NPASS Compound

Structure

CID34902 OpenBabel06191715362D 28 31 0 0 1 0 0 0 0 0999 V2000 -4.4639 -3.6519 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 -1.9323 -4.4207 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2728 -1.4135 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4277 -0.8494 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3413 -1.2561 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 -1.7232 -2.4317 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9040 0.8613 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9040 -0.8613 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6187 -1.4371 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 -0.4973 -0.0523 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.4973 0.0523 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.4458 -2.2506 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 -2.6368 -2.8384 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7052 -1.0304 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.7052 1.0304 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -4.3594 -2.6574 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 -2.7413 -3.8329 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.1609 -1.5304 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.1609 1.5304 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 23 1 0 0 0 0 2 24 1 0 0 0 0 3 25 1 0 0 0 0 4 26 1 0 0 0 0 5 7 2 0 0 0 0 5 13 1 0 0 0 0 6 8 2 0 0 0 0 6 14 1 0 0 0 0 7 17 1 0 0 0 0 8 18 1 0 0 0 0 9 13 2 0 0 0 0 9 19 1 0 0 0 0 10 14 2 0 0 0 0 10 20 1 0 0 0 0 11 28 1 0 0 0 0 12 27 1 0 0 0 0 15 11 1 1 0 0 0 15 16 1 0 0 0 0 15 21 1 0 0 0 0 16 12 1 1 0 0 0 16 22 1 0 0 0 0 17 19 2 0 0 0 0 17 23 1 0 0 0 0 18 20 2 0 0 0 0 18 24 1 0 0 0 0 19 25 1 0 0 0 0 20 26 1 0 0 0 0 21 13 1 6 0 0 0 21 27 1 0 0 0 0 22 14 1 6 0 0 0 22 28 1 0 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	386.17
Volume:	391.765
LogP:	3.149
LogD:	3.192
LogS:	-4.193
# Rotatable Bonds:	6
TPSA:	55.38
# H-Bond Aceptor:	6
# H-Bond Donor:	0
# Rings:	4
# Heavy Atoms:	6

MedChem Properties

QED Drug-Likeness Score:	0.753
Synthetic Accessibility Score:	3.488
Fsp3:	0.455
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Rejected
GSK Rule:	Accepted
BMS Rule:	0
Golden Triangle Rule:	Accepted
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-4.841
MDCK Permeability:	6.929258961463347e-05
Pgp-inhibitor:	0.996
Pgp-substrate:	0.015
Human Intestinal Absorption (HIA):	0.003
20% Bioavailability (F20%):	0.008
30% Bioavailability (F30%):	0.054

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.2
Plasma Protein Binding (PPB):	65.32420349121094%
Volume Distribution (VD):	0.579
Pgp-substrate:	9.490058898925781%

ADMET: Metabolism

CYP1A2-inhibitor:	0.028
CYP1A2-substrate:	0.946
CYP2C19-inhibitor:	0.189
CYP2C19-substrate:	0.914
CYP2C9-inhibitor:	0.145
CYP2C9-substrate:	0.591
CYP2D6-inhibitor:	0.134
CYP2D6-substrate:	0.929
CYP3A4-inhibitor:	0.542
CYP3A4-substrate:	0.912

ADMET: Excretion

Clearance (CL):	9.129
Half-life (T1/2):	0.311

ADMET: Toxicity

hERG Blockers:	0.784
Human Hepatotoxicity (H-HT):	0.131
Drug-inuced Liver Injury (DILI):	0.927
AMES Toxicity:	0.213
Rat Oral Acute Toxicity:	0.055
Maximum Recommended Daily Dose:	0.617
Skin Sensitization:	0.932
Carcinogencity:	0.137
Eye Corrosion:	0.003
Eye Irritation:	0.104
Respiratory Toxicity:	0.378

Download Data

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

Natural Product: NPC34902

Natural Product ID:	NPC34902
*Common Name:**	(+)-Eudesmin
IUPAC Name:	(3S,3aR,6S,6aR)-3,6-bis(3,4-dimethoxyphenyl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan
Synonyms:	(+)-Eudesmin; (+)-Pinoresinol Dimethyl Ether
Standard InCHIKey:	PEUUVVGQIVMSAW-RZTYQLBFSA-N
Standard InCHI:	InChI=1S/C22H26O6/c1-23-17-7-5-13(9-19(17)25-3)21-15-11-28-22(16(15)12-27-21)14-6-8-18(24-2)20(10-14)26-4/h5-10,15-16,21-22H,11-12H2,1-4H3/t15-,16-,21+,22+/m0/s1
SMILES:	COc1ccc(cc1OC)[C@@H]1[C@H]2CO[C@H](c3ccc(c(c3)OC)OC)[C@H]2CO1
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL519099
PubChem CID:	73117
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0001392] Lignans, neolignans and related compounds [CHEMONTID:0003686] Furanoid lignans

*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
NPO31494	Acanthopanax senticosus	n.a.	n.a.	n.a.	n.a.	leaf	n.a.	PMID[11816040]
NPO24313	Calyptranthes pallens	Species	Myrtaceae	Eukaryota	leaves and twigs	Southern Florida	n.a.	PMID[15844953]
NPO11872	Eleutherococcus senticosus	Species	Araliaceae	Eukaryota	n.a.	leaf	n.a.	PMID[17125224]
NPO31494	Acanthopanax senticosus	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	PMID[17125224]
NPO18811	Magnolia biondii	Species	Magnoliaceae	Eukaryota	n.a.	flower bud	n.a.	PMID[17628872]
NPO33288	Brazilian Red Propolis	Strain	n.a.	n.a.	n.a.	Brazilian	n.a.	PMID[17950610]
NPO33288	Brazilian Red Propolis	Strain	n.a.	n.a.	n.a.	Brazilian	n.a.	PMID[18440233]
NPO17167	Magnolia fargesii	Species	Magnoliaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[19110419]
NPO18811	Magnolia biondii	Species	Magnoliaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[19370929]
NPO3494	Swietenia mahagoni	Species	Meliaceae	Eukaryota	fruits	n.a.	n.a.	PMID[19902967]
NPO8666	Acorus tatarinowii	Species	Acoraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[20476749]
NPO25682	Acorus calamus	Species	Acoraceae	Eukaryota	n.a.	rhizome	n.a.	PMID[21563811]
NPO5681	Acorus gramineus	Species	Acoraceae	Eukaryota	n.a.	rhizome	n.a.	PMID[21936523]
NPO5681	Acorus gramineus	Species	Acoraceae	Eukaryota	Rhizomes	n.a.	n.a.	PMID[21936523]
NPO25197	Magnolia sprengeri	Species	Magnoliaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[22080044]
NPO25682	Acorus calamus	Species	Acoraceae	Eukaryota	rhizomes	n.a.	n.a.	PMID[22671987]
NPO5681	Acorus gramineus	Species	Acoraceae	Eukaryota	rhizomes	n.a.	n.a.	PMID[22951040]
NPO25682	Acorus calamus	Species	Acoraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[23373216]
NPO28043	Streblus asper	Species	Moraceae	Eukaryota	Roots	n.a.	n.a.	PMID[23434030]
NPO8666	Acorus tatarinowii	Species	Acoraceae	Eukaryota	n.a.	rhizome	n.a.	PMID[23713285]
NPO8666	Acorus tatarinowii	Species	Acoraceae	Eukaryota	rhizomes	n.a.	n.a.	PMID[26296476]
NPO8666	Acorus tatarinowii	Species	Acoraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[26305406]
NPO16850	Eucommia ulmoides	Species	Eucommiaceae	Eukaryota	n.a.	bark	n.a.	PMID[26767291]
NPO16850	Eucommia ulmoides	Species	Eucommiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[26767291]
NPO33288	Brazilian Red Propolis	Strain	n.a.	n.a.	n.a.	n.a.	n.a.	PMID[26938776]
NPO11872	Eleutherococcus senticosus	Species	Araliaceae	Eukaryota	leaves	n.a.	n.a.	PMID[27400231]
NPO8666	Acorus tatarinowii	Species	Acoraceae	Eukaryota	Rhizomes	n.a.	n.a.	PMID[29116780]
NPO31494	Acanthopanax senticosus	n.a.	n.a.	n.a.	Barks	Iksan, Chunbuk, Korea	n.a.	PMID[3127544]
NPO33288	Brazilian Red Propolis	Strain	n.a.	n.a.	n.a.	n.a.	n.a.	PMID[32525315]
NPO28043	Streblus asper	Species	Moraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[4093781]
NPO18811	Magnolia biondii	Species	Magnoliaceae	Eukaryota	n.a.	flower bud	n.a.	PMID[7779269]
NPO22205	Trixis vauthieri	Species	n.a.	n.a.	n.a.	n.a.	n.a.	PMID[9287419]
NPO17167	Magnolia fargesii	Species	Magnoliaceae	Eukaryota	flower buds	n.a.	n.a.	PMID[9644071]
NPO24069	Swertia patens	Species	Gentianaceae	Eukaryota	n.a.	n.a.	n.a.	Database[Article]
NPO25197	Magnolia sprengeri	Species	Magnoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO8666	Acorus tatarinowii	Species	Acoraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO15294	Magnolia salicifolia	Species	Magnoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO24069	Swertia patens	Species	Gentianaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO15064	Magnolia denudata	Species	Magnoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO5681	Acorus gramineus	Species	Acoraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO31494	Acanthopanax senticosus	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[HerDing]
NPO16850	Eucommia ulmoides	Species	Eucommiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO1918	Magnolia kobus	Species	Magnoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO25682	Acorus calamus	Species	Acoraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO24348	Erythroxylum novogranatense	Species	Erythroxylaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO18811	Magnolia biondii	Species	Magnoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO1918	Magnolia kobus	Species	Magnoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO8666	Acorus tatarinowii	Species	Acoraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO22620	Baliospermum montanum	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO5681	Acorus gramineus	Species	Acoraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO18811	Magnolia biondii	Species	Magnoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO15064	Magnolia denudata	Species	Magnoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO25682	Acorus calamus	Species	Acoraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO16850	Eucommia ulmoides	Species	Eucommiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO15294	Magnolia salicifolia	Species	Magnoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO24348	Erythroxylum novogranatense	Species	Erythroxylaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO16765	Knoxia valerianoides	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO11872	Eleutherococcus senticosus	Species	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO24069	Swertia patens	Species	Gentianaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO25197	Magnolia sprengeri	Species	Magnoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO8666	Acorus tatarinowii	Species	Acoraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO16850	Eucommia ulmoides	Species	Eucommiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO18811	Magnolia biondii	Species	Magnoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO15294	Magnolia salicifolia	Species	Magnoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO31494	Acanthopanax senticosus	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO15064	Magnolia denudata	Species	Magnoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO16765	Knoxia valerianoides	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO15064	Magnolia denudata	Species	Magnoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO25682	Acorus calamus	Species	Acoraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO8666	Acorus tatarinowii	Species	Acoraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO1918	Magnolia kobus	Species	Magnoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO16850	Eucommia ulmoides	Species	Eucommiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO5681	Acorus gramineus	Species	Acoraceae	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]
NPO15294	Magnolia salicifolia	Species	Magnoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO26378	Bistorta manshuriensis	Species	Polygonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO25197	Magnolia sprengeri	Species	Magnoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO18811	Magnolia biondii	Species	Magnoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO24069	Swertia patens	Species	Gentianaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25998	Clusia congestiflora	Species	Clusiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO3972	Clinopodium vulgare	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24313	Calyptranthes pallens	Species	Myrtaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO8245	Panulirus longipes	Species	Palinuridae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22205	Trixis vauthieri	Species	n.a.	n.a.	n.a.	n.a.	n.a.	Database[UNPD]
NPO15064	Magnolia denudata	Species	Magnoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26080	Ostracion lentiginosus	Species	Ostraciidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28588	Lindera praecox	Species	Lauraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16765	Knoxia valerianoides	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22897	Streptomyces limosus	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO11872	Eleutherococcus senticosus	Species	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23940	Thalictrum urbaini	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO1918	Magnolia kobus	Species	Magnoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23619	Mycale adhaerens	Species	Mycalidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15294	Magnolia salicifolia	Species	Magnoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26701	Rhynchosia volubilis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16850	Eucommia ulmoides	Species	Eucommiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO8666	Acorus tatarinowii	Species	Acoraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20492	Streptomyces subrutilus	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO18811	Magnolia biondii	Species	Magnoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23070	Corallina pilulifera	Species	Corallinaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17167	Magnolia fargesii	Species	Magnoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23985	Mollisia caesia	Species	Dermateaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO8743	Pectobacterium carotovorum	Species	Pectobacteriaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO26378	Bistorta manshuriensis	Species	Polygonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO3494	Swietenia mahagoni	Species	Meliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23385	Sarcophyton mililatensis	Species	Alcyoniidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14505	Lactobacillus reuteri	Species	Lactobacillaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO24348	Erythroxylum novogranatense	Species	Erythroxylaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28043	Streblus asper	Species	Moraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25197	Magnolia sprengeri	Species	Magnoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26030	Fusarium asiaticum	Species	Nectriaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23573	Humbertia madagascariensis	Species	Convolvulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23755	Betula humilis	Species	Betulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25682	Acorus calamus	Species	Acoraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22620	Baliospermum montanum	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25794	Clerodendrum fragrans	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24032	Streptomyces omiyaensis	Species	Streptomycetaceae	Bacteria	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
IC50	8
Others	11

Activity Type	# Activity
Cell Line	6
NON-MOLECULAR	3
Organism	10

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT461	Cell Line	PANC-1	Homo sapiens	CD100	>	100.0	uM	PMID[507696]
NPT81	Cell Line	A549	Homo sapiens	IC50	>	100000.0	nM	PMID[507697]
NPT165	Cell Line	HeLa	Homo sapiens	IC50	>	100000.0	nM	PMID[507697]
NPT453	Cell Line	HT-1080	Homo sapiens	IC50	>	100000.0	nM	PMID[507697]
NPT34	Cell Line	BV-2	Mus musculus	IC50	=	30000.0	nM	PMID[507698]
NPT113	Cell Line	RAW264.7	Mus musculus	IC50	>	50000.0	nM	PMID[507700]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	IC50	>	100000.0	nM	PMID[507697]
NPT2633	Organism	Selenastrum capricornutum	Selenastrum capricornutum	Activity	>	100.0	uM	PMID[507699]
NPT2633	Organism	Selenastrum capricornutum	Selenastrum capricornutum	Activity	=	100.0	uM	PMID[507699]
NPT2634	Organism	Pseudanabaena sp.	Pseudanabaena sp.	Activity	=	100.0	uM	PMID[507699]
NPT2635	Organism	Planktothrix agardhii	Planktothrix agardhii	Activity	>	100.0	uM	PMID[507699]
NPT2636	Organism	Oscillatoria perornata	Oscillatoria perornata	Activity	>	100.0	uM	PMID[507699]
NPT2636	Organism	Oscillatoria perornata	Oscillatoria perornata	Activity	=	10.0	uM	PMID[507699]
NPT852	Organism	Phomopsis obscurans	Phomopsis obscurans	Inhibition	>	80.0	%	PMID[507699]

☑ 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 NPC34902 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	464
0.1-0.2	1396
0.2-0.3	3776
0.3-0.4	11545
0.4-0.5	7717
0.5-0.6	6724
0.6-0.7	8463
0.7-0.8	2132
0.8-0.85	311
0.85-0.9	106
0.9-0.95	52
0.95-1	11

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC18449
1.0	High Similarity	NPC121783
0.9744	High Similarity	NPC172676
0.9744	High Similarity	NPC65933
0.9744	High Similarity	NPC57268
0.9744	High Similarity	NPC216929
0.9744	High Similarity	NPC312713
0.9744	High Similarity	NPC126935
0.9669	High Similarity	NPC222127
0.9669	High Similarity	NPC82862
0.9587	High Similarity	NPC8050
0.9587	High Similarity	NPC473093
0.9587	High Similarity	NPC473092
0.9508	High Similarity	NPC158471
0.9508	High Similarity	NPC57119
0.9508	High Similarity	NPC281864
0.9508	High Similarity	NPC328682
0.9508	High Similarity	NPC165128
0.9508	High Similarity	NPC226862
0.9508	High Similarity	NPC54321
0.9504	High Similarity	NPC50683
0.9504	High Similarity	NPC206882
0.9504	High Similarity	NPC112571
0.9504	High Similarity	NPC285725
0.9435	High Similarity	NPC227160
0.9435	High Similarity	NPC161557
0.9435	High Similarity	NPC40432
0.9435	High Similarity	NPC7171
0.9435	High Similarity	NPC82111
0.9435	High Similarity	NPC158079
0.9435	High Similarity	NPC228346
0.9435	High Similarity	NPC27843
0.9435	High Similarity	NPC115207
0.936	High Similarity	NPC181049
0.936	High Similarity	NPC207400
0.936	High Similarity	NPC7744
0.9355	High Similarity	NPC233224
0.9355	High Similarity	NPC271208
0.935	High Similarity	NPC470084
0.9344	High Similarity	NPC88297
0.9344	High Similarity	NPC186845
0.9344	High Similarity	NPC9891
0.9286	High Similarity	NPC266848
0.9286	High Similarity	NPC136750
0.9268	High Similarity	NPC98745
0.9206	High Similarity	NPC33611
0.9206	High Similarity	NPC171928
0.9206	High Similarity	NPC261812
0.9206	High Similarity	NPC72046
0.9206	High Similarity	NPC129687
0.9206	High Similarity	NPC65183
0.9206	High Similarity	NPC16830
0.9206	High Similarity	NPC100223
0.9206	High Similarity	NPC158526
0.9206	High Similarity	NPC4940
0.92	High Similarity	NPC42300
0.92	High Similarity	NPC92164
0.92	High Similarity	NPC242807
0.92	High Similarity	NPC187998
0.92	High Similarity	NPC77040
0.92	High Similarity	NPC64201
0.92	High Similarity	NPC145305
0.92	High Similarity	NPC257582
0.92	High Similarity	NPC241522
0.92	High Similarity	NPC153739
0.92	High Similarity	NPC174495
0.9194	High Similarity	NPC11258
0.9194	High Similarity	NPC128208
0.9194	High Similarity	NPC282703
0.9194	High Similarity	NPC21867
0.9194	High Similarity	NPC129570
0.9194	High Similarity	NPC184733
0.9194	High Similarity	NPC45774
0.9141	High Similarity	NPC99572
0.9141	High Similarity	NPC474139
0.9141	High Similarity	NPC126409
0.9141	High Similarity	NPC189474
0.9127	High Similarity	NPC192255
0.9127	High Similarity	NPC277804
0.912	High Similarity	NPC475875
0.907	High Similarity	NPC78047
0.9068	High Similarity	NPC81067
0.9068	High Similarity	NPC9341
0.9062	High Similarity	NPC47181
0.9062	High Similarity	NPC31530
0.9062	High Similarity	NPC170779
0.9062	High Similarity	NPC90083
0.9055	High Similarity	NPC219671
0.9055	High Similarity	NPC259742
0.9055	High Similarity	NPC104077
0.9055	High Similarity	NPC147616
0.9055	High Similarity	NPC230219
0.9048	High Similarity	NPC237169
0.9048	High Similarity	NPC470624
0.8992	High Similarity	NPC142547
0.8992	High Similarity	NPC49235
0.8992	High Similarity	NPC141765
0.8992	High Similarity	NPC18576
0.8992	High Similarity	NPC25333
0.8992	High Similarity	NPC148893
0.8992	High Similarity	NPC24490
0.8992	High Similarity	NPC135777
0.8992	High Similarity	NPC165155
0.8992	High Similarity	NPC34103
0.8984	High Similarity	NPC158331
0.8984	High Similarity	NPC26394
0.8974	High Similarity	NPC165106
0.896	High Similarity	NPC158737
0.896	High Similarity	NPC118533
0.896	High Similarity	NPC165045
0.8934	High Similarity	NPC477886
0.8934	High Similarity	NPC80241
0.8934	High Similarity	NPC301641
0.8931	High Similarity	NPC193666
0.8931	High Similarity	NPC123526
0.8931	High Similarity	NPC88640
0.8923	High Similarity	NPC121651
0.8915	High Similarity	NPC287745
0.8915	High Similarity	NPC474478
0.8915	High Similarity	NPC67247
0.8906	High Similarity	NPC204215
0.8906	High Similarity	NPC475856
0.8906	High Similarity	NPC175067
0.8898	High Similarity	NPC280399
0.8898	High Similarity	NPC339621
0.8898	High Similarity	NPC233961
0.8871	High Similarity	NPC257682
0.8871	High Similarity	NPC131747
0.8871	High Similarity	NPC146355
0.8862	High Similarity	NPC261661
0.8855	High Similarity	NPC469981
0.8855	High Similarity	NPC101807
0.8855	High Similarity	NPC185908
0.8846	High Similarity	NPC174191
0.8843	High Similarity	NPC475961
0.8843	High Similarity	NPC254625
0.8837	High Similarity	NPC1474
0.8824	High Similarity	NPC47194
0.8824	High Similarity	NPC475815
0.8824	High Similarity	NPC473264
0.8819	High Similarity	NPC476748
0.881	High Similarity	NPC5428
0.88	High Similarity	NPC148627
0.8797	High Similarity	NPC312199
0.879	High Similarity	NPC279379
0.879	High Similarity	NPC317769
0.879	High Similarity	NPC31344
0.8788	High Similarity	NPC156376
0.8788	High Similarity	NPC113550
0.8779	High Similarity	NPC471988
0.8779	High Similarity	NPC263367
0.8779	High Similarity	NPC209985
0.8779	High Similarity	NPC54743
0.8779	High Similarity	NPC477939
0.8779	High Similarity	NPC29799
0.8779	High Similarity	NPC177160
0.8779	High Similarity	NPC156502
0.8779	High Similarity	NPC11453
0.8779	High Similarity	NPC10737
0.877	High Similarity	NPC344161
0.8769	High Similarity	NPC471942
0.8769	High Similarity	NPC187616
0.8769	High Similarity	NPC193026
0.8769	High Similarity	NPC244983
0.8769	High Similarity	NPC326095
0.8769	High Similarity	NPC49603
0.876	High Similarity	NPC471505
0.876	High Similarity	NPC474214
0.876	High Similarity	NPC474040
0.874	High Similarity	NPC474178
0.874	High Similarity	NPC31707
0.874	High Similarity	NPC252307
0.874	High Similarity	NPC245826
0.8731	High Similarity	NPC472562
0.8731	High Similarity	NPC80326
0.8731	High Similarity	NPC246947
0.873	High Similarity	NPC40352
0.873	High Similarity	NPC213711
0.8722	High Similarity	NPC103448
0.8722	High Similarity	NPC216434
0.8722	High Similarity	NPC46591
0.8722	High Similarity	NPC177868
0.8722	High Similarity	NPC55793
0.872	High Similarity	NPC94276
0.872	High Similarity	NPC109822
0.8712	High Similarity	NPC283949
0.8712	High Similarity	NPC477938
0.8712	High Similarity	NPC166184
0.8712	High Similarity	NPC281780
0.871	High Similarity	NPC71090
0.8702	High Similarity	NPC150534
0.8702	High Similarity	NPC93783
0.8702	High Similarity	NPC101624
0.8702	High Similarity	NPC184938
0.8699	High Similarity	NPC472596
0.8692	High Similarity	NPC196937
0.8689	High Similarity	NPC474320
0.8689	High Similarity	NPC15805
0.8682	High Similarity	NPC141493
0.8682	High Similarity	NPC474017

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 NPC34902 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	366
0.1-0.2	840
0.2-0.3	1610
0.3-0.4	2836
0.4-0.5	1861
0.5-0.6	1046
0.6-0.7	524
0.7-0.8	64
0.8-0.85	3
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.8974	High Similarity	NPD5283	Phase 1
0.8629	High Similarity	NPD3705	Approved
0.8527	High Similarity	NPD3027	Phase 3
0.8125	Intermediate Similarity	NPD2981	Phase 2
0.8062	Intermediate Similarity	NPD2983	Phase 2
0.8062	Intermediate Similarity	NPD2982	Phase 2
0.7955	Intermediate Similarity	NPD2861	Phase 2
0.7955	Intermediate Similarity	NPD3018	Phase 2
0.7937	Intermediate Similarity	NPD5536	Phase 2
0.7926	Intermediate Similarity	NPD1613	Approved
0.7926	Intermediate Similarity	NPD1612	Clinical (unspecified phase)
0.7872	Intermediate Similarity	NPD5307	Clinical (unspecified phase)
0.7785	Intermediate Similarity	NPD4965	Approved
0.7785	Intermediate Similarity	NPD4967	Phase 2
0.7785	Intermediate Similarity	NPD4966	Approved
0.7778	Intermediate Similarity	NPD5110	Phase 2
0.7778	Intermediate Similarity	NPD5111	Phase 2
0.7778	Intermediate Similarity	NPD5109	Approved
0.7761	Intermediate Similarity	NPD1529	Clinical (unspecified phase)
0.7742	Intermediate Similarity	NPD228	Approved
0.7737	Intermediate Similarity	NPD3657	Discovery
0.773	Intermediate Similarity	NPD4237	Approved
0.773	Intermediate Similarity	NPD4236	Phase 3
0.7687	Intermediate Similarity	NPD1530	Clinical (unspecified phase)
0.7682	Intermediate Similarity	NPD6234	Discontinued
0.7674	Intermediate Similarity	NPD1357	Approved
0.7664	Intermediate Similarity	NPD3620	Phase 2
0.7664	Intermediate Similarity	NPD3619	Clinical (unspecified phase)
0.7652	Intermediate Similarity	NPD5327	Phase 3
0.7642	Intermediate Similarity	NPD2684	Approved
0.7639	Intermediate Similarity	NPD6143	Clinical (unspecified phase)
0.7638	Intermediate Similarity	NPD7157	Approved
0.763	Intermediate Similarity	NPD4908	Phase 1
0.763	Intermediate Similarity	NPD5752	Clinical (unspecified phase)
0.7619	Intermediate Similarity	NPD6055	Clinical (unspecified phase)
0.7589	Intermediate Similarity	NPD1375	Discontinued
0.7584	Intermediate Similarity	NPD37	Approved
0.7581	Intermediate Similarity	NPD3022	Approved
0.7581	Intermediate Similarity	NPD3021	Approved
0.7571	Intermediate Similarity	NPD6029	Clinical (unspecified phase)
0.7571	Intermediate Similarity	NPD6028	Clinical (unspecified phase)
0.7569	Intermediate Similarity	NPD7124	Phase 2
0.7552	Intermediate Similarity	NPD4109	Clinical (unspecified phase)
0.7552	Intermediate Similarity	NPD4110	Phase 3
0.7552	Intermediate Similarity	NPD6331	Phase 2
0.7551	Intermediate Similarity	NPD4210	Discontinued
0.754	Intermediate Similarity	NPD7843	Approved
0.7519	Intermediate Similarity	NPD4379	Clinical (unspecified phase)
0.7518	Intermediate Similarity	NPD2161	Phase 2
0.7518	Intermediate Similarity	NPD4907	Clinical (unspecified phase)
0.7516	Intermediate Similarity	NPD5494	Approved
0.75	Intermediate Similarity	NPD1610	Phase 2
0.75	Intermediate Similarity	NPD6896	Approved
0.75	Intermediate Similarity	NPD6895	Approved
0.7483	Intermediate Similarity	NPD6674	Discontinued
0.7483	Intermediate Similarity	NPD5698	Clinical (unspecified phase)
0.7482	Intermediate Similarity	NPD5735	Approved
0.7447	Intermediate Similarity	NPD5588	Approved
0.744	Intermediate Similarity	NPD5451	Approved
0.7431	Intermediate Similarity	NPD6658	Clinical (unspecified phase)
0.741	Intermediate Similarity	NPD4060	Phase 1
0.7405	Intermediate Similarity	NPD5585	Approved
0.7402	Intermediate Similarity	NPD5535	Approved
0.7394	Intermediate Similarity	NPD3539	Phase 1
0.7394	Intermediate Similarity	NPD2438	Suspended
0.7388	Intermediate Similarity	NPD3600	Clinical (unspecified phase)
0.7379	Intermediate Similarity	NPD5084	Clinical (unspecified phase)
0.7376	Intermediate Similarity	NPD4538	Approved
0.7376	Intermediate Similarity	NPD4536	Approved
0.7376	Intermediate Similarity	NPD4537	Clinical (unspecified phase)
0.7376	Intermediate Similarity	NPD6111	Discontinued
0.7368	Intermediate Similarity	NPD6374	Clinical (unspecified phase)
0.7365	Intermediate Similarity	NPD6980	Clinical (unspecified phase)
0.7361	Intermediate Similarity	NPD3060	Approved
0.7357	Intermediate Similarity	NPD6355	Discontinued
0.7355	Intermediate Similarity	NPD7199	Phase 2
0.7348	Intermediate Similarity	NPD17	Approved
0.7343	Intermediate Similarity	NPD3540	Phase 1
0.7342	Intermediate Similarity	NPD7228	Approved
0.7338	Intermediate Similarity	NPD1726	Clinical (unspecified phase)
0.7333	Intermediate Similarity	NPD2922	Phase 1
0.7333	Intermediate Similarity	NPD8651	Approved
0.7329	Intermediate Similarity	NPD5058	Phase 3
0.7328	Intermediate Similarity	NPD1182	Approved
0.7313	Intermediate Similarity	NPD1840	Phase 2
0.7297	Intermediate Similarity	NPD5261	Clinical (unspecified phase)
0.7297	Intermediate Similarity	NPD7314	Clinical (unspecified phase)
0.7286	Intermediate Similarity	NPD1558	Phase 1
0.7286	Intermediate Similarity	NPD2238	Phase 2
0.7286	Intermediate Similarity	NPD2979	Phase 3
0.728	Intermediate Similarity	NPD1358	Approved
0.7273	Intermediate Similarity	NPD1651	Approved
0.7273	Intermediate Similarity	NPD5691	Approved
0.7266	Intermediate Similarity	NPD5718	Phase 2
0.7261	Intermediate Similarity	NPD7184	Clinical (unspecified phase)
0.7248	Intermediate Similarity	NPD5976	Discontinued
0.7241	Intermediate Similarity	NPD5177	Phase 3
0.7241	Intermediate Similarity	NPD4162	Approved
0.7237	Intermediate Similarity	NPD1934	Approved
0.723	Intermediate Similarity	NPD4123	Phase 3
0.7222	Intermediate Similarity	NPD7266	Discontinued
0.7222	Intermediate Similarity	NPD5762	Approved
0.7222	Intermediate Similarity	NPD5763	Approved
0.7218	Intermediate Similarity	NPD6516	Phase 2
0.7218	Intermediate Similarity	NPD5846	Approved
0.7211	Intermediate Similarity	NPD6783	Clinical (unspecified phase)
0.7203	Intermediate Similarity	NPD5960	Phase 3
0.72	Intermediate Similarity	NPD3134	Approved
0.7197	Intermediate Similarity	NPD1548	Phase 1
0.7194	Intermediate Similarity	NPD7095	Approved
0.7185	Intermediate Similarity	NPD1608	Approved
0.7183	Intermediate Similarity	NPD6353	Approved
0.7181	Intermediate Similarity	NPD52	Approved
0.7181	Intermediate Similarity	NPD7527	Clinical (unspecified phase)
0.7181	Intermediate Similarity	NPD1940	Clinical (unspecified phase)
0.7181	Intermediate Similarity	NPD7526	Approved
0.7176	Intermediate Similarity	NPD3596	Phase 2
0.7172	Intermediate Similarity	NPD4664	Clinical (unspecified phase)
0.7172	Intermediate Similarity	NPD1372	Clinical (unspecified phase)
0.7163	Intermediate Similarity	NPD4140	Approved
0.7161	Intermediate Similarity	NPD7975	Clinical (unspecified phase)
0.716	Intermediate Similarity	NPD7240	Approved
0.7152	Intermediate Similarity	NPD4005	Discontinued
0.7143	Intermediate Similarity	NPD2677	Approved
0.7143	Intermediate Similarity	NPD290	Approved
0.7143	Intermediate Similarity	NPD2563	Approved
0.7143	Intermediate Similarity	NPD2560	Approved
0.7132	Intermediate Similarity	NPD4749	Approved
0.7132	Intermediate Similarity	NPD4359	Approved
0.7131	Intermediate Similarity	NPD3020	Approved
0.7111	Intermediate Similarity	NPD1091	Approved
0.7111	Intermediate Similarity	NPD1281	Approved
0.7105	Intermediate Similarity	NPD4675	Approved
0.7105	Intermediate Similarity	NPD4678	Approved
0.7103	Intermediate Similarity	NPD2029	Clinical (unspecified phase)
0.7101	Intermediate Similarity	NPD6584	Phase 3
0.7101	Intermediate Similarity	NPD4624	Approved
0.7101	Intermediate Similarity	NPD6917	Clinical (unspecified phase)
0.7099	Intermediate Similarity	NPD6671	Approved
0.7097	Intermediate Similarity	NPD3882	Suspended
0.7092	Intermediate Similarity	NPD6233	Phase 2
0.709	Intermediate Similarity	NPD5125	Phase 3
0.709	Intermediate Similarity	NPD2667	Approved
0.709	Intermediate Similarity	NPD2668	Approved
0.709	Intermediate Similarity	NPD5126	Approved
0.7083	Intermediate Similarity	NPD4108	Discontinued
0.708	Intermediate Similarity	NPD7258	Clinical (unspecified phase)
0.7078	Intermediate Similarity	NPD2978	Approved
0.7078	Intermediate Similarity	NPD5773	Approved
0.7078	Intermediate Similarity	NPD5772	Approved
0.7078	Intermediate Similarity	NPD2393	Clinical (unspecified phase)
0.7078	Intermediate Similarity	NPD2977	Approved
0.7075	Intermediate Similarity	NPD7466	Approved
0.7075	Intermediate Similarity	NPD4628	Phase 3
0.7071	Intermediate Similarity	NPD4625	Phase 3
0.7071	Intermediate Similarity	NPD2669	Clinical (unspecified phase)
0.7068	Intermediate Similarity	NPD6580	Approved
0.7068	Intermediate Similarity	NPD6581	Approved
0.7063	Intermediate Similarity	NPD6653	Approved
0.7063	Intermediate Similarity	NPD968	Approved
0.7059	Intermediate Similarity	NPD2233	Approved
0.7059	Intermediate Similarity	NPD6385	Approved
0.7059	Intermediate Similarity	NPD2232	Approved
0.7059	Intermediate Similarity	NPD2230	Approved
0.7059	Intermediate Similarity	NPD2231	Phase 2
0.7059	Intermediate Similarity	NPD6386	Approved
0.7059	Intermediate Similarity	NPD2235	Phase 2
0.7055	Intermediate Similarity	NPD2808	Discontinued
0.7047	Intermediate Similarity	NPD4357	Discontinued
0.7042	Intermediate Similarity	NPD5837	Clinical (unspecified phase)
0.7039	Intermediate Similarity	NPD7261	Clinical (unspecified phase)
0.7032	Intermediate Similarity	NPD3817	Phase 2
0.7029	Intermediate Similarity	NPD3094	Phase 2
0.7027	Intermediate Similarity	NPD5241	Discontinued
0.7025	Intermediate Similarity	NPD8127	Discontinued
0.7021	Intermediate Similarity	NPD6812	Clinical (unspecified phase)
0.7021	Intermediate Similarity	NPD6410	Clinical (unspecified phase)
0.7021	Intermediate Similarity	NPD6859	Clinical (unspecified phase)
0.7021	Intermediate Similarity	NPD6798	Discontinued
0.7016	Intermediate Similarity	NPD291	Approved
0.7015	Intermediate Similarity	NPD6830	Clinical (unspecified phase)
0.7015	Intermediate Similarity	NPD3445	Approved
0.7015	Intermediate Similarity	NPD3444	Approved
0.7015	Intermediate Similarity	NPD3443	Approved
0.7007	Intermediate Similarity	NPD1669	Approved
0.7	Intermediate Similarity	NPD4481	Phase 3
0.6993	Remote Similarity	NPD7028	Phase 2
0.6988	Remote Similarity	NPD8055	Clinical (unspecified phase)
0.6986	Remote Similarity	NPD6003	Clinical (unspecified phase)
0.6986	Remote Similarity	NPD6005	Phase 3
0.6986	Remote Similarity	NPD6002	Phase 3
0.6986	Remote Similarity	NPD6006	Clinical (unspecified phase)
0.6986	Remote Similarity	NPD6004	Phase 3
0.6985	Remote Similarity	NPD1611	Approved
0.6981	Remote Similarity	NPD3051	Approved
0.6974	Remote Similarity	NPD3687	Approved
0.6974	Remote Similarity	NPD3686	Approved
0.6972	Remote Similarity	NPD4870	Approved
0.6972	Remote Similarity	NPD3532	Approved
0.6972	Remote Similarity	NPD3531	Approved

Bioactivity similarity: Similar Natural Products in NPASS

Bioactivity similarity was calculated based on bioactivity descriptors of compounds. The bioactivity descriptors were calculated by a recently developed AI algorithm Chemical Checker (CC) [Nature Biotechnology, 38:1087–1096, 2020; Nature Communications, 12:3932, 2021], which evaluated bioactivity similarities at five levels:
☉ A: chemistry similarity;
☉ B: biological targets similarity;
☉ C: networks similarity;
☉ D: cell-based bioactivity similarity;
☉ E: similarity based on clinical data.

Those 5 categories of CC bioactivity descriptors were calculated and then subjected to manifold projection using UMAP algorithm, to project all NPs on a 2-Dimensional space. The current NP was highlighted with a small circle in the 2-D map. Below figures: left-to-right, A-to-E.

A: chemistry similarity

B: biological targets similarity

C: networks similarity

D: cell-based bioactivity similarity

E: similarity based on clinical data