiens	Inhibition	=	20.0	%	PMID[533145]
NPT109	Individual Protein	Cytochrome P450 3A4	Homo sapiens	Inhibition	=	12.0	%	PMID[533145]
NPT212	Individual Protein	Cytochrome P450 2C9	Homo sapiens	Inhibition	=	3.0	%	PMID[533145]
NPT213	Individual Protein	Cytochrome P450 2C19	Homo sapiens	Inhibition	=	5.0	%	PMID[533145]
NPT1603	Individual Protein	Cytochrome P450 1A1	Homo sapiens	Inhibition	=	90.0	%	PMID[533145]
NPT1603	Individual Protein	Cytochrome P450 1A1	Homo sapiens	IC50	=	580.0	nM	PMID[533145]
NPT1603	Individual Protein	Cytochrome P450 1A1	Homo sapiens	Ki	=	620.0	nM	PMID[533145]
NPT208	Individual Protein	Cytochrome P450 1A2	Homo sapiens	IC50	=	420.0	nM	PMID[533145]
NPT208	Individual Protein	Cytochrome P450 1A2	Homo sapiens	Ki	=	380.0	nM	PMID[533145]
NPT1604	Individual Protein	Cytochrome P450 1B1	Homo sapiens	IC50	=	220.0	nM	PMID[533145]
NPT110	Individual Protein	Cytochrome P450 2D6	Homo sapiens	IC50	>	10000.0	nM	PMID[533145]
NPT212	Individual Protein	Cytochrome P450 2C9	Homo sapiens	IC50	>	10000.0	nM	PMID[533145]
NPT213	Individual Protein	Cytochrome P450 2C19	Homo sapiens	IC50	>	10000.0	nM	PMID[533145]
NPT109	Individual Protein	Cytochrome P450 3A4	Homo sapiens	IC50	>	10000.0	nM	PMID[533145]
NPT65	Cell Line	HepG2	Homo sapiens	Activity	=	58.3	%	PMID[533147]
NPT65	Cell Line	HepG2	Homo sapiens	Activity	=	57.6	%	PMID[533147]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	ED50	=	7.2	ug ml-1	PMID[533139]
NPT32	Organism	Mus musculus	Mus musculus	Activity	=	109.8	%	PMID[533140]
NPT32	Organism	Mus musculus	Mus musculus	Activity	=	137.7	%	PMID[533140]
NPT2	Others	Unspecified		Potency	=	206.0	nM	PMID[533141]
NPT21702	PROTEIN-PROTEIN INTERACTION	Importin subunit beta-1/Snurportin-1	Homo sapiens	Potency	n.a.	141253.8	nM	PMID[533141]
NPT905	Individual Protein	Glucose-6-phosphate 1-dehydrogenase	Homo sapiens	IC50	>	80000.0	nM	PMID[533141]
NPT6	Organism	Plasmodium falciparum	Plasmodium falciparum	Potency	n.a.	5858.4	nM	PMID[533141]
NPT740	Individual Protein	Beta-secretase 1	Homo sapiens	IC50	=	1432000.0	nM	PMID[533142]
NPT2	Others	Unspecified		Potency	n.a.	10000.0	nM	PMID[533141]
NPT920	Individual Protein	Alpha-synuclein	Homo sapiens	Potency	n.a.	14125.4	nM	PMID[533141]
NPT2	Others	Unspecified		MIC	=	32.0	ug.mL-1	PMID[533144]
NPT2	Others	Unspecified		FC	=	0.0	n.a.	PMID[533144]
NPT2	Others	Unspecified		FC	=	2.0	n.a.	PMID[533144]
NPT668	Individual Protein	P-glycoprotein 1	Homo sapiens	IC50	=	32000.0	nM	PMID[533144]
NPT1007	Protein Complex	GABA-A receptor; alpha-1/beta-2/gamma-2	Homo sapiens	Activity	>	20.0	%	PMID[533146]

☑ 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 NPC210460 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	488
0.1-0.2	2123
0.2-0.3	5426
0.3-0.4	11265
0.4-0.5	6307
0.5-0.6	4410
0.6-0.7	5866
0.7-0.8	4918
0.8-0.85	1471
0.85-0.9	362
0.9-0.95	46
0.95-1	15

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC67450
1.0	High Similarity	NPC193881
1.0	High Similarity	NPC155264
0.9872	High Similarity	NPC179464
0.9808	High Similarity	NPC234536
0.9808	High Similarity	NPC78612
0.9744	High Similarity	NPC216092
0.9688	High Similarity	NPC144288
0.9679	High Similarity	NPC243509
0.9615	High Similarity	NPC33320
0.9571	High Similarity	NPC107244
0.9509	High Similarity	NPC224165
0.9509	High Similarity	NPC53917
0.9494	High Similarity	NPC264293
0.9448	High Similarity	NPC233956
0.9437	High Similarity	NPC173149
0.9437	High Similarity	NPC179015
0.9325	High Similarity	NPC51404
0.9325	High Similarity	NPC281835
0.9255	High Similarity	NPC65846
0.9212	High Similarity	NPC72455
0.9167	High Similarity	NPC191104
0.9114	High Similarity	NPC186507
0.9108	High Similarity	NPC98028
0.9103	High Similarity	NPC88445
0.9057	High Similarity	NPC276059
0.9057	High Similarity	NPC241774
0.9057	High Similarity	NPC34725
0.9057	High Similarity	NPC122623
0.9018	High Similarity	NPC15819
0.9006	High Similarity	NPC250076
0.9	High Similarity	NPC257277
0.8982	High Similarity	NPC62640
0.8974	High Similarity	NPC304443
0.8974	High Similarity	NPC74539
0.8944	High Similarity	NPC19097
0.8938	High Similarity	NPC278010
0.8938	High Similarity	NPC250769
0.8938	High Similarity	NPC295608
0.8922	High Similarity	NPC475964
0.8896	High Similarity	NPC14822
0.8875	High Similarity	NPC131725
0.8868	High Similarity	NPC474170
0.8868	High Similarity	NPC472535
0.8868	High Similarity	NPC474388
0.8862	High Similarity	NPC190351
0.8861	High Similarity	NPC69752
0.8854	High Similarity	NPC117463
0.8848	High Similarity	NPC187923
0.8848	High Similarity	NPC36320
0.8846	High Similarity	NPC246903
0.8844	High Similarity	NPC73703
0.8834	High Similarity	NPC95472
0.8834	High Similarity	NPC239270
0.8834	High Similarity	NPC169
0.8834	High Similarity	NPC303210
0.8834	High Similarity	NPC49009
0.8827	High Similarity	NPC269495
0.882	High Similarity	NPC471746
0.882	High Similarity	NPC233776
0.8805	High Similarity	NPC177839
0.8805	High Similarity	NPC201547
0.8805	High Similarity	NPC259058
0.8802	High Similarity	NPC41853
0.8797	High Similarity	NPC266743
0.8795	High Similarity	NPC472895
0.8788	High Similarity	NPC132054
0.8773	High Similarity	NPC257914
0.8773	High Similarity	NPC238405
0.8773	High Similarity	NPC104459
0.8758	High Similarity	NPC128961
0.8758	High Similarity	NPC472408
0.8758	High Similarity	NPC41719
0.8757	High Similarity	NPC65885
0.875	High Similarity	NPC198615
0.875	High Similarity	NPC474663
0.8743	High Similarity	NPC167479
0.8743	High Similarity	NPC247973
0.8742	High Similarity	NPC181250
0.8735	High Similarity	NPC280893
0.8735	High Similarity	NPC45449
0.8734	High Similarity	NPC299923
0.8734	High Similarity	NPC205522
0.8727	High Similarity	NPC18284
0.8727	High Similarity	NPC273021
0.8727	High Similarity	NPC302741
0.8727	High Similarity	NPC272722
0.8726	High Similarity	NPC208584
0.872	High Similarity	NPC298093
0.8718	High Similarity	NPC51146
0.8718	High Similarity	NPC166858
0.8718	High Similarity	NPC313036
0.8706	High Similarity	NPC66804
0.8704	High Similarity	NPC284353
0.8704	High Similarity	NPC478238
0.8696	High Similarity	NPC38361
0.8696	High Similarity	NPC166201
0.8696	High Similarity	NPC130015
0.8688	High Similarity	NPC29056
0.8683	High Similarity	NPC298071
0.8683	High Similarity	NPC323137
0.8679	High Similarity	NPC63256
0.8679	High Similarity	NPC10304
0.8675	High Similarity	NPC1755
0.8675	High Similarity	NPC263092
0.8675	High Similarity	NPC1706
0.8675	High Similarity	NPC39305
0.8675	High Similarity	NPC59295
0.8671	High Similarity	NPC216314
0.8671	High Similarity	NPC110639
0.8671	High Similarity	NPC106461
0.8671	High Similarity	NPC215932
0.8671	High Similarity	NPC120924
0.8671	High Similarity	NPC310259
0.8671	High Similarity	NPC40818
0.8671	High Similarity	NPC190572
0.8671	High Similarity	NPC195919
0.8671	High Similarity	NPC14958
0.8659	High Similarity	NPC15764
0.8659	High Similarity	NPC195832
0.8655	High Similarity	NPC8127
0.8655	High Similarity	NPC49667
0.8654	High Similarity	NPC27220
0.865	High Similarity	NPC45131
0.865	High Similarity	NPC180340
0.865	High Similarity	NPC248299
0.8647	High Similarity	NPC261471
0.8647	High Similarity	NPC310794
0.8642	High Similarity	NPC279930
0.8642	High Similarity	NPC478213
0.8639	High Similarity	NPC476641
0.8639	High Similarity	NPC131866
0.8634	High Similarity	NPC473732
0.8631	High Similarity	NPC241820
0.8625	High Similarity	NPC238366
0.8625	High Similarity	NPC474648
0.8623	High Similarity	NPC475369
0.8623	High Similarity	NPC279768
0.8616	High Similarity	NPC85233
0.8614	High Similarity	NPC81679
0.8614	High Similarity	NPC312056
0.8614	High Similarity	NPC108767
0.8614	High Similarity	NPC84515
0.8614	High Similarity	NPC193998
0.8614	High Similarity	NPC238995
0.8608	High Similarity	NPC136278
0.8608	High Similarity	NPC471590
0.8606	High Similarity	NPC131557
0.8606	High Similarity	NPC477164
0.8606	High Similarity	NPC139876
0.8606	High Similarity	NPC246478
0.8605	High Similarity	NPC297807
0.8605	High Similarity	NPC98546
0.8598	High Similarity	NPC270044
0.8598	High Similarity	NPC258644
0.8598	High Similarity	NPC310206
0.8598	High Similarity	NPC476981
0.8596	High Similarity	NPC287243
0.8589	High Similarity	NPC189960
0.8589	High Similarity	NPC32557
0.8588	High Similarity	NPC157522
0.858	High Similarity	NPC475116
0.858	High Similarity	NPC148497
0.858	High Similarity	NPC292460
0.858	High Similarity	NPC134677
0.858	High Similarity	NPC40033
0.858	High Similarity	NPC60211
0.858	High Similarity	NPC211309
0.858	High Similarity	NPC68882
0.858	High Similarity	NPC152477
0.858	High Similarity	NPC153008
0.858	High Similarity	NPC280493
0.8571	High Similarity	NPC148423
0.8571	High Similarity	NPC189270
0.8571	High Similarity	NPC5840
0.8571	High Similarity	NPC155882
0.8571	High Similarity	NPC135303
0.8571	High Similarity	NPC277480
0.8563	High Similarity	NPC470459
0.8562	High Similarity	NPC476342
0.8562	High Similarity	NPC183236
0.8554	High Similarity	NPC165549
0.8554	High Similarity	NPC296540
0.8554	High Similarity	NPC309335
0.8554	High Similarity	NPC34376
0.8554	High Similarity	NPC188486
0.8553	High Similarity	NPC231013
0.8553	High Similarity	NPC302408
0.8553	High Similarity	NPC283002
0.8547	High Similarity	NPC164384
0.8545	High Similarity	NPC196879
0.8545	High Similarity	NPC113055
0.8545	High Similarity	NPC16935
0.8544	High Similarity	NPC182842
0.8544	High Similarity	NPC23955
0.8544	High Similarity	NPC113089
0.8538	High Similarity	NPC181523
0.8538	High Similarity	NPC216842
0.8538	High Similarity	NPC82217
0.8538	High Similarity	NPC476640

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 NPC210460 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	419
0.1-0.2	1054
0.2-0.3	2023
0.3-0.4	2724
0.4-0.5	1695
0.5-0.6	838
0.6-0.7	274
0.7-0.8	98
0.8-0.85	17
0.85-0.9	6
0.9-0.95	0
0.95-1	2

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.9615	High Similarity	NPD919	Approved
0.9494	High Similarity	NPD1247	Approved
0.8974	High Similarity	NPD920	Approved
0.8846	High Similarity	NPD642	Clinical (unspecified phase)
0.872	High Similarity	NPD5494	Approved
0.8718	High Similarity	NPD643	Clinical (unspecified phase)
0.8704	High Similarity	NPD3817	Phase 2
0.8537	High Similarity	NPD3882	Suspended
0.8526	High Similarity	NPD1243	Approved
0.8452	Intermediate Similarity	NPD3926	Phase 2
0.8313	Intermediate Similarity	NPD6799	Approved
0.8303	Intermediate Similarity	NPD7096	Clinical (unspecified phase)
0.8303	Intermediate Similarity	NPD2801	Approved
0.8242	Intermediate Similarity	NPD6801	Discontinued
0.8171	Intermediate Similarity	NPD4338	Clinical (unspecified phase)
0.8155	Intermediate Similarity	NPD7075	Discontinued
0.815	Intermediate Similarity	NPD5844	Phase 1
0.8144	Intermediate Similarity	NPD5402	Approved
0.8121	Intermediate Similarity	NPD6599	Discontinued
0.8092	Intermediate Similarity	NPD3818	Discontinued
0.8084	Intermediate Similarity	NPD2393	Clinical (unspecified phase)
0.8037	Intermediate Similarity	NPD4378	Clinical (unspecified phase)
0.8024	Intermediate Similarity	NPD1934	Approved
0.8011	Intermediate Similarity	NPD6559	Discontinued
0.7987	Intermediate Similarity	NPD2796	Approved
0.7976	Intermediate Similarity	NPD7819	Suspended
0.7965	Intermediate Similarity	NPD6232	Discontinued
0.7939	Intermediate Similarity	NPD6980	Clinical (unspecified phase)
0.7931	Intermediate Similarity	NPD7473	Discontinued
0.7879	Intermediate Similarity	NPD1512	Approved
0.7874	Intermediate Similarity	NPD6166	Phase 2
0.7874	Intermediate Similarity	NPD6167	Clinical (unspecified phase)
0.7874	Intermediate Similarity	NPD6168	Clinical (unspecified phase)
0.7778	Intermediate Similarity	NPD4868	Clinical (unspecified phase)
0.7765	Intermediate Similarity	NPD7808	Phase 3
0.7758	Intermediate Similarity	NPD1511	Approved
0.7753	Intermediate Similarity	NPD6797	Phase 2
0.7751	Intermediate Similarity	NPD7411	Suspended
0.7733	Intermediate Similarity	NPD3749	Approved
0.7725	Intermediate Similarity	NPD5403	Approved
0.7711	Intermediate Similarity	NPD2534	Approved
0.7711	Intermediate Similarity	NPD2533	Approved
0.7711	Intermediate Similarity	NPD2532	Approved
0.7711	Intermediate Similarity	NPD5401	Approved
0.7709	Intermediate Similarity	NPD7251	Discontinued
0.7692	Intermediate Similarity	NPD4380	Phase 2
0.7654	Intermediate Similarity	NPD2935	Discontinued
0.764	Intermediate Similarity	NPD7804	Clinical (unspecified phase)
0.764	Intermediate Similarity	NPD7054	Approved
0.7625	Intermediate Similarity	NPD447	Suspended
0.7598	Intermediate Similarity	NPD7472	Approved
0.7598	Intermediate Similarity	NPD7074	Phase 3
0.7596	Intermediate Similarity	NPD8434	Phase 2
0.7558	Intermediate Similarity	NPD1465	Phase 2
0.7556	Intermediate Similarity	NPD7993	Clinical (unspecified phase)
0.7529	Intermediate Similarity	NPD4381	Clinical (unspecified phase)
0.7514	Intermediate Similarity	NPD7184	Clinical (unspecified phase)
0.75	Intermediate Similarity	NPD2343	Clinical (unspecified phase)
0.75	Intermediate Similarity	NPD7410	Clinical (unspecified phase)
0.7486	Intermediate Similarity	NPD5537	Clinical (unspecified phase)
0.7485	Intermediate Similarity	NPD1510	Phase 2
0.7485	Intermediate Similarity	NPD3748	Approved
0.7472	Intermediate Similarity	NPD7852	Clinical (unspecified phase)
0.7471	Intermediate Similarity	NPD7768	Phase 2
0.7455	Intermediate Similarity	NPD1549	Phase 2
0.7455	Intermediate Similarity	NPD970	Clinical (unspecified phase)
0.7439	Intermediate Similarity	NPD1551	Phase 2
0.7421	Intermediate Similarity	NPD6832	Phase 2
0.7419	Intermediate Similarity	NPD8397	Clinical (unspecified phase)
0.7416	Intermediate Similarity	NPD5242	Approved
0.741	Intermediate Similarity	NPD7421	Clinical (unspecified phase)
0.741	Intermediate Similarity	NPD2800	Approved
0.7407	Intermediate Similarity	NPD1933	Approved
0.7407	Intermediate Similarity	NPD1899	Clinical (unspecified phase)
0.7394	Intermediate Similarity	NPD1471	Phase 3
0.7394	Intermediate Similarity	NPD1550	Clinical (unspecified phase)
0.7394	Intermediate Similarity	NPD1552	Clinical (unspecified phase)
0.7389	Intermediate Similarity	NPD7893	Clinical (unspecified phase)
0.7378	Intermediate Similarity	NPD2799	Discontinued
0.7374	Intermediate Similarity	NPD2403	Approved
0.7346	Intermediate Similarity	NPD1240	Approved
0.734	Intermediate Similarity	NPD7879	Clinical (unspecified phase)
0.7329	Intermediate Similarity	NPD6859	Clinical (unspecified phase)
0.7329	Intermediate Similarity	NPD2313	Discontinued
0.7326	Intermediate Similarity	NPD3226	Approved
0.7314	Intermediate Similarity	NPD8443	Clinical (unspecified phase)
0.7314	Intermediate Similarity	NPD5353	Approved
0.7303	Intermediate Similarity	NPD7199	Phase 2
0.7303	Intermediate Similarity	NPD6959	Discontinued
0.7301	Intermediate Similarity	NPD230	Phase 1
0.7289	Intermediate Similarity	NPD2344	Approved
0.7268	Intermediate Similarity	NPD5953	Discontinued
0.7262	Intermediate Similarity	NPD1878	Clinical (unspecified phase)
0.7262	Intermediate Similarity	NPD3750	Approved
0.7258	Intermediate Similarity	NPD8055	Clinical (unspecified phase)
0.7256	Intermediate Similarity	NPD1607	Approved
0.7253	Intermediate Similarity	NPD7286	Phase 2
0.7241	Intermediate Similarity	NPD6385	Approved
0.7241	Intermediate Similarity	NPD6386	Approved
0.7235	Intermediate Similarity	NPD6143	Clinical (unspecified phase)
0.72	Intermediate Similarity	NPD37	Approved
0.7198	Intermediate Similarity	NPD3751	Discontinued
0.7198	Intermediate Similarity	NPD2163	Approved
0.7186	Intermediate Similarity	NPD2346	Discontinued
0.7182	Intermediate Similarity	NPD7784	Clinical (unspecified phase)
0.7175	Intermediate Similarity	NPD4967	Phase 2
0.7175	Intermediate Similarity	NPD4966	Approved
0.7175	Intermediate Similarity	NPD4965	Approved
0.7168	Intermediate Similarity	NPD1653	Approved
0.7167	Intermediate Similarity	NPD3787	Discontinued
0.7167	Intermediate Similarity	NPD6808	Phase 2
0.7167	Intermediate Similarity	NPD5711	Approved
0.7167	Intermediate Similarity	NPD5710	Approved
0.7167	Intermediate Similarity	NPD7229	Phase 3
0.716	Intermediate Similarity	NPD4628	Phase 3
0.7134	Intermediate Similarity	NPD943	Approved
0.7118	Intermediate Similarity	NPD2309	Approved
0.7118	Intermediate Similarity	NPD6190	Approved
0.7118	Intermediate Similarity	NPD3887	Approved
0.7098	Intermediate Similarity	NPD8090	Clinical (unspecified phase)
0.7095	Intermediate Similarity	NPD6234	Discontinued
0.7093	Intermediate Similarity	NPD3688	Clinical (unspecified phase)
0.7093	Intermediate Similarity	NPD3146	Approved
0.7081	Intermediate Similarity	NPD1019	Discontinued
0.7077	Intermediate Similarity	NPD4107	Approved
0.7052	Intermediate Similarity	NPD1940	Clinical (unspecified phase)
0.7041	Intermediate Similarity	NPD4482	Phase 3
0.7012	Intermediate Similarity	NPD1296	Phase 2
0.7006	Intermediate Similarity	NPD6279	Approved
0.7006	Intermediate Similarity	NPD6280	Approved
0.7005	Intermediate Similarity	NPD4419	Clinical (unspecified phase)
0.7	Intermediate Similarity	NPD2654	Approved
0.699	Remote Similarity	NPD7501	Clinical (unspecified phase)
0.6988	Remote Similarity	NPD6355	Discontinued
0.6982	Remote Similarity	NPD2355	Clinical (unspecified phase)
0.6982	Remote Similarity	NPD2353	Approved
0.697	Remote Similarity	NPD6233	Phase 2
0.697	Remote Similarity	NPD7435	Discontinued
0.6964	Remote Similarity	NPD651	Clinical (unspecified phase)
0.6937	Remote Similarity	NPD9717	Approved
0.6933	Remote Similarity	NPD9494	Approved
0.6928	Remote Similarity	NPD4307	Phase 2
0.6914	Remote Similarity	NPD3266	Approved
0.6914	Remote Similarity	NPD3267	Approved
0.6914	Remote Similarity	NPD1203	Approved
0.6909	Remote Similarity	NPD1699	Clinical (unspecified phase)
0.6909	Remote Similarity	NPD6798	Discontinued
0.6875	Remote Similarity	NPD4287	Approved
0.6875	Remote Similarity	NPD1547	Clinical (unspecified phase)
0.6864	Remote Similarity	NPD7033	Discontinued
0.6862	Remote Similarity	NPD6764	Approved
0.6862	Remote Similarity	NPD6765	Approved
0.686	Remote Similarity	NPD6398	Clinical (unspecified phase)
0.6859	Remote Similarity	NPD8150	Discontinued
0.6857	Remote Similarity	NPD5049	Phase 3
0.6855	Remote Similarity	NPD17	Approved
0.6854	Remote Similarity	NPD5890	Approved
0.6854	Remote Similarity	NPD5889	Approved
0.6845	Remote Similarity	NPD6651	Approved
0.6842	Remote Similarity	NPD7907	Approved
0.6834	Remote Similarity	NPD5005	Approved
0.6834	Remote Similarity	NPD5006	Approved
0.6831	Remote Similarity	NPD8127	Discontinued
0.6828	Remote Similarity	NPD7228	Approved
0.6826	Remote Similarity	NPD4060	Phase 1
0.6825	Remote Similarity	NPD7549	Discontinued
0.6821	Remote Similarity	NPD2354	Approved
0.6818	Remote Similarity	NPD6782	Approved
0.6818	Remote Similarity	NPD6780	Approved
0.6818	Remote Similarity	NPD6777	Approved
0.6818	Remote Similarity	NPD6776	Approved
0.6818	Remote Similarity	NPD6779	Approved
0.6818	Remote Similarity	NPD6781	Approved
0.6818	Remote Similarity	NPD6778	Approved
0.6807	Remote Similarity	NPD411	Approved
0.6807	Remote Similarity	NPD3268	Approved
0.68	Remote Similarity	NPD7004	Clinical (unspecified phase)
0.6796	Remote Similarity	NPD5019	Clinical (unspecified phase)
0.6789	Remote Similarity	NPD8313	Approved
0.6789	Remote Similarity	NPD8312	Approved
0.6786	Remote Similarity	NPD5124	Phase 1
0.6786	Remote Similarity	NPD5123	Clinical (unspecified phase)
0.6778	Remote Similarity	NPD5761	Phase 2
0.6778	Remote Similarity	NPD5760	Phase 2
0.6772	Remote Similarity	NPD5536	Phase 2
0.6772	Remote Similarity	NPD7685	Pre-registration
0.677	Remote Similarity	NPD422	Phase 1
0.6768	Remote Similarity	NPD8285	Discontinued
0.6768	Remote Similarity	NPD2798	Approved
0.6765	Remote Similarity	NPD7875	Clinical (unspecified phase)
0.6765	Remote Similarity	NPD4308	Phase 3
0.6765	Remote Similarity	NPD1509	Clinical (unspecified phase)
0.6765	Remote Similarity	NPD7874	Approved
0.676	Remote Similarity	NPD7615	Clinical (unspecified phase)
0.6755	Remote Similarity	NPD1729	Discontinued
0.6747	Remote Similarity	NPD3027	Phase 3
0.6746	Remote Similarity	NPD4111	Phase 1
0.6746	Remote Similarity	NPD4665	Approved
0.6742	Remote Similarity	NPD5808	Clinical (unspecified phase)
0.6742	Remote Similarity	NPD7458	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