NPASS Compound

Structure

CID138374 OpenBabel06191715492D 31 35 0 0 1 0 0 0 0 0999 V2000 4.4890 5.7071 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1200 5.3827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 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 1.7321 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 5.1962 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 3.5000 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 0.8660 0.5000 0.0000 C 0 0 1 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 2.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.3301 3.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.8660 0.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 5.1962 5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 3.0000 0.0000 C 0 0 2 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 2.5981 1.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 3.4641 3.0000 0.0000 C 0 0 1 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 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 9 13 1 0 0 0 0 9 21 2 0 0 0 0 10 14 1 0 0 0 0 10 20 1 0 0 0 0 11 15 1 0 0 0 0 11 22 1 0 0 0 0 12 16 1 0 0 0 0 12 24 1 0 0 0 0 13 27 1 0 0 0 0 14 29 1 0 0 0 0 15 30 1 0 0 0 0 16 28 1 0 0 0 0 17 18 1 0 0 0 0 17 25 1 0 0 0 0 18 27 1 0 0 0 0 19 23 1 0 0 0 0 19 25 1 0 0 0 0 20 26 1 0 0 0 0 20 28 1 1 0 0 0 21 29 1 0 0 0 0 21 30 1 0 0 0 0 22 28 1 1 0 0 0 22 29 1 0 0 0 0 23 27 1 6 0 0 0 23 30 1 0 0 0 0 24 26 1 0 0 0 0 24 31 1 6 0 0 0 27 5 1 1 0 0 0 28 6 1 1 0 0 0 29 7 1 1 0 0 0 30 8 1 6 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	248.14
Volume:	266.708
LogP:	2.371
LogD:	2.106
LogS:	-2.712
# Rotatable Bonds:	3
TPSA:	43.37
# H-Bond Aceptor:	3
# H-Bond Donor:	0
# Rings:	2
# Heavy Atoms:	3

MedChem Properties

QED Drug-Likeness Score:	0.438
Synthetic Accessibility Score:	4.117
Fsp3:	0.6
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Accepted
GSK Rule:	Accepted
BMS Rule:	2
Golden Triangle Rule:	Accepted
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-4.56
MDCK Permeability:	2.369832873228006e-05
Pgp-inhibitor:	0.003
Pgp-substrate:	0.0
Human Intestinal Absorption (HIA):	0.024
20% Bioavailability (F20%):	0.073
30% Bioavailability (F30%):	0.027

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.098
Plasma Protein Binding (PPB):	89.67510223388672%
Volume Distribution (VD):	1.218
Pgp-substrate:	9.66836929321289%

ADMET: Metabolism

CYP1A2-inhibitor:	0.352
CYP1A2-substrate:	0.148
CYP2C19-inhibitor:	0.289
CYP2C19-substrate:	0.285
CYP2C9-inhibitor:	0.258
CYP2C9-substrate:	0.639
CYP2D6-inhibitor:	0.026
CYP2D6-substrate:	0.467
CYP3A4-inhibitor:	0.353
CYP3A4-substrate:	0.251

ADMET: Excretion

Clearance (CL):	7.761
Half-life (T1/2):	0.701

ADMET: Toxicity

hERG Blockers:	0.007
Human Hepatotoxicity (H-HT):	0.278
Drug-inuced Liver Injury (DILI):	0.483
AMES Toxicity:	0.073
Rat Oral Acute Toxicity:	0.133
Maximum Recommended Daily Dose:	0.898
Skin Sensitization:	0.314
Carcinogencity:	0.933
Eye Corrosion:	0.564
Eye Irritation:	0.853
Respiratory Toxicity:	0.929

Download Data

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

Natural Product: NPC138374

Natural Product ID:	NPC138374
*Common Name:**	3-Epi-Taraxerol
IUPAC Name:	(3R,4aR,6aR,6aS,8aR,12aR,14aR,14bR)-4,4,6a,6a,8a,11,11,14b-octamethyl-1,2,3,4a,5,6,8,9,10,12,12a,13,14,14a-tetradecahydropicen-3-ol
Synonyms:	3-Epi-Taraxerol
Standard InCHIKey:	GGGUGZHBAOMSFJ-VONAQYPGSA-N
Standard InCHI:	InChI=1S/C30H50O/c1-25(2)17-18-27(5)13-9-21-29(7)14-10-20-26(3,4)24(31)12-16-28(20,6)22(29)11-15-30(21,8)23(27)19-25/h9,20,22-24,31H,10-19H2,1-8H3/t20-,22+,23+,24+,27-,28-,29-,30+/m0/s1
SMILES:	O[C@@H]1CC[C@]2([C@H](C1(C)C)CC[C@@]1([C@@H]2CC[C@@]2(C1=CC[C@@]1([C@H]2CC(C)(C)CC1)C)C)C)C
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL470462
PubChem CID:	12443227
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000259] Prenol lipids [CHEMONTID:0001552] Sesterterpenoids [CHEMONTID:0002883] Scalarane sesterterpenoids

*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
NPO20652	Phytolacca acinosa	Species	Phytolaccaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[12932140]
NPO13278	Strychnos spinosa	Species	Loganiaceae	Eukaryota	Leaves	n.a.	n.a.	PMID[17637068]
NPO15233	Balanophora japonica	Species	Balanophoraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[18302336]
NPO8584	Schisandra arisanensis	Species	Schisandraceae	Eukaryota	fruits	n.a.	n.a.	PMID[19673515]
NPO8584	Schisandra arisanensis	Species	Schisandraceae	Eukaryota	fruits	n.a.	n.a.	PMID[20536188]
NPO5470	Cynoglossum amabile	Species	Boraginaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[22432912]
NPO8584	Schisandra arisanensis	Species	Schisandraceae	Eukaryota	fruits	n.a.	n.a.	PMID[23265871]
NPO2330	Alchornea cordifolia	Species	Euphorbiaceae	Eukaryota	n.a.	root	n.a.	PMID[26724423]
NPO2330	Alchornea cordifolia	Species	Euphorbiaceae	Eukaryota	n.a.	stem	n.a.	PMID[26724423]
NPO6545	Artemisia sieversiana	Species	Asteraceae	Eukaryota	Aerial Parts	n.a.	n.a.	PMID[29122483]
NPO20288	Polytolypa hystricis	Species	Onygenaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[8691217]
NPO1653	Streptomyces longissimus	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[903851]
NPO21582	Manihot esculenta	Species	Euphorbiaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO21582	Manihot esculenta	Species	Euphorbiaceae	Eukaryota	Leaf	n.a.	n.a.	Database[FooDB]
NPO21582	Manihot esculenta	Species	Euphorbiaceae	Eukaryota	Root	n.a.	n.a.	Database[FooDB]
NPO21582	Manihot esculenta	Species	Euphorbiaceae	Eukaryota	Tubers	n.a.		Database[FooDB]
NPO13278	Strychnos spinosa	Species	Loganiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO5470	Cynoglossum amabile	Species	Boraginaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO19139	Senecio polyodon	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO20846	Sophora japonica	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO6545	Artemisia sieversiana	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO8198	Podocarpus montanus	Species	Podocarpaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO8584	Schisandra arisanensis	Species	Schisandraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO15233	Balanophora japonica	Species	Balanophoraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO1034	Ophiorrhiza liukiuensis	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO21582	Manihot esculenta	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO4080	Salix purpurea	Species	Salicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO118	Ustilago maydis	Species	Ustilaginaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO21582	Manihot esculenta	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO20846	Sophora japonica	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO20652	Phytolacca acinosa	Species	Phytolaccaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO5470	Cynoglossum amabile	Species	Boraginaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO1034	Ophiorrhiza liukiuensis	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO19139	Senecio polyodon	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO10098	Glycosmis pseudoracemosa	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO8198	Podocarpus montanus	Species	Podocarpaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO4080	Salix purpurea	Species	Salicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO13278	Strychnos spinosa	Species	Loganiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO12487	Juniperus horizontalis	Species	Cupressaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO118	Ustilago maydis	Species	Ustilaginaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO22294	Pteris inaequalis	Species	Pteridaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO15233	Balanophora japonica	Species	Balanophoraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO15478	Senna sophera	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO23772	Tetradium glabrifolium	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO6545	Artemisia sieversiana	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO8584	Schisandra arisanensis	Species	Schisandraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO8198	Podocarpus montanus	Species	Podocarpaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO6545	Artemisia sieversiana	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO20846	Sophora japonica	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO4080	Salix purpurea	Species	Salicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO5470	Cynoglossum amabile	Species	Boraginaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO20652	Phytolacca acinosa	Species	Phytolaccaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO20846	Sophora japonica	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO20652	Phytolacca acinosa	Species	Phytolaccaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO15145	Rauvolfia salicifolia	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO6906	Atalantia wightii	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22871	Aster alpinus	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO3965	Corynanthe pachyceras	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4080	Salix purpurea	Species	Salicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4506	Corydalis paniculigera	Species	Papaveraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20652	Phytolacca acinosa	Species	Phytolaccaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO3761	Plectosphaerella cucumerina	Species	Plectosphaerellaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21951	Paramignya griffithii	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20592	Rhodoglossum japonicum	Species	Gigartinaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23353	[polyangium] brachysporum	Species	n.a.	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO23025	Roccellaria mollis	Species	Roccellaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO2178	Cachrys trifida	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11430	Inula grantioides	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22529	Calceolaria thyrsiflora	Species	Calceolariaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO118	Ustilago maydis	Species	Ustilaginaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13278	Strychnos spinosa	Species	Loganiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16801	Cota tinctoria	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10098	Glycosmis pseudoracemosa	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20846	Sophora japonica	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO6545	Artemisia sieversiana	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5427	Sabal peregrina	Species	Arecaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21582	Manihot esculenta	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21822	Berberis crataegina	Species	Berberidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15233	Balanophora japonica	Species	Balanophoraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO1653	Streptomyces longissimus	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO18873.2	Salmonella enterica subsp. enterica serovar bovismorbificans	Subspecies	Enterobacteriaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO20288	Polytolypa hystricis	Species	Onygenaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO1759	Alexandrium excavatum	Species	Gonyaulacaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20015	Echinocystis lobata	Species	Cucurbitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9978	Indigofera microcarpa	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22927	Xanthoparmelia pokornyi	Species	Parmeliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15329	Rhizoplaca baranowii	Species	Lecanoraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO8198	Podocarpus montanus	Species	Podocarpaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14526	Plectranthus caninus	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9332	Corydalis longipes	Species	Papaveraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23772	Tetradium glabrifolium	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15839	Nicotiana repanda	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15478	Senna sophera	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18684	Calophyllum thwaitesii	Species	Calophyllaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22294	Pteris inaequalis	Species	Pteridaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22812	Acacia cambagei	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22711	Athanasia dregeana	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13848	Amomum daniellii	Species	Zingiberaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19139	Senecio polyodon	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13647	Calcarisporium thermophilum	Species	n.a.	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22650	Helenium quadridentatum	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO8775	Streptomyces rubellomurinus	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO2330	Alchornea cordifolia	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11064	Haemanthus toxicarius	Species	Amaryllidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5398	Peucedanum oroselinum	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO6048	Sarcodictyon roseum	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[UNPD]
NPO28078	Melaleuca decora	Species	Myrtaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22599	Crataegus pontica	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO1034	Ophiorrhiza liukiuensis	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21530	Arnica viscosa	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO1109	Corydalis persica	Species	Papaveraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7521	Hygrophorus eburneus	Species	Hygrophoraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5470	Cynoglossum amabile	Species	Boraginaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23952	Phlomoides medicinalis	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO8584	Schisandra arisanensis	Species	Schisandraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28627.1	Coptis trifolia subsp. groenlandica	Subspecies	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21101	Felicia amelloides	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16711	Baccharis solieri	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21368	Tricholoma batschii	Species	Tricholomataceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14947	Lathyrus tingitanus	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12487	Juniperus horizontalis	Species	Cupressaceae	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

Activity Type	# Activity
Cell Line	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT179	Cell Line	A2780	Homo sapiens	IC50	=	24.4	ug.mL-1	PMID[511905]

☑ 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 NPC138374 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	209
0.1-0.2	2135
0.2-0.3	9080
0.3-0.4	16086
0.4-0.5	5982
0.5-0.6	4858
0.6-0.7	3122
0.7-0.8	899
0.8-0.85	239
0.85-0.9	46
0.9-0.95	18
0.95-1	23

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC34700
0.9857	High Similarity	NPC30590
0.9857	High Similarity	NPC122418
0.9857	High Similarity	NPC120098
0.9857	High Similarity	NPC290598
0.9857	High Similarity	NPC265328
0.9857	High Similarity	NPC27765
0.9718	High Similarity	NPC101475
0.9718	High Similarity	NPC40394
0.9718	High Similarity	NPC157996
0.9718	High Similarity	NPC34177
0.9583	High Similarity	NPC230295
0.9583	High Similarity	NPC98386
0.9583	High Similarity	NPC158662
0.9583	High Similarity	NPC196753
0.9583	High Similarity	NPC300499
0.9583	High Similarity	NPC474989
0.9583	High Similarity	NPC99168
0.9583	High Similarity	NPC22955
0.9583	High Similarity	NPC470396
0.9583	High Similarity	NPC253807
0.9577	High Similarity	NPC106364
0.9571	High Similarity	NPC100334
0.9452	High Similarity	NPC291379
0.9452	High Similarity	NPC53744
0.9324	High Similarity	NPC295131
0.9315	High Similarity	NPC72507
0.92	High Similarity	NPC116202
0.92	High Similarity	NPC242350
0.9178	High Similarity	NPC90979
0.9178	High Similarity	NPC472805
0.9155	High Similarity	NPC182717
0.9079	High Similarity	NPC304285
0.9079	High Similarity	NPC47763
0.9014	High Similarity	NPC110799
0.9014	High Similarity	NPC301226
0.8961	High Similarity	NPC253402
0.8961	High Similarity	NPC159168
0.8889	High Similarity	NPC211009
0.8846	High Similarity	NPC238992
0.8784	High Similarity	NPC237460
0.8784	High Similarity	NPC189883
0.8784	High Similarity	NPC106432
0.8767	High Similarity	NPC477138
0.8767	High Similarity	NPC243342
0.8767	High Similarity	NPC91858
0.875	High Similarity	NPC167706
0.8734	High Similarity	NPC191965
0.8734	High Similarity	NPC133954
0.8718	High Similarity	NPC237795
0.8718	High Similarity	NPC82538
0.8667	High Similarity	NPC470758
0.8667	High Similarity	NPC470711
0.8667	High Similarity	NPC471798
0.8649	High Similarity	NPC141071
0.8649	High Similarity	NPC66566
0.8649	High Similarity	NPC477923
0.8649	High Similarity	NPC291503
0.8649	High Similarity	NPC144075
0.8649	High Similarity	NPC471723
0.8649	High Similarity	NPC257347
0.863	High Similarity	NPC471799
0.8625	High Similarity	NPC235341
0.8625	High Similarity	NPC137306
0.8625	High Similarity	NPC475862
0.8625	High Similarity	NPC72638
0.8625	High Similarity	NPC237344
0.8625	High Similarity	NPC95594
0.8625	High Similarity	NPC74363
0.8625	High Similarity	NPC213412
0.8625	High Similarity	NPC477579
0.8625	High Similarity	NPC84121
0.8611	High Similarity	NPC145498
0.8592	High Similarity	NPC208999
0.8592	High Similarity	NPC94192
0.859	High Similarity	NPC248886
0.8553	High Similarity	NPC85346
0.8553	High Similarity	NPC6978
0.8553	High Similarity	NPC244385
0.8553	High Similarity	NPC302041
0.8553	High Similarity	NPC285761
0.8553	High Similarity	NPC312328
0.8553	High Similarity	NPC138621
0.8553	High Similarity	NPC167037
0.8553	High Similarity	NPC65897
0.8533	High Similarity	NPC240604
0.8533	High Similarity	NPC300324
0.8533	High Similarity	NPC129165
0.8533	High Similarity	NPC202642
0.8533	High Similarity	NPC470749
0.8533	High Similarity	NPC134330
0.8533	High Similarity	NPC46160
0.8519	High Similarity	NPC242468
0.8519	High Similarity	NPC171203
0.8519	High Similarity	NPC293564
0.8519	High Similarity	NPC307426
0.8519	High Similarity	NPC102683
0.8519	High Similarity	NPC88716
0.8519	High Similarity	NPC68160
0.8519	High Similarity	NPC142415
0.8519	High Similarity	NPC51700
0.8519	High Similarity	NPC18064
0.8519	High Similarity	NPC73064
0.8519	High Similarity	NPC130577
0.8519	High Similarity	NPC98442
0.8514	High Similarity	NPC62657
0.8514	High Similarity	NPC471797
0.8514	High Similarity	NPC25511
0.8514	High Similarity	NPC192638
0.85	High Similarity	NPC477578
0.8493	Intermediate Similarity	NPC242001
0.8472	Intermediate Similarity	NPC210323
0.8451	Intermediate Similarity	NPC197805
0.8442	Intermediate Similarity	NPC1319
0.8442	Intermediate Similarity	NPC273410
0.8442	Intermediate Similarity	NPC472463
0.8442	Intermediate Similarity	NPC80530
0.8421	Intermediate Similarity	NPC130136
0.8421	Intermediate Similarity	NPC214570
0.8421	Intermediate Similarity	NPC91594
0.8421	Intermediate Similarity	NPC477924
0.8415	Intermediate Similarity	NPC181225
0.8415	Intermediate Similarity	NPC40552
0.8415	Intermediate Similarity	NPC17733
0.8415	Intermediate Similarity	NPC246708
0.8415	Intermediate Similarity	NPC474512
0.8415	Intermediate Similarity	NPC470629
0.8415	Intermediate Similarity	NPC290690
0.8415	Intermediate Similarity	NPC182797
0.8415	Intermediate Similarity	NPC52169
0.8415	Intermediate Similarity	NPC473242
0.84	Intermediate Similarity	NPC285893
0.84	Intermediate Similarity	NPC28657
0.84	Intermediate Similarity	NPC322353
0.84	Intermediate Similarity	NPC212879
0.84	Intermediate Similarity	NPC136188
0.84	Intermediate Similarity	NPC304309
0.84	Intermediate Similarity	NPC230301
0.84	Intermediate Similarity	NPC22105
0.84	Intermediate Similarity	NPC121744
0.84	Intermediate Similarity	NPC162742
0.84	Intermediate Similarity	NPC118508
0.84	Intermediate Similarity	NPC288035
0.84	Intermediate Similarity	NPC240235
0.84	Intermediate Similarity	NPC134847
0.84	Intermediate Similarity	NPC104387
0.84	Intermediate Similarity	NPC231256
0.84	Intermediate Similarity	NPC178383
0.8378	Intermediate Similarity	NPC201373
0.8375	Intermediate Similarity	NPC180834
0.8375	Intermediate Similarity	NPC209802
0.8356	Intermediate Similarity	NPC45296
0.8356	Intermediate Similarity	NPC92801
0.8354	Intermediate Similarity	NPC20853
0.8333	Intermediate Similarity	NPC322313
0.8333	Intermediate Similarity	NPC236237
0.8333	Intermediate Similarity	NPC102253
0.8333	Intermediate Similarity	NPC2648
0.8333	Intermediate Similarity	NPC13554
0.8333	Intermediate Similarity	NPC32055
0.8333	Intermediate Similarity	NPC236112
0.8313	Intermediate Similarity	NPC59263
0.8313	Intermediate Similarity	NPC198664
0.8313	Intermediate Similarity	NPC127689
0.8313	Intermediate Similarity	NPC121798
0.8313	Intermediate Similarity	NPC263393
0.8313	Intermediate Similarity	NPC259875
0.8313	Intermediate Similarity	NPC61543
0.8313	Intermediate Similarity	NPC225585
0.8313	Intermediate Similarity	NPC187785
0.8313	Intermediate Similarity	NPC161751
0.8313	Intermediate Similarity	NPC470588
0.8313	Intermediate Similarity	NPC25906
0.8313	Intermediate Similarity	NPC95246
0.8313	Intermediate Similarity	NPC143232
0.8313	Intermediate Similarity	NPC474972
0.8313	Intermediate Similarity	NPC293048
0.8313	Intermediate Similarity	NPC130520
0.8313	Intermediate Similarity	NPC234346
0.8313	Intermediate Similarity	NPC64872
0.8313	Intermediate Similarity	NPC270768
0.8313	Intermediate Similarity	NPC69627
0.8313	Intermediate Similarity	NPC290972
0.8313	Intermediate Similarity	NPC274330
0.8312	Intermediate Similarity	NPC11908
0.8312	Intermediate Similarity	NPC148977
0.8312	Intermediate Similarity	NPC186191
0.8312	Intermediate Similarity	NPC318136
0.8312	Intermediate Similarity	NPC275910
0.8312	Intermediate Similarity	NPC205455
0.831	Intermediate Similarity	NPC476039
0.831	Intermediate Similarity	NPC286669
0.831	Intermediate Similarity	NPC222366
0.8289	Intermediate Similarity	NPC477925
0.8289	Intermediate Similarity	NPC278091
0.8289	Intermediate Similarity	NPC73875
0.8289	Intermediate Similarity	NPC86305
0.8289	Intermediate Similarity	NPC93662
0.8289	Intermediate Similarity	NPC14112
0.8289	Intermediate Similarity	NPC265588

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 NPC138374 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	220
0.1-0.2	2349
0.2-0.3	4194
0.3-0.4	1718
0.4-0.5	329
0.5-0.6	207
0.6-0.7	119
0.7-0.8	12
0.8-0.85	1
0.85-0.9	0
0.9-0.95	1
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.9452	High Similarity	NPD7645	Phase 2
0.84	Intermediate Similarity	NPD7339	Approved
0.84	Intermediate Similarity	NPD6942	Approved
0.8333	Intermediate Similarity	NPD7525	Registered
0.8118	Intermediate Similarity	NPD7515	Phase 2
0.8052	Intermediate Similarity	NPD3701	Clinical (unspecified phase)
0.7727	Intermediate Similarity	NPD7748	Approved
0.7532	Intermediate Similarity	NPD4243	Approved
0.7529	Intermediate Similarity	NPD3618	Phase 1
0.75	Intermediate Similarity	NPD4786	Approved
0.7473	Intermediate Similarity	NPD7902	Approved
0.7471	Intermediate Similarity	NPD5328	Approved
0.747	Intermediate Similarity	NPD3667	Approved
0.7412	Intermediate Similarity	NPD7520	Clinical (unspecified phase)
0.7342	Intermediate Similarity	NPD4784	Approved
0.7342	Intermediate Similarity	NPD6924	Approved
0.7342	Intermediate Similarity	NPD4785	Approved
0.7342	Intermediate Similarity	NPD6926	Approved
0.7308	Intermediate Similarity	NPD7152	Approved
0.7308	Intermediate Similarity	NPD7151	Approved
0.7308	Intermediate Similarity	NPD7150	Approved
0.7303	Intermediate Similarity	NPD6079	Approved
0.7273	Intermediate Similarity	NPD6923	Approved
0.7273	Intermediate Similarity	NPD6922	Approved
0.725	Intermediate Similarity	NPD8264	Approved
0.7229	Intermediate Similarity	NPD4748	Discontinued
0.7179	Intermediate Similarity	NPD7143	Approved
0.7179	Intermediate Similarity	NPD7144	Approved
0.716	Intermediate Similarity	NPD6933	Approved
0.7143	Intermediate Similarity	NPD7900	Approved
0.7143	Intermediate Similarity	NPD7901	Clinical (unspecified phase)
0.7093	Intermediate Similarity	NPD3133	Approved
0.7093	Intermediate Similarity	NPD3666	Approved
0.7093	Intermediate Similarity	NPD3665	Phase 1
0.7045	Intermediate Similarity	NPD4751	Clinical (unspecified phase)
0.7037	Intermediate Similarity	NPD5275	Approved
0.7037	Intermediate Similarity	NPD4190	Phase 3
0.7033	Intermediate Similarity	NPD4202	Approved
0.7024	Intermediate Similarity	NPD7509	Discontinued
0.6905	Remote Similarity	NPD6929	Approved
0.6842	Remote Similarity	NPD7638	Approved
0.6835	Remote Similarity	NPD4267	Clinical (unspecified phase)
0.6824	Remote Similarity	NPD6930	Phase 2
0.6824	Remote Similarity	NPD6931	Approved
0.6809	Remote Similarity	NPD4697	Phase 3
0.6809	Remote Similarity	NPD5222	Approved
0.6809	Remote Similarity	NPD5220	Clinical (unspecified phase)
0.6809	Remote Similarity	NPD5221	Approved
0.6771	Remote Similarity	NPD7639	Approved
0.6771	Remote Similarity	NPD7640	Approved
0.6739	Remote Similarity	NPD8035	Phase 2
0.6739	Remote Similarity	NPD8034	Phase 2
0.6737	Remote Similarity	NPD5173	Approved
0.6737	Remote Similarity	NPD4755	Approved
0.6706	Remote Similarity	NPD4195	Approved
0.6705	Remote Similarity	NPD3668	Phase 3
0.6703	Remote Similarity	NPD7285	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD5776	Phase 2
0.6667	Remote Similarity	NPD6399	Phase 3
0.6667	Remote Similarity	NPD5290	Discontinued
0.6667	Remote Similarity	NPD6932	Approved
0.6667	Remote Similarity	NPD6925	Approved
0.6598	Remote Similarity	NPD5285	Approved
0.6598	Remote Similarity	NPD4700	Approved
0.6598	Remote Similarity	NPD4696	Approved
0.6598	Remote Similarity	NPD5286	Approved
0.6593	Remote Similarity	NPD7513	Clinical (unspecified phase)
0.6591	Remote Similarity	NPD6695	Phase 3
0.6588	Remote Similarity	NPD7145	Approved
0.6588	Remote Similarity	NPD7322	Clinical (unspecified phase)
0.6579	Remote Similarity	NPD368	Approved
0.6556	Remote Similarity	NPD5279	Phase 3
0.6556	Remote Similarity	NPD3574	Clinical (unspecified phase)
0.6543	Remote Similarity	NPD4787	Phase 1
0.6531	Remote Similarity	NPD5223	Approved
0.6522	Remote Similarity	NPD4753	Phase 2
0.6517	Remote Similarity	NPD7338	Clinical (unspecified phase)
0.6512	Remote Similarity	NPD6683	Phase 2
0.6477	Remote Similarity	NPD4223	Phase 3
0.6477	Remote Similarity	NPD4221	Approved
0.6465	Remote Similarity	NPD4633	Approved
0.6465	Remote Similarity	NPD5225	Approved
0.6465	Remote Similarity	NPD5224	Approved
0.6465	Remote Similarity	NPD5226	Approved
0.6465	Remote Similarity	NPD5211	Phase 2
0.6463	Remote Similarity	NPD4808	Clinical (unspecified phase)
0.6463	Remote Similarity	NPD4809	Clinical (unspecified phase)
0.6444	Remote Similarity	NPD5329	Approved
0.6444	Remote Similarity	NPD6893	Approved
0.6438	Remote Similarity	NPD342	Phase 1
0.6437	Remote Similarity	NPD7514	Phase 3
0.6437	Remote Similarity	NPD4695	Discontinued
0.6437	Remote Similarity	NPD7332	Phase 2
0.6436	Remote Similarity	NPD6402	Approved
0.6436	Remote Similarity	NPD5739	Approved
0.6436	Remote Similarity	NPD7128	Approved
0.6436	Remote Similarity	NPD6675	Approved
0.642	Remote Similarity	NPD3700	Clinical (unspecified phase)
0.642	Remote Similarity	NPD3699	Clinical (unspecified phase)
0.6404	Remote Similarity	NPD4788	Approved
0.64	Remote Similarity	NPD5174	Approved
0.64	Remote Similarity	NPD4754	Approved
0.64	Remote Similarity	NPD5175	Approved
0.6395	Remote Similarity	NPD3617	Approved
0.6374	Remote Similarity	NPD7146	Approved
0.6374	Remote Similarity	NPD6409	Approved
0.6374	Remote Similarity	NPD5330	Approved
0.6374	Remote Similarity	NPD7521	Approved
0.6374	Remote Similarity	NPD6684	Approved
0.6374	Remote Similarity	NPD7334	Approved
0.6364	Remote Similarity	NPD6902	Approved
0.6364	Remote Similarity	NPD6898	Phase 1
0.6353	Remote Similarity	NPD6117	Approved
0.6337	Remote Similarity	NPD5141	Approved
0.6333	Remote Similarity	NPD4197	Approved
0.6311	Remote Similarity	NPD6881	Approved
0.6311	Remote Similarity	NPD6899	Approved
0.6311	Remote Similarity	NPD7320	Approved
0.631	Remote Similarity	NPD6113	Clinical (unspecified phase)
0.6304	Remote Similarity	NPD3573	Approved
0.6304	Remote Similarity	NPD7524	Approved
0.6304	Remote Similarity	NPD7750	Discontinued
0.63	Remote Similarity	NPD7632	Discontinued
0.6289	Remote Similarity	NPD7614	Phase 1
0.6279	Remote Similarity	NPD6116	Phase 1
0.6275	Remote Similarity	NPD4767	Approved
0.6275	Remote Similarity	NPD4768	Approved
0.625	Remote Similarity	NPD8132	Clinical (unspecified phase)
0.625	Remote Similarity	NPD6373	Approved
0.625	Remote Similarity	NPD6372	Approved
0.6237	Remote Similarity	NPD6903	Approved
0.6235	Remote Similarity	NPD3703	Phase 2
0.6232	Remote Similarity	NPD384	Approved
0.6232	Remote Similarity	NPD385	Approved
0.6224	Remote Similarity	NPD6083	Phase 2
0.6224	Remote Similarity	NPD6084	Phase 2
0.6214	Remote Similarity	NPD5701	Approved
0.6214	Remote Similarity	NPD5697	Approved
0.6211	Remote Similarity	NPD6411	Approved
0.6207	Remote Similarity	NPD6118	Approved
0.6207	Remote Similarity	NPD6114	Approved
0.6207	Remote Similarity	NPD6115	Approved
0.6207	Remote Similarity	NPD6697	Approved
0.62	Remote Similarity	NPD4159	Approved
0.6196	Remote Similarity	NPD4623	Approved
0.6196	Remote Similarity	NPD4690	Approved
0.6196	Remote Similarity	NPD4689	Approved
0.6196	Remote Similarity	NPD5205	Approved
0.6196	Remote Similarity	NPD4138	Approved
0.6196	Remote Similarity	NPD4688	Approved
0.6196	Remote Similarity	NPD4519	Discontinued
0.6196	Remote Similarity	NPD4693	Phase 3
0.619	Remote Similarity	NPD6883	Approved
0.619	Remote Similarity	NPD7290	Approved
0.619	Remote Similarity	NPD7102	Approved
0.6186	Remote Similarity	NPD4629	Approved
0.6186	Remote Similarity	NPD5210	Approved
0.617	Remote Similarity	NPD6051	Approved
0.6162	Remote Similarity	NPD4225	Approved
0.6154	Remote Similarity	NPD4729	Approved
0.6154	Remote Similarity	NPD5168	Approved
0.6154	Remote Similarity	NPD4730	Approved
0.6154	Remote Similarity	NPD5128	Approved
0.6154	Remote Similarity	NPD6011	Approved
0.6147	Remote Similarity	NPD8295	Clinical (unspecified phase)
0.6145	Remote Similarity	NPD4245	Approved
0.6145	Remote Similarity	NPD4244	Approved
0.6132	Remote Similarity	NPD6650	Approved
0.6132	Remote Similarity	NPD6869	Approved
0.6132	Remote Similarity	NPD6617	Approved
0.6132	Remote Similarity	NPD6401	Clinical (unspecified phase)
0.6132	Remote Similarity	NPD6847	Approved
0.6132	Remote Similarity	NPD8130	Phase 1
0.6132	Remote Similarity	NPD6649	Approved
0.6106	Remote Similarity	NPD8328	Phase 3
0.6095	Remote Similarity	NPD6012	Approved
0.6095	Remote Similarity	NPD6013	Approved
0.6095	Remote Similarity	NPD6014	Approved
0.6075	Remote Similarity	NPD6882	Approved
0.6075	Remote Similarity	NPD8297	Approved
0.6067	Remote Similarity	NPD6928	Phase 2
0.6067	Remote Similarity	NPD8259	Clinical (unspecified phase)
0.6064	Remote Similarity	NPD6672	Approved
0.6064	Remote Similarity	NPD4722	Approved
0.6064	Remote Similarity	NPD4723	Approved
0.6064	Remote Similarity	NPD5737	Approved
0.6058	Remote Similarity	NPD6412	Phase 2
0.6042	Remote Similarity	NPD7087	Discontinued
0.6038	Remote Similarity	NPD5135	Approved
0.6038	Remote Similarity	NPD5247	Approved
0.6038	Remote Similarity	NPD5169	Approved
0.6038	Remote Similarity	NPD5251	Approved
0.6038	Remote Similarity	NPD5134	Clinical (unspecified phase)
0.6038	Remote Similarity	NPD4634	Approved
0.6038	Remote Similarity	NPD5248	Approved
0.6038	Remote Similarity	NPD5250	Approved
0.6038	Remote Similarity	NPD5249	Phase 3
0.6024	Remote Similarity	NPD3698	Phase 2
0.6022	Remote Similarity	NPD4694	Approved
0.6022	Remote Similarity	NPD5690	Phase 2

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