NPASS Compound

Structure

NPC71888 OpenBabel07101718252D 36 37 0 0 0 0 0 0 0 0999 V2000 6.0622 -3.5000 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 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -4.5000 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 1.7321 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -3.5000 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 -0.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -0.5000 0.0000 Br 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 0.0000 0.0000 Br 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -4.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -5.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 -5.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -6.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -5.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.5263 -4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -5.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -4.5000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 1 3 2 0 0 0 0 1 13 1 0 0 0 0 2 4 2 0 0 0 0 2 14 1 0 0 0 0 3 19 1 0 0 0 0 4 20 1 0 0 0 0 5 7 1 0 0 0 0 5 25 1 0 0 0 0 6 8 1 0 0 0 0 6 26 1 0 0 0 0 7 35 1 0 0 0 0 8 36 1 0 0 0 0 9 13 2 0 0 0 0 9 15 1 0 0 0 0 10 14 2 0 0 0 0 10 16 1 0 0 0 0 11 13 1 0 0 0 0 11 17 1 0 0 0 0 12 14 1 0 0 0 0 12 18 1 0 0 0 0 15 19 2 0 0 0 0 15 23 1 0 0 0 0 16 20 2 0 0 0 0 16 24 1 0 0 0 0 17 21 1 0 0 0 0 17 27 2 0 0 0 0 18 22 1 0 0 0 0 18 28 2 0 0 0 0 19 29 1 0 0 0 0 20 30 1 0 0 0 0 21 25 2 3 0 0 0 21 31 1 0 0 0 0 22 26 2 3 0 0 0 22 32 1 0 0 0 0 27 33 1 0 0 0 0 28 34 1 0 0 0 0 35 36 1 0 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	661.95
Volume:	517.904
LogP:	2.995
LogD:	2.741
LogS:	-3.938
# Rotatable Bonds:	15
TPSA:	163.84
# H-Bond Aceptor:	10
# H-Bond Donor:	6
# Rings:	2
# Heavy Atoms:	14

MedChem Properties

QED Drug-Likeness Score:	0.062
Synthetic Accessibility Score:	3.312
Fsp3:	0.273
Lipinski Rule-of-5:	Rejected
Pfizer Rule:	Accepted
GSK Rule:	Rejected
BMS Rule:	2
Golden Triangle Rule:	Rejected
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-5.642
MDCK Permeability:	1.549010630697012e-05
Pgp-inhibitor:	0.87
Pgp-substrate:	0.001
Human Intestinal Absorption (HIA):	0.848
20% Bioavailability (F20%):	0.946
30% Bioavailability (F30%):	0.965

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.009
Plasma Protein Binding (PPB):	99.04889678955078%
Volume Distribution (VD):	0.326
Pgp-substrate:	1.026100516319275%

ADMET: Metabolism

CYP1A2-inhibitor:	0.561
CYP1A2-substrate:	0.019
CYP2C19-inhibitor:	0.95
CYP2C19-substrate:	0.042
CYP2C9-inhibitor:	0.946
CYP2C9-substrate:	0.94
CYP2D6-inhibitor:	0.698
CYP2D6-substrate:	0.393
CYP3A4-inhibitor:	0.863
CYP3A4-substrate:	0.145

ADMET: Excretion

Clearance (CL):	3.062
Half-life (T1/2):	0.808

ADMET: Toxicity

hERG Blockers:	0.09
Human Hepatotoxicity (H-HT):	0.145
Drug-inuced Liver Injury (DILI):	0.946
AMES Toxicity:	0.514
Rat Oral Acute Toxicity:	0.251
Maximum Recommended Daily Dose:	0.01
Skin Sensitization:	0.799
Carcinogencity:	0.526
Eye Corrosion:	0.003
Eye Irritation:	0.011
Respiratory Toxicity:	0.045

Download Data

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

Natural Product: NPC71888

Natural Product ID:	NPC71888
*Common Name:**	Psammaplin A
IUPAC Name:	(2E)-3-(3-bromo-4-hydroxyphenyl)-N-[2-[2-[[(2E)-3-(3-bromo-4-hydroxyphenyl)-2-hydroxyiminopropanoyl]amino]ethyldisulfanyl]ethyl]-2-hydroxyiminopropanamide
Synonyms:
Standard InCHIKey:	LMAFSGDNHVBIHU-XUIWWLCJSA-N
Standard InCHI:	InChI=1S/C22H24Br2N4O6S2/c23-15-9-13(1-3-19(15)29)11-17(27-33)21(31)25-5-7-35-36-8-6-26-22(32)18(28-34)12-14-2-4-20(30)16(24)10-14/h1-4,9-10,29-30,33-34H,5-8,11-12H2,(H,25,31)(H,26,32)/b27-17+,28-18+
SMILES:	c1cc(c(cc1C/C(=NO)/C(=NCCSSCCN=C(/C(=N/O)/Cc1ccc(c(c1)Br)O)O)O)Br)O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL83747
PubChem CID:	6400741
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0002448] Benzenoids [CHEMONTID:0000134] Phenols [CHEMONTID:0002320] Halophenols [CHEMONTID:0002764] Bromophenols [CHEMONTID:0002768] O-bromophenols

*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
NPO23281	Aplysinella rhax	Species	Aplysinellidae	Eukaryota	n.a.	n.a.	n.a.	PMID[10757728]
NPO12185	Humicola fuscoatra	Species	Chaetomiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[12444718]
NPO16373	Jaspis wondoensis	Species	Ancorinidae	Eukaryota	n.a.	n.a.	n.a.	PMID[14640526]
NPO20237	Poecillastra wondoensis	Species	Vulcanellidae	Eukaryota	n.a.	n.a.	n.a.	PMID[14640526]
NPO23281	Aplysinella rhax	Species	Aplysinellidae	Eukaryota	n.a.	n.a.	n.a.	PMID[17827010]
NPO20237	Poecillastra wondoensis	Species	Vulcanellidae	Eukaryota	n.a.	depth of 25 m off the shore of Keomun Island, Korea	2004-AUG	PMID[18407691]
NPO12185	Humicola fuscoatra	Species	Chaetomiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[24495105]
NPO40591	Poecillastra sp. + Jaspis sp.	Species Co-culture	n.a.	n.a.	n.a.	n.a.	n.a.	PMID[8594149]
NPO23281	Aplysinella rhax	Species	Aplysinellidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20237	Poecillastra wondoensis	Species	Vulcanellidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16373	Jaspis wondoensis	Species	Ancorinidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12185	Humicola fuscoatra	Species	Chaetomiaceae	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	5
ED50	5
GI50	68
IC50	27
MIC	2
Others	29

Activity Type	# Activity
Cell Line	102
Individual Protein	12
NON-MOLECULAR	1
Organism	7
Others	12
Protein Complex	1
Protein Family	2

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT5634	Individual Protein	Mycothiol S-conjugate amidase	Mycobacterium tuberculosis	IC50	=	2800.0	nM	PMID[455097]
NPT5634	Individual Protein	Mycothiol S-conjugate amidase	Mycobacterium tuberculosis	IC50	=	2800.0	nM	PMID[455098]
NPT5634	Individual Protein	Mycothiol S-conjugate amidase	Mycobacterium tuberculosis	IC50	=	2800.0	nM	PMID[455099]
NPT5690	Individual Protein	UDP-glucose 4-epimerase	Homo sapiens	IC50	=	3600.0	nM	PMID[455100]
NPT913	Cell Line	CHO-K1	Cricetulus griseus	EC50	=	900.0	nM	PMID[455100]
NPT1315	Individual Protein	Adenosine A1 receptor	Rattus norvegicus	IC50	=	20000.0	nM	PMID[455101]
NPT81	Cell Line	A549	Homo sapiens	LC50	=	6.43	ug.mL-1	PMID[455102]
NPT168	Cell Line	P388	Mus musculus	LC50	=	0.64	ug.mL-1	PMID[455102]
NPT148	Cell Line	HCT-15	Homo sapiens	ED50	=	0.68	ug ml-1	PMID[455104]
NPT574	Cell Line	XF498	Homo sapiens	ED50	=	0.57	ug ml-1	PMID[455104]
NPT147	Cell Line	SK-MEL-2	Homo sapiens	ED50	=	0.13	ug ml-1	PMID[455104]
NPT146	Cell Line	SK-OV-3	Homo sapiens	ED50	=	0.14	ug ml-1	PMID[455104]
NPT81	Cell Line	A549	Homo sapiens	ED50	=	0.57	ug ml-1	PMID[455104]
NPT83	Cell Line	MCF7	Homo sapiens	IC50	=	5000.0	nM	PMID[455105]
NPT83	Cell Line	MCF7	Homo sapiens	Activity	=	36.0	%	PMID[455105]
NPT83	Cell Line	MCF7	Homo sapiens	Activity	=	62.0	%	PMID[455105]
NPT2410	Cell Line	NCI-H1299	Homo sapiens	AC50	=	7500.0	nM	PMID[455105]
NPT466	Cell Line	U-937	Homo sapiens	Activity	=	60.0	%	PMID[455107]
NPT368	Cell Line	SN12C	Homo sapiens	GI50	n.a.	1425.61	nM	PMID[455108]
NPT367	Cell Line	MDA-N	Homo sapiens	GI50	n.a.	1603.25	nM	PMID[455108]
NPT370	Cell Line	NCI-H23	Homo sapiens	GI50	n.a.	3198.9	nM	PMID[455108]
NPT369	Cell Line	ACHN	Homo sapiens	GI50	n.a.	1621.81	nM	PMID[455108]
NPT371	Cell Line	UO-31	Homo sapiens	GI50	n.a.	1741.81	nM	PMID[455108]
NPT372	Cell Line	HOP-92	Homo sapiens	GI50	n.a.	4008.67	nM	PMID[455108]
NPT116	Cell Line	HL-60	Homo sapiens	GI50	n.a.	425.6	nM	PMID[455108]
NPT374	Cell Line	SF-539	Homo sapiens	GI50	n.a.	1717.91	nM	PMID[455108]
NPT90	Cell Line	DU-145	Homo sapiens	GI50	n.a.	1892.34	nM	PMID[455108]
NPT373	Cell Line	SK-MEL-5	Homo sapiens	GI50	n.a.	926.83	nM	PMID[455108]
NPT375	Cell Line	Malme-3M	Homo sapiens	GI50	n.a.	597.04	nM	PMID[455108]
NPT111	Cell Line	K562	Homo sapiens	GI50	n.a.	1807.17	nM	PMID[455108]
NPT376	Cell Line	A498	Homo sapiens	GI50	n.a.	2904.02	nM	PMID[455108]
NPT377	Cell Line	OVCAR-3	Homo sapiens	GI50	n.a.	1870.68	nM	PMID[455108]
NPT112	Cell Line	MOLT-4	Homo sapiens	GI50	n.a.	401.79	nM	PMID[455108]
NPT379	Cell Line	HOP-62	Homo sapiens	GI50	n.a.	885.12	nM	PMID[455108]
NPT378	Cell Line	NCI/ADR-RES	Homo sapiens	GI50	n.a.	1291.22	nM	PMID[455108]
NPT380	Cell Line	U-251	Homo sapiens	GI50	n.a.	1096.48	nM	PMID[455108]
NPT382	Cell Line	OVCAR-5	Homo sapiens	GI50	n.a.	2213.09	nM	PMID[455108]
NPT381	Cell Line	OVCAR-8	Homo sapiens	GI50	n.a.	1517.05	nM	PMID[455108]
NPT82	Cell Line	MDA-MB-231	Homo sapiens	GI50	n.a.	1778.28	nM	PMID[455108]
NPT383	Cell Line	SNB-19	Homo sapiens	GI50	n.a.	2079.7	nM	PMID[455108]
NPT384	Cell Line	TK-10	Homo sapiens	GI50	n.a.	2924.15	nM	PMID[455108]
NPT385	Cell Line	SR	Homo sapiens	GI50	n.a.	380.19	nM	PMID[455108]
NPT323	Cell Line	SW-620	Homo sapiens	GI50	n.a.	1636.82	nM	PMID[455108]
NPT455	Cell Line	NCI-H522	Homo sapiens	GI50	n.a.	682.34	nM	PMID[455108]
NPT386	Cell Line	KM12	Homo sapiens	GI50	n.a.	1472.31	nM	PMID[455108]
NPT387	Cell Line	M14	Homo sapiens	GI50	n.a.	1318.26	nM	PMID[455108]
NPT388	Cell Line	NCI-H322M	Homo sapiens	GI50	n.a.	1588.55	nM	PMID[455108]
NPT389	Cell Line	RPMI-8226	Homo sapiens	GI50	n.a.	1355.19	nM	PMID[455108]
NPT456	Cell Line	OVCAR-4	Homo sapiens	GI50	n.a.	3104.56	nM	PMID[455108]
NPT390	Cell Line	LOX IMVI	Homo sapiens	GI50	n.a.	1297.18	nM	PMID[455108]
NPT457	Cell Line	BT-549	Homo sapiens	GI50	n.a.	6208.69	nM	PMID[455108]
NPT147	Cell Line	SK-MEL-2	Homo sapiens	GI50	n.a.	1099.01	nM	PMID[455108]
NPT81	Cell Line	A549	Homo sapiens	GI50	n.a.	1435.49	nM	PMID[455108]
NPT392	Cell Line	SNB-75	Homo sapiens	GI50	n.a.	889.2	nM	PMID[455108]
NPT391	Cell Line	HCC 2998	Homo sapiens	GI50	n.a.	2172.7	nM	PMID[455108]
NPT148	Cell Line	HCT-15	Homo sapiens	GI50	n.a.	4886.52	nM	PMID[455108]
NPT393	Cell Line	HCT-116	Homo sapiens	GI50	n.a.	1389.95	nM	PMID[455108]
NPT395	Cell Line	SF-268	Homo sapiens	GI50	n.a.	1618.08	nM	PMID[455108]
NPT83	Cell Line	MCF7	Homo sapiens	GI50	n.a.	2023.02	nM	PMID[455108]
NPT394	Cell Line	EKVX	Homo sapiens	GI50	n.a.	4487.45	nM	PMID[455108]
NPT306	Cell Line	PC-3	Homo sapiens	GI50	n.a.	1606.94	nM	PMID[455108]
NPT146	Cell Line	SK-OV-3	Homo sapiens	GI50	n.a.	933.25	nM	PMID[455108]
NPT396	Cell Line	T47D	Homo sapiens	GI50	n.a.	3706.81	nM	PMID[455108]
NPT397	Cell Line	NCI-H460	Homo sapiens	GI50	n.a.	901.57	nM	PMID[455108]
NPT398	Cell Line	UACC-62	Homo sapiens	GI50	n.a.	1717.91	nM	PMID[455108]
NPT308	Cell Line	CAKI-1	Homo sapiens	GI50	n.a.	1465.55	nM	PMID[455108]
NPT400	Cell Line	MDA-MB-435	Homo sapiens	GI50	n.a.	1510.08	nM	PMID[455108]
NPT399	Cell Line	SF-295	Homo sapiens	GI50	n.a.	1342.76	nM	PMID[455108]
NPT458	Cell Line	IGROV-1	Homo sapiens	GI50	n.a.	1172.2	nM	PMID[455108]
NPT402	Cell Line	Hs-578T	Homo sapiens	GI50	n.a.	1766.04	nM	PMID[455108]
NPT403	Cell Line	UACC-257	Homo sapiens	GI50	n.a.	1599.56	nM	PMID[455108]
NPT401	Cell Line	786-0	Homo sapiens	GI50	n.a.	2065.38	nM	PMID[455108]
NPT404	Cell Line	CCRF-CEM	Homo sapiens	GI50	n.a.	376.7	nM	PMID[455108]
NPT405	Cell Line	NCI-H226	Homo sapiens	GI50	n.a.	9817.48	nM	PMID[455108]
NPT139	Cell Line	HT-29	Homo sapiens	GI50	n.a.	1348.96	nM	PMID[455108]
NPT170	Cell Line	SK-MEL-28	Homo sapiens	GI50	n.a.	3162.28	nM	PMID[455108]
NPT406	Cell Line	RXF 393	Homo sapiens	GI50	n.a.	796.16	nM	PMID[455108]
NPT407	Cell Line	COLO 205	Homo sapiens	GI50	n.a.	1636.82	nM	PMID[455108]
NPT2752	Individual Protein	DNA (cytosine-5)-methyltransferase 1	Homo sapiens	IC50	=	18.6	nM	PMID[455109]
NPT81	Cell Line	A549	Homo sapiens	GI50	=	7500.0	nM	PMID[455109]
NPT83	Cell Line	MCF7	Homo sapiens	GI50	=	1270.0	nM	PMID[455109]
NPT1374	Cell Line	WI-38	Homo sapiens	GI50	=	3440.0	nM	PMID[455109]
NPT81	Cell Line	A549	Homo sapiens	IC50	=	1180.0	nM	PMID[455112]
NPT306	Cell Line	PC-3	Homo sapiens	GI50	=	3520.0	nM	PMID[455113]
NPT81	Cell Line	A549	Homo sapiens	GI50	=	4500.0	nM	PMID[455113]
NPT83	Cell Line	MCF7	Homo sapiens	GI50	=	2260.0	nM	PMID[455113]
NPT116	Cell Line	HL-60	Homo sapiens	GI50	=	290.0	nM	PMID[455113]
NPT393	Cell Line	HCT-116	Homo sapiens	IG50	=	2.3	uM	PMID[455114]
NPT81	Cell Line	A549	Homo sapiens	IG50	=	2.9	uM	PMID[455114]
NPT83	Cell Line	MCF7	Homo sapiens	IG50	=	4.14	uM	PMID[455114]
NPT116	Cell Line	HL-60	Homo sapiens	Activity	=	3.7	%	PMID[455114]
NPT116	Cell Line	HL-60	Homo sapiens	Activity	=	26.7	%	PMID[455114]
NPT116	Cell Line	HL-60	Homo sapiens	Activity	=	3.4	%	PMID[455114]
NPT116	Cell Line	HL-60	Homo sapiens	Activity	=	66.2	%	PMID[455114]
NPT116	Cell Line	HL-60	Homo sapiens	Activity	=	3.9	%	PMID[455114]
NPT116	Cell Line	HL-60	Homo sapiens	Activity	=	24.9	%	PMID[455114]
NPT116	Cell Line	HL-60	Homo sapiens	Activity	=	4.1	%	PMID[455114]
NPT116	Cell Line	HL-60	Homo sapiens	Activity	=	67.1	%	PMID[455114]
NPT116	Cell Line	HL-60	Homo sapiens	Activity	=	0.8	%	PMID[455114]
NPT116	Cell Line	HL-60	Homo sapiens	Activity	=	7.8	%	PMID[455114]
NPT116	Cell Line	HL-60	Homo sapiens	Activity	=	2.6	%	PMID[455114]
NPT116	Cell Line	HL-60	Homo sapiens	Activity	=	88.8	%	PMID[455114]
NPT116	Cell Line	HL-60	Homo sapiens	GI50	=	370.0	nM	PMID[455114]
NPT81	Cell Line	A549	Homo sapiens	IC50	=	1760.0	nM	PMID[455115]
NPT393	Cell Line	HCT-116	Homo sapiens	IC50	=	610.0	nM	PMID[455115]
NPT82	Cell Line	MDA-MB-231	Homo sapiens	IC50	=	1310.0	nM	PMID[455115]
NPT1086	Cell Line	SK-HEP1	Homo sapiens	IC50	=	1290.0	nM	PMID[455115]
NPT2548	Cell Line	SNU-638	Homo sapiens	IC50	=	560.0	nM	PMID[455115]
NPT664	Protein Family	Histone deacetylase	Homo sapiens	IC50	=	4.0	nM	PMID[455096]
NPT1235	Organism	Bacteria	Bacteria	MIC	=	4.85	ug m/L	PMID[455098]
NPT1235	Organism	Bacteria	Bacteria	MIC	=	4.85	ug m/L	PMID[455099]
NPT2	Others	Unspecified		IC50	=	15000.0	nM	PMID[455100]
NPT1018	Organism	Trypanosoma brucei	Trypanosoma brucei	EC50	=	2600.0	nM	PMID[455100]
NPT2	Others	Unspecified		Inhibition	>	75.0	%	PMID[455100]
NPT176	Organism	Artemia salina	Artemia salina	LC50	=	4.0	ug.mL-1	PMID[455102]
NPT2	Others	Unspecified		IC50	=	4200.0	nM	PMID[455105]
NPT99	Individual Protein	Peroxisome proliferator-activated receptor gamma	Homo sapiens	EC50	=	5700.0	nM	PMID[455105]
NPT1018	Organism	Trypanosoma brucei	Trypanosoma brucei	EC50	=	2600.0	nM	PMID[455106]
NPT2	Others	Unspecified		IC50	=	4.2	nM	PMID[455107]
NPT2	Others	Unspecified		IC50	=	18.6	nM	PMID[455107]
NPT2	Others	Unspecified		IC50	=	4.2	nM	PMID[455109]
NPT684	Individual Protein	Histone deacetylase 1	Homo sapiens	IC50	=	45.0	nM	PMID[455109]
NPT692	Individual Protein	Histone deacetylase 6	Homo sapiens	IC50	=	2800.0	nM	PMID[455109]
NPT2	Others	Unspecified		Ratio IC50	=	62.0	n.a.	PMID[455109]
NPT24	Organism	Human immunodeficiency virus 1	Human immunodeficiency virus 1	Activity	=	100.0	%	PMID[455111]
NPT24	Organism	Human immunodeficiency virus 1	Human immunodeficiency virus 1	EC50	=	200.0	nM	PMID[455111]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	IC50	=	1620.0	nM	PMID[455112]
NPT664	Protein Family	Histone deacetylase	Homo sapiens	IC50	=	50.0	nM	PMID[455113]
NPT27	Others	Unspecified		Activity	=	18.4	g	PMID[455114]
NPT27	Others	Unspecified		Activity	=	18.2	g	PMID[455114]
NPT2	Others	Unspecified		Activity	=	66.04	%	PMID[455114]
NPT2	Others	Unspecified		Activity	=	0.34	g	PMID[455114]
NPT2	Others	Unspecified		IG50	=	2.64	uM	PMID[455114]
NPT692	Individual Protein	Histone deacetylase 6	Homo sapiens	IC50	=	311.0	nM	PMID[455114]
NPT4345	Protein Complex	Histone deacetylase 3/Nuclear receptor corepressor 2 (HDAC3/NCoR2)	Homo sapiens	IC50	=	12.4	nM	PMID[455114]
NPT685	Individual Protein	Histone deacetylase 2	Homo sapiens	IC50	=	33.0	nM	PMID[455114]
NPT684	Individual Protein	Histone deacetylase 1	Homo sapiens	IC50	=	8.0	nM	PMID[455114]

☑ 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 NPC71888 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	255
0.1-0.2	2995
0.2-0.3	13443
0.3-0.4	7312
0.4-0.5	13792
0.5-0.6	4328
0.6-0.7	491
0.7-0.8	61
0.8-0.85	7
0.85-0.9	5
0.9-0.95	5
0.95-1	3

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC120114
0.9844	High Similarity	NPC309667
0.9538	High Similarity	NPC474587
0.9538	High Similarity	NPC475132
0.9466	High Similarity	NPC475293
0.9225	High Similarity	NPC474091
0.916	High Similarity	NPC163810
0.907	High Similarity	NPC202776
0.9008	High Similarity	NPC475735
0.8939	High Similarity	NPC166624
0.8872	High Similarity	NPC184465
0.8571	High Similarity	NPC123848
0.8561	High Similarity	NPC474128
0.8462	Intermediate Similarity	NPC20755
0.8444	Intermediate Similarity	NPC473724
0.8248	Intermediate Similarity	NPC474753
0.8163	Intermediate Similarity	NPC475432
0.8085	Intermediate Similarity	NPC197045
0.8067	Intermediate Similarity	NPC473738
0.7852	Intermediate Similarity	NPC258222
0.7842	Intermediate Similarity	NPC99280
0.7795	Intermediate Similarity	NPC471495
0.7778	Intermediate Similarity	NPC475283
0.7778	Intermediate Similarity	NPC152205
0.7674	Intermediate Similarity	NPC473358
0.7647	Intermediate Similarity	NPC156311
0.7622	Intermediate Similarity	NPC303993
0.7586	Intermediate Similarity	NPC213471
0.7537	Intermediate Similarity	NPC311737
0.7537	Intermediate Similarity	NPC38458
0.7463	Intermediate Similarity	NPC82963
0.7462	Intermediate Similarity	NPC54543
0.7388	Intermediate Similarity	NPC317254
0.7386	Intermediate Similarity	NPC109968
0.7385	Intermediate Similarity	NPC96224
0.7385	Intermediate Similarity	NPC24101
0.7368	Intermediate Similarity	NPC59387
0.7362	Intermediate Similarity	NPC225130
0.7317	Intermediate Similarity	NPC469979
0.7273	Intermediate Similarity	NPC298981
0.7273	Intermediate Similarity	NPC110454
0.7273	Intermediate Similarity	NPC207819
0.7273	Intermediate Similarity	NPC473462
0.7273	Intermediate Similarity	NPC126128
0.7252	Intermediate Similarity	NPC153690
0.7231	Intermediate Similarity	NPC231705
0.7229	Intermediate Similarity	NPC290534
0.7226	Intermediate Similarity	NPC47672
0.7219	Intermediate Similarity	NPC470472
0.7219	Intermediate Similarity	NPC78530
0.7214	Intermediate Similarity	NPC296202
0.7212	Intermediate Similarity	NPC226001
0.7197	Intermediate Similarity	NPC258056
0.7185	Intermediate Similarity	NPC118202
0.7185	Intermediate Similarity	NPC115803
0.7174	Intermediate Similarity	NPC38483
0.7174	Intermediate Similarity	NPC283760
0.7174	Intermediate Similarity	NPC268572
0.7143	Intermediate Similarity	NPC74618
0.7143	Intermediate Similarity	NPC7830
0.7143	Intermediate Similarity	NPC474149
0.7143	Intermediate Similarity	NPC301941
0.7143	Intermediate Similarity	NPC214188
0.7143	Intermediate Similarity	NPC471487
0.7113	Intermediate Similarity	NPC213414
0.7105	Intermediate Similarity	NPC135349
0.7089	Intermediate Similarity	NPC233926
0.7076	Intermediate Similarity	NPC144823
0.7068	Intermediate Similarity	NPC473372
0.7066	Intermediate Similarity	NPC475615
0.7059	Intermediate Similarity	NPC94217
0.7045	Intermediate Similarity	NPC142297
0.7018	Intermediate Similarity	NPC49172
0.7007	Intermediate Similarity	NPC37302
0.7	Intermediate Similarity	NPC470470
0.7	Intermediate Similarity	NPC178902
0.6985	Remote Similarity	NPC471488
0.6985	Remote Similarity	NPC309808
0.6982	Remote Similarity	NPC475396
0.698	Remote Similarity	NPC470471
0.6978	Remote Similarity	NPC122009
0.6953	Remote Similarity	NPC107619
0.695	Remote Similarity	NPC471486
0.6939	Remote Similarity	NPC326966
0.6936	Remote Similarity	NPC82741
0.6936	Remote Similarity	NPC470951
0.6936	Remote Similarity	NPC473409
0.6936	Remote Similarity	NPC141405
0.6923	Remote Similarity	NPC105999
0.6918	Remote Similarity	NPC325651
0.6918	Remote Similarity	NPC271808
0.6906	Remote Similarity	NPC283468
0.6879	Remote Similarity	NPC471591
0.6879	Remote Similarity	NPC473892
0.6879	Remote Similarity	NPC475658
0.6879	Remote Similarity	NPC76412
0.6871	Remote Similarity	NPC474087
0.6871	Remote Similarity	NPC478071
0.6861	Remote Similarity	NPC33244
0.685	Remote Similarity	NPC151715
0.6849	Remote Similarity	NPC122359
0.6849	Remote Similarity	NPC159987
0.6849	Remote Similarity	NPC78061
0.6846	Remote Similarity	NPC267237
0.6836	Remote Similarity	NPC469721
0.6831	Remote Similarity	NPC324702
0.6828	Remote Similarity	NPC220311
0.6824	Remote Similarity	NPC275538
0.6824	Remote Similarity	NPC11449
0.6809	Remote Similarity	NPC43275
0.6797	Remote Similarity	NPC26244
0.6779	Remote Similarity	NPC244866
0.6769	Remote Similarity	NPC275104
0.676	Remote Similarity	NPC469731
0.6744	Remote Similarity	NPC473388
0.6744	Remote Similarity	NPC33168
0.6713	Remote Similarity	NPC83279
0.6713	Remote Similarity	NPC284078
0.6693	Remote Similarity	NPC45040
0.6688	Remote Similarity	NPC168861
0.6667	Remote Similarity	NPC474862
0.6667	Remote Similarity	NPC40258
0.6667	Remote Similarity	NPC214988
0.6667	Remote Similarity	NPC91461
0.6667	Remote Similarity	NPC136543
0.6667	Remote Similarity	NPC7686
0.6644	Remote Similarity	NPC474614
0.6643	Remote Similarity	NPC112823
0.6643	Remote Similarity	NPC252817
0.6643	Remote Similarity	NPC41801
0.6643	Remote Similarity	NPC303370
0.6641	Remote Similarity	NPC78119
0.6641	Remote Similarity	NPC216468
0.6641	Remote Similarity	NPC51333
0.6641	Remote Similarity	NPC132078
0.6623	Remote Similarity	NPC476989
0.6623	Remote Similarity	NPC300678
0.6623	Remote Similarity	NPC243404
0.6619	Remote Similarity	NPC76400
0.6615	Remote Similarity	NPC132271
0.6615	Remote Similarity	NPC216520
0.6615	Remote Similarity	NPC292730
0.6615	Remote Similarity	NPC82664
0.66	Remote Similarity	NPC45191
0.66	Remote Similarity	NPC114102
0.6597	Remote Similarity	NPC86966
0.6594	Remote Similarity	NPC166837
0.6591	Remote Similarity	NPC213730
0.6589	Remote Similarity	NPC128062
0.6573	Remote Similarity	NPC319950
0.6571	Remote Similarity	NPC142599
0.6552	Remote Similarity	NPC27581
0.6538	Remote Similarity	NPC274678
0.6536	Remote Similarity	NPC64205
0.6536	Remote Similarity	NPC6570
0.6535	Remote Similarity	NPC172128
0.6535	Remote Similarity	NPC177420
0.6535	Remote Similarity	NPC280347
0.6533	Remote Similarity	NPC474536
0.6531	Remote Similarity	NPC95733
0.6531	Remote Similarity	NPC62101
0.6528	Remote Similarity	NPC263835
0.6528	Remote Similarity	NPC180207
0.6516	Remote Similarity	NPC471236
0.6516	Remote Similarity	NPC197766
0.6515	Remote Similarity	NPC92730
0.6515	Remote Similarity	NPC130193
0.651	Remote Similarity	NPC477839
0.651	Remote Similarity	NPC186898
0.651	Remote Similarity	NPC251571
0.651	Remote Similarity	NPC13004
0.6497	Remote Similarity	NPC96275
0.6493	Remote Similarity	NPC168829
0.6486	Remote Similarity	NPC476249
0.6486	Remote Similarity	NPC29477
0.6484	Remote Similarity	NPC55561
0.6475	Remote Similarity	NPC163674
0.6475	Remote Similarity	NPC227553
0.6471	Remote Similarity	NPC244890
0.6471	Remote Similarity	NPC163560
0.6471	Remote Similarity	NPC70843
0.6471	Remote Similarity	NPC471328
0.6471	Remote Similarity	NPC188677
0.6467	Remote Similarity	NPC150929
0.6467	Remote Similarity	NPC478147
0.6466	Remote Similarity	NPC289381
0.6466	Remote Similarity	NPC155847
0.6463	Remote Similarity	NPC211218
0.6462	Remote Similarity	NPC76938
0.6458	Remote Similarity	NPC117759
0.6458	Remote Similarity	NPC256369
0.6457	Remote Similarity	NPC25493
0.6457	Remote Similarity	NPC113460
0.6452	Remote Similarity	NPC224663
0.6452	Remote Similarity	NPC474673
0.6447	Remote Similarity	NPC471953
0.6447	Remote Similarity	NPC214869
0.6447	Remote Similarity	NPC43613
0.6444	Remote Similarity	NPC261573
0.6444	Remote Similarity	NPC120693

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 NPC71888 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	148
0.1-0.2	866
0.2-0.3	1160
0.3-0.4	2919
0.4-0.5	2990
0.5-0.6	973
0.6-0.7	89
0.7-0.8	5
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.7319	Intermediate Similarity	NPD3421	Phase 3
0.723	Intermediate Similarity	NPD6867	Clinical (unspecified phase)
0.723	Intermediate Similarity	NPD6866	Clinical (unspecified phase)
0.7222	Intermediate Similarity	NPD1223	Clinical (unspecified phase)
0.7133	Intermediate Similarity	NPD7451	Discontinued
0.6887	Remote Similarity	NPD1169	Approved
0.685	Remote Similarity	NPD2933	Approved
0.685	Remote Similarity	NPD2934	Approved
0.6831	Remote Similarity	NPD3143	Discontinued
0.6806	Remote Similarity	NPD3676	Clinical (unspecified phase)
0.6797	Remote Similarity	NPD2860	Approved
0.6797	Remote Similarity	NPD2859	Approved
0.6772	Remote Similarity	NPD7303	Discontinued
0.6757	Remote Similarity	NPD9718	Approved
0.6644	Remote Similarity	NPD2372	Approved
0.6641	Remote Similarity	NPD3020	Approved
0.6623	Remote Similarity	NPD7450	Phase 2
0.6619	Remote Similarity	NPD2229	Approved
0.6619	Remote Similarity	NPD2234	Approved
0.6619	Remote Similarity	NPD2228	Approved
0.6571	Remote Similarity	NPD475	Phase 2
0.6556	Remote Similarity	NPD5729	Clinical (unspecified phase)
0.6533	Remote Similarity	NPD3136	Phase 2
0.6507	Remote Similarity	NPD2337	Clinical (unspecified phase)
0.6503	Remote Similarity	NPD5304	Approved
0.6503	Remote Similarity	NPD5303	Approved
0.6474	Remote Similarity	NPD6809	Clinical (unspecified phase)
0.646	Remote Similarity	NPD2184	Approved
0.646	Remote Similarity	NPD2183	Approved
0.6447	Remote Similarity	NPD3058	Clinical (unspecified phase)
0.6444	Remote Similarity	NPD9608	Approved
0.6444	Remote Similarity	NPD9610	Approved
0.6429	Remote Similarity	NPD821	Approved
0.6414	Remote Similarity	NPD5238	Clinical (unspecified phase)
0.6405	Remote Similarity	NPD6346	Approved
0.6395	Remote Similarity	NPD2562	Approved
0.6395	Remote Similarity	NPD2561	Approved
0.6389	Remote Similarity	NPD1759	Phase 1
0.6364	Remote Similarity	NPD7325	Clinical (unspecified phase)
0.6352	Remote Similarity	NPD7066	Clinical (unspecified phase)
0.6351	Remote Similarity	NPD4659	Approved
0.6346	Remote Similarity	NPD3846	Clinical (unspecified phase)
0.6345	Remote Similarity	NPD4093	Discontinued
0.6335	Remote Similarity	NPD6682	Clinical (unspecified phase)
0.6331	Remote Similarity	NPD1792	Phase 2
0.6331	Remote Similarity	NPD3021	Approved
0.6331	Remote Similarity	NPD3022	Approved
0.6319	Remote Similarity	NPD1758	Phase 1
0.6309	Remote Similarity	NPD5311	Approved
0.6309	Remote Similarity	NPD5310	Approved
0.6286	Remote Similarity	NPD9280	Clinical (unspecified phase)
0.6284	Remote Similarity	NPD3070	Discontinued
0.6282	Remote Similarity	NPD3552	Approved
0.6282	Remote Similarity	NPD3554	Approved
0.6282	Remote Similarity	NPD3555	Approved
0.6282	Remote Similarity	NPD3553	Approved
0.6267	Remote Similarity	NPD4103	Phase 2
0.6267	Remote Similarity	NPD3053	Approved
0.6267	Remote Similarity	NPD3055	Approved
0.6267	Remote Similarity	NPD4104	Clinical (unspecified phase)
0.6266	Remote Similarity	NPD7978	Discontinued
0.6265	Remote Similarity	NPD3796	Clinical (unspecified phase)
0.6265	Remote Similarity	NPD7438	Suspended
0.625	Remote Similarity	NPD7494	Clinical (unspecified phase)
0.6242	Remote Similarity	NPD6582	Phase 2
0.6242	Remote Similarity	NPD1669	Approved
0.6242	Remote Similarity	NPD6583	Phase 3
0.6233	Remote Similarity	NPD4235	Clinical (unspecified phase)
0.6232	Remote Similarity	NPD1445	Approved
0.6232	Remote Similarity	NPD1444	Approved
0.6222	Remote Similarity	NPD3028	Approved
0.6218	Remote Similarity	NPD1772	Clinical (unspecified phase)
0.6216	Remote Similarity	NPD4480	Approved
0.6214	Remote Similarity	NPD9380	Clinical (unspecified phase)
0.6212	Remote Similarity	NPD1432	Clinical (unspecified phase)
0.6207	Remote Similarity	NPD6360	Discontinued
0.6196	Remote Similarity	NPD4739	Approved
0.6194	Remote Similarity	NPD5837	Clinical (unspecified phase)
0.6194	Remote Similarity	NPD9273	Approved
0.6194	Remote Similarity	NPD468	Phase 1
0.6184	Remote Similarity	NPD4993	Discontinued
0.6183	Remote Similarity	NPD159	Clinical (unspecified phase)
0.6174	Remote Similarity	NPD6624	Discontinued
0.6164	Remote Similarity	NPD2226	Clinical (unspecified phase)
0.6159	Remote Similarity	NPD6390	Discontinued
0.6154	Remote Similarity	NPD7737	Approved
0.6154	Remote Similarity	NPD7738	Approved
0.6149	Remote Similarity	NPD1983	Approved
0.6149	Remote Similarity	NPD1980	Approved
0.6149	Remote Similarity	NPD1981	Approved
0.6142	Remote Similarity	NPD111	Approved
0.6129	Remote Similarity	NPD2674	Phase 3
0.6129	Remote Similarity	NPD7477	Discontinued
0.6125	Remote Similarity	NPD7596	Clinical (unspecified phase)
0.6118	Remote Similarity	NPD6584	Phase 3
0.6103	Remote Similarity	NPD1242	Phase 1
0.6098	Remote Similarity	NPD3985	Discontinued
0.6096	Remote Similarity	NPD856	Approved
0.6096	Remote Similarity	NPD317	Approved
0.6096	Remote Similarity	NPD16	Approved
0.6096	Remote Similarity	NPD318	Approved
0.6095	Remote Similarity	NPD5563	Clinical (unspecified phase)
0.6087	Remote Similarity	NPD9244	Approved
0.6084	Remote Similarity	NPD9379	Approved
0.6084	Remote Similarity	NPD2496	Approved
0.6084	Remote Similarity	NPD9377	Approved
0.6084	Remote Similarity	NPD2497	Approved
0.6081	Remote Similarity	NPD2667	Approved
0.6081	Remote Similarity	NPD1751	Approved
0.6081	Remote Similarity	NPD2668	Approved
0.6058	Remote Similarity	NPD846	Approved
0.6058	Remote Similarity	NPD940	Approved
0.6053	Remote Similarity	NPD1770	Clinical (unspecified phase)
0.6049	Remote Similarity	NPD3400	Discontinued
0.604	Remote Similarity	NPD1671	Clinical (unspecified phase)
0.6039	Remote Similarity	NPD682	Discontinued
0.6036	Remote Similarity	NPD8019	Approved
0.6036	Remote Similarity	NPD7495	Discontinued
0.6027	Remote Similarity	NPD9568	Approved
0.6026	Remote Similarity	NPD3685	Discontinued
0.6026	Remote Similarity	NPD6407	Approved
0.6026	Remote Similarity	NPD6405	Approved
0.6013	Remote Similarity	NPD5314	Approved
0.6013	Remote Similarity	NPD2568	Approved
0.6	Remote Similarity	NPD5156	Approved
0.6	Remote Similarity	NPD5929	Approved
0.6	Remote Similarity	NPD7089	Clinical (unspecified phase)
0.6	Remote Similarity	NPD2802	Phase 3
0.6	Remote Similarity	NPD5155	Approved
0.6	Remote Similarity	NPD5351	Clinical (unspecified phase)
0.6	Remote Similarity	NPD5350	Clinical (unspecified phase)
0.5988	Remote Similarity	NPD2098	Approved
0.5987	Remote Similarity	NPD1555	Discontinued
0.5987	Remote Similarity	NPD3059	Approved
0.5987	Remote Similarity	NPD3061	Approved
0.5987	Remote Similarity	NPD3062	Approved
0.5987	Remote Similarity	NPD2922	Phase 1
0.5985	Remote Similarity	NPD4760	Clinical (unspecified phase)
0.5977	Remote Similarity	NPD2888	Approved
0.5977	Remote Similarity	NPD2889	Approved
0.5977	Remote Similarity	NPD2017	Approved
0.5977	Remote Similarity	NPD2890	Approved
0.5974	Remote Similarity	NPD4212	Discontinued
0.5974	Remote Similarity	NPD3636	Approved
0.5974	Remote Similarity	NPD3637	Approved
0.5974	Remote Similarity	NPD3635	Approved
0.5973	Remote Similarity	NPD2286	Discontinued
0.5964	Remote Similarity	NPD4319	Phase 2
0.5962	Remote Similarity	NPD5109	Approved
0.5962	Remote Similarity	NPD3144	Approved
0.5962	Remote Similarity	NPD5111	Phase 2
0.5962	Remote Similarity	NPD2028	Clinical (unspecified phase)
0.5962	Remote Similarity	NPD5110	Phase 2
0.5962	Remote Similarity	NPD3145	Approved
0.5948	Remote Similarity	NPD4339	Clinical (unspecified phase)
0.5946	Remote Similarity	NPD7330	Discontinued
0.5943	Remote Similarity	NPD4652	Approved
0.5939	Remote Similarity	NPD6087	Phase 1
0.5938	Remote Similarity	NPD4108	Discontinued
0.5935	Remote Similarity	NPD2606	Approved
0.5935	Remote Similarity	NPD3594	Approved
0.5935	Remote Similarity	NPD3595	Approved
0.5935	Remote Similarity	NPD2605	Approved
0.5933	Remote Similarity	NPD3847	Discontinued
0.5928	Remote Similarity	NPD7523	Phase 3
0.5926	Remote Similarity	NPD1809	Phase 2
0.5926	Remote Similarity	NPD844	Approved
0.5924	Remote Similarity	NPD1423	Approved
0.5924	Remote Similarity	NPD1726	Clinical (unspecified phase)
0.5918	Remote Similarity	NPD3596	Phase 2
0.5912	Remote Similarity	NPD1067	Discontinued
0.5912	Remote Similarity	NPD3052	Approved
0.5912	Remote Similarity	NPD3054	Approved
0.5909	Remote Similarity	NPD2194	Approved
0.5909	Remote Similarity	NPD2195	Approved
0.5899	Remote Similarity	NPD4656	Approved
0.5899	Remote Similarity	NPD4658	Approved
0.5896	Remote Similarity	NPD845	Approved
0.589	Remote Similarity	NPD2459	Approved
0.589	Remote Similarity	NPD1791	Approved
0.589	Remote Similarity	NPD9618	Approved
0.589	Remote Similarity	NPD9614	Approved
0.589	Remote Similarity	NPD2458	Approved
0.589	Remote Similarity	NPD4127	Clinical (unspecified phase)
0.589	Remote Similarity	NPD2460	Phase 3
0.589	Remote Similarity	NPD3599	Approved
0.589	Remote Similarity	NPD1793	Approved
0.5879	Remote Similarity	NPD7554	Discontinued
0.5872	Remote Similarity	NPD2097	Approved
0.5871	Remote Similarity	NPD2407	Clinical (unspecified phase)
0.5864	Remote Similarity	NPD1803	Phase 3
0.5855	Remote Similarity	NPD2230	Approved
0.5855	Remote Similarity	NPD2233	Approved
0.5855	Remote Similarity	NPD5702	Clinical (unspecified phase)
0.5855	Remote Similarity	NPD2232	Approved
0.5855	Remote Similarity	NPD5108	Clinical (unspecified phase)
0.5854	Remote Similarity	NPD6658	Clinical (unspecified phase)
0.5854	Remote Similarity	NPD6331	Phase 2
0.5852	Remote Similarity	NPD4010	Discontinued
0.585	Remote Similarity	NPD255	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