NPASS Compound

Structure

CID265040 OpenBabel06191716062D 30 32 0 0 1 0 0 0 0 0999 V2000 -5.1962 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -4.5000 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 -1.7321 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 -0.8660 1.5000 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 2.5981 -0.5000 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 3.4641 0.0000 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 -1.7321 1.0000 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 -4.3301 -3.5000 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 1.7321 -0.0000 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 -2.5981 -1.5000 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 -0.0000 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -0.5000 0.0000 C 0 0 1 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 -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 -0.8660 -0.5000 0.0000 C 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 -0.0000 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 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 0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 14 1 0 0 0 0 2 14 1 0 0 0 0 3 15 1 0 0 0 0 4 15 1 0 0 0 0 5 11 1 0 0 0 0 5 14 2 0 0 0 0 6 12 1 0 0 0 0 6 15 2 0 0 0 0 7 9 1 0 0 0 0 7 16 2 0 0 0 0 8 10 2 0 0 0 0 8 16 1 0 0 0 0 9 17 2 0 0 0 0 10 17 1 0 0 0 0 11 18 1 0 0 0 0 12 19 1 0 0 0 0 13 20 1 0 0 0 0 13 21 1 0 0 0 0 17 26 1 0 0 0 0 18 23 2 0 0 0 0 18 24 1 0 0 0 0 19 23 1 0 0 0 0 19 25 2 0 0 0 0 20 22 1 0 0 0 0 20 27 2 0 0 0 0 21 16 1 6 0 0 0 21 30 1 0 0 0 0 22 24 2 0 0 0 0 22 25 1 0 0 0 0 23 28 1 0 0 0 0 24 29 1 0 0 0 0 25 30 1 0 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	408.19
Volume:	435.51
LogP:	6.738
LogD:	3.695
LogS:	-3.22
# Rotatable Bonds:	5
TPSA:	86.99
# H-Bond Aceptor:	5
# H-Bond Donor:	3
# Rings:	3
# Heavy Atoms:	5

MedChem Properties

QED Drug-Likeness Score:	0.567
Synthetic Accessibility Score:	3.484
Fsp3:	0.32
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Accepted
GSK Rule:	Rejected
BMS Rule:	1
Golden Triangle Rule:	Accepted
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-4.779
MDCK Permeability:	1.5876652469160035e-05
Pgp-inhibitor:	0.537
Pgp-substrate:	0.351
Human Intestinal Absorption (HIA):	0.006
20% Bioavailability (F20%):	0.915
30% Bioavailability (F30%):	0.135

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.019
Plasma Protein Binding (PPB):	92.4857406616211%
Volume Distribution (VD):	1.758
Pgp-substrate:	7.476463317871094%

ADMET: Metabolism

CYP1A2-inhibitor:	0.216
CYP1A2-substrate:	0.223
CYP2C19-inhibitor:	0.951
CYP2C19-substrate:	0.089
CYP2C9-inhibitor:	0.917
CYP2C9-substrate:	0.964
CYP2D6-inhibitor:	0.735
CYP2D6-substrate:	0.369
CYP3A4-inhibitor:	0.344
CYP3A4-substrate:	0.16

ADMET: Excretion

Clearance (CL):	17.115
Half-life (T1/2):	0.138

ADMET: Toxicity

hERG Blockers:	0.037
Human Hepatotoxicity (H-HT):	0.869
Drug-inuced Liver Injury (DILI):	0.818
AMES Toxicity:	0.019
Rat Oral Acute Toxicity:	0.843
Maximum Recommended Daily Dose:	0.139
Skin Sensitization:	0.925
Carcinogencity:	0.146
Eye Corrosion:	0.003
Eye Irritation:	0.468
Respiratory Toxicity:	0.856

Download Data

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

Natural Product: NPC265040

Natural Product ID:	NPC265040
*Common Name:**	Lonchocarpol A
IUPAC Name:	(2S)-5,7-dihydroxy-2-(4-hydroxyphenyl)-6,8-bis(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one
Synonyms:
Standard InCHIKey:	HCNLDGTUMBOHKT-NRFANRHFSA-N
Standard InCHI:	InChI=1S/C25H28O5/c1-14(2)5-11-18-23(28)19(12-6-15(3)4)25-22(24(18)29)20(27)13-21(30-25)16-7-9-17(26)10-8-16/h5-10,21,26,28-29H,11-13H2,1-4H3/t21-/m0/s1
SMILES:	CC(=CCc1c2O[C@@H](CC(=O)c2c(c(c1O)CC=C(C)C)O)c1ccc(cc1)O)C
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL477969
PubChem CID:	124035
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000261] Phenylpropanoids and polyketides [CHEMONTID:0000334] Flavonoids [CHEMONTID:0000337] Flavans [CHEMONTID:0003642] 8-prenylated flavans [CHEMONTID:0003508] 8-prenylated flavanones

*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
NPO13281	Salvia hispanica	Species	Lamiaceae	Eukaryota	Seeds	n.a.		DOI[10.1002/ejlt.201100207]
NPO13281	Salvia hispanica	Species	Lamiaceae	Eukaryota	Seeds	n.a.		DOI[10.1007/s11746-010-1670-2]
NPO13281	Salvia hispanica	Species	Lamiaceae	Eukaryota	Seeds	n.a.		DOI[10.1016/j.foodcont.2016.09.002]
NPO13281	Salvia hispanica	Species	Lamiaceae	Eukaryota	Seeds	n.a.		DOI[10.1016/j.jfca.2010.08.006]
NPO13281	Salvia hispanica	Species	Lamiaceae	Eukaryota	Seeds	n.a.		DOI[10.1016/j.supflu.2010.06.003]
NPO13281	Salvia hispanica	Species	Lamiaceae	Eukaryota	Seeds	n.a.		DOI[10.1016/j.supflu.2010.12.007]
NPO13281	Salvia hispanica	Species	Lamiaceae	Eukaryota	Seeds	n.a.		DOI[10.1016/j.supflu.2016.02.010]
NPO13281	Salvia hispanica	Species	Lamiaceae	Eukaryota	Seeds	n.a.		DOI[10.1016/j.supflu.2018.06.017]
NPO3499	Macaranga conifera	Species	Euphorbiaceae	Eukaryota	n.a.	leaf	n.a.	DOI[10.1016/S0031-9422(02)00378-3]
NPO13281	Salvia hispanica	Species	Lamiaceae	Eukaryota	Seeds	n.a.		DOI[10.12691/jfnr-2-5-9]
NPO13281	Salvia hispanica	Species	Lamiaceae	Eukaryota	Seeds	n.a.		DOI[10.5219/332]
NPO13879	Humulus lupulus	Species	Cannabaceae	Eukaryota	n.a.	cone	n.a.	PMID[10336650]
NPO32704	monotes africanus	Species	Dipterocarpaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[11325248]
NPO3492	Negombata magnifica	Species	Latrunculiidae	Eukaryota	n.a.	n.a.	n.a.	PMID[15217296]
NPO13879	Humulus lupulus	Species	Cannabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[15679315]
NPO13879	Humulus lupulus	Species	Cannabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[16252923]
NPO3492	Negombata magnifica	Species	Latrunculiidae	Eukaryota	n.a.	n.a.	n.a.	PMID[16499319]
NPO13478	Scorzonera pseudodivaricata	Species	Asteraceae	Eukaryota	n.a.	Mongolian	n.a.	PMID[17542634]
NPO13879	Humulus lupulus	Species	Cannabaceae	Eukaryota	n.a.	cone	n.a.	PMID[17624889]
NPO3492	Negombata magnifica	Species	Latrunculiidae	Eukaryota	n.a.	sand-covered bottom at -10 to -15 m at Hurghada, on the Egyptian Red Sea coast	2003-JUN	PMID[18298079]
NPO13879	Humulus lupulus	Species	Cannabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[18611049]
NPO13879	Humulus lupulus	Species	Cannabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[18768384]
NPO3492	Negombata magnifica	Species	Latrunculiidae	Eukaryota	n.a.	n.a.	n.a.	PMID[18942825]
NPO13879	Humulus lupulus	Species	Cannabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[19476340]
NPO13281	Salvia hispanica	Species	Lamiaceae	Eukaryota	Seeds	n.a.		PMID[19628108]
NPO12855	Alkanna cappadocica	Species	Boraginaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[20405844]
NPO3499	Macaranga conifera	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[21275386]
NPO13879	Humulus lupulus	Species	Cannabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[21912858]
NPO13879	Humulus lupulus	Species	Cannabaceae	Eukaryota	n.a.	cone	n.a.	PMID[22111577]
NPO13879	Humulus lupulus	Species	Cannabaceae	Eukaryota	n.a.	flower	n.a.	PMID[22166201]
NPO13281	Salvia hispanica	Species	Lamiaceae	Eukaryota	Seeds	n.a.		PMID[22538527]
NPO13879	Humulus lupulus	Species	Cannabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[23790907]
NPO7715	Sophora tonkinensis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[24345512]
NPO13281	Salvia hispanica	Species	Lamiaceae	Eukaryota	Seeds	n.a.		PMID[24811150]
NPO13879	Humulus lupulus	Species	Cannabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[24948953]
NPO7715	Sophora tonkinensis	Species	Fabaceae	Eukaryota	root	n.a.	n.a.	PMID[24959987]
NPO13879	Humulus lupulus	Species	Cannabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[25564559]
NPO7715	Sophora tonkinensis	Species	Fabaceae	Eukaryota	Rhizomes	Nanning, Guangxi Province, China	2012-Dec	PMID[26132528]
NPO13281	Salvia hispanica	Species	Lamiaceae	Eukaryota	Seeds	n.a.		PMID[28274428]
NPO13879	Humulus lupulus	Species	Cannabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[29154541]
NPO13281	Salvia hispanica	Species	Lamiaceae	Eukaryota	Seeds	n.a.		PMID[30236698]
NPO13281	Salvia hispanica	Species	Lamiaceae	Eukaryota	Seeds	Guangzhou, China		PMID[30563201]
NPO13281	Salvia hispanica	Species	Lamiaceae	Eukaryota	Seeds	n.a.		PMID[30583361]
NPO13281	Salvia hispanica	Species	Lamiaceae	Eukaryota	Seeds	n.a.		PMID[30599958]
NPO7715	Sophora tonkinensis	Species	Fabaceae	Eukaryota	Roots; Rhizomes	n.a.	n.a.	PMID[30698432]
NPO13281	Salvia hispanica	Species	Lamiaceae	Eukaryota	Seeds	n.a.		PMID[31159190]
NPO13281	Salvia hispanica	Species	Lamiaceae	Eukaryota	Seeds	n.a.		PMID[31861466]
NPO13281	Salvia hispanica	Species	Lamiaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO13879	Humulus lupulus	Species	Cannabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO3499	Macaranga conifera	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO2398	Millettia erythrocalyx	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO28169	Aleurites cordata	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO2398	Millettia erythrocalyx	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO28169	Aleurites cordata	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO3499	Macaranga conifera	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO13879	Humulus lupulus	Species	Cannabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO24390.1	Juniperus rigida var. conferta	Varieties	Cupressaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO1834	Atalantia racemosa	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO9313	Fritillaria ningguoensis	Species	Liliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO7715	Sophora tonkinensis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO9313	Fritillaria ningguoensis	Species	Liliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO13879	Humulus lupulus	Species	Cannabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO28169	Aleurites cordata	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO13879	Humulus lupulus	Species	Cannabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO7715	Sophora tonkinensis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO24248.1	Lactarius deliciosus var. deterrimus	Varieties	Russulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28857	Ixanthus viscosus	Species	Gentianaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO8928	Pteris semipinnata	Species	Pteridaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO27514	Glyphotaelius pellucidus	Species	Limnephilidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28169	Aleurites cordata	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9934	Mycobacterium leprae	Species	Mycobacteriaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO13671	Ononis vaginalis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13478	Scorzonera pseudodivaricata	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10783	Syncarpia hillii	Species	Myrtaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13585	Rapanea lancifolia	Species	Primulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO252	Hoffmannia strigillosa	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO2629	Cystoseira caespitosa	Species	Sargassaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO1117	Hypholoma capnoides	Species	Strophariaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13030	Artemisia dentata	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14578	Prorocentrum micans	Species	Prorocentraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21830	Buddleja cordata	Species	Scrophulariaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13281	Salvia hispanica	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12855	Alkanna cappadocica	Species	Boraginaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5930	Crambe tatarica	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12700	Diospyros eriantha	Species	Ebenaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12196	Buphane fischeri	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[UNPD]
NPO3499	Macaranga conifera	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13879	Humulus lupulus	Species	Cannabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO1834	Atalantia racemosa	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO6360	Xenoacremonium recifei	Species	Nectriaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11848	Lemaireocereus griseus	Species	Cactaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO2398	Millettia erythrocalyx	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7715	Sophora tonkinensis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO3492	Negombata magnifica	Species	Latrunculiidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28367	Talauma arcabucoana	Species	Magnoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24390.1	Juniperus rigida var. conferta	Varieties	Cupressaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9313	Fritillaria ningguoensis	Species	Liliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9366	Rosa transmorrisonensis	Species	Rosaceae	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
IC50	7
MIC	7
Others	2

Activity Type	# Activity
Cell Line	3
Organism	13
Others	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT137	Cell Line	L1210	Mus musculus	IC50	>	10.0	ug.mL-1	PMID[487873]
NPT137	Cell Line	L1210	Mus musculus	IC50	=	10.0	ug.mL-1	PMID[487873]
NPT113	Cell Line	RAW264.7	Mus musculus	Inhibition	=	67.2	%	PMID[487874]
NPT1114	Organism	Human immunodeficiency virus	Human immunodeficiency virus	EC50	=	1.3	ug.mL-1	PMID[487872]
NPT1114	Organism	Human immunodeficiency virus	Human immunodeficiency virus	IC50	=	2.7	ug.mL-1	PMID[487872]
NPT602	Organism	Mycobacterium smegmatis	Mycobacterium smegmatis	MIC	>	100.0	ug.mL-1	PMID[487873]
NPT1531	Organism	Enterococcus faecium	Enterococcus faecium	MIC	=	0.78	ug.mL-1	PMID[487873]
NPT16	Organism	Staphylococcus aureus	Staphylococcus aureus	MIC	=	0.78	ug.mL-1	PMID[487873]
NPT1230	Organism	Bacillus megaterium	Bacillus megaterium	MIC	=	1.0	ug.mL-1	PMID[487873]
NPT16	Organism	Staphylococcus aureus	Staphylococcus aureus	MIC	>=	100.0	ug.mL-1	PMID[487873]
NPT1531	Organism	Enterococcus faecium	Enterococcus faecium	MIC	>=	100.0	ug.mL-1	PMID[487873]
NPT602	Organism	Mycobacterium smegmatis	Mycobacterium smegmatis	MIC	>=	100.0	ug.mL-1	PMID[487873]
NPT27	Others	Unspecified		Activity	>=	100.0	ug ml-1	PMID[487873]
NPT1230	Organism	Bacillus megaterium	Bacillus megaterium	IC50	=	1.9	ug.mL-1	PMID[487873]
NPT1230	Organism	Bacillus megaterium	Bacillus megaterium	IC50	=	3.9	ug.mL-1	PMID[487873]
NPT1230	Organism	Bacillus megaterium	Bacillus megaterium	IC50	=	2.5	ug.mL-1	PMID[487873]

☑ 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 NPC265040 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	350
0.1-0.2	1454
0.2-0.3	3681
0.3-0.4	9820
0.4-0.5	8702
0.5-0.6	3513
0.6-0.7	5611
0.7-0.8	5283
0.8-0.85	2190
0.85-0.9	1239
0.9-0.95	596
0.95-1	258

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC228504
1.0	High Similarity	NPC161506
1.0	High Similarity	NPC177354
1.0	High Similarity	NPC32739
1.0	High Similarity	NPC194432
1.0	High Similarity	NPC227579
1.0	High Similarity	NPC328164
1.0	High Similarity	NPC223500
1.0	High Similarity	NPC125855
1.0	High Similarity	NPC40833
1.0	High Similarity	NPC324436
1.0	High Similarity	NPC166482
1.0	High Similarity	NPC76372
1.0	High Similarity	NPC10937
1.0	High Similarity	NPC37496
1.0	High Similarity	NPC1089
1.0	High Similarity	NPC167624
1.0	High Similarity	NPC182852
1.0	High Similarity	NPC324134
1.0	High Similarity	NPC220998
1.0	High Similarity	NPC107572
1.0	High Similarity	NPC296917
1.0	High Similarity	NPC76338
1.0	High Similarity	NPC148757
1.0	High Similarity	NPC166934
1.0	High Similarity	NPC78
1.0	High Similarity	NPC306829
1.0	High Similarity	NPC64915
1.0	High Similarity	NPC66515
0.9927	High Similarity	NPC316816
0.9927	High Similarity	NPC221432
0.9927	High Similarity	NPC478086
0.9927	High Similarity	NPC175504
0.9927	High Similarity	NPC77794
0.9927	High Similarity	NPC68104
0.9927	High Similarity	NPC223812
0.9927	High Similarity	NPC257097
0.9927	High Similarity	NPC278249
0.9927	High Similarity	NPC91560
0.9927	High Similarity	NPC107177
0.9927	High Similarity	NPC85162
0.9927	High Similarity	NPC75049
0.9927	High Similarity	NPC164980
0.9927	High Similarity	NPC149026
0.9927	High Similarity	NPC214166
0.9927	High Similarity	NPC150408
0.9927	High Similarity	NPC39329
0.9927	High Similarity	NPC169591
0.9927	High Similarity	NPC185276
0.9927	High Similarity	NPC143896
0.9927	High Similarity	NPC125894
0.9927	High Similarity	NPC310130
0.9927	High Similarity	NPC81697
0.9926	High Similarity	NPC258630
0.9926	High Similarity	NPC312391
0.9926	High Similarity	NPC324386
0.9926	High Similarity	NPC17170
0.9926	High Similarity	NPC248372
0.9926	High Similarity	NPC110038
0.9926	High Similarity	NPC96408
0.9926	High Similarity	NPC213322
0.9926	High Similarity	NPC166689
0.9926	High Similarity	NPC156190
0.9926	High Similarity	NPC4743
0.9926	High Similarity	NPC279650
0.9855	High Similarity	NPC197252
0.9855	High Similarity	NPC235217
0.9855	High Similarity	NPC473014
0.9855	High Similarity	NPC473015
0.9855	High Similarity	NPC236766
0.9855	High Similarity	NPC473013
0.9855	High Similarity	NPC209040
0.9855	High Similarity	NPC131568
0.9855	High Similarity	NPC131579
0.9853	High Similarity	NPC188243
0.9853	High Similarity	NPC110228
0.9853	High Similarity	NPC6407
0.9784	High Similarity	NPC127059
0.9784	High Similarity	NPC285630
0.9784	High Similarity	NPC142405
0.9784	High Similarity	NPC20488
0.9784	High Similarity	NPC67805
0.9784	High Similarity	NPC301276
0.9784	High Similarity	NPC176229
0.9784	High Similarity	NPC109183
0.9784	High Similarity	NPC88964
0.9784	High Similarity	NPC83357
0.9784	High Similarity	NPC470647
0.9784	High Similarity	NPC473078
0.9784	High Similarity	NPC54577
0.9784	High Similarity	NPC470133
0.9784	High Similarity	NPC111786
0.9784	High Similarity	NPC470131
0.9784	High Similarity	NPC214774
0.9784	High Similarity	NPC246948
0.9784	High Similarity	NPC470132
0.9784	High Similarity	NPC312973
0.9784	High Similarity	NPC267375
0.9784	High Similarity	NPC195621
0.9784	High Similarity	NPC475052
0.9784	High Similarity	NPC472629
0.9784	High Similarity	NPC470134
0.9781	High Similarity	NPC3188
0.9779	High Similarity	NPC225153
0.9779	High Similarity	NPC20709
0.9779	High Similarity	NPC140890
0.9779	High Similarity	NPC265871
0.9779	High Similarity	NPC310135
0.9779	High Similarity	NPC150648
0.9779	High Similarity	NPC329203
0.9779	High Similarity	NPC274784
0.9779	High Similarity	NPC222342
0.9714	High Similarity	NPC300988
0.9714	High Similarity	NPC10990
0.9714	High Similarity	NPC23728
0.9714	High Similarity	NPC283234
0.9714	High Similarity	NPC472627
0.9714	High Similarity	NPC110303
0.9714	High Similarity	NPC296998
0.9714	High Similarity	NPC473077
0.9712	High Similarity	NPC319752
0.9712	High Similarity	NPC124780
0.9712	High Similarity	NPC271288
0.9712	High Similarity	NPC87486
0.9712	High Similarity	NPC470890
0.9712	High Similarity	NPC470136
0.9712	High Similarity	NPC470135
0.9712	High Similarity	NPC39045
0.971	High Similarity	NPC147145
0.9708	High Similarity	NPC159275
0.9708	High Similarity	NPC241100
0.9708	High Similarity	NPC69769
0.9708	High Similarity	NPC129853
0.9708	High Similarity	NPC76445
0.9708	High Similarity	NPC284550
0.9645	High Similarity	NPC132592
0.9645	High Similarity	NPC161191
0.9645	High Similarity	NPC160821
0.9643	High Similarity	NPC215885
0.9643	High Similarity	NPC187282
0.9643	High Similarity	NPC474161
0.9643	High Similarity	NPC476088
0.9643	High Similarity	NPC2416
0.9643	High Similarity	NPC476153
0.9643	High Similarity	NPC290133
0.9643	High Similarity	NPC228779
0.9643	High Similarity	NPC24136
0.964	High Similarity	NPC18585
0.964	High Similarity	NPC106985
0.964	High Similarity	NPC166138
0.964	High Similarity	NPC471621
0.9638	High Similarity	NPC110969
0.9638	High Similarity	NPC282300
0.9635	High Similarity	NPC18260
0.9635	High Similarity	NPC78913
0.9635	High Similarity	NPC220062
0.9635	High Similarity	NPC217186
0.9635	High Similarity	NPC55018
0.9635	High Similarity	NPC301217
0.9635	High Similarity	NPC303633
0.9635	High Similarity	NPC53181
0.9635	High Similarity	NPC96565
0.9635	High Similarity	NPC216978
0.9632	High Similarity	NPC12296
0.9632	High Similarity	NPC295261
0.9632	High Similarity	NPC287246
0.9632	High Similarity	NPC107586
0.9632	High Similarity	NPC296490
0.9632	High Similarity	NPC13768
0.9632	High Similarity	NPC32441
0.9632	High Similarity	NPC79943
0.9632	High Similarity	NPC243083
0.9632	High Similarity	NPC259685
0.9577	High Similarity	NPC3642
0.9577	High Similarity	NPC473016
0.9577	High Similarity	NPC472628
0.9574	High Similarity	NPC308200
0.9571	High Similarity	NPC271590
0.9571	High Similarity	NPC110776
0.9571	High Similarity	NPC224714
0.9568	High Similarity	NPC226636
0.9568	High Similarity	NPC11561
0.9568	High Similarity	NPC144499
0.9568	High Similarity	NPC266725
0.9565	High Similarity	NPC172986
0.9565	High Similarity	NPC261227
0.9565	High Similarity	NPC270883
0.9565	High Similarity	NPC150522
0.9562	High Similarity	NPC99333
0.9562	High Similarity	NPC329225
0.9562	High Similarity	NPC472460
0.9562	High Similarity	NPC118813
0.9562	High Similarity	NPC201395
0.9562	High Similarity	NPC188947
0.9562	High Similarity	NPC280284
0.9562	High Similarity	NPC124269
0.9562	High Similarity	NPC147686
0.951	High Similarity	NPC472633
0.9507	High Similarity	NPC145467
0.9507	High Similarity	NPC122894

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 NPC265040 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	311
0.1-0.2	923
0.2-0.3	1499
0.3-0.4	2541
0.4-0.5	1943
0.5-0.6	1196
0.6-0.7	504
0.7-0.8	163
0.8-0.85	45
0.85-0.9	16
0.9-0.95	6
0.95-1	3

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.9632	High Similarity	NPD1552	Clinical (unspecified phase)
0.9632	High Similarity	NPD1550	Clinical (unspecified phase)
0.9562	High Similarity	NPD1549	Phase 2
0.9433	High Similarity	NPD4378	Clinical (unspecified phase)
0.9315	High Similarity	NPD2393	Clinical (unspecified phase)
0.9252	High Similarity	NPD8443	Clinical (unspecified phase)
0.9178	High Similarity	NPD7411	Suspended
0.9161	High Similarity	NPD7410	Clinical (unspecified phase)
0.9137	High Similarity	NPD2796	Approved
0.9128	High Similarity	NPD7075	Discontinued
0.911	High Similarity	NPD4380	Phase 2
0.9065	High Similarity	NPD1510	Phase 2
0.9054	High Similarity	NPD7096	Clinical (unspecified phase)
0.9051	High Similarity	NPD1240	Approved
0.8986	High Similarity	NPD1934	Approved
0.8926	High Similarity	NPD7819	Suspended
0.8921	High Similarity	NPD1607	Approved
0.8859	High Similarity	NPD6801	Discontinued
0.875	High Similarity	NPD4381	Clinical (unspecified phase)
0.8701	High Similarity	NPD6959	Discontinued
0.8699	High Similarity	NPD6799	Approved
0.8681	High Similarity	NPD7421	Clinical (unspecified phase)
0.8654	High Similarity	NPD7852	Clinical (unspecified phase)
0.8608	High Similarity	NPD7804	Clinical (unspecified phase)
0.8571	High Similarity	NPD1511	Approved
0.8562	High Similarity	NPD7768	Phase 2
0.8553	High Similarity	NPD2801	Approved
0.8535	High Similarity	NPD6166	Phase 2
0.8535	High Similarity	NPD6168	Clinical (unspecified phase)
0.8535	High Similarity	NPD6167	Clinical (unspecified phase)
0.85	High Similarity	NPD6859	Clinical (unspecified phase)
0.8477	Intermediate Similarity	NPD6599	Discontinued
0.8456	Intermediate Similarity	NPD1512	Approved
0.8442	Intermediate Similarity	NPD3882	Suspended
0.8425	Intermediate Similarity	NPD2800	Approved
0.8397	Intermediate Similarity	NPD5494	Approved
0.8392	Intermediate Similarity	NPD6651	Approved
0.8367	Intermediate Similarity	NPD3750	Approved
0.8345	Intermediate Similarity	NPD1551	Phase 2
0.8323	Intermediate Similarity	NPD7074	Phase 3
0.8278	Intermediate Similarity	NPD5403	Approved
0.8269	Intermediate Similarity	NPD3749	Approved
0.8261	Intermediate Similarity	NPD7054	Approved
0.8258	Intermediate Similarity	NPD3817	Phase 2
0.8248	Intermediate Similarity	NPD1547	Clinical (unspecified phase)
0.8239	Intermediate Similarity	NPD4907	Clinical (unspecified phase)
0.8231	Intermediate Similarity	NPD970	Clinical (unspecified phase)
0.8221	Intermediate Similarity	NPD6559	Discontinued
0.8219	Intermediate Similarity	NPD2935	Discontinued
0.821	Intermediate Similarity	NPD7472	Approved
0.8205	Intermediate Similarity	NPD4868	Clinical (unspecified phase)
0.8199	Intermediate Similarity	NPD3818	Discontinued
0.8176	Intermediate Similarity	NPD1243	Approved
0.8171	Intermediate Similarity	NPD4419	Clinical (unspecified phase)
0.816	Intermediate Similarity	NPD6797	Phase 2
0.816	Intermediate Similarity	NPD5953	Discontinued
0.8158	Intermediate Similarity	NPD920	Approved
0.8151	Intermediate Similarity	NPD2799	Discontinued
0.8148	Intermediate Similarity	NPD7286	Phase 2
0.8146	Intermediate Similarity	NPD2532	Approved
0.8146	Intermediate Similarity	NPD5401	Approved
0.8146	Intermediate Similarity	NPD2534	Approved
0.8146	Intermediate Similarity	NPD2533	Approved
0.8133	Intermediate Similarity	NPD643	Clinical (unspecified phase)
0.811	Intermediate Similarity	NPD7251	Discontinued
0.8099	Intermediate Similarity	NPD4908	Phase 1
0.8063	Intermediate Similarity	NPD6232	Discontinued
0.8061	Intermediate Similarity	NPD7808	Phase 3
0.8041	Intermediate Similarity	NPD2344	Approved
0.8037	Intermediate Similarity	NPD5844	Phase 1
0.8027	Intermediate Similarity	NPD7033	Discontinued
0.8027	Intermediate Similarity	NPD3748	Approved
0.8026	Intermediate Similarity	NPD642	Clinical (unspecified phase)
0.8025	Intermediate Similarity	NPD7473	Discontinued
0.8014	Intermediate Similarity	NPD1203	Approved
0.8	Intermediate Similarity	NPD1878	Clinical (unspecified phase)
0.8	Intermediate Similarity	NPD4628	Phase 3
0.7986	Intermediate Similarity	NPD1610	Phase 2
0.7986	Intermediate Similarity	NPD2313	Discontinued
0.7973	Intermediate Similarity	NPD6100	Approved
0.7973	Intermediate Similarity	NPD6099	Approved
0.7972	Intermediate Similarity	NPD6832	Phase 2
0.7956	Intermediate Similarity	NPD1548	Phase 1
0.7952	Intermediate Similarity	NPD4338	Clinical (unspecified phase)
0.7949	Intermediate Similarity	NPD7615	Clinical (unspecified phase)
0.7945	Intermediate Similarity	NPD5124	Phase 1
0.7945	Intermediate Similarity	NPD5123	Clinical (unspecified phase)
0.7911	Intermediate Similarity	NPD5402	Approved
0.7907	Intermediate Similarity	NPD4363	Phase 3
0.7907	Intermediate Similarity	NPD4360	Phase 2
0.7905	Intermediate Similarity	NPD1509	Clinical (unspecified phase)
0.7862	Intermediate Similarity	NPD3268	Approved
0.7829	Intermediate Similarity	NPD2309	Approved
0.7821	Intermediate Similarity	NPD3226	Approved
0.7801	Intermediate Similarity	NPD9717	Approved
0.78	Intermediate Similarity	NPD2346	Discontinued
0.7764	Intermediate Similarity	NPD919	Approved
0.7763	Intermediate Similarity	NPD6398	Clinical (unspecified phase)
0.7762	Intermediate Similarity	NPD2797	Approved
0.7755	Intermediate Similarity	NPD943	Approved
0.773	Intermediate Similarity	NPD422	Phase 1
0.7727	Intermediate Similarity	NPD7390	Discontinued
0.7725	Intermediate Similarity	NPD7993	Clinical (unspecified phase)
0.7714	Intermediate Similarity	NPD8090	Clinical (unspecified phase)
0.7708	Intermediate Similarity	NPD2798	Approved
0.7697	Intermediate Similarity	NPD2654	Approved
0.7677	Intermediate Similarity	NPD7004	Clinical (unspecified phase)
0.7671	Intermediate Similarity	NPD4625	Phase 3
0.7669	Intermediate Similarity	NPD1247	Approved
0.7665	Intermediate Similarity	NPD1729	Discontinued
0.7657	Intermediate Similarity	NPD4361	Phase 2
0.7657	Intermediate Similarity	NPD4362	Clinical (unspecified phase)
0.7635	Intermediate Similarity	NPD1612	Clinical (unspecified phase)
0.7635	Intermediate Similarity	NPD1613	Approved
0.7622	Intermediate Similarity	NPD5711	Approved
0.7622	Intermediate Similarity	NPD5710	Approved
0.7619	Intermediate Similarity	NPD6798	Discontinued
0.7595	Intermediate Similarity	NPD5808	Clinical (unspecified phase)
0.7584	Intermediate Similarity	NPD1933	Approved
0.7576	Intermediate Similarity	NPD3926	Phase 2
0.7571	Intermediate Similarity	NPD9545	Approved
0.7569	Intermediate Similarity	NPD3225	Approved
0.7552	Intermediate Similarity	NPD3972	Approved
0.755	Intermediate Similarity	NPD4308	Phase 3
0.7517	Intermediate Similarity	NPD3267	Approved
0.7517	Intermediate Similarity	NPD3266	Approved
0.7516	Intermediate Similarity	NPD1465	Phase 2
0.75	Intermediate Similarity	NPD5890	Approved
0.75	Intermediate Similarity	NPD5889	Approved
0.7486	Intermediate Similarity	NPD7879	Clinical (unspecified phase)
0.7486	Intermediate Similarity	NPD7501	Clinical (unspecified phase)
0.7484	Intermediate Similarity	NPD7458	Discontinued
0.7483	Intermediate Similarity	NPD1529	Clinical (unspecified phase)
0.7471	Intermediate Similarity	NPD6104	Discontinued
0.7468	Intermediate Similarity	NPD6980	Clinical (unspecified phase)
0.7467	Intermediate Similarity	NPD1899	Clinical (unspecified phase)
0.7464	Intermediate Similarity	NPD1241	Discontinued
0.7432	Intermediate Similarity	NPD7584	Approved
0.7431	Intermediate Similarity	NPD1608	Approved
0.7429	Intermediate Similarity	NPD9493	Approved
0.7415	Intermediate Similarity	NPD2861	Phase 2
0.7415	Intermediate Similarity	NPD1530	Clinical (unspecified phase)
0.741	Intermediate Similarity	NPD7229	Phase 3
0.7403	Intermediate Similarity	NPD2424	Discontinued
0.7389	Intermediate Similarity	NPD7212	Phase 2
0.7389	Intermediate Similarity	NPD7213	Phase 3
0.7384	Intermediate Similarity	NPD8313	Approved
0.7384	Intermediate Similarity	NPD8312	Approved
0.7383	Intermediate Similarity	NPD1296	Phase 2
0.7383	Intermediate Similarity	NPD6410	Clinical (unspecified phase)
0.7379	Intermediate Similarity	NPD4749	Approved
0.7362	Intermediate Similarity	NPD4288	Approved
0.7361	Intermediate Similarity	NPD1201	Approved
0.7355	Intermediate Similarity	NPD1652	Phase 2
0.7351	Intermediate Similarity	NPD230	Phase 1
0.7351	Intermediate Similarity	NPD6355	Discontinued
0.7347	Intermediate Similarity	NPD1019	Discontinued
0.7346	Intermediate Similarity	NPD6844	Discontinued
0.7342	Intermediate Similarity	NPD4661	Approved
0.7342	Intermediate Similarity	NPD4662	Approved
0.7338	Intermediate Similarity	NPD2343	Clinical (unspecified phase)
0.7337	Intermediate Similarity	NPD7893	Clinical (unspecified phase)
0.7337	Intermediate Similarity	NPD3751	Discontinued
0.7333	Intermediate Similarity	NPD6233	Phase 2
0.7329	Intermediate Similarity	NPD6585	Discontinued
0.7321	Intermediate Similarity	NPD7784	Clinical (unspecified phase)
0.7315	Intermediate Similarity	NPD3027	Phase 3
0.7308	Intermediate Similarity	NPD7003	Approved
0.7305	Intermediate Similarity	NPD3787	Discontinued
0.7301	Intermediate Similarity	NPD8455	Phase 2
0.7285	Intermediate Similarity	NPD3142	Approved
0.7285	Intermediate Similarity	NPD4307	Phase 2
0.7285	Intermediate Similarity	NPD3140	Approved
0.7279	Intermediate Similarity	NPD1470	Approved
0.7279	Intermediate Similarity	NPD1164	Approved
0.7278	Intermediate Similarity	NPD6143	Clinical (unspecified phase)
0.7273	Intermediate Similarity	NPD5406	Approved
0.7273	Intermediate Similarity	NPD5404	Approved
0.7273	Intermediate Similarity	NPD5405	Approved
0.7273	Intermediate Similarity	NPD5408	Approved
0.7273	Intermediate Similarity	NPD4476	Approved
0.7273	Intermediate Similarity	NPD4477	Approved
0.7273	Intermediate Similarity	NPD4287	Approved
0.7267	Intermediate Similarity	NPD411	Approved
0.7267	Intermediate Similarity	NPD3764	Approved
0.7261	Intermediate Similarity	NPD3887	Approved
0.7256	Intermediate Similarity	NPD2296	Approved
0.7246	Intermediate Similarity	NPD7199	Phase 2
0.7239	Intermediate Similarity	NPD7577	Discontinued
0.7237	Intermediate Similarity	NPD447	Suspended
0.7233	Intermediate Similarity	NPD7447	Phase 1
0.7226	Intermediate Similarity	NPD6004	Phase 3
0.7226	Intermediate Similarity	NPD6002	Phase 3
0.7226	Intermediate Similarity	NPD6006	Clinical (unspecified phase)
0.7226	Intermediate Similarity	NPD6005	Phase 3
0.7226	Intermediate Similarity	NPD6003	Clinical (unspecified phase)
0.7226	Intermediate Similarity	NPD1471	Phase 3
0.7222	Intermediate Similarity	NPD17	Approved
0.7209	Intermediate Similarity	NPD3823	Discontinued
0.7203	Intermediate Similarity	NPD1894	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