NPASS Compound

Structure

CID29765 OpenBabel06191715352D 35 39 0 0 1 0 0 0 0 0999 V2000 -0.9749 -3.5263 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5264 -3.2177 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.7707 2.7262 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8195 2.7262 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4713 -0.4756 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.9512 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 1.9024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8238 -1.4268 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6476 -0.9512 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6476 1.9024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1189 0.4756 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2951 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8238 1.4268 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4713 -2.3780 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4713 -1.4268 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8238 -2.3780 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.9512 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8238 -1.4268 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.4713 1.4268 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.6476 0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.1189 1.4268 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.8238 0.4756 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.6476 0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.2951 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6476 -2.8537 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2951 1.9024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4713 0.4756 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.8238 0.4756 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.6476 -0.9512 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 4.9427 1.9024 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8238 1.4268 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.4713 0.4756 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.2951 0.9512 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.1189 -0.4756 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 25 1 0 0 0 0 2 25 1 0 0 0 0 3 26 1 0 0 0 0 4 26 1 0 0 0 0 6 28 1 0 0 0 0 8 9 1 0 0 0 0 8 17 2 0 0 0 0 9 20 1 0 0 0 0 10 13 1 0 0 0 0 10 19 1 0 0 0 0 11 12 1 0 0 0 0 11 21 1 0 0 0 0 12 27 1 0 0 0 0 13 28 1 0 0 0 0 14 15 1 0 0 0 0 14 25 1 0 0 0 0 15 30 1 0 0 0 0 16 18 1 0 0 0 0 16 25 1 0 0 0 0 17 18 1 0 0 0 0 17 29 1 0 0 0 0 18 30 1 6 0 0 0 19 26 1 0 0 0 0 19 27 1 1 0 0 0 20 27 1 1 0 0 0 20 28 1 0 0 0 0 21 26 1 0 0 0 0 21 31 1 1 0 0 0 22 23 1 0 0 0 0 22 29 1 6 0 0 0 22 32 1 0 0 0 0 23 30 1 6 0 0 0 23 33 1 0 0 0 0 24 34 2 0 0 0 0 24 35 1 0 0 0 0 27 5 1 1 0 0 0 28 29 1 6 0 0 0 29 7 1 6 0 0 0 30 24 1 1 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	488.35
Volume:	523.332
LogP:	4.664
LogD:	4.334
LogS:	-3.721
# Rotatable Bonds:	1
TPSA:	97.99
# H-Bond Aceptor:	5
# H-Bond Donor:	4
# Rings:	5
# Heavy Atoms:	5

MedChem Properties

QED Drug-Likeness Score:	0.382
Synthetic Accessibility Score:	5.016
Fsp3:	0.9
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:	-5.342
MDCK Permeability:	2.7714744646800682e-05
Pgp-inhibitor:	0.005
Pgp-substrate:	0.001
Human Intestinal Absorption (HIA):	0.008
20% Bioavailability (F20%):	0.036
30% Bioavailability (F30%):	0.318

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.865
Plasma Protein Binding (PPB):	91.79299926757812%
Volume Distribution (VD):	0.586
Pgp-substrate:	7.620689392089844%

ADMET: Metabolism

CYP1A2-inhibitor:	0.008
CYP1A2-substrate:	0.161
CYP2C19-inhibitor:	0.006
CYP2C19-substrate:	0.793
CYP2C9-inhibitor:	0.084
CYP2C9-substrate:	0.803
CYP2D6-inhibitor:	0.006
CYP2D6-substrate:	0.162
CYP3A4-inhibitor:	0.088
CYP3A4-substrate:	0.117

ADMET: Excretion

Clearance (CL):	2.186
Half-life (T1/2):	0.235

ADMET: Toxicity

hERG Blockers:	0.018
Human Hepatotoxicity (H-HT):	0.144
Drug-inuced Liver Injury (DILI):	0.032
AMES Toxicity:	0.005
Rat Oral Acute Toxicity:	0.984
Maximum Recommended Daily Dose:	0.993
Skin Sensitization:	0.488
Carcinogencity:	0.214
Eye Corrosion:	0.022
Eye Irritation:	0.038
Respiratory Toxicity:	0.985

Download Data

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

Natural Product: NPC29765

Natural Product ID:	NPC29765
*Common Name:**	Entagenic Acid
IUPAC Name:	(4aR,5S,6R,6aR,6aS,6bR,8aR,10S,12aR,14bS)-5,6,10-trihydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid
Synonyms:
Standard InCHIKey:	BUOLSBLQAQNNJC-ROVCOPEHSA-N
Standard InCHI:	InChI=1S/C30H48O5/c1-25(2)14-15-30(24(34)35)18(16-25)17-8-9-20-27(5)12-11-21(31)26(3,4)19(27)10-13-28(20,6)29(17,7)22(32)23(30)33/h8,18-23,31-33H,9-16H2,1-7H3,(H,34,35)/t18-,19-,20+,21-,22-,23+,27-,28+,29-,30+/m0/s1
SMILES:	O[C@H]1[C@@H](O)[C@]2(CCC(C[C@H]2C2=CC[C@H]3[C@@]([C@]12C)(C)CC[C@@H]1[C@]3(C)CC[C@@H](C1(C)C)O)(C)C)C(=O)O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL2235397
PubChem CID:	21594206
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000259] Prenol lipids [CHEMONTID:0001553] Triterpenoids

*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
NPO28450	Phyllanthus emblica	Species	Phyllanthaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[11754604]
NPO11059	Callicarpa japonica	Species	Lamiaceae	Eukaryota	n.a.	leaf	n.a.	PMID[12165300]
NPO19240	Ligularia cymbulifera	Species	Asteraceae	Eukaryota	Roots	n.a.	n.a.	PMID[16643057]
NPO8080	Sarcophyton elegans	Species	Alcyoniidae	Eukaryota	n.a.	n.a.	n.a.	PMID[18004813]
NPO28450	Phyllanthus emblica	Species	Phyllanthaceae	Eukaryota	Roots	Simao city, Yunnan Province, China	2007-MAY	PMID[19374435]
NPO19832	Gambierdiscus toxicus	Species	Goniodomataceae	Eukaryota	n.a.	n.a.	n.a.	PMID[21250701]
NPO9888	Lobophytum laevigatum	Species	Alcyoniidae	Eukaryota	n.a.	Vietnamese	n.a.	PMID[21458279]
NPO9888	Lobophytum laevigatum	Species	Alcyoniidae	Eukaryota	n.a.	Vietnamese soft coral	n.a.	PMID[21507644]
NPO11059	Callicarpa japonica	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[9222055]
NPO18599	Pangium edule	Species	Achariaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO27951	Vigna mungo	Species	Fabaceae	Eukaryota	Leaf Diffusate	n.a.	n.a.	Database[FooDB]
NPO27951	Vigna mungo	Species	Fabaceae	Eukaryota	Seed	n.a.	n.a.	Database[FooDB]
NPO27951	Vigna mungo	Species	Fabaceae	Eukaryota	Sprout Seedling	n.a.	n.a.	Database[FooDB]
NPO27951	Vigna mungo	Species	Fabaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO17569	Ardisia crispa	Species	Primulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO15786	Umbilicaria esculenta	Species	Umbilicariaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO14612	Cassia garrettiana	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO28450	Phyllanthus emblica	Species	Phyllanthaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO14715	Trollius chinensis	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO28450	Phyllanthus emblica	Species	Phyllanthaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO14715	Trollius chinensis	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO17569	Ardisia crispa	Species	Primulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO16978	Entada phaseoloides	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO11059	Callicarpa japonica	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO15786	Umbilicaria esculenta	Species	Umbilicariaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO22636	Sterculia foetida	Species	Malvaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO17749	Jackiella javanica	Species	Jackiellaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO14612	Cassia garrettiana	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO28450	Phyllanthus emblica	Species	Phyllanthaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO16978	Entada phaseoloides	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO22636	Sterculia foetida	Species	Malvaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO16978	Entada phaseoloides	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO28450	Phyllanthus emblica	Species	Phyllanthaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO16909	Viguiera quinqueremis	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18752	Osmundastrum cinnamomeum	Species	Osmundaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26532	Gmelina asiatica	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16776	Euphorbia amygdaloides	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO27951	Vigna mungo	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11059	Callicarpa japonica	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19240	Ligularia cymbulifera	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19631	Aphis pini	Species	Aphididae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO2354	Rhizobium leguminosarum	Species	Rhizobiaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO8080	Sarcophyton elegans	Species	Alcyoniidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13727	Hemionitis japonica	Species	Pteridaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18345	Phora velutina	Species	Phoridae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13672	Verbesina sublobata	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11083	Avrainvillea longicaulis	Species	Udoteaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9888	Lobophytum laevigatum	Species	Alcyoniidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18041	Cladrastis platycarpa	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18260	Eremanthus seidelii	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18163	Aulosira fertilissima	Species	Fortieaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO17222	Hesperis matronalis	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19619	Griffonia simplicifolia	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19571	Oreopteris quelpaertensis	Species	Thelypteridaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13344	Helichrysum cephaloideum	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19168	Solidago flexicaulis	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19306	Cortinarius orellanus	Species	Cortinariaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14715	Trollius chinensis	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16132	Bryum argenteum	Species	Bryaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16978	Entada phaseoloides	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15786	Umbilicaria esculenta	Species	Umbilicariaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17569	Ardisia crispa	Species	Primulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19706	Polyzonium rosalbum	Species	Polyzoniidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18422	Stizolobium deeringianum	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[UNPD]
NPO16316	Cylindrospermum muscicola	Species	0stocaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO17749	Jackiella javanica	Species	Jackiellaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO1669	Sedum caucasicum	Species	Crassulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19832	Gambierdiscus toxicus	Species	Goniodomataceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12860	Clione antarctica	Species	Clionidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19010	Elephantopus hirtiflorus	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18672	Senecio adenophyllus	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19086	Nematolepis phebalioides	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15119	Aphis graminum	Species	Aphididae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19370	Coprosma areolata	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18839	Lilium umbellatum	Species	Liliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18599	Pangium edule	Species	Achariaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18411	Cinnamomum mindanaense	Species	Lauraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21660	Magnolia montana	Species	Magnoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14612	Cassia garrettiana	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17490	Trichophyton mentagrophytes	Species	Arthrodermataceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15437	Aspergillus desertorum	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19766	Viguiera linearis	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14214	Sedum obtuso-lineare	Species	Crassulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22636	Sterculia foetida	Species	Malvaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14249	Diplodia natalensis	Species	Botryosphaeriaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17894	Rhus vulgaris	Species	Anacardiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18925	Artemisia rehan	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17881	0tholaena candida	Species	Pteridaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15481	Hypericum balearicum	Species	Hypericaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17350	Jatropha macrorhiza	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4499	Aglaia formosana	Species	Meliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18905	Prunus turfosa	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28450	Phyllanthus emblica	Species	Phyllanthaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19422	Crinum zeylanicum	Species	Amaryllidaceae	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
MIC	8
Others	17

Activity Type	# Activity
Organism	25

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Activity	=	2001.33	ug	PMID[540507]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Activity	=	549.83	g	PMID[540507]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Activity	=	53.11	mg	PMID[540507]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Activity	=	655.67	g	PMID[540507]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	TIME	=	433.92	hr	PMID[540507]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Activity	=	96.08	%	PMID[540507]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Activity	=	76.38	%	PMID[540507]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Activity	=	65.21	%	PMID[540507]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Activity	=	33.39	%	PMID[540507]
NPT314	Organism	Bacillus cereus	Bacillus cereus	MIC	=	100.0	ug.mL-1	PMID[540508]
NPT766	Organism	Proteus vulgaris	Proteus vulgaris	MIC	=	250.0	ug.mL-1	PMID[540508]
NPT18	Organism	Pseudomonas aeruginosa	Pseudomonas aeruginosa	MIC	=	150.0	ug.mL-1	PMID[540508]
NPT16	Organism	Staphylococcus aureus	Staphylococcus aureus	MIC	=	100.0	ug.mL-1	PMID[540508]
NPT2227	Organism	Alcaligenes faecalis	Alcaligenes faecalis	MIC	=	150.0	ug.mL-1	PMID[540508]
NPT720	Organism	Enterobacter aerogenes	Enterobacter aerogenes	MIC	=	300.0	ug.mL-1	PMID[540508]
NPT19	Organism	Escherichia coli	Escherichia coli	MIC	=	250.0	ug.mL-1	PMID[540508]
NPT79	Organism	Bacillus subtilis	Bacillus subtilis	MIC	=	100.0	ug.mL-1	PMID[540508]
NPT314	Organism	Bacillus cereus	Bacillus cereus	IZ	=	22.0	mm	PMID[540508]
NPT766	Organism	Proteus vulgaris	Proteus vulgaris	IZ	=	13.5	mm	PMID[540508]
NPT18	Organism	Pseudomonas aeruginosa	Pseudomonas aeruginosa	IZ	=	15.0	mm	PMID[540508]
NPT16	Organism	Staphylococcus aureus	Staphylococcus aureus	IZ	=	17.5	mm	PMID[540508]
NPT2227	Organism	Alcaligenes faecalis	Alcaligenes faecalis	IZ	=	15.0	mm	PMID[540508]
NPT720	Organism	Enterobacter aerogenes	Enterobacter aerogenes	IZ	=	6.5	mm	PMID[540508]
NPT19	Organism	Escherichia coli	Escherichia coli	IZ	=	13.0	mm	PMID[540508]
NPT79	Organism	Bacillus subtilis	Bacillus subtilis	IZ	=	18.0	mm	PMID[540508]

☑ 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 NPC29765 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	226
0.1-0.2	1412
0.2-0.3	4609
0.3-0.4	11356
0.4-0.5	11385
0.5-0.6	5999
0.6-0.7	4935
0.7-0.8	2035
0.8-0.85	461
0.85-0.9	126
0.9-0.95	125
0.95-1	28

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC111214
1.0	High Similarity	NPC271614
0.9891	High Similarity	NPC35239
0.989	High Similarity	NPC261935
0.989	High Similarity	NPC106112
0.978	High Similarity	NPC73004
0.978	High Similarity	NPC173744
0.978	High Similarity	NPC201657
0.978	High Similarity	NPC204961
0.9674	High Similarity	NPC247139
0.9674	High Similarity	NPC9613
0.967	High Similarity	NPC96916
0.9565	High Similarity	NPC158371
0.9565	High Similarity	NPC207922
0.9565	High Similarity	NPC259733
0.9565	High Similarity	NPC132824
0.956	High Similarity	NPC145667
0.956	High Similarity	NPC299996
0.956	High Similarity	NPC231063
0.956	High Similarity	NPC282395
0.956	High Similarity	NPC263548
0.956	High Similarity	NPC88116
0.956	High Similarity	NPC20235
0.956	High Similarity	NPC32407
0.9462	High Similarity	NPC43686
0.9462	High Similarity	NPC259788
0.9462	High Similarity	NPC255589
0.9457	High Similarity	NPC32118
0.9451	High Similarity	NPC229281
0.9368	High Similarity	NPC256247
0.9362	High Similarity	NPC174663
0.9362	High Similarity	NPC188833
0.9355	High Similarity	NPC19376
0.9355	High Similarity	NPC25848
0.9355	High Similarity	NPC307282
0.9355	High Similarity	NPC305464
0.9348	High Similarity	NPC114159
0.9348	High Similarity	NPC191412
0.9348	High Similarity	NPC6818
0.9341	High Similarity	NPC228784
0.9341	High Similarity	NPC324341
0.9341	High Similarity	NPC288833
0.9341	High Similarity	NPC155120
0.9341	High Similarity	NPC300351
0.9341	High Similarity	NPC71074
0.9341	High Similarity	NPC306541
0.9341	High Similarity	NPC187722
0.9341	High Similarity	NPC966
0.9341	High Similarity	NPC235884
0.9341	High Similarity	NPC472149
0.9341	High Similarity	NPC282616
0.9341	High Similarity	NPC25299
0.9341	High Similarity	NPC84319
0.9341	High Similarity	NPC52021
0.9278	High Similarity	NPC284865
0.9255	High Similarity	NPC187933
0.9239	High Similarity	NPC133579
0.9239	High Similarity	NPC275809
0.9239	High Similarity	NPC158059
0.9239	High Similarity	NPC74855
0.9239	High Similarity	NPC307335
0.9239	High Similarity	NPC136313
0.9239	High Similarity	NPC118519
0.9239	High Similarity	NPC202728
0.9239	High Similarity	NPC474806
0.9231	High Similarity	NPC130278
0.9231	High Similarity	NPC111110
0.9231	High Similarity	NPC210037
0.9231	High Similarity	NPC86372
0.9231	High Similarity	NPC120968
0.9231	High Similarity	NPC126369
0.9231	High Similarity	NPC290614
0.9231	High Similarity	NPC477872
0.9231	High Similarity	NPC7260
0.9231	High Similarity	NPC172361
0.9231	High Similarity	NPC49320
0.9231	High Similarity	NPC18872
0.9231	High Similarity	NPC227467
0.9231	High Similarity	NPC273621
0.9231	High Similarity	NPC470589
0.9167	High Similarity	NPC54909
0.9167	High Similarity	NPC233012
0.9158	High Similarity	NPC164349
0.9149	High Similarity	NPC116457
0.9149	High Similarity	NPC88847
0.914	High Similarity	NPC148964
0.914	High Similarity	NPC222047
0.914	High Similarity	NPC87095
0.914	High Similarity	NPC209868
0.913	High Similarity	NPC38754
0.913	High Similarity	NPC471588
0.913	High Similarity	NPC6255
0.913	High Similarity	NPC105189
0.9121	High Similarity	NPC61543
0.9121	High Similarity	NPC234346
0.9121	High Similarity	NPC59263
0.9121	High Similarity	NPC270768
0.9121	High Similarity	NPC225585
0.9121	High Similarity	NPC198664
0.9121	High Similarity	NPC127689
0.9121	High Similarity	NPC64872
0.9121	High Similarity	NPC121798
0.9121	High Similarity	NPC263393
0.9121	High Similarity	NPC274330
0.9121	High Similarity	NPC25906
0.9121	High Similarity	NPC130520
0.9121	High Similarity	NPC143232
0.9121	High Similarity	NPC293048
0.9121	High Similarity	NPC290972
0.9053	High Similarity	NPC312075
0.9053	High Similarity	NPC203343
0.9043	High Similarity	NPC148523
0.9043	High Similarity	NPC198245
0.9043	High Similarity	NPC195715
0.9032	High Similarity	NPC298554
0.9032	High Similarity	NPC118490
0.9022	High Similarity	NPC291028
0.9022	High Similarity	NPC193750
0.9011	High Similarity	NPC474512
0.9011	High Similarity	NPC17733
0.9011	High Similarity	NPC52169
0.9011	High Similarity	NPC470629
0.9011	High Similarity	NPC181225
0.9011	High Similarity	NPC290690
0.9011	High Similarity	NPC182797
0.9011	High Similarity	NPC473242
0.8947	High Similarity	NPC230151
0.8947	High Similarity	NPC476318
0.8947	High Similarity	NPC98874
0.8947	High Similarity	NPC62516
0.8947	High Similarity	NPC327179
0.8947	High Similarity	NPC476327
0.8947	High Similarity	NPC157113
0.8936	High Similarity	NPC184006
0.8936	High Similarity	NPC188102
0.8936	High Similarity	NPC23621
0.8936	High Similarity	NPC159365
0.8936	High Similarity	NPC474529
0.8936	High Similarity	NPC78580
0.8913	High Similarity	NPC470588
0.8901	High Similarity	NPC307426
0.8901	High Similarity	NPC130577
0.8901	High Similarity	NPC68160
0.8901	High Similarity	NPC293564
0.8901	High Similarity	NPC102683
0.8901	High Similarity	NPC171203
0.8901	High Similarity	NPC142415
0.8901	High Similarity	NPC242468
0.8901	High Similarity	NPC18064
0.8901	High Similarity	NPC477926
0.8901	High Similarity	NPC88716
0.8901	High Similarity	NPC98442
0.8901	High Similarity	NPC51700
0.8889	High Similarity	NPC475036
0.8842	High Similarity	NPC53565
0.8842	High Similarity	NPC83693
0.8842	High Similarity	NPC23241
0.8842	High Similarity	NPC473240
0.883	High Similarity	NPC86368
0.8817	High Similarity	NPC474728
0.8804	High Similarity	NPC474511
0.8804	High Similarity	NPC40552
0.8804	High Similarity	NPC246708
0.8804	High Similarity	NPC1753
0.88	High Similarity	NPC80566
0.8791	High Similarity	NPC72638
0.8776	High Similarity	NPC118964
0.875	High Similarity	NPC167193
0.875	High Similarity	NPC472806
0.8737	High Similarity	NPC60692
0.8737	High Similarity	NPC296164
0.8737	High Similarity	NPC80365
0.8723	High Similarity	NPC145067
0.8723	High Similarity	NPC475708
0.8723	High Similarity	NPC77099
0.8723	High Similarity	NPC474525
0.8723	High Similarity	NPC233455
0.8723	High Similarity	NPC470590
0.8723	High Similarity	NPC158030
0.8723	High Similarity	NPC60755
0.8723	High Similarity	NPC235704
0.8723	High Similarity	NPC4036
0.8723	High Similarity	NPC285184
0.8723	High Similarity	NPC65120
0.871	High Similarity	NPC161751
0.871	High Similarity	NPC474972
0.871	High Similarity	NPC95246
0.871	High Similarity	NPC474686
0.8696	High Similarity	NPC71507
0.8696	High Similarity	NPC73064
0.8696	High Similarity	NPC173089
0.8696	High Similarity	NPC158141
0.8673	High Similarity	NPC476195
0.866	High Similarity	NPC189880
0.866	High Similarity	NPC26413
0.866	High Similarity	NPC89225
0.866	High Similarity	NPC21728
0.8646	High Similarity	NPC139570
0.8646	High Similarity	NPC290481
0.8632	High Similarity	NPC63118

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 NPC29765 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	203
0.1-0.2	1763
0.2-0.3	3736
0.3-0.4	2282
0.4-0.5	706
0.5-0.6	239
0.6-0.7	195
0.7-0.8	21
0.8-0.85	3
0.85-0.9	2
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.8723	High Similarity	NPD7515	Phase 2
0.8469	Intermediate Similarity	NPD7902	Approved
0.8351	Intermediate Similarity	NPD7748	Approved
0.8163	Intermediate Similarity	NPD7901	Clinical (unspecified phase)
0.8163	Intermediate Similarity	NPD7900	Approved
0.7895	Intermediate Similarity	NPD7520	Clinical (unspecified phase)
0.7879	Intermediate Similarity	NPD6399	Phase 3
0.7838	Intermediate Similarity	NPD8295	Clinical (unspecified phase)
0.7826	Intermediate Similarity	NPD7645	Phase 2
0.7778	Intermediate Similarity	NPD8035	Phase 2
0.7778	Intermediate Similarity	NPD8034	Phase 2
0.7739	Intermediate Similarity	NPD8328	Phase 3
0.7685	Intermediate Similarity	NPD8132	Clinical (unspecified phase)
0.7679	Intermediate Similarity	NPD7115	Discovery
0.7629	Intermediate Similarity	NPD3618	Phase 1
0.7604	Intermediate Similarity	NPD4786	Approved
0.76	Intermediate Similarity	NPD6411	Approved
0.7579	Intermediate Similarity	NPD3667	Approved
0.75	Intermediate Similarity	NPD4225	Approved
0.7407	Intermediate Similarity	NPD7128	Approved
0.7407	Intermediate Similarity	NPD6402	Approved
0.7407	Intermediate Similarity	NPD5739	Approved
0.7407	Intermediate Similarity	NPD6675	Approved
0.74	Intermediate Similarity	NPD6101	Approved
0.74	Intermediate Similarity	NPD7285	Clinical (unspecified phase)
0.74	Intermediate Similarity	NPD5764	Clinical (unspecified phase)
0.74	Intermediate Similarity	NPD5328	Approved
0.7364	Intermediate Similarity	NPD6372	Approved
0.7364	Intermediate Similarity	NPD6373	Approved
0.7273	Intermediate Similarity	NPD6881	Approved
0.7273	Intermediate Similarity	NPD5345	Clinical (unspecified phase)
0.7273	Intermediate Similarity	NPD7320	Approved
0.7273	Intermediate Similarity	NPD6899	Approved
0.7255	Intermediate Similarity	NPD6079	Approved
0.7238	Intermediate Similarity	NPD4755	Approved
0.7232	Intermediate Similarity	NPD6650	Approved
0.7232	Intermediate Similarity	NPD6649	Approved
0.7188	Intermediate Similarity	NPD7525	Registered
0.7184	Intermediate Similarity	NPD4202	Approved
0.7182	Intermediate Similarity	NPD5697	Approved
0.7182	Intermediate Similarity	NPD5701	Approved
0.717	Intermediate Similarity	NPD7638	Approved
0.7168	Intermediate Similarity	NPD8297	Approved
0.7143	Intermediate Similarity	NPD7102	Approved
0.7143	Intermediate Similarity	NPD4697	Phase 3
0.7143	Intermediate Similarity	NPD4634	Approved
0.7143	Intermediate Similarity	NPD6883	Approved
0.7143	Intermediate Similarity	NPD7290	Approved
0.7129	Intermediate Similarity	NPD7513	Clinical (unspecified phase)
0.7103	Intermediate Similarity	NPD7639	Approved
0.7103	Intermediate Similarity	NPD5285	Approved
0.7103	Intermediate Similarity	NPD4700	Approved
0.7103	Intermediate Similarity	NPD5286	Approved
0.7103	Intermediate Similarity	NPD4696	Approved
0.7103	Intermediate Similarity	NPD7640	Approved
0.71	Intermediate Similarity	NPD3574	Clinical (unspecified phase)
0.708	Intermediate Similarity	NPD6617	Approved
0.708	Intermediate Similarity	NPD6847	Approved
0.708	Intermediate Similarity	NPD8130	Phase 1
0.708	Intermediate Similarity	NPD6869	Approved
0.7075	Intermediate Similarity	NPD6084	Phase 2
0.7075	Intermediate Similarity	NPD6083	Phase 2
0.7071	Intermediate Similarity	NPD3665	Phase 1
0.7071	Intermediate Similarity	NPD3666	Approved
0.7071	Intermediate Similarity	NPD3133	Approved
0.7071	Intermediate Similarity	NPD3668	Phase 3
0.7054	Intermediate Similarity	NPD6014	Approved
0.7054	Intermediate Similarity	NPD6012	Approved
0.7054	Intermediate Similarity	NPD4061	Clinical (unspecified phase)
0.7054	Intermediate Similarity	NPD6013	Approved
0.7053	Intermediate Similarity	NPD6116	Phase 1
0.7034	Intermediate Similarity	NPD6319	Approved
0.7027	Intermediate Similarity	NPD6412	Phase 2
0.7019	Intermediate Similarity	NPD5778	Approved
0.7019	Intermediate Similarity	NPD5779	Approved
0.7018	Intermediate Similarity	NPD6882	Approved
0.6981	Remote Similarity	NPD5220	Clinical (unspecified phase)
0.6981	Remote Similarity	NPD5221	Approved
0.6981	Remote Similarity	NPD5222	Approved
0.6972	Remote Similarity	NPD4633	Approved
0.6972	Remote Similarity	NPD5224	Approved
0.6972	Remote Similarity	NPD5211	Phase 2
0.6972	Remote Similarity	NPD5225	Approved
0.6972	Remote Similarity	NPD5226	Approved
0.6964	Remote Similarity	NPD6011	Approved
0.6957	Remote Similarity	NPD4632	Approved
0.6947	Remote Similarity	NPD6117	Approved
0.6931	Remote Similarity	NPD7521	Approved
0.6931	Remote Similarity	NPD7334	Approved
0.6931	Remote Similarity	NPD6684	Approved
0.6931	Remote Similarity	NPD6409	Approved
0.6931	Remote Similarity	NPD7146	Approved
0.6931	Remote Similarity	NPD5330	Approved
0.693	Remote Similarity	NPD6401	Clinical (unspecified phase)
0.6916	Remote Similarity	NPD5173	Approved
0.6911	Remote Similarity	NPD7736	Approved
0.6909	Remote Similarity	NPD5174	Approved
0.6909	Remote Similarity	NPD5175	Approved
0.6893	Remote Similarity	NPD4753	Phase 2
0.6881	Remote Similarity	NPD5223	Approved
0.6863	Remote Similarity	NPD3573	Approved
0.6855	Remote Similarity	NPD7319	Approved
0.6852	Remote Similarity	NPD5696	Approved
0.6847	Remote Similarity	NPD5141	Approved
0.6842	Remote Similarity	NPD7339	Approved
0.6842	Remote Similarity	NPD6942	Approved
0.6842	Remote Similarity	NPD5955	Clinical (unspecified phase)
0.6837	Remote Similarity	NPD4695	Discontinued
0.6822	Remote Similarity	NPD7614	Phase 1
0.6814	Remote Similarity	NPD6686	Approved
0.681	Remote Similarity	NPD8133	Approved
0.6804	Remote Similarity	NPD6114	Approved
0.6804	Remote Similarity	NPD6118	Approved
0.6804	Remote Similarity	NPD6697	Approved
0.6804	Remote Similarity	NPD6115	Approved
0.6803	Remote Similarity	NPD7492	Approved
0.6796	Remote Similarity	NPD6903	Approved
0.6796	Remote Similarity	NPD6672	Approved
0.6796	Remote Similarity	NPD5737	Approved
0.6786	Remote Similarity	NPD4768	Approved
0.6786	Remote Similarity	NPD6008	Approved
0.6786	Remote Similarity	NPD4767	Approved
0.6771	Remote Similarity	NPD3701	Clinical (unspecified phase)
0.6762	Remote Similarity	NPD5284	Approved
0.6762	Remote Similarity	NPD5281	Approved
0.6757	Remote Similarity	NPD4754	Approved
0.675	Remote Similarity	NPD6059	Approved
0.675	Remote Similarity	NPD6054	Approved
0.6748	Remote Similarity	NPD6616	Approved
0.6748	Remote Similarity	NPD7507	Approved
0.6737	Remote Similarity	NPD6113	Clinical (unspecified phase)
0.6729	Remote Similarity	NPD6356	Clinical (unspecified phase)
0.6729	Remote Similarity	NPD5695	Phase 3
0.6729	Remote Similarity	NPD5210	Approved
0.6729	Remote Similarity	NPD4629	Approved
0.6695	Remote Similarity	NPD6274	Approved
0.6694	Remote Similarity	NPD8515	Approved
0.6694	Remote Similarity	NPD8513	Phase 3
0.6694	Remote Similarity	NPD7078	Approved
0.6694	Remote Similarity	NPD8293	Discontinued
0.6694	Remote Similarity	NPD8517	Approved
0.6694	Remote Similarity	NPD8516	Approved
0.6667	Remote Similarity	NPD7100	Approved
0.6667	Remote Similarity	NPD4730	Approved
0.6667	Remote Similarity	NPD4729	Approved
0.6667	Remote Similarity	NPD5128	Approved
0.6667	Remote Similarity	NPD7101	Approved
0.6639	Remote Similarity	NPD6370	Approved
0.6639	Remote Similarity	NPD6009	Approved
0.6604	Remote Similarity	NPD7637	Suspended
0.6602	Remote Similarity	NPD5279	Phase 3
0.66	Remote Similarity	NPD5369	Approved
0.6583	Remote Similarity	NPD6335	Approved
0.6579	Remote Similarity	NPD5954	Clinical (unspecified phase)
0.6557	Remote Similarity	NPD6921	Approved
0.6557	Remote Similarity	NPD6015	Approved
0.6557	Remote Similarity	NPD8033	Approved
0.6557	Remote Similarity	NPD6016	Approved
0.6557	Remote Similarity	NPD6909	Approved
0.6557	Remote Similarity	NPD6908	Approved
0.6555	Remote Similarity	NPD6868	Approved
0.6552	Remote Similarity	NPD5249	Phase 3
0.6552	Remote Similarity	NPD5250	Approved
0.6552	Remote Similarity	NPD5248	Approved
0.6552	Remote Similarity	NPD5251	Approved
0.6552	Remote Similarity	NPD5247	Approved
0.6535	Remote Similarity	NPD4269	Approved
0.6535	Remote Similarity	NPD4221	Approved
0.6535	Remote Similarity	NPD4223	Phase 3
0.6535	Remote Similarity	NPD4270	Approved
0.6529	Remote Similarity	NPD7516	Approved
0.6518	Remote Similarity	NPD7632	Discontinued
0.6514	Remote Similarity	NPD7732	Phase 3
0.6505	Remote Similarity	NPD5329	Approved
0.6504	Remote Similarity	NPD5988	Approved
0.65	Remote Similarity	NPD6317	Approved
0.6496	Remote Similarity	NPD5217	Approved
0.6496	Remote Similarity	NPD5216	Approved
0.6496	Remote Similarity	NPD5215	Approved
0.6475	Remote Similarity	NPD8294	Approved
0.6475	Remote Similarity	NPD8377	Approved
0.6471	Remote Similarity	NPD4788	Approved
0.6452	Remote Similarity	NPD7604	Phase 2
0.6449	Remote Similarity	NPD7983	Approved
0.6446	Remote Similarity	NPD6314	Approved
0.6446	Remote Similarity	NPD7327	Approved
0.6446	Remote Similarity	NPD7328	Approved
0.6446	Remote Similarity	NPD6313	Approved
0.6442	Remote Similarity	NPD6098	Approved
0.6429	Remote Similarity	NPD6933	Approved
0.6423	Remote Similarity	NPD8379	Approved
0.6423	Remote Similarity	NPD6291	Clinical (unspecified phase)
0.6423	Remote Similarity	NPD8380	Approved
0.6423	Remote Similarity	NPD8335	Approved
0.6423	Remote Similarity	NPD5983	Phase 2
0.6423	Remote Similarity	NPD8378	Approved
0.6423	Remote Similarity	NPD8296	Approved
0.6422	Remote Similarity	NPD1698	Clinical (unspecified phase)
0.6415	Remote Similarity	NPD6904	Approved
0.6415	Remote Similarity	NPD6080	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