NPASS Compound

Structure

CID268829 OpenBabel06191716072D 27 31 0 0 1 0 0 0 0 0999 V2000 -0.8124 -2.4513 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7161 -0.9908 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5291 -0.4868 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6860 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5285 -3.4061 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0005 -1.9466 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6849 0.9728 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6858 -2.9199 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8425 -1.4599 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8425 1.4592 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0139 -1.3280 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3718 -1.9464 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1784 0.2368 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5277 -0.4859 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5291 -1.4602 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.3715 -2.9194 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.6855 0.0003 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.8430 -1.4602 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.8430 -0.4867 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 3.9651 -1.1259 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6861 -1.9469 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.8425 -0.4864 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 -4.2376 -3.4194 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.6877 -1.7765 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.0667 -0.1588 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2 22 1 0 0 0 0 3 4 1 0 0 0 0 3 15 1 0 0 0 0 4 19 1 0 0 0 0 5 8 1 0 0 0 0 5 16 1 0 0 0 0 6 9 1 0 0 0 0 6 18 1 0 0 0 0 7 10 1 0 0 0 0 7 17 1 0 0 0 0 8 21 1 0 0 0 0 9 22 1 0 0 0 0 10 23 1 0 0 0 0 11 14 2 0 0 0 0 11 20 1 0 0 0 0 12 15 1 0 0 0 0 12 16 1 0 0 0 0 13 14 1 0 0 0 0 13 27 1 0 0 0 0 14 17 1 0 0 0 0 15 21 1 6 0 0 0 16 24 1 6 0 0 0 17 22 1 6 0 0 0 18 19 1 0 0 0 0 18 21 1 6 0 0 0 19 23 1 1 0 0 0 20 25 2 0 0 0 0 20 27 1 0 0 0 0 21 1 1 6 0 0 0 22 23 1 6 0 0 0 23 26 1 6 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	374.25
Volume:	393.47
LogP:	4.066
LogD:	3.631
LogS:	-4.399
# Rotatable Bonds:	1
TPSA:	73.83
# H-Bond Aceptor:	4
# H-Bond Donor:	3
# Rings:	5
# Heavy Atoms:	4

MedChem Properties

QED Drug-Likeness Score:	0.672
Synthetic Accessibility Score:	4.646
Fsp3:	0.826
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Rejected
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:	-4.895
MDCK Permeability:	2.0455341655178927e-05
Pgp-inhibitor:	0.107
Pgp-substrate:	0.997
Human Intestinal Absorption (HIA):	0.031
20% Bioavailability (F20%):	0.97
30% Bioavailability (F30%):	0.928

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.487
Plasma Protein Binding (PPB):	95.27046203613281%
Volume Distribution (VD):	1.346
Pgp-substrate:	4.1734466552734375%

ADMET: Metabolism

CYP1A2-inhibitor:	0.068
CYP1A2-substrate:	0.398
CYP2C19-inhibitor:	0.036
CYP2C19-substrate:	0.53
CYP2C9-inhibitor:	0.224
CYP2C9-substrate:	0.235
CYP2D6-inhibitor:	0.02
CYP2D6-substrate:	0.468
CYP3A4-inhibitor:	0.67
CYP3A4-substrate:	0.196

ADMET: Excretion

Clearance (CL):	15.177
Half-life (T1/2):	0.247

ADMET: Toxicity

hERG Blockers:	0.232
Human Hepatotoxicity (H-HT):	0.453
Drug-inuced Liver Injury (DILI):	0.04
AMES Toxicity:	0.01
Rat Oral Acute Toxicity:	0.894
Maximum Recommended Daily Dose:	0.947
Skin Sensitization:	0.935
Carcinogencity:	0.791
Eye Corrosion:	0.009
Eye Irritation:	0.036
Respiratory Toxicity:	0.968

Download Data

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

Natural Product: NPC268829

Natural Product ID:	NPC268829
*Common Name:**	3-[(3S,5S,8R,9S,10S,13R,14S,17R)-3,14-Dihydroxy-10,13-Dimethyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-Tetradecahydrocyclopenta[A]Phenanthren-17-Yl]-2H-Furan-5-One
IUPAC Name:	3-[(3S,5S,8R,9S,10S,13R,14S,17R)-3,14-dihydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]-2H-furan-5-one
Synonyms:
Standard InCHIKey:	XZTUSOXSLKTKJQ-CIXPXFMPSA-N
Standard InCHI:	InChI=1S/C23H34O4/c1-21-8-5-16(24)12-15(21)3-4-19-18(21)6-9-22(2)17(7-10-23(19,22)26)14-11-20(25)27-13-14/h11,15-19,24,26H,3-10,12-13H2,1-2H3/t15-,16-,17+,18-,19+,21-,22+,23-/m0/s1
SMILES:	C[C@]12CC[C@@H](C[C@@H]1CC[C@@H]1[C@@H]2CC[C@]2(C)[C@H](CC[C@]12O)C1=CC(=O)OC1)O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL109863
PubChem CID:	92760
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000258] Steroids and steroid derivatives [CHEMONTID:0001125] Steroid lactones [CHEMONTID:0001555] Cardenolides and derivatives

*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
NPO9165	Asclepias curassavica	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[16252914]
NPO30295	Calotropis gigantea	Species	Apocynaceae	Eukaryota	leaves	n.a.	n.a.	PMID[16933890]
NPO33139	Pergularia tomentosa	Species	Apocynaceae	Eukaryota	roots	Wadi Um Hebal, Egypt	2001-JAN	PMID[16989527]
NPO30295	Calotropis gigantea	Species	Apocynaceae	Eukaryota	n.a.	root	n.a.	PMID[19052526]
NPO9165	Asclepias curassavica	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[19251412]
NPO33139	Pergularia tomentosa	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[19555122]
NPO30295	Calotropis gigantea	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[28817274]
NPO33139	Pergularia tomentosa	Species	Apocynaceae	Eukaryota	Aerial Parts	n.a.	n.a.	PMID[30629433]
NPO30295	Calotropis gigantea	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[31967821]
NPO30295	Calotropis gigantea	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[32649211]
NPO30295	Calotropis gigantea	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[9548837]
NPO24652	Toxicodendron succedaneum	Species	Anacardiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO14048	Cryptotaenia japonica	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO9165	Asclepias curassavica	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO24652	Toxicodendron succedaneum	Species	Anacardiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO9165	Asclepias curassavica	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO14048	Cryptotaenia japonica	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO14048	Cryptotaenia japonica	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO24652	Toxicodendron succedaneum	Species	Anacardiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO18054	Curvularia coicis	Species	Pleosporaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO3369	Anemone narcissiflora	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO2175	Hyperbaena columbica	Species	Menispermaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14048	Cryptotaenia japonica	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO8349	Uga sinensis	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[UNPD]
NPO24652	Toxicodendron succedaneum	Species	Anacardiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26375	Viburnum grandifolium	Species	Adoxaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12987	Rhododendron farrerae	Species	Ericaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9165	Asclepias curassavica	Species	Apocynaceae	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
AC50	1
EC50	1
GI50	59
IC50	9
Others	7
Potency	25

Activity Type	# Activity
Cell Line	71
Individual Protein	14
NON-MOLECULAR	2
Others	15

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT152	Individual Protein	Nuclear factor erythroid 2-related factor 2	Homo sapiens	Potency	n.a.	410.9	nM	PMID[454497]
NPT189	Cell Line	Vero	Chlorocebus aethiops	IC50	<	50.0	nM	PMID[454497]
NPT65	Cell Line	HepG2	Homo sapiens	Potency	n.a.	1258.9	nM	PMID[454497]
NPT189	Cell Line	Vero	Chlorocebus aethiops	CC50	n.a.	1650.0	nM	PMID[454497]
NPT154	Individual Protein	Mothers against decapentaplegic homolog 3	Homo sapiens	Potency	n.a.	3981.1	nM	PMID[454497]
NPT71	Cell Line	HEK293	Homo sapiens	Potency	n.a.	446.7	nM	PMID[454497]
NPT368	Cell Line	SN12C	Homo sapiens	GI50	n.a.	963.83	nM	PMID[454498]
NPT367	Cell Line	MDA-N	Homo sapiens	GI50	n.a.	2018.37	nM	PMID[454498]
NPT370	Cell Line	NCI-H23	Homo sapiens	GI50	n.a.	1874.99	nM	PMID[454498]
NPT371	Cell Line	UO-31	Homo sapiens	GI50	n.a.	2371.37	nM	PMID[454498]
NPT369	Cell Line	ACHN	Homo sapiens	GI50	n.a.	687.07	nM	PMID[454498]
NPT116	Cell Line	HL-60	Homo sapiens	GI50	n.a.	2884.03	nM	PMID[454498]
NPT372	Cell Line	HOP-92	Homo sapiens	GI50	n.a.	5420.01	nM	PMID[454498]
NPT374	Cell Line	SF-539	Homo sapiens	GI50	n.a.	1294.2	nM	PMID[454498]
NPT90	Cell Line	DU-145	Homo sapiens	GI50	n.a.	1489.36	nM	PMID[454498]
NPT375	Cell Line	Malme-3M	Homo sapiens	GI50	n.a.	2162.72	nM	PMID[454498]
NPT373	Cell Line	SK-MEL-5	Homo sapiens	GI50	n.a.	1150.8	nM	PMID[454498]
NPT111	Cell Line	K562	Homo sapiens	GI50	n.a.	3971.92	nM	PMID[454498]
NPT377	Cell Line	OVCAR-3	Homo sapiens	GI50	n.a.	3118.89	nM	PMID[454498]
NPT376	Cell Line	A498	Homo sapiens	GI50	n.a.	4497.8	nM	PMID[454498]
NPT379	Cell Line	HOP-62	Homo sapiens	GI50	n.a.	1603.25	nM	PMID[454498]
NPT112	Cell Line	MOLT-4	Homo sapiens	GI50	n.a.	358.92	nM	PMID[454498]
NPT378	Cell Line	NCI/ADR-RES	Homo sapiens	GI50	n.a.	2070.14	nM	PMID[454498]
NPT380	Cell Line	U-251	Homo sapiens	GI50	n.a.	3732.5	nM	PMID[454498]
NPT381	Cell Line	OVCAR-8	Homo sapiens	GI50	n.a.	3076.1	nM	PMID[454498]
NPT382	Cell Line	OVCAR-5	Homo sapiens	GI50	n.a.	4246.2	nM	PMID[454498]
NPT383	Cell Line	SNB-19	Homo sapiens	GI50	n.a.	4954.5	nM	PMID[454498]
NPT82	Cell Line	MDA-MB-231	Homo sapiens	GI50	n.a.	8892.01	nM	PMID[454498]
NPT385	Cell Line	SR	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[454498]
NPT323	Cell Line	SW-620	Homo sapiens	GI50	n.a.	3507.52	nM	PMID[454498]
NPT384	Cell Line	TK-10	Homo sapiens	GI50	n.a.	3999.45	nM	PMID[454498]
NPT455	Cell Line	NCI-H522	Homo sapiens	GI50	n.a.	719.45	nM	PMID[454498]
NPT387	Cell Line	M14	Homo sapiens	GI50	n.a.	3451.44	nM	PMID[454498]
NPT386	Cell Line	KM12	Homo sapiens	GI50	n.a.	5807.64	nM	PMID[454498]
NPT388	Cell Line	NCI-H322M	Homo sapiens	GI50	n.a.	3213.66	nM	PMID[454498]
NPT389	Cell Line	RPMI-8226	Homo sapiens	GI50	n.a.	4207.27	nM	PMID[454498]
NPT456	Cell Line	OVCAR-4	Homo sapiens	GI50	n.a.	2079.7	nM	PMID[454498]
NPT457	Cell Line	BT-549	Homo sapiens	GI50	n.a.	1879.32	nM	PMID[454498]
NPT390	Cell Line	LOX IMVI	Homo sapiens	GI50	n.a.	2588.21	nM	PMID[454498]
NPT147	Cell Line	SK-MEL-2	Homo sapiens	GI50	n.a.	3326.6	nM	PMID[454498]
NPT81	Cell Line	A549	Homo sapiens	GI50	n.a.	626.61	nM	PMID[454498]
NPT391	Cell Line	HCC 2998	Homo sapiens	GI50	n.a.	3054.92	nM	PMID[454498]
NPT392	Cell Line	SNB-75	Homo sapiens	GI50	n.a.	3845.92	nM	PMID[454498]
NPT148	Cell Line	HCT-15	Homo sapiens	GI50	n.a.	1857.8	nM	PMID[454498]
NPT395	Cell Line	SF-268	Homo sapiens	GI50	n.a.	1745.82	nM	PMID[454498]
NPT393	Cell Line	HCT-116	Homo sapiens	GI50	n.a.	1725.84	nM	PMID[454498]
NPT394	Cell Line	EKVX	Homo sapiens	GI50	n.a.	2376.84	nM	PMID[454498]
NPT306	Cell Line	PC-3	Homo sapiens	GI50	n.a.	2582.26	nM	PMID[454498]
NPT146	Cell Line	SK-OV-3	Homo sapiens	GI50	n.a.	3213.66	nM	PMID[454498]
NPT396	Cell Line	T47D	Homo sapiens	GI50	n.a.	3767.04	nM	PMID[454498]
NPT397	Cell Line	NCI-H460	Homo sapiens	GI50	n.a.	672.98	nM	PMID[454498]
NPT398	Cell Line	UACC-62	Homo sapiens	GI50	n.a.	3548.13	nM	PMID[454498]
NPT308	Cell Line	CAKI-1	Homo sapiens	GI50	n.a.	1807.17	nM	PMID[454498]
NPT400	Cell Line	MDA-MB-435	Homo sapiens	GI50	n.a.	3033.89	nM	PMID[454498]
NPT399	Cell Line	SF-295	Homo sapiens	GI50	n.a.	2728.98	nM	PMID[454498]
NPT402	Cell Line	Hs-578T	Homo sapiens	GI50	n.a.	4207.27	nM	PMID[454498]
NPT458	Cell Line	IGROV-1	Homo sapiens	GI50	n.a.	3258.37	nM	PMID[454498]
NPT401	Cell Line	786-0	Homo sapiens	GI50	n.a.	1949.84	nM	PMID[454498]
NPT403	Cell Line	UACC-257	Homo sapiens	GI50	n.a.	4027.17	nM	PMID[454498]
NPT404	Cell Line	CCRF-CEM	Homo sapiens	GI50	n.a.	760.33	nM	PMID[454498]
NPT405	Cell Line	NCI-H226	Homo sapiens	GI50	n.a.	11220.18	nM	PMID[454498]
NPT139	Cell Line	HT-29	Homo sapiens	GI50	n.a.	3443.5	nM	PMID[454498]
NPT170	Cell Line	SK-MEL-28	Homo sapiens	GI50	n.a.	7498.94	nM	PMID[454498]
NPT406	Cell Line	RXF 393	Homo sapiens	GI50	n.a.	736.21	nM	PMID[454498]
NPT407	Cell Line	COLO 205	Homo sapiens	GI50	n.a.	3176.87	nM	PMID[454498]
NPT10	Individual Protein	Geminin	Homo sapiens	Potency	n.a.	651.3	nM	PMID[454497]
NPT10	Individual Protein	Geminin	Homo sapiens	Potency	n.a.	5804.8	nM	PMID[454497]
NPT478	Individual Protein	Ataxin-2	Homo sapiens	Potency	n.a.	335.9	nM	PMID[454497]
NPT101	Individual Protein	Glucagon-like peptide 1 receptor	Homo sapiens	Potency	n.a.	1122.0	nM	PMID[454497]
NPT50	Individual Protein	Tyrosyl-DNA phosphodiesterase 1	Homo sapiens	Potency	n.a.	16360.1	nM	PMID[454497]
NPT50	Individual Protein	Tyrosyl-DNA phosphodiesterase 1	Homo sapiens	Potency	n.a.	20596.2	nM	PMID[454497]
NPT1283	Individual Protein	Paired box protein Pax-8	Homo sapiens	AC50	=	2090.0	nM	PMID[454497]
NPT154	Individual Protein	Mothers against decapentaplegic homolog 3	Homo sapiens	Potency	n.a.	1299.5	nM	PMID[454497]
NPT154	Individual Protein	Mothers against decapentaplegic homolog 3	Homo sapiens	Potency	n.a.	16360.1	nM	PMID[454497]
NPT154	Individual Protein	Mothers against decapentaplegic homolog 3	Homo sapiens	Potency	n.a.	2059.6	nM	PMID[454497]
NPT152	Individual Protein	Nuclear factor erythroid 2-related factor 2	Homo sapiens	Potency	n.a.	259.3	nM	PMID[454497]
NPT306	Cell Line	PC-3	Homo sapiens	IC50	=	300.0	nM	PMID[454499]
NPT165	Cell Line	HeLa	Homo sapiens	IC50	=	3000.0	nM	PMID[454499]
NPT83	Cell Line	MCF7	Homo sapiens	IC50	=	6000.0	nM	PMID[454499]
NPT1307	Cell Line	Calu-1	Homo sapiens	IC50	=	8000.0	nM	PMID[454499]
NPT380	Cell Line	U-251	Homo sapiens	IC50	=	6000.0	nM	PMID[454499]
NPT457	Cell Line	BT-549	Homo sapiens	IC50	=	3900.0	nM	PMID[454500]
NPT402	Cell Line	Hs-578T	Homo sapiens	IC50	=	3600.0	nM	PMID[454500]
NPT82	Cell Line	MDA-MB-231	Homo sapiens	IC50	>	30000.0	nM	PMID[454500]
NPT2	Others	Unspecified		Potency	n.a.	2592.9	nM	PMID[454497]
NPT2	Others	Unspecified		Potency	n.a.	281.8	nM	PMID[454497]
NPT2	Others	Unspecified		Potency	n.a.	316.2	nM	PMID[454497]
NPT2	Others	Unspecified		Potency	n.a.	5011.9	nM	PMID[454497]
NPT2	Others	Unspecified		AbsAC35	=	0.391	uM	PMID[454497]
NPT2	Others	Unspecified		Potency	n.a.	1158.2	nM	PMID[454497]
NPT861	Individual Protein	Isocitrate dehydrogenase [NADP] cytoplasmic	Homo sapiens	Potency	n.a.	1458.1	nM	PMID[454497]
NPT2	Others	Unspecified		Max_Activity	=	8.0	uM	PMID[454497]
NPT2	Others	Unspecified		AbsAC35_uM	=	0.385	uM	PMID[454497]
NPT2	Others	Unspecified		Potency	n.a.	819.9	nM	PMID[454497]
NPT2	Others	Unspecified		Potency	n.a.	891.3	nM	PMID[454497]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	AbsAC35_uM	=	1.17	uM	PMID[454497]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	AbsAC35_uM	=	0.375	uM	PMID[454497]
NPT2	Others	Unspecified		Potency	n.a.	1122.0	nM	PMID[454497]
NPT2	Others	Unspecified		Ratio IC50	>	8.0	n.a.	PMID[454500]
NPT2	Others	Unspecified		EC50	=	2100.0	nM	PMID[454500]

☑ 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 NPC268829 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	193
0.1-0.2	1348
0.2-0.3	4612
0.3-0.4	11318
0.4-0.5	10345
0.5-0.6	5935
0.6-0.7	5872
0.7-0.8	2714
0.8-0.85	260
0.85-0.9	76
0.9-0.95	7
0.95-1	17

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC25177
1.0	High Similarity	NPC295110
1.0	High Similarity	NPC222875
1.0	High Similarity	NPC247701
0.9789	High Similarity	NPC196471
0.9789	High Similarity	NPC160583
0.9789	High Similarity	NPC10232
0.9789	High Similarity	NPC189588
0.9789	High Similarity	NPC187302
0.9789	High Similarity	NPC97487
0.9588	High Similarity	NPC220217
0.9588	High Similarity	NPC186668
0.9588	High Similarity	NPC119855
0.9583	High Similarity	NPC472821
0.93	High Similarity	NPC475030
0.9263	High Similarity	NPC231751
0.9072	High Similarity	NPC251680
0.9	High Similarity	NPC472818
0.8947	High Similarity	NPC201725
0.8947	High Similarity	NPC105490
0.8911	High Similarity	NPC472820
0.89	High Similarity	NPC472819
0.8878	High Similarity	NPC472826
0.8866	High Similarity	NPC51499
0.8857	High Similarity	NPC69576
0.8857	High Similarity	NPC31354
0.8857	High Similarity	NPC471633
0.8857	High Similarity	NPC84949
0.8842	High Similarity	NPC7349
0.8835	High Similarity	NPC103491
0.88	High Similarity	NPC112009
0.8776	High Similarity	NPC218107
0.8776	High Similarity	NPC325229
0.8776	High Similarity	NPC275086
0.8774	High Similarity	NPC5311
0.8774	High Similarity	NPC196931
0.8774	High Similarity	NPC469794
0.8774	High Similarity	NPC310341
0.8774	High Similarity	NPC99620
0.8774	High Similarity	NPC193382
0.8774	High Similarity	NPC72772
0.8774	High Similarity	NPC199428
0.8737	High Similarity	NPC234335
0.8713	High Similarity	NPC200861
0.8692	High Similarity	NPC93883
0.8692	High Similarity	NPC99728
0.8692	High Similarity	NPC50305
0.8692	High Similarity	NPC471353
0.8692	High Similarity	NPC471351
0.8692	High Similarity	NPC152615
0.8692	High Similarity	NPC157376
0.8692	High Similarity	NPC471355
0.8692	High Similarity	NPC471354
0.8692	High Similarity	NPC473852
0.8692	High Similarity	NPC244402
0.8692	High Similarity	NPC243196
0.8692	High Similarity	NPC309034
0.8692	High Similarity	NPC87250
0.8692	High Similarity	NPC142066
0.8692	High Similarity	NPC196429
0.8692	High Similarity	NPC27507
0.8692	High Similarity	NPC84987
0.8692	High Similarity	NPC290693
0.8692	High Similarity	NPC34390
0.8692	High Similarity	NPC158344
0.8692	High Similarity	NPC474418
0.8692	High Similarity	NPC77319
0.8687	High Similarity	NPC201406
0.866	High Similarity	NPC276110
0.8654	High Similarity	NPC179642
0.8641	High Similarity	NPC137462
0.8641	High Similarity	NPC304276
0.8632	High Similarity	NPC302280
0.8614	High Similarity	NPC180204
0.8614	High Similarity	NPC171014
0.8614	High Similarity	NPC45897
0.8611	High Similarity	NPC83287
0.86	High Similarity	NPC11974
0.8585	High Similarity	NPC171126
0.8571	High Similarity	NPC304899
0.8571	High Similarity	NPC253115
0.8544	High Similarity	NPC43063
0.8544	High Similarity	NPC475781
0.8544	High Similarity	NPC79298
0.8542	High Similarity	NPC130840
0.8542	High Similarity	NPC329842
0.8532	High Similarity	NPC236973
0.8532	High Similarity	NPC469756
0.8532	High Similarity	NPC29639
0.8532	High Similarity	NPC32177
0.8532	High Similarity	NPC292467
0.8532	High Similarity	NPC55532
0.8532	High Similarity	NPC470897
0.8532	High Similarity	NPC44899
0.8532	High Similarity	NPC5883
0.8532	High Similarity	NPC304260
0.8532	High Similarity	NPC329905
0.8532	High Similarity	NPC30483
0.8529	High Similarity	NPC472822
0.8519	High Similarity	NPC203862
0.85	High Similarity	NPC324841
0.8495	Intermediate Similarity	NPC474013
0.8491	Intermediate Similarity	NPC44537
0.8491	Intermediate Similarity	NPC470063
0.8476	Intermediate Similarity	NPC12795
0.8469	Intermediate Similarity	NPC329435
0.8462	Intermediate Similarity	NPC88701
0.8455	Intermediate Similarity	NPC475556
0.8455	Intermediate Similarity	NPC475136
0.8455	Intermediate Similarity	NPC72260
0.8455	Intermediate Similarity	NPC474466
0.8455	Intermediate Similarity	NPC475629
0.8447	Intermediate Similarity	NPC295843
0.8438	Intermediate Similarity	NPC78973
0.8431	Intermediate Similarity	NPC36688
0.8431	Intermediate Similarity	NPC281378
0.8431	Intermediate Similarity	NPC473523
0.8416	Intermediate Similarity	NPC471412
0.8416	Intermediate Similarity	NPC475617
0.8404	Intermediate Similarity	NPC131813
0.84	Intermediate Similarity	NPC278673
0.84	Intermediate Similarity	NPC181147
0.8396	Intermediate Similarity	NPC183603
0.8384	Intermediate Similarity	NPC276103
0.8384	Intermediate Similarity	NPC54248
0.8381	Intermediate Similarity	NPC75389
0.8378	Intermediate Similarity	NPC475219
0.8378	Intermediate Similarity	NPC120390
0.8378	Intermediate Similarity	NPC314535
0.8378	Intermediate Similarity	NPC475590
0.8378	Intermediate Similarity	NPC475419
0.8378	Intermediate Similarity	NPC474908
0.8378	Intermediate Similarity	NPC40749
0.8378	Intermediate Similarity	NPC173555
0.8378	Intermediate Similarity	NPC231518
0.8367	Intermediate Similarity	NPC3359
0.8367	Intermediate Similarity	NPC119562
0.8367	Intermediate Similarity	NPC279410
0.8367	Intermediate Similarity	NPC474922
0.8365	Intermediate Similarity	NPC471205
0.835	Intermediate Similarity	NPC473543
0.8333	Intermediate Similarity	NPC475038
0.8333	Intermediate Similarity	NPC475344
0.8333	Intermediate Similarity	NPC109195
0.8333	Intermediate Similarity	NPC476471
0.8333	Intermediate Similarity	NPC22388
0.8333	Intermediate Similarity	NPC473647
0.8317	Intermediate Similarity	NPC471413
0.8317	Intermediate Similarity	NPC208358
0.8317	Intermediate Similarity	NPC38855
0.8304	Intermediate Similarity	NPC264336
0.8304	Intermediate Similarity	NPC474423
0.8304	Intermediate Similarity	NPC74259
0.8304	Intermediate Similarity	NPC115349
0.8304	Intermediate Similarity	NPC193893
0.83	Intermediate Similarity	NPC475032
0.83	Intermediate Similarity	NPC210337
0.83	Intermediate Similarity	NPC475033
0.8288	Intermediate Similarity	NPC257610
0.8286	Intermediate Similarity	NPC275060
0.8283	Intermediate Similarity	NPC279974
0.8273	Intermediate Similarity	NPC16701
0.8273	Intermediate Similarity	NPC218093
0.8269	Intermediate Similarity	NPC51719
0.8265	Intermediate Similarity	NPC38232
0.8265	Intermediate Similarity	NPC476304
0.8252	Intermediate Similarity	NPC120009
0.8252	Intermediate Similarity	NPC85742
0.8252	Intermediate Similarity	NPC474124
0.8252	Intermediate Similarity	NPC297617
0.8247	Intermediate Similarity	NPC219937
0.8247	Intermediate Similarity	NPC194485
0.8247	Intermediate Similarity	NPC53890
0.8247	Intermediate Similarity	NPC295668
0.8247	Intermediate Similarity	NPC123252
0.8241	Intermediate Similarity	NPC154815
0.8235	Intermediate Similarity	NPC155974
0.823	Intermediate Similarity	NPC308262
0.823	Intermediate Similarity	NPC27363
0.823	Intermediate Similarity	NPC117445
0.823	Intermediate Similarity	NPC208193
0.8229	Intermediate Similarity	NPC106332
0.8229	Intermediate Similarity	NPC160304
0.8224	Intermediate Similarity	NPC470076
0.8218	Intermediate Similarity	NPC119036
0.8211	Intermediate Similarity	NPC471219
0.8211	Intermediate Similarity	NPC474970
0.82	Intermediate Similarity	NPC88009
0.82	Intermediate Similarity	NPC194132
0.8198	Intermediate Similarity	NPC278681
0.8198	Intermediate Similarity	NPC291820
0.8198	Intermediate Similarity	NPC35171
0.8198	Intermediate Similarity	NPC213761
0.8198	Intermediate Similarity	NPC81222
0.8198	Intermediate Similarity	NPC153085
0.8198	Intermediate Similarity	NPC268326
0.8191	Intermediate Similarity	NPC32223
0.8191	Intermediate Similarity	NPC299963
0.819	Intermediate Similarity	NPC475074
0.8182	Intermediate Similarity	NPC140277

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 NPC268829 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	160
0.1-0.2	1470
0.2-0.3	4047
0.3-0.4	2392
0.4-0.5	583
0.5-0.6	205
0.6-0.7	185
0.7-0.8	92
0.8-0.85	12
0.85-0.9	1
0.9-0.95	3
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.9167	High Similarity	NPD7638	Approved
0.9072	High Similarity	NPD7640	Approved
0.9072	High Similarity	NPD7639	Approved
0.8611	High Similarity	NPD7328	Approved
0.8611	High Similarity	NPD7327	Approved
0.8532	High Similarity	NPD7516	Approved
0.8455	Intermediate Similarity	NPD8377	Approved
0.8455	Intermediate Similarity	NPD8294	Approved
0.8378	Intermediate Similarity	NPD8379	Approved
0.8378	Intermediate Similarity	NPD8378	Approved
0.8378	Intermediate Similarity	NPD8335	Approved
0.8378	Intermediate Similarity	NPD8380	Approved
0.8378	Intermediate Similarity	NPD8033	Approved
0.8378	Intermediate Similarity	NPD8296	Approved
0.8333	Intermediate Similarity	NPD7632	Discontinued
0.8087	Intermediate Similarity	NPD7507	Approved
0.7959	Intermediate Similarity	NPD6051	Approved
0.7881	Intermediate Similarity	NPD7319	Approved
0.7778	Intermediate Similarity	NPD7320	Approved
0.7766	Intermediate Similarity	NPD7525	Registered
0.7757	Intermediate Similarity	NPD5739	Approved
0.7757	Intermediate Similarity	NPD7128	Approved
0.7757	Intermediate Similarity	NPD6675	Approved
0.7757	Intermediate Similarity	NPD6402	Approved
0.7739	Intermediate Similarity	NPD7503	Approved
0.7615	Intermediate Similarity	NPD6881	Approved
0.7615	Intermediate Similarity	NPD6899	Approved
0.7596	Intermediate Similarity	NPD6083	Phase 2
0.7596	Intermediate Similarity	NPD6084	Phase 2
0.7593	Intermediate Similarity	NPD6008	Approved
0.7545	Intermediate Similarity	NPD6372	Approved
0.7545	Intermediate Similarity	NPD6373	Approved
0.7523	Intermediate Similarity	NPD5701	Approved
0.7523	Intermediate Similarity	NPD5697	Approved
0.75	Intermediate Similarity	NPD6053	Discontinued
0.7477	Intermediate Similarity	NPD6883	Approved
0.7477	Intermediate Similarity	NPD7290	Approved
0.7477	Intermediate Similarity	NPD7102	Approved
0.7455	Intermediate Similarity	NPD6011	Approved
0.7434	Intermediate Similarity	NPD4632	Approved
0.7411	Intermediate Similarity	NPD8130	Phase 1
0.7411	Intermediate Similarity	NPD6617	Approved
0.7411	Intermediate Similarity	NPD6650	Approved
0.7411	Intermediate Similarity	NPD6401	Clinical (unspecified phase)
0.7411	Intermediate Similarity	NPD6869	Approved
0.7411	Intermediate Similarity	NPD6649	Approved
0.7411	Intermediate Similarity	NPD6847	Approved
0.7404	Intermediate Similarity	NPD6356	Clinical (unspecified phase)
0.74	Intermediate Similarity	NPD4751	Clinical (unspecified phase)
0.7391	Intermediate Similarity	NPD7115	Discovery
0.7387	Intermediate Similarity	NPD6013	Approved
0.7387	Intermediate Similarity	NPD6012	Approved
0.7387	Intermediate Similarity	NPD6014	Approved
0.7387	Intermediate Similarity	NPD4061	Clinical (unspecified phase)
0.7379	Intermediate Similarity	NPD4202	Approved
0.7358	Intermediate Similarity	NPD4225	Approved
0.7345	Intermediate Similarity	NPD6882	Approved
0.7345	Intermediate Similarity	NPD8297	Approved
0.7327	Intermediate Similarity	NPD6903	Approved
0.7327	Intermediate Similarity	NPD7513	Clinical (unspecified phase)
0.7308	Intermediate Similarity	NPD7748	Approved
0.73	Intermediate Similarity	NPD6684	Approved
0.73	Intermediate Similarity	NPD7146	Approved
0.73	Intermediate Similarity	NPD7334	Approved
0.73	Intermediate Similarity	NPD6409	Approved
0.73	Intermediate Similarity	NPD7521	Approved
0.73	Intermediate Similarity	NPD5330	Approved
0.7297	Intermediate Similarity	NPD6686	Approved
0.7282	Intermediate Similarity	NPD7515	Phase 2
0.7282	Intermediate Similarity	NPD5693	Phase 1
0.7264	Intermediate Similarity	NPD4755	Approved
0.7255	Intermediate Similarity	NPD5328	Approved
0.725	Intermediate Similarity	NPD7492	Approved
0.7241	Intermediate Similarity	NPD6009	Approved
0.7238	Intermediate Similarity	NPD5695	Phase 3
0.7213	Intermediate Similarity	NPD7736	Approved
0.7212	Intermediate Similarity	NPD6399	Phase 3
0.7203	Intermediate Similarity	NPD6054	Approved
0.7203	Intermediate Similarity	NPD6059	Approved
0.7203	Intermediate Similarity	NPD6319	Approved
0.72	Intermediate Similarity	NPD7520	Clinical (unspecified phase)
0.7196	Intermediate Similarity	NPD5696	Approved
0.719	Intermediate Similarity	NPD6616	Approved
0.7172	Intermediate Similarity	NPD6695	Phase 3
0.7168	Intermediate Similarity	NPD5955	Clinical (unspecified phase)
0.7167	Intermediate Similarity	NPD7604	Phase 2
0.7158	Intermediate Similarity	NPD3701	Clinical (unspecified phase)
0.7156	Intermediate Similarity	NPD5211	Phase 2
0.7143	Intermediate Similarity	NPD5983	Phase 2
0.7131	Intermediate Similarity	NPD8293	Discontinued
0.7131	Intermediate Similarity	NPD7078	Approved
0.713	Intermediate Similarity	NPD5286	Approved
0.713	Intermediate Similarity	NPD4696	Approved
0.713	Intermediate Similarity	NPD4700	Approved
0.713	Intermediate Similarity	NPD5285	Approved
0.7129	Intermediate Similarity	NPD3618	Phase 1
0.7115	Intermediate Similarity	NPD6079	Approved
0.7115	Intermediate Similarity	NPD7637	Suspended
0.7115	Intermediate Similarity	NPD8035	Phase 2
0.7115	Intermediate Similarity	NPD8034	Phase 2
0.7113	Intermediate Similarity	NPD4195	Approved
0.7103	Intermediate Similarity	NPD7902	Approved
0.71	Intermediate Similarity	NPD3665	Phase 1
0.71	Intermediate Similarity	NPD3133	Approved
0.71	Intermediate Similarity	NPD3666	Approved
0.71	Intermediate Similarity	NPD7338	Clinical (unspecified phase)
0.7087	Intermediate Similarity	NPD6904	Approved
0.7087	Intermediate Similarity	NPD6080	Approved
0.7087	Intermediate Similarity	NPD6673	Approved
0.7087	Intermediate Similarity	NPD4753	Phase 2
0.7083	Intermediate Similarity	NPD6370	Approved
0.7071	Intermediate Similarity	NPD4752	Clinical (unspecified phase)
0.7064	Intermediate Similarity	NPD5344	Discontinued
0.7064	Intermediate Similarity	NPD5223	Approved
0.7054	Intermediate Similarity	NPD6412	Phase 2
0.7053	Intermediate Similarity	NPD7339	Approved
0.7053	Intermediate Similarity	NPD6942	Approved
0.7049	Intermediate Similarity	NPD6336	Discontinued
0.7034	Intermediate Similarity	NPD6335	Approved
0.703	Intermediate Similarity	NPD6082	Clinical (unspecified phase)
0.7027	Intermediate Similarity	NPD5141	Approved
0.7009	Intermediate Similarity	NPD6274	Approved
0.7	Intermediate Similarity	NPD6015	Approved
0.7	Intermediate Similarity	NPD4633	Approved
0.7	Intermediate Similarity	NPD6016	Approved
0.7	Intermediate Similarity	NPD5226	Approved
0.7	Intermediate Similarity	NPD5225	Approved
0.7	Intermediate Similarity	NPD5224	Approved
0.699	Remote Similarity	NPD6672	Approved
0.699	Remote Similarity	NPD5737	Approved
0.6983	Remote Similarity	NPD8133	Approved
0.6981	Remote Similarity	NPD6001	Approved
0.6975	Remote Similarity	NPD7100	Approved
0.6975	Remote Similarity	NPD7101	Approved
0.6949	Remote Similarity	NPD6317	Approved
0.6942	Remote Similarity	NPD5988	Approved
0.694	Remote Similarity	NPD7625	Phase 1
0.6939	Remote Similarity	NPD7645	Phase 2
0.6937	Remote Similarity	NPD4754	Approved
0.6937	Remote Similarity	NPD5175	Approved
0.6937	Remote Similarity	NPD5174	Approved
0.6931	Remote Similarity	NPD4786	Approved
0.6915	Remote Similarity	NPD4243	Approved
0.6903	Remote Similarity	NPD5954	Clinical (unspecified phase)
0.69	Remote Similarity	NPD4221	Approved
0.69	Remote Similarity	NPD4223	Phase 3
0.6893	Remote Similarity	NPD7750	Discontinued
0.6893	Remote Similarity	NPD7524	Approved
0.6891	Remote Similarity	NPD6314	Approved
0.6891	Remote Similarity	NPD6313	Approved
0.687	Remote Similarity	NPD4634	Approved
0.6869	Remote Similarity	NPD6931	Approved
0.6869	Remote Similarity	NPD6930	Phase 2
0.6863	Remote Similarity	NPD5329	Approved
0.686	Remote Similarity	NPD6908	Approved
0.686	Remote Similarity	NPD6291	Clinical (unspecified phase)
0.686	Remote Similarity	NPD6909	Approved
0.6852	Remote Similarity	NPD5221	Approved
0.6852	Remote Similarity	NPD4697	Phase 3
0.6852	Remote Similarity	NPD5220	Clinical (unspecified phase)
0.6852	Remote Similarity	NPD5222	Approved
0.6837	Remote Similarity	NPD6114	Approved
0.6837	Remote Similarity	NPD6115	Approved
0.6837	Remote Similarity	NPD6697	Approved
0.6837	Remote Similarity	NPD6118	Approved
0.6832	Remote Similarity	NPD4788	Approved
0.6827	Remote Similarity	NPD5208	Approved
0.6822	Remote Similarity	NPD7901	Clinical (unspecified phase)
0.6822	Remote Similarity	NPD7900	Approved
0.6818	Remote Similarity	NPD6648	Approved
0.6814	Remote Similarity	NPD4768	Approved
0.6814	Remote Similarity	NPD4767	Approved
0.68	Remote Similarity	NPD6033	Approved
0.6796	Remote Similarity	NPD6098	Approved
0.6792	Remote Similarity	NPD5284	Approved
0.6792	Remote Similarity	NPD6050	Approved
0.6792	Remote Similarity	NPD5281	Approved
0.6789	Remote Similarity	NPD5173	Approved
0.6771	Remote Similarity	NPD4784	Approved
0.6771	Remote Similarity	NPD6926	Approved
0.6771	Remote Similarity	NPD4785	Approved
0.6771	Remote Similarity	NPD6924	Approved
0.6768	Remote Similarity	NPD6929	Approved
0.6765	Remote Similarity	NPD6400	Clinical (unspecified phase)
0.6765	Remote Similarity	NPD4197	Approved
0.6759	Remote Similarity	NPD5210	Approved
0.6759	Remote Similarity	NPD4629	Approved
0.6748	Remote Similarity	NPD6067	Discontinued
0.6733	Remote Similarity	NPD3667	Approved
0.6723	Remote Similarity	NPD6868	Approved
0.67	Remote Similarity	NPD4748	Discontinued
0.67	Remote Similarity	NPD6928	Phase 2
0.67	Remote Similarity	NPD7514	Phase 3
0.6698	Remote Similarity	NPD5207	Approved
0.6698	Remote Similarity	NPD5692	Phase 3
0.6698	Remote Similarity	NPD5785	Approved
0.6696	Remote Similarity	NPD4730	Approved
0.6696	Remote Similarity	NPD4729	Approved
0.6696	Remote Similarity	NPD5128	Approved
0.6667	Remote Similarity	NPD5362	Discontinued

Bioactivity similarity: Similar Natural Products in NPASS

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

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

A: chemistry similarity

B: biological targets similarity

C: networks similarity

D: cell-based bioactivity similarity

E: similarity based on clinical data