NPASS Compound

Structure

CID189079 OpenBabel06191715572D 33 39 0 0 1 0 0 0 0 0999 V2000 7.9295 -0.0986 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0340 -1.0932 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -2.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2321 -2.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9522 -2.9376 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9559 0.7226 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.9504 0.8271 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7192 -1.7045 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4313 -2.1875 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.7137 -1.6000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0907 -2.7137 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 5.1314 -0.8955 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5491 -0.1910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5382 0.0181 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 C 0 0 1 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 4.1369 -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 1 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 0.7334 -1.3801 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.1205 -0.6864 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 -1.5000 0.0000 C 0 0 2 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 3.5491 -1.8090 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.0375 -1.8252 0.0000 N 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 -1.7321 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.5596 -1.9435 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.5327 0.1226 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 23 1 0 0 0 0 2 23 1 0 0 0 0 3 24 1 0 0 0 0 4 24 1 0 0 0 0 5 9 1 0 0 0 0 5 11 1 0 0 0 0 6 7 2 0 0 0 0 6 14 1 0 0 0 0 7 15 1 0 0 0 0 8 10 2 0 0 0 0 8 13 1 0 0 0 0 10 23 1 0 0 0 0 11 29 1 0 0 0 0 12 16 1 0 0 0 0 12 25 1 0 0 0 0 13 15 2 0 0 0 0 13 18 1 0 0 0 0 14 17 1 0 0 0 0 14 18 2 0 0 0 0 15 33 1 0 0 0 0 16 24 1 0 0 0 0 16 26 1 6 0 0 0 17 19 2 0 0 0 0 17 20 1 0 0 0 0 18 27 1 0 0 0 0 19 24 1 0 0 0 0 19 27 1 0 0 0 0 20 26 1 1 0 0 0 20 30 1 0 0 0 0 21 25 1 0 0 0 0 21 28 2 0 0 0 0 21 31 1 0 0 0 0 22 29 1 0 0 0 0 22 32 2 0 0 0 0 23 33 1 0 0 0 0 25 9 1 6 0 0 0 25 29 1 0 0 0 0 26 22 1 6 0 0 0 26 28 1 0 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	447.22
Volume:	448.053
LogP:	4.14
LogD:	3.78
LogS:	-3.804
# Rotatable Bonds:	0
TPSA:	94.66
# H-Bond Aceptor:	7
# H-Bond Donor:	3
# Rings:	8
# Heavy Atoms:	7

MedChem Properties

QED Drug-Likeness Score:	0.579
Synthetic Accessibility Score:	6.362
Fsp3:	0.538
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Accepted
GSK Rule:	Rejected
BMS Rule:	0
Golden Triangle Rule:	Accepted
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-4.964
MDCK Permeability:	1.944706673384644e-05
Pgp-inhibitor:	0.989
Pgp-substrate:	0.018
Human Intestinal Absorption (HIA):	0.503
20% Bioavailability (F20%):	0.5
30% Bioavailability (F30%):	0.907

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.539
Plasma Protein Binding (PPB):	89.36385345458984%
Volume Distribution (VD):	1.005
Pgp-substrate:	6.007584095001221%

ADMET: Metabolism

CYP1A2-inhibitor:	0.095
CYP1A2-substrate:	0.516
CYP2C19-inhibitor:	0.604
CYP2C19-substrate:	0.829
CYP2C9-inhibitor:	0.892
CYP2C9-substrate:	0.47
CYP2D6-inhibitor:	0.679
CYP2D6-substrate:	0.194
CYP3A4-inhibitor:	0.949
CYP3A4-substrate:	0.916

ADMET: Excretion

Clearance (CL):	7.573
Half-life (T1/2):	0.129

ADMET: Toxicity

hERG Blockers:	0.1
Human Hepatotoxicity (H-HT):	0.97
Drug-inuced Liver Injury (DILI):	0.949
AMES Toxicity:	0.205
Rat Oral Acute Toxicity:	0.997
Maximum Recommended Daily Dose:	0.988
Skin Sensitization:	0.704
Carcinogencity:	0.966
Eye Corrosion:	0.003
Eye Irritation:	0.007
Respiratory Toxicity:	0.969

Download Data

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

Natural Product: NPC189079

Natural Product ID:	NPC189079
*Common Name:**	Notoamide R
IUPAC Name:	n.a.
Synonyms:	Notoamide R
Standard InCHIKey:	BKNDRWLBSMZASB-MRNHWPAESA-N
Standard InCHI:	InChI=1S/C26H29N3O4/c1-23(2)10-8-13-15(33-23)7-6-14-17-19(27-18(13)14)24(3,4)16-12-25-9-5-11-29(25)22(32)26(16,20(17)30)28-21(25)31/h6-8,10,16,20,27,30H,5,9,11-12H2,1-4H3,(H,28,31)/t16-,20-,25-,26+/m0/s1
SMILES:	CC1(C)C=Cc2c(ccc3c4c(C(C)(C)[C@@H]5C[C@@]67CCCN7C(=O)[C@@]5([C@H]4O)N=C6O)[nH]c23)O1
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL2042023
PubChem CID:	46919488
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000002] Organoheterocyclic compounds [CHEMONTID:0001253] Quinolines and derivatives [CHEMONTID:0001734] Pyrroloquinolines

*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
NPO21005	Baphia nitida	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1016/0031-9422(92)80059-N]
NPO20931	Simaba multiflora	Species	Simaroubaceae	Eukaryota	n.a.	xylem	n.a.	DOI[10.1016/S0040-4039(00)86970-1]
NPO4343	Guanomyces polythrix	Species	n.a.	Eukaryota	n.a.	n.a.	n.a.	PMID[10869195]
NPO31572	Aspergillus sp.	Species	Aspergillaceae	Eukaryota	rhizosphere	Sonoran desert	n.a.	PMID[15620238]
NPO17256	Kobresia nepalensis	Species	Cyperaceae	Eukaryota	n.a.	stem	n.a.	PMID[16508191]
NPO20931	Simaba multiflora	Species	Simaroubaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[17340534]
NPO31572	Aspergillus sp.	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[17542490]
NPO31572	Aspergillus sp.	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[17564467]
NPO31572	Aspergillus sp.	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[19053517]
NPO31572	Aspergillus sp.	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[21366228]
NPO19192	Sinocalamus affinis	Species	n.a.	n.a.	skin-removed stems	Pingle Town, Sichuang Province, China	2008-AUG	PMID[21469695]
NPO19192	Sinocalamus affinis	Species	n.a.	n.a.	n.a.	stem	n.a.	PMID[21469695]
NPO31572	Aspergillus sp.	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[21718031]
NPO31572	Aspergillus sp.	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[21854017]
NPO31572	Aspergillus sp.	Species	Aspergillaceae	Eukaryota	healthy leaf of Ginkgo biloba	campus of Nanjing University, Nanjing, China	2008-OCT	PMID[22196792]
NPO31572	Aspergillus sp.	Species	Aspergillaceae	Eukaryota	isolated from the sponge Xestospongia testudinaria	n.a.	n.a.	PMID[22225637]
NPO31572	Aspergillus sp.	Species	Aspergillaceae	Eukaryota	Isolated from a sandy-loam soil sample	50 m inland from Waikiki Beach, Honolulu, Hawaii	2010-JUL	PMID[22400916]
NPO19192	Sinocalamus affinis	Species	n.a.	n.a.	n.a.	n.a.	n.a.	PMID[22690646]
NPO31572	Aspergillus sp.	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[22703109]
NPO19901	Emilia sonchifolia	Species	Asteraceae	Eukaryota	n.a.	aerial part	n.a.	PMID[23397723]
NPO31572	Aspergillus sp.	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[23527875]
NPO31572	Aspergillus sp.	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[24050204]
NPO31572	Aspergillus sp.	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[25001296]
NPO31572	Aspergillus sp.	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[25581396]
NPO20739	Jungermannia hyalina	Species	Jungermanniaceae	Eukaryota	n.a.	Guangxi Zhuang Autonomous Region, China	n.a.	PMID[25856683]
NPO31572	Aspergillus sp.	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[26273902]
NPO21618	Ircinia oros	Species	Irciniidae	Eukaryota	n.a.	n.a.	n.a.	PMID[28840725]
NPO31572	Aspergillus sp.	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[31012585]
NPO21679	Nuphar lutea	Species	Nymphaeaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[31182315]
NPO20212	Callistemon viminalis	Species	Myrtaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[31276403]
NPO31572	Aspergillus sp.	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[33305943]
NPO20931	Simaba multiflora	Species	Simaroubaceae	Eukaryota	Fruits	n.a.	n.a.	PMID[3760884]
NPO20931	Simaba multiflora	Species	Simaroubaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[6736970]
NPO20931	Simaba multiflora	Species	Simaroubaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[6875576]
NPO20931	Simaba multiflora	Species	Simaroubaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[6875577]
NPO20931	Simaba multiflora	Species	Simaroubaceae	Eukaryota	n.a.	xylem	n.a.	PMID[6875577]
NPO20671	Selliguea feei	Species	Polypodiaceae	Eukaryota	Rhizomes	n.a.	n.a.	PMID[8254348]
NPO21679	Nuphar lutea	Species	Nymphaeaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO19901	Emilia sonchifolia	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO8650.1	Perilla frutescens var. arguta	Varieties	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO19488	Trifolium subterraneum	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO19017	Prangos pabularia	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO19017	Prangos pabularia	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO11966	Euphorbia kamerunica	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO8678	Trillium camschatcense	Species	Melanthiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO19488	Trifolium subterraneum	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO19901	Emilia sonchifolia	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO17256	Kobresia nepalensis	Species	Cyperaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO21679	Nuphar lutea	Species	Nymphaeaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO8650.1	Perilla frutescens var. arguta	Varieties	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO19017	Prangos pabularia	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO19901	Emilia sonchifolia	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO3777	Stevia chamaedrys	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20546	Cissus pallidiflorus	Species	Vitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21679	Nuphar lutea	Species	Nymphaeaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17515	Pronephrium triphyllum	Species	Thelypteridaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19986	Crataegus davisii	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21289	Teucrium oxylepis	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11622.1	Shuteria involucrata var. vestita	Varieties	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21618	Ircinia oros	Species	Irciniidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO8650.1	Perilla frutescens var. arguta	Varieties	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16907	Pentzia incana	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19017	Prangos pabularia	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4343	Guanomyces polythrix	Species	n.a.	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20051	Gardenia collinsae	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14136	Acherontia atropus	Species	Sphingidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO3237	Mytilus edulis	Species	Mytilidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16454	Crinum erubescens	Species	Amaryllidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18620	Grindelia acutifolia	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15216	Encephalartos altensteinii	Species	Zamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16044	Cupressus lawsoniana	Species	Cupressaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20612	Ursinia abrotanifolia	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14330	Agave aurea	Species	Asparagaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11966	Euphorbia kamerunica	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20212	Callistemon viminalis	Species	Myrtaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19488	Trifolium subterraneum	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19773	Xenorhabdus bovienii	Species	Morganellaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO13260	Eria foetida	Species	Orchidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21550	Achillea macrophylla	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21005	Baphia nitida	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20739	Jungermannia hyalina	Species	Jungermanniaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20340	Pausinystalia mayumbensis	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO8678	Trillium camschatcense	Species	Melanthiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20872	Melampodium heterophyllum	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17256	Kobresia nepalensis	Species	Cyperaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21426	Alstroemeria revoluta	Species	Alstroemeriaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20408	Ajuga spectabilis	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14466	Penicillium olsonii	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22510	Eupatorium havanense	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21231	Astragalus tragacantha	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18096	Excoecaria oppositifolia	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21486	Marrubium alysson	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26840	Litsea aciculata	Species	Lauraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19622	Euphorbia marginata	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19901	Emilia sonchifolia	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20931	Simaba multiflora	Species	Simaroubaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20671	Selliguea feei	Species	Polypodiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21088	Litsea pulchella	Species	Lauraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19192	Sinocalamus affinis	Species	n.a.	n.a.	n.a.	n.a.	n.a.	Database[UNPD]
NPO21365	Ligularia muliensis	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20813	Myrmica sabuleti	Species	Formicidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO2854	Gymnosporia senegalensis	Species	Celastraceae	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
IC50	1
MIC	1

Activity Type	# Activity
Organism	2

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT20	Organism	Candida albicans	Candida albicans	MIC	>	200000.0	nM	PMID[523949]
NPT20	Organism	Candida albicans	Candida albicans	IC50	=	97300.0	nM	PMID[523949]

☑ 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 NPC189079 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	470
0.1-0.2	2046
0.2-0.3	9016
0.3-0.4	10251
0.4-0.5	15305
0.5-0.6	3659
0.6-0.7	1685
0.7-0.8	249
0.8-0.85	11
0.85-0.9	1
0.9-0.95	2
0.95-1	2

Similarity Score	Similarity Level	Natural Product ID
0.9865	High Similarity	NPC133609
0.9327	High Similarity	NPC131486
0.9095	High Similarity	NPC244543
0.8419	Intermediate Similarity	NPC470784
0.8263	Intermediate Similarity	NPC470785
0.8238	Intermediate Similarity	NPC303658
0.822	Intermediate Similarity	NPC184680
0.8023	Intermediate Similarity	NPC260909
0.8	Intermediate Similarity	NPC194740
0.7958	Intermediate Similarity	NPC474183
0.7957	Intermediate Similarity	NPC305984
0.7938	Intermediate Similarity	NPC195788
0.7938	Intermediate Similarity	NPC237901
0.7773	Intermediate Similarity	NPC476651
0.7768	Intermediate Similarity	NPC469594
0.7749	Intermediate Similarity	NPC469592
0.7749	Intermediate Similarity	NPC471080
0.7735	Intermediate Similarity	NPC37957
0.7695	Intermediate Similarity	NPC6786
0.7669	Intermediate Similarity	NPC477532
0.7635	Intermediate Similarity	NPC477531
0.7633	Intermediate Similarity	NPC475816
0.7627	Intermediate Similarity	NPC128115
0.7627	Intermediate Similarity	NPC477533
0.7625	Intermediate Similarity	NPC252251
0.7619	Intermediate Similarity	NPC478080
0.7607	Intermediate Similarity	NPC148183
0.7607	Intermediate Similarity	NPC152768
0.7598	Intermediate Similarity	NPC476106
0.7595	Intermediate Similarity	NPC198503
0.7593	Intermediate Similarity	NPC209174
0.7585	Intermediate Similarity	NPC153923
0.7581	Intermediate Similarity	NPC81939
0.7576	Intermediate Similarity	NPC209769
0.7573	Intermediate Similarity	NPC21638
0.7572	Intermediate Similarity	NPC473105
0.7562	Intermediate Similarity	NPC475253
0.755	Intermediate Similarity	NPC475666
0.7542	Intermediate Similarity	NPC473041
0.7532	Intermediate Similarity	NPC470931
0.751	Intermediate Similarity	NPC473185
0.751	Intermediate Similarity	NPC473187
0.75	Intermediate Similarity	NPC473449
0.7479	Intermediate Similarity	NPC48353
0.7479	Intermediate Similarity	NPC150239
0.7478	Intermediate Similarity	NPC470930
0.7469	Intermediate Similarity	NPC202503
0.7467	Intermediate Similarity	NPC475085
0.7467	Intermediate Similarity	NPC291535
0.7467	Intermediate Similarity	NPC475112
0.7459	Intermediate Similarity	NPC474192
0.7459	Intermediate Similarity	NPC475720
0.7457	Intermediate Similarity	NPC205926
0.7452	Intermediate Similarity	NPC471303
0.7431	Intermediate Similarity	NPC473188
0.7425	Intermediate Similarity	NPC469589
0.7425	Intermediate Similarity	NPC201697
0.7424	Intermediate Similarity	NPC267423
0.741	Intermediate Similarity	NPC469734
0.7407	Intermediate Similarity	NPC471762
0.7407	Intermediate Similarity	NPC311906
0.7404	Intermediate Similarity	NPC264176
0.7398	Intermediate Similarity	NPC277351
0.7395	Intermediate Similarity	NPC247803
0.7393	Intermediate Similarity	NPC284685
0.7384	Intermediate Similarity	NPC330009
0.7382	Intermediate Similarity	NPC475910
0.7368	Intermediate Similarity	NPC72211
0.7364	Intermediate Similarity	NPC219397
0.7364	Intermediate Similarity	NPC473179
0.7362	Intermediate Similarity	NPC67401
0.736	Intermediate Similarity	NPC473540
0.7359	Intermediate Similarity	NPC162484
0.7356	Intermediate Similarity	NPC315467
0.7347	Intermediate Similarity	NPC14288
0.7333	Intermediate Similarity	NPC174760
0.7322	Intermediate Similarity	NPC96321
0.7312	Intermediate Similarity	NPC17437
0.7304	Intermediate Similarity	NPC11017
0.7297	Intermediate Similarity	NPC89549
0.7281	Intermediate Similarity	NPC70259
0.7269	Intermediate Similarity	NPC473183
0.7265	Intermediate Similarity	NPC100547
0.7265	Intermediate Similarity	NPC193777
0.7265	Intermediate Similarity	NPC66777
0.7262	Intermediate Similarity	NPC478009
0.7262	Intermediate Similarity	NPC478010
0.7261	Intermediate Similarity	NPC132642
0.7257	Intermediate Similarity	NPC308137
0.7257	Intermediate Similarity	NPC310211
0.7254	Intermediate Similarity	NPC319232
0.7254	Intermediate Similarity	NPC24370
0.7252	Intermediate Similarity	NPC88923
0.7252	Intermediate Similarity	NPC100734
0.7252	Intermediate Similarity	NPC315634
0.7251	Intermediate Similarity	NPC477066
0.725	Intermediate Similarity	NPC46561
0.7249	Intermediate Similarity	NPC243834
0.7249	Intermediate Similarity	NPC70956
0.7246	Intermediate Similarity	NPC471304
0.7246	Intermediate Similarity	NPC234999
0.7246	Intermediate Similarity	NPC11464
0.7237	Intermediate Similarity	NPC329982
0.7237	Intermediate Similarity	NPC43787
0.7237	Intermediate Similarity	NPC205934
0.7236	Intermediate Similarity	NPC95240
0.7236	Intermediate Similarity	NPC322135
0.7236	Intermediate Similarity	NPC223409
0.7233	Intermediate Similarity	NPC78609
0.7231	Intermediate Similarity	NPC60621
0.7231	Intermediate Similarity	NPC280799
0.7229	Intermediate Similarity	NPC67904
0.7229	Intermediate Similarity	NPC329747
0.7227	Intermediate Similarity	NPC478074
0.7224	Intermediate Similarity	NPC124920
0.7224	Intermediate Similarity	NPC304307
0.7224	Intermediate Similarity	NPC34580
0.7224	Intermediate Similarity	NPC118559
0.7224	Intermediate Similarity	NPC261251
0.7222	Intermediate Similarity	NPC477067
0.7222	Intermediate Similarity	NPC478081
0.7222	Intermediate Similarity	NPC478082
0.7215	Intermediate Similarity	NPC87413
0.7213	Intermediate Similarity	NPC179287
0.7208	Intermediate Similarity	NPC314552
0.7208	Intermediate Similarity	NPC169402
0.7198	Intermediate Similarity	NPC476044
0.7189	Intermediate Similarity	NPC39370
0.7189	Intermediate Similarity	NPC473184
0.7185	Intermediate Similarity	NPC472098
0.7185	Intermediate Similarity	NPC475778
0.7184	Intermediate Similarity	NPC214142
0.7183	Intermediate Similarity	NPC475844
0.7177	Intermediate Similarity	NPC473186
0.7177	Intermediate Similarity	NPC54803
0.7177	Intermediate Similarity	NPC321592
0.7167	Intermediate Similarity	NPC469928
0.7167	Intermediate Similarity	NPC295898
0.7166	Intermediate Similarity	NPC326363
0.7154	Intermediate Similarity	NPC470126
0.7154	Intermediate Similarity	NPC157931
0.7149	Intermediate Similarity	NPC222046
0.7149	Intermediate Similarity	NPC288110
0.7149	Intermediate Similarity	NPC473182
0.7148	Intermediate Similarity	NPC63971
0.7148	Intermediate Similarity	NPC91868
0.7143	Intermediate Similarity	NPC306376
0.7143	Intermediate Similarity	NPC49583
0.7143	Intermediate Similarity	NPC23294
0.7143	Intermediate Similarity	NPC303374
0.7126	Intermediate Similarity	NPC274640
0.7125	Intermediate Similarity	NPC116238
0.7121	Intermediate Similarity	NPC26543
0.7119	Intermediate Similarity	NPC10653
0.7119	Intermediate Similarity	NPC318525
0.7119	Intermediate Similarity	NPC472099
0.7119	Intermediate Similarity	NPC249583
0.7115	Intermediate Similarity	NPC478083
0.7103	Intermediate Similarity	NPC82472
0.7101	Intermediate Similarity	NPC303951
0.71	Intermediate Similarity	NPC314176
0.7099	Intermediate Similarity	NPC191489
0.7095	Intermediate Similarity	NPC3207
0.7095	Intermediate Similarity	NPC183407
0.7083	Intermediate Similarity	NPC316181
0.7083	Intermediate Similarity	NPC74562
0.7083	Intermediate Similarity	NPC151781
0.7082	Intermediate Similarity	NPC79129
0.7082	Intermediate Similarity	NPC249150
0.7082	Intermediate Similarity	NPC49196
0.7082	Intermediate Similarity	NPC195461
0.7082	Intermediate Similarity	NPC313985
0.7082	Intermediate Similarity	NPC81654
0.708	Intermediate Similarity	NPC323198
0.708	Intermediate Similarity	NPC284888
0.708	Intermediate Similarity	NPC323752
0.7078	Intermediate Similarity	NPC208084
0.7076	Intermediate Similarity	NPC277350
0.7068	Intermediate Similarity	NPC474688
0.7063	Intermediate Similarity	NPC478012
0.7063	Intermediate Similarity	NPC478011
0.7061	Intermediate Similarity	NPC280272
0.7061	Intermediate Similarity	NPC478006
0.7052	Intermediate Similarity	NPC325976
0.7052	Intermediate Similarity	NPC245055
0.7052	Intermediate Similarity	NPC33064
0.705	Intermediate Similarity	NPC472589
0.7046	Intermediate Similarity	NPC4687
0.7042	Intermediate Similarity	NPC127996
0.7042	Intermediate Similarity	NPC94157
0.7042	Intermediate Similarity	NPC159815
0.704	Intermediate Similarity	NPC132329
0.7038	Intermediate Similarity	NPC314882
0.7038	Intermediate Similarity	NPC472588
0.7034	Intermediate Similarity	NPC285558
0.7027	Intermediate Similarity	NPC14812
0.7025	Intermediate Similarity	NPC170114
0.7017	Intermediate Similarity	NPC86834
0.7017	Intermediate Similarity	NPC39679
0.7017	Intermediate Similarity	NPC210828

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 NPC189079 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	238
0.1-0.2	604
0.2-0.3	828
0.3-0.4	1811
0.4-0.5	2891
0.5-0.6	2153
0.6-0.7	583
0.7-0.8	38
0.8-0.85	4
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.8023	Intermediate Similarity	NPD8459	Approved
0.8023	Intermediate Similarity	NPD8460	Approved
0.7938	Intermediate Similarity	NPD8466	Approved
0.7938	Intermediate Similarity	NPD8467	Approved
0.7938	Intermediate Similarity	NPD8465	Approved
0.7913	Intermediate Similarity	NPD8363	Approved
0.7913	Intermediate Similarity	NPD8364	Approved
0.7868	Intermediate Similarity	NPD8429	Approved
0.7868	Intermediate Similarity	NPD8427	Approved
0.7868	Intermediate Similarity	NPD8428	Approved
0.7852	Intermediate Similarity	NPD8365	Clinical (unspecified phase)
0.7816	Intermediate Similarity	NPD8426	Approved
0.7816	Intermediate Similarity	NPD8425	Approved
0.7787	Intermediate Similarity	NPD6824	Clinical (unspecified phase)
0.7561	Intermediate Similarity	NPD7025	Clinical (unspecified phase)
0.7532	Intermediate Similarity	NPD2916	Discontinued
0.7531	Intermediate Similarity	NPD4885	Approved
0.75	Intermediate Similarity	NPD8489	Phase 1
0.75	Intermediate Similarity	NPD6503	Clinical (unspecified phase)
0.749	Intermediate Similarity	NPD8016	Phase 3
0.749	Intermediate Similarity	NPD8017	Clinical (unspecified phase)
0.7469	Intermediate Similarity	NPD7426	Phase 1
0.7449	Intermediate Similarity	NPD7589	Clinical (unspecified phase)
0.7393	Intermediate Similarity	NPD7956	Approved
0.7393	Intermediate Similarity	NPD7955	Approved
0.7371	Intermediate Similarity	NPD3003	Approved
0.7364	Intermediate Similarity	NPD7194	Discontinued
0.7358	Intermediate Similarity	NPD7558	Phase 2
0.7312	Intermediate Similarity	NPD8358	Approved
0.7308	Intermediate Similarity	NPD6376	Discontinued
0.7291	Intermediate Similarity	NPD6716	Phase 1
0.728	Intermediate Similarity	NPD2921	Clinical (unspecified phase)
0.7269	Intermediate Similarity	NPD5902	Approved
0.7269	Intermediate Similarity	NPD5903	Approved
0.7252	Intermediate Similarity	NPD7803	Approved
0.7251	Intermediate Similarity	NPD6790	Phase 1
0.725	Intermediate Similarity	NPD5632	Approved
0.7231	Intermediate Similarity	NPD5507	Approved
0.7231	Intermediate Similarity	NPD5506	Approved
0.7224	Intermediate Similarity	NPD6773	Clinical (unspecified phase)
0.7208	Intermediate Similarity	NPD5164	Discontinued
0.7205	Intermediate Similarity	NPD8359	Phase 2
0.7205	Intermediate Similarity	NPD5488	Discontinued
0.7188	Intermediate Similarity	NPD5482	Discontinued
0.7186	Intermediate Similarity	NPD1768	Approved
0.7181	Intermediate Similarity	NPD8255	Phase 2
0.7166	Intermediate Similarity	NPD5479	Discontinued
0.7161	Intermediate Similarity	NPD5658	Approved
0.7154	Intermediate Similarity	NPD6517	Phase 3
0.7148	Intermediate Similarity	NPD6456	Discontinued
0.7125	Intermediate Similarity	NPD4897	Phase 2
0.7119	Intermediate Similarity	NPD7222	Phase 2
0.7114	Intermediate Similarity	NPD3263	Phase 3
0.7108	Intermediate Similarity	NPD7797	Approved
0.7108	Intermediate Similarity	NPD7796	Approved
0.7106	Intermediate Similarity	NPD3946	Clinical (unspecified phase)
0.7099	Intermediate Similarity	NPD7708	Approved
0.7085	Intermediate Similarity	NPD7268	Clinical (unspecified phase)
0.7085	Intermediate Similarity	NPD7181	Phase 3
0.7082	Intermediate Similarity	NPD4601	Approved
0.7082	Intermediate Similarity	NPD4600	Approved
0.708	Intermediate Similarity	NPD4373	Phase 2
0.7071	Intermediate Similarity	NPD6567	Clinical (unspecified phase)
0.7066	Intermediate Similarity	NPD7823	Clinical (unspecified phase)
0.7061	Intermediate Similarity	NPD6995	Phase 1
0.7056	Intermediate Similarity	NPD7710	Clinical (unspecified phase)
0.7046	Intermediate Similarity	NPD5429	Discontinued
0.7042	Intermediate Similarity	NPD7069	Discontinued
0.7037	Intermediate Similarity	NPD6985	Discontinued
0.7037	Intermediate Similarity	NPD6568	Discontinued
0.7037	Intermediate Similarity	NPD7395	Discontinued
0.7037	Intermediate Similarity	NPD8405	Clinical (unspecified phase)
0.7036	Intermediate Similarity	NPD8524	Approved
0.7031	Intermediate Similarity	NPD5483	Clinical (unspecified phase)
0.7029	Intermediate Similarity	NPD4900	Clinical (unspecified phase)
0.7028	Intermediate Similarity	NPD4952	Phase 3
0.7012	Intermediate Similarity	NPD6741	Clinical (unspecified phase)
0.7004	Intermediate Similarity	NPD4901	Clinical (unspecified phase)
0.7	Intermediate Similarity	NPD7284	Clinical (unspecified phase)
0.6992	Remote Similarity	NPD6160	Clinical (unspecified phase)
0.6988	Remote Similarity	NPD6525	Clinical (unspecified phase)
0.6988	Remote Similarity	NPD5559	Phase 2
0.6987	Remote Similarity	NPD2564	Approved
0.6987	Remote Similarity	NPD2565	Phase 2
0.698	Remote Similarity	NPD7417	Discontinued
0.6976	Remote Similarity	NPD7603	Discontinued
0.6975	Remote Similarity	NPD1392	Approved
0.6973	Remote Similarity	NPD8463	Approved
0.6966	Remote Similarity	NPD4118	Clinical (unspecified phase)
0.6963	Remote Similarity	NPD7682	Approved
0.6963	Remote Similarity	NPD7684	Approved
0.6955	Remote Similarity	NPD8279	Clinical (unspecified phase)
0.694	Remote Similarity	NPD7393	Clinical (unspecified phase)
0.694	Remote Similarity	NPD6861	Clinical (unspecified phase)
0.6935	Remote Similarity	NPD6247	Clinical (unspecified phase)
0.6935	Remote Similarity	NPD7859	Phase 2
0.6929	Remote Similarity	NPD4502	Phase 2
0.6929	Remote Similarity	NPD5450	Discontinued
0.692	Remote Similarity	NPD2920	Discontinued
0.6914	Remote Similarity	NPD5417	Clinical (unspecified phase)
0.6914	Remote Similarity	NPD5293	Phase 2
0.691	Remote Similarity	NPD5512	Phase 3
0.6906	Remote Similarity	NPD6531	Approved
0.6906	Remote Similarity	NPD6530	Approved
0.6905	Remote Similarity	NPD3746	Discontinued
0.6904	Remote Similarity	NPD7453	Approved
0.6904	Remote Similarity	NPD7452	Approved
0.6882	Remote Similarity	NPD8247	Approved
0.6882	Remote Similarity	NPD8246	Approved
0.688	Remote Similarity	NPD5003	Discontinued
0.6877	Remote Similarity	NPD7925	Phase 2
0.6877	Remote Similarity	NPD6494	Phase 2
0.6877	Remote Similarity	NPD7924	Phase 2
0.6867	Remote Similarity	NPD3925	Approved
0.6865	Remote Similarity	NPD7688	Phase 1
0.6862	Remote Similarity	NPD3507	Phase 2
0.6862	Remote Similarity	NPD5530	Phase 1
0.686	Remote Similarity	NPD6220	Phase 3
0.686	Remote Similarity	NPD7470	Discontinued
0.685	Remote Similarity	NPD2951	Discontinued
0.6844	Remote Similarity	NPD4926	Clinical (unspecified phase)
0.6836	Remote Similarity	NPD8107	Approved
0.6828	Remote Similarity	NPD4203	Approved
0.6828	Remote Similarity	NPD4204	Approved
0.6825	Remote Similarity	NPD8108	Approved
0.6824	Remote Similarity	NPD3006	Discontinued
0.6816	Remote Similarity	NPD5612	Discontinued
0.6811	Remote Similarity	NPD5040	Clinical (unspecified phase)
0.681	Remote Similarity	NPD8525	Approved
0.6797	Remote Similarity	NPD4368	Phase 2
0.6795	Remote Similarity	NPD3324	Clinical (unspecified phase)
0.6794	Remote Similarity	NPD3986	Discontinued
0.6792	Remote Similarity	NPD7174	Clinical (unspecified phase)
0.679	Remote Similarity	NPD5067	Phase 2
0.679	Remote Similarity	NPD5066	Phase 2
0.6773	Remote Similarity	NPD7676	Clinical (unspecified phase)
0.6773	Remote Similarity	NPD7674	Phase 3
0.6773	Remote Similarity	NPD7675	Phase 3
0.6767	Remote Similarity	NPD8091	Phase 3
0.6767	Remote Similarity	NPD8461	Discontinued
0.6756	Remote Similarity	NPD8324	Phase 2
0.6751	Remote Similarity	NPD5547	Clinical (unspecified phase)
0.6748	Remote Similarity	NPD7690	Clinical (unspecified phase)
0.6741	Remote Similarity	NPD8284	Discontinued
0.6734	Remote Similarity	NPD3763	Approved
0.6723	Remote Similarity	NPD4418	Discontinued
0.672	Remote Similarity	NPD7219	Approved
0.672	Remote Similarity	NPD7221	Approved
0.6707	Remote Similarity	NPD7538	Clinical (unspecified phase)
0.6707	Remote Similarity	NPD6242	Discontinued
0.6706	Remote Similarity	NPD7031	Phase 1
0.6705	Remote Similarity	NPD7729	Clinical (unspecified phase)
0.6696	Remote Similarity	NPD5083	Clinical (unspecified phase)
0.6693	Remote Similarity	NPD7853	Phase 2
0.6693	Remote Similarity	NPD7824	Approved
0.6692	Remote Similarity	NPD8116	Phase 3
0.6692	Remote Similarity	NPD8102	Discontinued
0.6692	Remote Similarity	NPD8117	Approved
0.6681	Remote Similarity	NPD3837	Clinical (unspecified phase)
0.668	Remote Similarity	NPD7951	Approved
0.668	Remote Similarity	NPD8149	Discontinued
0.668	Remote Similarity	NPD7789	Approved
0.668	Remote Similarity	NPD7953	Approved
0.668	Remote Similarity	NPD7950	Approved
0.668	Remote Similarity	NPD7790	Approved
0.668	Remote Similarity	NPD7791	Approved
0.668	Remote Similarity	NPD7952	Approved
0.6667	Remote Similarity	NPD4958	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD6961	Discontinued
0.6667	Remote Similarity	NPD8244	Phase 2
0.6667	Remote Similarity	NPD8101	Phase 3
0.6667	Remote Similarity	NPD5913	Phase 3
0.6667	Remote Similarity	NPD5912	Clinical (unspecified phase)
0.6654	Remote Similarity	NPD7807	Clinical (unspecified phase)
0.6654	Remote Similarity	NPD7781	Approved
0.6654	Remote Similarity	NPD5014	Discontinued
0.6654	Remote Similarity	NPD6963	Approved
0.6654	Remote Similarity	NPD6964	Approved
0.6654	Remote Similarity	NPD7780	Approved
0.6653	Remote Similarity	NPD5939	Approved
0.6653	Remote Similarity	NPD5936	Approved
0.6653	Remote Similarity	NPD4501	Approved
0.6653	Remote Similarity	NPD5416	Discontinued
0.6653	Remote Similarity	NPD6491	Clinical (unspecified phase)
0.6653	Remote Similarity	NPD4500	Approved
0.6653	Remote Similarity	NPD8403	Phase 1
0.6641	Remote Similarity	NPD7921	Approved
0.6641	Remote Similarity	NPD7967	Discontinued
0.664	Remote Similarity	NPD5930	Phase 3
0.664	Remote Similarity	NPD7180	Phase 3
0.6639	Remote Similarity	NPD5835	Phase 3
0.6639	Remote Similarity	NPD5834	Phase 3
0.6628	Remote Similarity	NPD6473	Phase 1
0.6627	Remote Similarity	NPD5022	Discontinued
0.6627	Remote Similarity	NPD4981	Phase 2
0.6627	Remote Similarity	NPD7547	Clinical (unspecified phase)
0.6624	Remote Similarity	NPD6550	Discontinued
0.6618	Remote Similarity	NPD7689	Approved
0.6614	Remote Similarity	NPD7730	Approved
0.6614	Remote Similarity	NPD3259	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