NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	282.15
Volume:	275.085
LogP:	3.619
LogD:	3.443
LogS:	-4.912
# Rotatable Bonds:	0
TPSA:	53.99
# H-Bond Aceptor:	5
# H-Bond Donor:	0
# Rings:	5
# Heavy Atoms:	5

MedChem Properties

QED Drug-Likeness Score:	0.504
Synthetic Accessibility Score:	5.668
Fsp3:	0.933
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Rejected
GSK Rule:	Accepted
BMS Rule:	1
Golden Triangle Rule:	Accepted
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-4.523
MDCK Permeability:	6.928756920387968e-05
Pgp-inhibitor:	0.989
Pgp-substrate:	0.001
Human Intestinal Absorption (HIA):	0.002
20% Bioavailability (F20%):	0.003
30% Bioavailability (F30%):	0.236

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.34
Plasma Protein Binding (PPB):	70.01815795898438%
Volume Distribution (VD):	1.702
Pgp-substrate:	31.768959045410156%

ADMET: Metabolism

CYP1A2-inhibitor:	0.223
CYP1A2-substrate:	0.979
CYP2C19-inhibitor:	0.054
CYP2C19-substrate:	0.887
CYP2C9-inhibitor:	0.033
CYP2C9-substrate:	0.047
CYP2D6-inhibitor:	0.019
CYP2D6-substrate:	0.733
CYP3A4-inhibitor:	0.284
CYP3A4-substrate:	0.41

ADMET: Excretion

Clearance (CL):	14.335
Half-life (T1/2):	0.07

ADMET: Toxicity

hERG Blockers:	0.796
Human Hepatotoxicity (H-HT):	0.966
Drug-inuced Liver Injury (DILI):	0.857
AMES Toxicity:	0.852
Rat Oral Acute Toxicity:	0.915
Maximum Recommended Daily Dose:	0.171
Skin Sensitization:	0.565
Carcinogencity:	0.914
Eye Corrosion:	0.333
Eye Irritation:	0.271
Respiratory Toxicity:	0.979

Download Data

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

Natural Product: NPC285480

Natural Product ID:	NPC285480
*Common Name:**	Artemisin
IUPAC Name:	n.a.
Synonyms:	GNF-Pf-5341
Standard InCHIKey:	BLUAFEHZUWYNDE-XRNKLDBLSA-N
Standard InCHI:	InChI=1S/C15H22O5/c1-8-4-5-11-9(2)12(16)17-13-15(11)10(8)6-7-14(3,18-13)19-20-15/h8-11,13H,4-7H2,1-3H3/t8-,9-,10+,11+,13-,14+,15?/m1/s1
SMILES:	C[C@@H]1CC[C@H]2[C@@H](C)C(=O)O[C@H]3C42[C@H]1CC[C@@](C)(O3)OO4
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL77
PubChem CID:	44266427
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000259] Prenol lipids [CHEMONTID:0001283] Terpene lactones

*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
NPO26589	Artemisia annua L.	Strain	Asteraceae	Eukaryota	n.a.	leaf	n.a.	DOI[10.1007/s11418-006-0112-9]
NPO26589	Artemisia annua L.	Strain	Asteraceae	Eukaryota	n.a.	stem	n.a.	DOI[10.1007/s11418-006-0112-9]
NPO26589	Artemisia annua L.	Strain	Asteraceae	Eukaryota	n.a.	flower	n.a.	DOI[10.1007/s11418-006-0112-9]
NPO26589	Artemisia annua L.	Strain	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[6387056]
NPO26589	Artemisia annua L.	Strain	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO26589	Artemisia annua L.	Strain	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO11035	Massa medicata fermentata	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[TCMID]
NPO26589	Artemisia annua L.	Strain	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO26589	Artemisia annua L.	Strain	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO26589	Artemisia annua L.	Strain	Asteraceae	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
Potency	30

Activity Type	# Activity
Individual Protein	7
Organism	2
Others	21

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT1197	Individual Protein	Huntingtin	Homo sapiens	Potency	=	3162.3	nM	PMID[455655]
NPT445	Individual Protein	Peripheral myelin protein 22	Rattus norvegicus	Potency	n.a.	20314.8	nM	PMID[455655]
NPT10	Individual Protein	Geminin	Homo sapiens	Potency	n.a.	14963.1	nM	PMID[455655]
NPT50	Individual Protein	Tyrosyl-DNA phosphodiesterase 1	Homo sapiens	Potency	n.a.	231.1	nM	PMID[455656]
NPT50	Individual Protein	Tyrosyl-DNA phosphodiesterase 1	Homo sapiens	Potency	n.a.	290.9	nM	PMID[455656]
NPT153	Individual Protein	Androgen Receptor	Homo sapiens	Potency	n.a.	1693	nM	PubChem BioAssay data set
NPT153	Individual Protein	Androgen Receptor	Homo sapiens	Potency	n.a.	1333.3	nM	PubChem BioAssay data set
NPT6	Organism	Plasmodium falciparum	Plasmodium falciparum	Potency	n.a.	2.7	nM	PMID[455655]
NPT6	Organism	Plasmodium falciparum	Plasmodium falciparum	Potency	n.a.	3.4	nM	PMID[455655]
NPT2	Others	Unspecified		Potency	n.a.	44.7	nM	PMID[455655]
NPT2	Others	Unspecified		Potency	n.a.	39.8	nM	PMID[455655]
NPT2	Others	Unspecified		Potency	n.a.	45479.2	nM	PMID[455655]
NPT2	Others	Unspecified		Potency	n.a.	2238.7	nM	PMID[455656]
NPT2	Others	Unspecified		Potency	n.a.	1778.3	nM	PMID[455656]
NPT2	Others	Unspecified		Potency	n.a.	132.1	nM	PMID[455656]
NPT2	Others	Unspecified		Potency	n.a.	26603.2	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	11883.2	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	23914.5	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	5955.7	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	2131.4	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	2371	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	2984.9	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	1059.1	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	1899.6	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	473.1	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	421.6	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	33491.5	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	237.1	nM	PubChem BioAssay data set

☑ 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 NPC285480 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	586
0.1-0.2	4693
0.2-0.3	11731
0.3-0.4	13256
0.4-0.5	6929
0.5-0.6	4725
0.6-0.7	744
0.7-0.8	11
0.8-0.85	8
0.85-0.9	9
0.9-0.95	1
0.95-1	4

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC45256
1.0	High Similarity	NPC30443
1.0	High Similarity	NPC260977
0.9351	High Similarity	NPC60568
0.8765	High Similarity	NPC30102
0.8765	High Similarity	NPC128816
0.8765	High Similarity	NPC67158
0.8427	Intermediate Similarity	NPC148872
0.8421	Intermediate Similarity	NPC29005
0.8421	Intermediate Similarity	NPC51956
0.8421	Intermediate Similarity	NPC5209
0.8101	Intermediate Similarity	NPC200167
0.8101	Intermediate Similarity	NPC31046
0.8101	Intermediate Similarity	NPC209666
0.8101	Intermediate Similarity	NPC53868
0.764	Intermediate Similarity	NPC221993
0.7553	Intermediate Similarity	NPC266417
0.7529	Intermediate Similarity	NPC125366
0.7442	Intermediate Similarity	NPC329490
0.7442	Intermediate Similarity	NPC328639
0.7317	Intermediate Similarity	NPC123122
0.7273	Intermediate Similarity	NPC476721
0.7263	Intermediate Similarity	NPC475785
0.7263	Intermediate Similarity	NPC475765
0.7229	Intermediate Similarity	NPC55508
0.7222	Intermediate Similarity	NPC476717
0.7204	Intermediate Similarity	NPC475878
0.7191	Intermediate Similarity	NPC51135
0.7191	Intermediate Similarity	NPC82492
0.7191	Intermediate Similarity	NPC25802
0.7191	Intermediate Similarity	NPC101138
0.7191	Intermediate Similarity	NPC79308
0.7188	Intermediate Similarity	NPC472273
0.7129	Intermediate Similarity	NPC203974
0.7126	Intermediate Similarity	NPC471216
0.7126	Intermediate Similarity	NPC471217
0.7126	Intermediate Similarity	NPC134227
0.7111	Intermediate Similarity	NPC476715
0.7045	Intermediate Similarity	NPC71541
0.7033	Intermediate Similarity	NPC471410
0.7033	Intermediate Similarity	NPC471411
0.7033	Intermediate Similarity	NPC474008
0.7033	Intermediate Similarity	NPC470657
0.7024	Intermediate Similarity	NPC96759
0.7011	Intermediate Similarity	NPC474754
0.7	Intermediate Similarity	NPC65133
0.699	Remote Similarity	NPC228190
0.699	Remote Similarity	NPC236753
0.6979	Remote Similarity	NPC215570
0.6977	Remote Similarity	NPC143250
0.6977	Remote Similarity	NPC70996
0.6961	Remote Similarity	NPC126753
0.6957	Remote Similarity	NPC31349
0.6923	Remote Similarity	NPC470622
0.6923	Remote Similarity	NPC477205
0.6907	Remote Similarity	NPC193785
0.6905	Remote Similarity	NPC109510
0.6905	Remote Similarity	NPC476718
0.69	Remote Similarity	NPC471254
0.69	Remote Similarity	NPC80640
0.6897	Remote Similarity	NPC177343
0.6893	Remote Similarity	NPC469826
0.6893	Remote Similarity	NPC207693
0.6857	Remote Similarity	NPC469824
0.6854	Remote Similarity	NPC476494
0.6848	Remote Similarity	NPC244174
0.6842	Remote Similarity	NPC474631
0.6837	Remote Similarity	NPC74466
0.6837	Remote Similarity	NPC471241
0.6832	Remote Similarity	NPC34562
0.6832	Remote Similarity	NPC107385
0.6832	Remote Similarity	NPC471253
0.6827	Remote Similarity	NPC22709
0.6792	Remote Similarity	NPC157571
0.6792	Remote Similarity	NPC477489
0.6786	Remote Similarity	NPC478227
0.6782	Remote Similarity	NPC474003
0.6778	Remote Similarity	NPC248415
0.6774	Remote Similarity	NPC470920
0.6774	Remote Similarity	NPC239938
0.6771	Remote Similarity	NPC474379
0.6765	Remote Similarity	NPC470167
0.6765	Remote Similarity	NPC267637
0.6765	Remote Similarity	NPC469827
0.6762	Remote Similarity	NPC471431
0.6762	Remote Similarity	NPC475501
0.6742	Remote Similarity	NPC475456
0.6742	Remote Similarity	NPC1882
0.6739	Remote Similarity	NPC478111
0.6737	Remote Similarity	NPC18536
0.6737	Remote Similarity	NPC50443
0.6733	Remote Similarity	NPC213528
0.6733	Remote Similarity	NPC244969
0.6733	Remote Similarity	NPC470172
0.6706	Remote Similarity	NPC474755
0.6703	Remote Similarity	NPC15091
0.6702	Remote Similarity	NPC471221
0.6702	Remote Similarity	NPC236459
0.6702	Remote Similarity	NPC476379
0.6701	Remote Similarity	NPC476722
0.6701	Remote Similarity	NPC477495
0.67	Remote Similarity	NPC80417
0.67	Remote Similarity	NPC20028
0.6699	Remote Similarity	NPC158051
0.6699	Remote Similarity	NPC158367
0.6699	Remote Similarity	NPC119628
0.6699	Remote Similarity	NPC184805
0.6699	Remote Similarity	NPC273189
0.6699	Remote Similarity	NPC41681
0.6667	Remote Similarity	NPC475743
0.6667	Remote Similarity	NPC216137
0.6667	Remote Similarity	NPC473406
0.6667	Remote Similarity	NPC474020
0.6667	Remote Similarity	NPC470632
0.6667	Remote Similarity	NPC471046
0.6667	Remote Similarity	NPC79193
0.6667	Remote Similarity	NPC248216
0.6667	Remote Similarity	NPC87393
0.6667	Remote Similarity	NPC469825
0.6636	Remote Similarity	NPC470543
0.6635	Remote Similarity	NPC40716
0.6635	Remote Similarity	NPC475234
0.6635	Remote Similarity	NPC475630
0.6635	Remote Similarity	NPC138219
0.6635	Remote Similarity	NPC293512
0.6635	Remote Similarity	NPC471430
0.6634	Remote Similarity	NPC478181
0.6634	Remote Similarity	NPC477172
0.6633	Remote Similarity	NPC57964
0.6633	Remote Similarity	NPC94582
0.6632	Remote Similarity	NPC200580
0.663	Remote Similarity	NPC9060
0.663	Remote Similarity	NPC181871
0.663	Remote Similarity	NPC473299
0.663	Remote Similarity	NPC18953
0.6628	Remote Similarity	NPC166250
0.6604	Remote Similarity	NPC66513
0.6602	Remote Similarity	NPC100078
0.6602	Remote Similarity	NPC88469
0.66	Remote Similarity	NPC472144
0.6598	Remote Similarity	NPC475307
0.6593	Remote Similarity	NPC148740
0.6593	Remote Similarity	NPC102156
0.6591	Remote Similarity	NPC476719
0.6591	Remote Similarity	NPC307865
0.6588	Remote Similarity	NPC96322
0.6585	Remote Similarity	NPC84562
0.6582	Remote Similarity	NPC478126
0.6574	Remote Similarity	NPC189884
0.6574	Remote Similarity	NPC47063
0.6574	Remote Similarity	NPC204458
0.6574	Remote Similarity	NPC138334
0.6571	Remote Similarity	NPC473688
0.6571	Remote Similarity	NPC472079
0.6571	Remote Similarity	NPC471626
0.6571	Remote Similarity	NPC231566
0.6571	Remote Similarity	NPC94942
0.6571	Remote Similarity	NPC262567
0.6569	Remote Similarity	NPC310031
0.6569	Remote Similarity	NPC80191
0.6566	Remote Similarity	NPC238796
0.6566	Remote Similarity	NPC237071
0.6566	Remote Similarity	NPC476728
0.6566	Remote Similarity	NPC203434
0.6566	Remote Similarity	NPC235109
0.6562	Remote Similarity	NPC472146
0.6562	Remote Similarity	NPC470114
0.6562	Remote Similarity	NPC327183
0.6562	Remote Similarity	NPC328935
0.6562	Remote Similarity	NPC185529
0.6559	Remote Similarity	NPC474572
0.6548	Remote Similarity	NPC178541
0.6545	Remote Similarity	NPC179429
0.6542	Remote Similarity	NPC477073
0.6538	Remote Similarity	NPC103172
0.6538	Remote Similarity	NPC166079
0.6538	Remote Similarity	NPC215408
0.6538	Remote Similarity	NPC56656
0.6538	Remote Similarity	NPC306776
0.6538	Remote Similarity	NPC164600
0.6535	Remote Similarity	NPC41843
0.6531	Remote Similarity	NPC476716
0.6531	Remote Similarity	NPC41649
0.6531	Remote Similarity	NPC96736
0.6531	Remote Similarity	NPC178949
0.6531	Remote Similarity	NPC151214
0.6531	Remote Similarity	NPC191915
0.6531	Remote Similarity	NPC470424
0.6526	Remote Similarity	NPC191221
0.6526	Remote Similarity	NPC476435
0.6526	Remote Similarity	NPC33398
0.6526	Remote Similarity	NPC470872
0.6526	Remote Similarity	NPC470009
0.6522	Remote Similarity	NPC241959
0.6522	Remote Similarity	NPC474346
0.6522	Remote Similarity	NPC474253
0.6522	Remote Similarity	NPC474284
0.6522	Remote Similarity	NPC475820
0.6522	Remote Similarity	NPC213737
0.6522	Remote Similarity	NPC269684

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 NPC285480 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	623
0.1-0.2	4251
0.2-0.3	2932
0.3-0.4	889
0.4-0.5	308
0.5-0.6	127
0.6-0.7	11
0.7-0.8	0
0.8-0.85	2
0.85-0.9	5
0.9-0.95	0
0.95-1	2

Similarity Score	Similarity Level	Drug ID	Developmental Stage
1.0	High Similarity	NPD1780	Approved
1.0	High Similarity	NPD1779	Approved
0.8765	High Similarity	NPD3669	Approved
0.8765	High Similarity	NPD3670	Clinical (unspecified phase)
0.8421	Intermediate Similarity	NPD2687	Approved
0.8421	Intermediate Similarity	NPD2686	Approved
0.8421	Intermediate Similarity	NPD2254	Approved
0.8101	Intermediate Similarity	NPD1810	Approved
0.8101	Intermediate Similarity	NPD1811	Approved
0.6509	Remote Similarity	NPD8132	Clinical (unspecified phase)
0.6442	Remote Similarity	NPD8170	Clinical (unspecified phase)
0.6396	Remote Similarity	NPD8295	Clinical (unspecified phase)
0.6364	Remote Similarity	NPD3702	Approved
0.6273	Remote Similarity	NPD8133	Approved
0.6154	Remote Similarity	NPD6115	Approved
0.6154	Remote Similarity	NPD6697	Approved
0.6154	Remote Similarity	NPD6114	Approved
0.6154	Remote Similarity	NPD6118	Approved
0.6111	Remote Similarity	NPD5345	Clinical (unspecified phase)
0.6095	Remote Similarity	NPD8085	Approved
0.6095	Remote Similarity	NPD8086	Approved
0.6095	Remote Similarity	NPD8138	Approved
0.6095	Remote Similarity	NPD8139	Approved
0.6095	Remote Similarity	NPD8083	Approved
0.6095	Remote Similarity	NPD8084	Approved
0.6095	Remote Similarity	NPD8082	Approved
0.6068	Remote Similarity	NPD8328	Phase 3
0.6044	Remote Similarity	NPD6116	Phase 1
0.6038	Remote Similarity	NPD8276	Approved
0.6038	Remote Similarity	NPD8275	Approved
0.6023	Remote Similarity	NPD5777	Approved
0.6	Remote Similarity	NPD1700	Approved
0.5981	Remote Similarity	NPD8081	Approved
0.5981	Remote Similarity	NPD3710	Phase 2
0.5963	Remote Similarity	NPD6686	Approved
0.5943	Remote Similarity	NPD8300	Approved
0.5943	Remote Similarity	NPD8301	Approved
0.5934	Remote Similarity	NPD6117	Approved
0.5926	Remote Similarity	NPD8393	Approved
0.5877	Remote Similarity	NPD6940	Discontinued
0.5872	Remote Similarity	NPD6412	Phase 2
0.5872	Remote Similarity	NPD5954	Clinical (unspecified phase)
0.5833	Remote Similarity	NPD7507	Approved
0.5824	Remote Similarity	NPD3703	Phase 2
0.5806	Remote Similarity	NPD4802	Phase 2
0.5806	Remote Similarity	NPD4238	Approved
0.5784	Remote Similarity	NPD8171	Discontinued
0.578	Remote Similarity	NPD6008	Approved
0.5765	Remote Similarity	NPD371	Approved
0.5763	Remote Similarity	NPD8517	Approved
0.5763	Remote Similarity	NPD8515	Approved
0.5763	Remote Similarity	NPD8516	Approved
0.5763	Remote Similarity	NPD8513	Phase 3
0.573	Remote Similarity	NPD7532	Clinical (unspecified phase)
0.5727	Remote Similarity	NPD8140	Approved
0.5727	Remote Similarity	NPD8307	Discontinued
0.5714	Remote Similarity	NPD5955	Clinical (unspecified phase)
0.5714	Remote Similarity	NPD6113	Clinical (unspecified phase)
0.5698	Remote Similarity	NPD9496	Clinical (unspecified phase)
0.5691	Remote Similarity	NPD7319	Approved
0.569	Remote Similarity	NPD6009	Approved
0.5686	Remote Similarity	NPD8035	Phase 2
0.5686	Remote Similarity	NPD8034	Phase 2
0.5682	Remote Similarity	NPD229	Approved
0.5656	Remote Similarity	NPD8293	Discontinued
0.5632	Remote Similarity	NPD4224	Phase 2
0.5625	Remote Similarity	NPD615	Clinical (unspecified phase)
0.5625	Remote Similarity	NPD8305	Approved
0.5625	Remote Similarity	NPD4061	Clinical (unspecified phase)
0.5625	Remote Similarity	NPD8306	Approved
0.561	Remote Similarity	NPD7736	Approved
0.56	Remote Similarity	NPD3573	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