NPASS Compound

Natural Product: NPC192674

Natural Product ID	NPC192674
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	9-Aminocamptothecin
IUPAC Name	n.a.
Synonyms
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	CHEMBL274070
PubChem CID	72402
Chemical Classification	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000279] Alkaloids and derivatives [CHEMONTID:0000240] Camptothecins

The Chemical Classification was calculated by Classyfire, a software for chemical taxonomy calculation. Reference: DOI:10.1186/s13321-016-0174-y.

Chemical Representations

RDKit 3D 44 48 0 0 0 0 0 0 0 0999 V2000 -5.3382 0.0163 2.0687 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1230 0.3726 1.2782 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5703 -0.7764 0.4682 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.3769 -0.2805 -0.2586 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1178 -0.4655 0.3003 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0165 0.0072 -0.3984 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3927 -0.0663 -0.0230 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0793 0.5447 -1.0505 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4549 0.6001 -0.9221 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1056 0.0736 0.1733 C 0 0 0 0 0 0 0 0 0 0 0 0 5.4801 0.1222 0.3143 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1308 -0.4047 1.4105 C 0 0 0 0 0 0 0 0 0 0 0 0 5.4116 -1.0089 2.4198 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0405 -1.0601 2.2841 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3807 -0.5287 1.1781 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0448 -0.5836 1.0554 N 0 0 0 0 0 0 0 0 0 0 0 0 6.1992 0.7543 -0.7472 N 0 0 0 0 0 0 0 0 0 0 0 0 1.1214 1.0079 -2.0792 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1912 0.6189 -1.5729 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.4196 0.8015 -2.1221 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5563 1.3804 -3.2288 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5463 0.3520 -1.4710 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9152 0.5472 -2.0677 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.6666 -0.6073 -1.7462 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.5594 -1.2470 -0.5193 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.2825 -2.2362 -0.1952 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.1528 -1.8192 1.3173 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.3668 0.7020 2.9619 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.3633 -1.0109 2.4366 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.2875 0.2399 1.5036 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.2799 0.6997 1.9522 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.3530 1.2536 0.6529 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.9802 -0.9612 1.2512 H 0 0 0 0 0 0 0 0 0 0 0 0 4.0706 1.0641 -1.6865 H 0 0 0 0 0 0 0 0 0 0 0 0 7.2092 -0.3496 1.4894 H 0 0 0 0 0 0 0 0 0 0 0 0 5.9242 -1.4231 3.2816 H 0 0 0 0 0 0 0 0 0 0 0 0 3.4567 -1.5314 3.0677 H 0 0 0 0 0 0 0 0 0 0 0 0 6.6280 1.6948 -0.6031 H 0 0 0 0 0 0 0 0 0 0 0 0 6.3274 0.3215 -1.6881 H 0 0 0 0 0 0 0 0 0 0 0 0 1.1378 2.1104 -2.1656 H 0 0 0 0 0 0 0 0 0 0 0 0 1.3093 0.5368 -3.0698 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.3983 1.4672 -1.7315 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.8407 0.5547 -3.1882 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.2023 -1.4831 2.2577 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 2 3 1 0 3 4 1 0 4 5 1 0 5 6 2 0 6 7 1 0 7 8 2 0 8 9 1 0 9 10 2 0 10 11 1 0 11 12 2 0 12 13 1 0 13 14 2 0 14 15 1 0 15 16 2 0 11 17 1 0 8 18 1 0 18 19 1 0 19 20 1 0 20 21 2 0 20 22 1 0 22 23 1 0 23 24 1 0 24 25 1 0 25 26 2 0 3 27 1 1 25 3 1 0 22 4 2 0 19 6 1 0 16 7 1 0 15 10 1 0 1 28 1 0 1 29 1 0 1 30 1 0 2 31 1 0 2 32 1 0 5 33 1 0 9 34 1 0 12 35 1 0 13 36 1 0 14 37 1 0 17 38 1 0 17 39 1 0 18 40 1 0 18 41 1 0 23 42 1 0 23 43 1 0 27 44 1 0 M END

Standard InCHIKey	FUXVKZWTXQUGMW-FQEVSTJZSA-N
Standard InCHI	InChI=1S/C20H17N3O4/c1-2-20(26)13-7-16-17-10(6-11-14(21)4-3-5-15(11)22-17)8-23(16)18(24)12(13)9-27-19(20)25/h3-7,26H,2,8-9,21H2,1H3/t20-/m0/s1
SMILES	CC[C@@]1(c2cc3-c4c(cc5c(cccc5n4)N)Cn3c(=O)c2COC1=O)O

Calculated Properties

Physi-Chem Properties

MedChem Properties

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

ADMET: Distribution

ADMET: Metabolism

ADMET: Excretion

ADMET: Toxicity

Species Source

Organism ID	Organism Name	Taxonomy Level	Family	SuperKingdom	Isolation Part	Collection Location	Collection Time	Reference
NPO32524	latrunculid sponges	Species	n.a.	n.a.	n.a.	South African	n.a.	PMID[15332840]
NPO32524	latrunculid sponges	Species	n.a.	n.a.	n.a.	n.a.	n.a.	Database[COCONUT]

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	Organism Name	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	17
CC50	1
Activity	1
Potency	44
EC50	4
AC50	6
Inhibition	14
Active dose range	2
KE	1
Control	1
T/C	9
No. of cures	2
GI50	73
Toxic dose	3
ID50	7
MTD	1
ILS	1
Highest active dose	1
Cures	1

Activity Type	# Activity
Individual protein	42
Cell line	99
Organism	25
Nucleic acid	2
Single protein	2
Non-molecular	1
Others	18

Molecular-level activity

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT143	Individual protein	DNA topoisomerase I	Homo sapiens	IC50	=	4200.0	nM	PMID[21216051]
NPT143	Individual protein	DNA topoisomerase I	Homo sapiens	CC50	=	900.0	nM	PubChem BioAssay data set
NPT143	Individual protein	DNA topoisomerase I	Homo sapiens	IC50	=	1800.0	nM	PMID[12027764]
NPT143	Individual protein	DNA topoisomerase I	Homo sapiens	IC50	=	110.0	nM	DrugMatrix in vitro pharmacology data
NPT143	Individual protein	DNA topoisomerase I	Homo sapiens	Activity	=	87.0	%	PMID[10924160]
NPT3	Individual protein	Thioredoxin glutathione reductase	Schistosoma mansoni	Potency	=	50118.7	nM	PMID[26316467]
NPT152	Individual protein	Nuclear factor erythroid 2-related factor 2	Homo sapiens	Potency	n.a.	651.3	nM	Open TG-GATES in vivo data: Biochemistry
NPT1415	Individual protein	Heat shock factor protein 1	Mus musculus	EC50	>	260000.0	nM	Open TG-GATES in vivo data: Pathology
NPT199	Individual protein	DNA polymerase kappa	Homo sapiens	Potency	n.a.	79432.8	nM	PMID[15620246]
NPT154	Individual protein	Mothers against decapentaplegic homolog 3	Homo sapiens	Potency	n.a.	562.3	nM	PMID[23294699]
NPT10	Individual protein	Geminin	Homo sapiens	Potency	n.a.	2059.6	nM	PMID[2342057]
NPT1797	Individual protein	Alpha trans-inducing protein (VP16)	Herpes simplex virus (type 1 / strain 17)	IC50	n.a.	1991.0	nM	PubChem BioAssay data set
NPT1798	Individual protein	Photoreceptor-specific nuclear receptor	Homo sapiens	IC50	n.a.	895.89	nM	PMID[11374943]
NPT156	Individual protein	Sphingomyelin phosphodiesterase	Homo sapiens	Potency	n.a.	15848.9	nM	PMID[12662097]
NPT1283	Individual protein	Paired box protein Pax-8	Homo sapiens	AC50	<	260.0	nM	PMID[20189404]
NPT154	Individual protein	Mothers against decapentaplegic homolog 3	Homo sapiens	Potency	n.a.	1158.2	nM	PMID[21078949]
NPT105	Individual protein	Muscleblind-like protein 1	Homo sapiens	Potency	n.a.	8912.5	nM	PMID[11277756]
NPT154	Individual protein	Mothers against decapentaplegic homolog 3	Homo sapiens	Potency	n.a.	461.1	nM	PMID[18458131]
NPT11	Individual protein	Guanine nucleotide-binding protein G(s), subunit alpha	Homo sapiens	Potency	n.a.	15848.9	nM	PMID[15387649]
NPT152	Individual protein	Nuclear factor erythroid 2-related factor 2	Homo sapiens	Potency	n.a.	259.3	nM	PMID[22037378]
NPT537	Individual protein	Ras-related protein Rab-9A	Homo sapiens	Potency	=	2238.7	nM	PMID[22264149]
NPT50	Individual protein	Tyrosyl-DNA phosphodiesterase 1	Homo sapiens	Potency	=	39810.7	nM	PMID[16499327]
NPT531	Individual protein	Nuclear receptor ROR-gamma	Mus musculus	Potency	=	354.8	nM	PMID[8450319]
NPT55	Individual protein	Putative fructose-1,6-bisphosphate aldolase	Giardia intestinalis	Potency	=	1409.2	nM	DrugMatrix in vitro pharmacology data
NPT58	Individual protein	Bloom syndrome protein	Homo sapiens	Potency	=	28183.8	nM	PMID[22264149]
NPT531	Individual protein	Nuclear receptor ROR-gamma	Mus musculus	Potency	=	20.0	nM	PMID[17253840]
NPT803	Individual protein	Flap endonuclease 1	Homo sapiens	Potency	n.a.	17782.8	nM	PMID[18053715]
NPT9	Individual protein	DNA polymerase eta	Homo sapiens	Potency	n.a.	22387.2	nM	DOI[10.1007/s00044-013-0484-9]
NPT48	Individual protein	Lysine-specific demethylase 4D-like	Homo sapiens	Potency	=	25118.9	nM	PMID[25466192]
NPT444	Individual protein	Ubiquitin carboxyl-terminal hydrolase 1	Homo sapiens	Potency	n.a.	35481.3	nM	PMID[24571273]
NPT20556	Single protein	Replicase polyprotein 1ab	Severe acute respiratory syndrome coronavirus 2	Inhibition	=	1.64	%	DOI[10.6019/CHEMBL4495564]
NPT20556	Single protein	Replicase polyprotein 1ab	Severe acute respiratory syndrome coronavirus 2	Inhibition	=	7.6	%	DOI[10.6019/CHEMBL4495564]
NPT692	Individual protein	Histone deacetylase 6	Homo sapiens	Inhibition	=	-20.21	%	HDAC6 screening dataset using tau-based substrate in an enzymatic assay yields selective inhibitors and activators
NPT692	Individual protein	Histone deacetylase 6	Homo sapiens	Inhibition	=	-1.39	%	HDAC6 screening dataset using tau-based substrate in an enzymatic assay yields selective inhibitors and activators
NPT51	Individual protein	Microtubule-associated protein tau	Homo sapiens	Potency	=	17782.8	nM	PMID[8277308]
NPT59	Individual protein	DNA polymerase beta	Homo sapiens	Potency	=	50118.7	nM	PMID[11741487]
NPT8	Individual protein	DNA polymerase iota	Homo sapiens	Potency	n.a.	79432.8	nM	PMID[18975929]
NPT478	Individual protein	Ataxin-2	Homo sapiens	Potency	n.a.	5011.9	nM	PMID[17850214]
NPT755	Individual protein	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	Homo sapiens	Potency	n.a.	31622.8	nM	PMID[17958396]
NPT861	Individual protein	Isocitrate dehydrogenase [NADP] cytoplasmic	Homo sapiens	Potency	n.a.	2059.6	nM	PMID[18336005]
NPT535	Individual protein	Parathyroid hormone receptor	Homo sapiens	Potency	n.a.	44668.4	nM	PMID[17850214]
NPT47	Individual protein	ATP-dependent DNA helicase Q1	Homo sapiens	Potency	=	39810.7	nM	PMID[1710654]
NPT536	Nucleic acid	microRNA 21	Homo sapiens	Potency	=	1309.2	nM	PMID[9677284]
NPT64	Individual protein	ATPase family AAA domain-containing protein 5	Homo sapiens	Potency	n.a.	58.0	nM	PMID[25397992]
NPT49	Individual protein	DNA-(apurinic or apyrimidinic site) lyase	Homo sapiens	Potency	n.a.	35481.3	nM	PMID[23354070]

In vitro activity

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT137	Cell line	L1210	Mus musculus	IC50	=	12.7	nM	PMID[12027764]
NPT137	Cell line	L1210	Mus musculus	Active dose range	=	5.0	mg kg-1	PMID[3656353]
NPT137	Cell line	L1210	Mus musculus	IC50	=	12.0	nM	PMID[12444684]
NPT407	Cell line	COLO 205	Homo sapiens	IC50	=	6.6	nM	PMID[11473430]
NPT65	Cell line	HepG2	Homo sapiens	IC50	=	3.5	nM	PMID[18955526]
NPT139	Cell line	HT-29	Homo sapiens	IC50	=	7.4	nM	PMID[19132934]
NPT4462	Cell line	NCI-H928	n.a.	IC50	=	7.9	nM	PMID[18955526]
NPT137	Cell line	L1210	Mus musculus	KE	=	5.97	n.a.	PMID[8410981]
NPT139	Cell line	HT-29	Homo sapiens	Control	=	25.0	%	PMID[8410981]
NPT4468	Cell line	P338	Mus musculus	T/C	=	348.0	%	PMID[3783593]
NPT4468	Cell line	P338	Mus musculus	No. of cures	=	4.0	n.a.	PMID[3783593]
NPT4468	Cell line	P338	Mus musculus	T/C	>=	5.86	%	PMID[3783593]
NPT4468	Cell line	P338	Mus musculus	Active dose range	=	2.5	mg kg-1	PMID[3783593]
NPT1397	Cell line	INS1	Rattus norvegicus	AC50	=	2132.0	nM	DOI[10.1016/S0960-894X(00)80319-4]
NPT65	Cell line	HepG2	Homo sapiens	Potency	n.a.	112.2	nM	PMID[19769341]
NPT1160	Cell line	BJ	Homo sapiens	EC50	=	7.18	nM	PMID[10425119]
NPT368	Cell line	SN12C	Homo sapiens	GI50	n.a.	10.0	nM	PMID[19651906]
NPT367	Cell line	MDA-N	Homo sapiens	GI50	n.a.	228.56	nM	PMID[12350153]
NPT370	Cell line	NCI-H23	Homo sapiens	GI50	n.a.	10.0	nM	PMID[16309309]
NPT369	Cell line	ACHN	Homo sapiens	GI50	n.a.	10.0	nM	PMID[16643022]
NPT371	Cell line	UO-31	Homo sapiens	GI50	n.a.	17.5	nM	PMID[25647077]
NPT372	Cell line	HOP-92	Homo sapiens	GI50	n.a.	35.65	nM	PMID[15646539]
NPT116	Cell line	HL-60	Homo sapiens	GI50	n.a.	10.0	nM	PubChem BioAssay data set
NPT374	Cell line	SF-539	Homo sapiens	GI50	n.a.	10.0	nM	PubChem BioAssay data set
NPT90	Cell line	DU-145	Homo sapiens	GI50	n.a.	10.0	nM	PMID[16441069]
NPT373	Cell line	SK-MEL-5	Homo sapiens	GI50	n.a.	11.78	nM	PubChem BioAssay data set
NPT375	Cell line	Malme-3M	Homo sapiens	GI50	n.a.	78.52	nM	PubChem BioAssay data set
NPT111	Cell line	K562	Homo sapiens	GI50	n.a.	112.2	nM	PMID[25730346]
NPT376	Cell line	A498	Homo sapiens	GI50	n.a.	79.43	nM	PubChem BioAssay data set
NPT377	Cell line	OVCAR-3	Homo sapiens	GI50	n.a.	207.01	nM	PMID[19318257]
NPT379	Cell line	HOP-62	Homo sapiens	GI50	n.a.	10.0	nM	PMID[20151678]
NPT112	Cell line	MOLT-4	Homo sapiens	GI50	n.a.	10.0	nM	PMID[23360104]
NPT378	Cell line	NCI/ADR-RES	Homo sapiens	GI50	n.a.	12.79	nM	PMID[24707938]
NPT380	Cell line	U-251	Homo sapiens	GI50	n.a.	10.76	nM	PMID[20585130]
NPT381	Cell line	OVCAR-8	Homo sapiens	GI50	n.a.	14.83	nM	DrugMatrix in vitro pharmacology data
NPT382	Cell line	OVCAR-5	Homo sapiens	GI50	n.a.	127.94	nM	PMID[14738383]
NPT383	Cell line	SNB-19	Homo sapiens	GI50	n.a.	10.0	nM	PMID[17461599]
NPT572	Cell line	DMS-273	Homo sapiens	GI50	n.a.	10.0	nM	PMID[19258280]
NPT82	Cell line	MDA-MB-231	Homo sapiens	GI50	n.a.	272.27	nM	PMID[15974630]
NPT384	Cell line	TK-10	Homo sapiens	GI50	n.a.	1629.3	nM	PMID[23891163]
NPT385	Cell line	SR	Homo sapiens	GI50	n.a.	215.28	nM	PMID[12762820]
NPT573	Cell line	M19-MEL	Homo sapiens	GI50	n.a.	19.82	nM	PMID[19651915]
NPT323	Cell line	SW-620	Homo sapiens	GI50	n.a.	32.06	nM	PMID[19786608]
NPT455	Cell line	NCI-H522	Homo sapiens	GI50	n.a.	18.11	nM	PMID[22365754]
NPT386	Cell line	KM12	Homo sapiens	GI50	n.a.	230.14	nM	PMID[19835393]
NPT387	Cell line	M14	Homo sapiens	GI50	n.a.	11.32	nM	PMID[12852764]
NPT574	Cell line	XF498	Homo sapiens	GI50	n.a.	143.22	nM	PMID[19949061]
NPT389	Cell line	RPMI-8226	Homo sapiens	GI50	n.a.	76.38	nM	PMID[21643465]
NPT388	Cell line	NCI-H322M	Homo sapiens	GI50	n.a.	103.51	nM	PMID[10924160]
NPT456	Cell line	OVCAR-4	Homo sapiens	GI50	n.a.	237.68	nM	PMID[10869210]
NPT390	Cell line	LOX IMVI	Homo sapiens	GI50	n.a.	10.0	nM	PubChem BioAssay data set
NPT168	Cell line	P388	Mus musculus	GI50	n.a.	11.91	nM	PMID[16413779]
NPT457	Cell line	BT-549	Homo sapiens	GI50	n.a.	68.39	nM	PMID[19506058]
NPT147	Cell line	SK-MEL-2	Homo sapiens	GI50	n.a.	232.81	nM	PMID[19687244]
NPT575	Cell line	KM-20L2	Homo sapiens	GI50	n.a.	64.27	nM	PMID[9599253]
NPT81	Cell line	A549	Homo sapiens	GI50	n.a.	18.79	nM	PubChem BioAssay data set
NPT392	Cell line	SNB-75	Homo sapiens	GI50	n.a.	11.48	nM	PMID[3210015]
NPT391	Cell line	HCC 2998	Homo sapiens	GI50	n.a.	110.66	nM	PMID[26331426]
NPT393	Cell line	HCT-116	Homo sapiens	GI50	n.a.	27.23	nM	PMID[19132934]
NPT148	Cell line	HCT-15	Homo sapiens	GI50	n.a.	196.79	nM	PMID[19115838]
NPT395	Cell line	SF-268	Homo sapiens	GI50	n.a.	10.0	nM	PMID[3443856]
NPT394	Cell line	EKVX	Homo sapiens	GI50	n.a.	340.41	nM	PMID[19459643]
NPT83	Cell line	MCF7	Homo sapiens	GI50	n.a.	10.0	nM	PMID[23621813]
NPT306	Cell line	PC-3	Homo sapiens	GI50	n.a.	72.78	nM	DOI[10.6019/CHEMBL1201861]
NPT731	Cell line	LXFL 529	Homo sapiens	GI50	n.a.	243.78	nM	PMID[23550966]
NPT576	Cell line	DMS-114	Homo sapiens	GI50	n.a.	10.0	nM	PubChem BioAssay data set
NPT146	Cell line	SK-OV-3	Homo sapiens	GI50	n.a.	15.7	nM	PubChem BioAssay data set
NPT396	Cell line	T47D	Homo sapiens	GI50	n.a.	10.0	nM	PMID[11374942]
NPT398	Cell line	UACC-62	Homo sapiens	GI50	n.a.	10.21	nM	DOI[10.1007/s00044-011-9964-y]
NPT397	Cell line	NCI-H460	Homo sapiens	GI50	n.a.	10.0	nM	PMID[22305342]
NPT308	Cell line	CAKI-1	Homo sapiens	GI50	n.a.	10.0	nM	PMID[23434030]
NPT552	Cell line	P388/ADR	Mus musculus	GI50	n.a.	17.38	nM	PMID[23398362]
NPT400	Cell line	MDA-MB-435	Homo sapiens	GI50	n.a.	118.03	nM	PMID[15482934]
NPT458	Cell line	IGROV-1	Homo sapiens	GI50	n.a.	246.04	nM	PMID[12398531]
NPT399	Cell line	SF-295	Homo sapiens	GI50	n.a.	10.0	nM	PMID[25443644]
NPT577	Cell line	RXF 631	Homo sapiens	GI50	n.a.	37.5	nM	PubChem BioAssay data set
NPT402	Cell line	Hs-578T	Homo sapiens	GI50	n.a.	4216.97	nM	PMID[18211005]
NPT578	Cell line	SNB-78	Homo sapiens	GI50	n.a.	574.12	nM	PMID[19348465]
NPT403	Cell line	UACC-257	Homo sapiens	GI50	n.a.	57.15	nM	PMID[9599262]
NPT401	Cell line	786-0	Homo sapiens	GI50	n.a.	10.0	nM	PubChem BioAssay data set
NPT404	Cell line	CCRF-CEM	Homo sapiens	GI50	n.a.	36.9	nM	PMID[7528786]
NPT579	Cell line	DLD-1	Homo sapiens	GI50	n.a.	566.24	nM	PMID[18183025]
NPT405	Cell line	NCI-H226	Homo sapiens	GI50	n.a.	10.21	nM	PMID[20359898]
NPT139	Cell line	HT-29	Homo sapiens	GI50	n.a.	63.24	nM	PMID[17158054]
NPT170	Cell line	SK-MEL-28	Homo sapiens	GI50	n.a.	177.01	nM	PMID[23747224]
NPT407	Cell line	COLO 205	Homo sapiens	GI50	n.a.	156.68	nM	PMID[26222693]
NPT406	Cell line	RXF 393	Homo sapiens	GI50	n.a.	40.83	nM	PMID[19371978]
NPT738	Cell line	SN12K1	Homo sapiens	GI50	n.a.	22.7	nM	PMID[26042639]
NPT732	Cell line	HOP-18	Homo sapiens	GI50	n.a.	27.73	nM	PMID[26295595]
NPT137	Cell line	L1210	Mus musculus	Toxic dose	=	10.0	mg kg-1	PMID[3656353]
NPT83	Cell line	MCF7	Homo sapiens	ID50	<	3.2	ng ml-1	Open TG-GATES in vivo data: Hematology
NPT2046	Cell line	EVSA-T	Homo sapiens	ID50	<	3.2	ng ml-1	Open TG-GATES in vivo data: Hematology
NPT1183	Cell line	WiDr	Homo sapiens	ID50	<	3.2	ng ml-1	Open TG-GATES in vivo data: Hematology
NPT458	Cell line	IGROV-1	Homo sapiens	ID50	<	3.2	ng ml-1	Open TG-GATES in vivo data: Hematology
NPT573	Cell line	M19-MEL	Homo sapiens	ID50	<	24.0	ng ml-1	Open TG-GATES in vivo data: Hematology
NPT376	Cell line	A498	Homo sapiens	ID50	<	10.0	ng ml-1	DrugMatrix in vitro pharmacology data
NPT405	Cell line	NCI-H226	Homo sapiens	ID50	<	7.0	ng ml-1	PMID[15711537]
NPT4468	Cell line	P338	Mus musculus	Toxic dose	=	10.0	mg kg-1	PMID[3783593]
NPT6	Organism	Plasmodium falciparum	Plasmodium falciparum	Potency	n.a.	1168.9	nM	PMID[17958397]
NPT6	Organism	Plasmodium falciparum	Plasmodium falciparum	Potency	n.a.	1852.6	nM	PMID[19754130]
NPT20555	Organism	SARS-CoV-2	Severe acute respiratory syndrome coronavirus 2	Inhibition	=	80.32	%	DOI[10.21203/rs.3.rs-23951/v1]
NPT20555	Organism	SARS-CoV-2	Severe acute respiratory syndrome coronavirus 2	Inhibition	=	0.01	%	DOI[10.6019/CHEMBL4495565]
NPT20555	Organism	SARS-CoV-2	Severe acute respiratory syndrome coronavirus 2	Inhibition	=	-0.03	%	DOI[10.6019/CHEMBL4495565]
NPT20529	Non-molecular	NON-PROTEIN TARGET	n.a.	IC50	=	8.5	nM	PMID[10479293]
NPT173	Organism	Klebsiella pneumoniae	Klebsiella pneumoniae	Inhibition	=	8.25	%	DOI[10.6019/CHEMBL4296182]
NPT20	Organism	Candida albicans	Candida albicans	Inhibition	=	4.9	%	DOI[10.6019/CHEMBL4296182]
NPT19	Organism	Escherichia coli	Escherichia coli	Inhibition	=	12.69	%	DOI[10.6019/CHEMBL4296182]
NPT18	Organism	Pseudomonas aeruginosa	Pseudomonas aeruginosa	Inhibition	=	22.5	%	DOI[10.6019/CHEMBL4296182]
NPT2	Others	Unspecified	n.a.	EC50	>	350000.0	nM	PMID[22582991]
NPT2	Others	Unspecified	n.a.	Potency	n.a.	920.0	nM	PubChem BioAssay data set
NPT2	Others	Unspecified	n.a.	IC50	=	6020.0	nM	PubChem BioAssay data set
NPT2	Others	Unspecified	n.a.	IC50	<	160.0	nM	PMID[23691952]
NPT2	Others	Unspecified	n.a.	IC50	>	80000.0	nM	PubChem BioAssay data set
NPT2	Others	Unspecified	n.a.	IC50	=	620.0	nM	PMID[16378377]
NPT2	Others	Unspecified	n.a.	Potency	n.a.	1000.0	nM	PMID[17938184]
NPT2	Others	Unspecified	n.a.	Potency	n.a.	1299.5	nM	PMID[23586757]
NPT2	Others	Unspecified	n.a.	AC50	<	260.0	nM	DrugMatrix in vivo data: Pathology
NPT35	Others	n.a.	n.a.	AC50	<	260.0	nM	DOI[10.1039/C4MD00399C]
NPT2	Others	Unspecified	n.a.	AC50	=	463.0	nM	PMID[10377219]
NPT2	Others	Unspecified	n.a.	AC50	=	348.0	nM	DOI[10.1007/s00044-012-0026-x]
NPT2	Others	Unspecified	n.a.	Potency	n.a.	1258.9	nM	PMID[19419201]
NPT2	Others	Unspecified	n.a.	Potency	n.a.	410.9	nM	DrugMatrix in vitro pharmacology data
NPT2	Others	Unspecified	n.a.	Potency	n.a.	10000.0	nM	PMID[24689881]
NPT747	Organism	Acinetobacter baumannii	Acinetobacter baumannii	Inhibition	=	-5.64	%	DOI[10.6019/CHEMBL4296182]

In vivo activity

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT32	Organism	Mus musculus	Mus musculus	T/C	=	163.0	%	DOI[10.1016/0960-894X(96)00083-2]
NPT32	Organism	Mus musculus	Mus musculus	T/C	=	138.0	%	DOI[10.1016/0960-894X(96)00083-2]
NPT32	Organism	Mus musculus	Mus musculus	T/C	=	361.0	%	PMID[3656353]
NPT32	Organism	Mus musculus	Mus musculus	No. of cures	=	4.0	n.a.	PMID[3656353]
NPT32	Organism	Mus musculus	Mus musculus	T/C	>=	5.97	%	PMID[3656353]
NPT32	Organism	Mus musculus	Mus musculus	MTD	=	8.9	uM kg-1	PMID[1846923]
NPT32	Organism	Mus musculus	Mus musculus	ILS	=	94.0	%	PMID[1846923]
NPT32	Organism	Mus musculus	Mus musculus	Highest active dose	=	0.6	mg kg-1	PMID[8410981]
NPT32	Organism	Mus musculus	Mus musculus	Cures	=	3.0	n.a.	PMID[8410981]
NPT32	Organism	Mus musculus	Mus musculus	Toxic dose	=	10.0	mg kg-1	PMID[8410981]
NPT32	Organism	Mus musculus	Mus musculus	T/C	=	2.44	n.a.	PMID[8410981]
NPT32	Organism	Mus musculus	Mus musculus	T/C	=	1.15	n.a.	PMID[8410981]

Experimental ADME

Experiment Model	Experiment Tissue	ADME Type	ADME Relation	ADME Value	ADME Unit	Reference
Homo sapiens	n.a.	Fu	=	0.003	n.a.	PMID[18426954]

Experimental Toxicity

Quantitative toxicity

Experiment Model	Experiment Organism	Toxicity Type	Toxicity Relation	Toxicity Value	Toxicity Unit	Reference

Common Abbreviations:
LC: Lethal Concentration; LD: Lethal Dose; LT:Lethal Time; NOAEL: No-observed-adverse-effect Level; BMDL: Benchmark Dose Lower Confidence Limit; BMD: Benchmark Dose; BMC:Benchmark Concentration; LOAEL: Lowest Observed Adverse Effect Level; RfD:Reference Dose; RfC:Reference Concentration; MRL: Minimal Risk Level; MEG: Maximum Exposure Guideline; PAC: Protective Action Criteria

Categorical toxicity labels

Hepatotoxicity	Carcinogenicity	Mutagenicity	Cardiotoxicity	Respiratory Toxicity	Eye Irritation	Endocrine Disruption

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 toxicity records from domain-specific databases. These databases include:
☉ ToxValDB: a curated database that compiles quantitative toxicity values for chemicals from diverse public sources to support toxicological research and risk assessment.
☉ TOXRIC: a comprehensive, free-to-access, online database providing toxicological/feature data. The toxicity labels are retrieved from this database. [PMID: 36400569]

Chemically structural similarity

Similar Active Natural Products in NPASS

Top-200 similar NPs were calculated against the active-NP-set (includes approximately 50,000 NPs with experimentally-derived bioactivity available in NPASS)

Similarity is measured using the Tanimoto coefficient (Tc) , which compares the binary fingerprints of two molecules. Tc is calculated as the intersection divided by the union of '1' bits in the fingerprints, ranging from 0 to 1, with 1 indicating highest similarity.

● The left chart: Distribution of similarity level between NPC192674 and all remaining natural products in the NPASS database.
● The right table: Most similar natural products (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	19909
0.1-0.2	29727
0.2-0.3	209
0.3-0.4	0
0.4-0.5	3
0.5-0.6	2
0.6-0.7	4
0.7-0.8	2
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Natural Product ID
0.7568	Intermediate Similarity	NPC129909
0.7273	Intermediate Similarity	NPC128115
0.7013	Intermediate Similarity	NPC608071
0.6835	Remote Similarity	NPC316181
0.6835	Remote Similarity	NPC151781
0.6429	Remote Similarity	NPC74562
0.6071	Remote Similarity	NPC276661
0.5422	Remote Similarity	NPC14325
0.5422	Remote Similarity	NPC28848

Similar Clinical/Approved Drugs

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules.

● The left chart: Distribution of similarity level between NPC192674 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	2970
0.1-0.2	6107
0.2-0.3	48
0.3-0.4	2
0.4-0.5	6
0.5-0.6	6
0.6-0.7	8
0.7-0.8	2
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	1

Similarity Score	Similarity Level	Drug ID	Developmental Stage
1.0	High Similarity	NPD3800	Phase 2
0.7568	Intermediate Similarity	NPD3785	Pre-clinical
0.7	Intermediate Similarity	NPD3777	Phase 3
0.6667	Remote Similarity	NPD5507	Phase 4
0.6588	Remote Similarity	NPD5506	Approved
0.6322	Remote Similarity	NPD6249	Phase 3
0.6296	Remote Similarity	NPD4334	Discontinued
0.625	Remote Similarity	NPD6248	Phase 2
0.6235	Remote Similarity	NPD6261	Phase 2
0.6071	Remote Similarity	NPD4897	Phase 2
0.6044	Remote Similarity	NPD5487	Phase 1
0.5955	Remote Similarity	NPD6206	Phase 2
0.5517	Remote Similarity	NPD4315	Phase 2
0.5319	Remote Similarity	NPD5835	Phase 3
0.5055	Remote Similarity	NPD4901	Clinical (unspecified phase)
0.5051	Remote Similarity	NPD5834	Phase 3
0.5051	Remote Similarity	NPD7025	Phase 2

Bioactivity similarity

Similar Natural Products in NPASS

Similarity level is defined by 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