NPASS Compound

Structure

CID70340 OpenBabel06191715412D 32 35 0 0 1 0 0 0 0 0999 V2000 2.1823 1.9044 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6970 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9480 4.0220 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.4124 3.2176 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8839 1.5311 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8841 -1.5313 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1614 0.8044 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2326 0.8044 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8839 0.5105 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -1.0209 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8841 1.5311 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3610 1.4164 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 2.0416 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 5.0191 4.0220 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9480 2.4132 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8841 0.5104 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.7682 -1.0209 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6259 1.6088 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0191 2.4132 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5547 3.2176 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3610 0.6252 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 4.5547 4.8264 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7682 -0.0000 0.0000 C 0 0 2 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 4.5547 1.6088 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.4124 1.6088 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5726 -1.4853 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.1614 2.4132 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.6259 3.2176 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.2716 0.3811 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.0191 5.6308 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.6259 4.8264 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 12 2 0 0 0 0 3 4 2 0 0 0 0 3 14 1 0 0 0 0 4 15 1 0 0 0 0 5 9 1 0 0 0 0 6 10 2 0 0 0 0 6 17 1 0 0 0 0 7 8 1 0 0 0 0 7 18 1 0 0 0 0 8 23 1 0 0 0 0 10 24 1 0 0 0 0 11 13 1 0 0 0 0 11 16 1 0 0 0 0 12 13 1 0 0 0 0 12 21 1 0 0 0 0 13 5 1 1 0 0 0 14 20 2 0 0 0 0 14 22 1 0 0 0 0 15 19 2 0 0 0 0 15 26 1 0 0 0 0 16 23 1 1 0 0 0 16 24 1 0 0 0 0 17 23 1 0 0 0 0 17 27 2 0 0 0 0 18 25 2 3 0 0 0 18 28 1 0 0 0 0 19 20 1 0 0 0 0 19 25 1 0 0 0 0 20 29 1 0 0 0 0 21 24 1 6 0 0 0 21 30 1 0 0 0 0 22 31 2 0 0 0 0 22 32 1 0 0 0 0 23 2 1 1 0 0 0 24 9 1 1 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	598.28
Volume:	603.352
LogP:	3.623
LogD:	2.567
LogS:	-4.438
# Rotatable Bonds:	9
TPSA:	142.5
# H-Bond Aceptor:	10
# H-Bond Donor:	1
# Rings:	5
# Heavy Atoms:	10

MedChem Properties

QED Drug-Likeness Score:	0.393
Synthetic Accessibility Score:	5.287
Fsp3:	0.667
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Accepted
GSK Rule:	Rejected
BMS Rule:	0
Golden Triangle Rule:	Rejected
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-5.283
MDCK Permeability:	4.504874596023001e-05
Pgp-inhibitor:	1.0
Pgp-substrate:	0.004
Human Intestinal Absorption (HIA):	0.53
20% Bioavailability (F20%):	0.969
30% Bioavailability (F30%):	0.931

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.564
Plasma Protein Binding (PPB):	74.92073822021484%
Volume Distribution (VD):	1.416
Pgp-substrate:	21.748287200927734%

ADMET: Metabolism

CYP1A2-inhibitor:	0.013
CYP1A2-substrate:	0.119
CYP2C19-inhibitor:	0.253
CYP2C19-substrate:	0.406
CYP2C9-inhibitor:	0.823
CYP2C9-substrate:	0.079
CYP2D6-inhibitor:	0.346
CYP2D6-substrate:	0.062
CYP3A4-inhibitor:	0.89
CYP3A4-substrate:	0.574

ADMET: Excretion

Clearance (CL):	2.926
Half-life (T1/2):	0.575

ADMET: Toxicity

hERG Blockers:	0.136
Human Hepatotoxicity (H-HT):	0.724
Drug-inuced Liver Injury (DILI):	0.898
AMES Toxicity:	0.063
Rat Oral Acute Toxicity:	0.892
Maximum Recommended Daily Dose:	0.046
Skin Sensitization:	0.105
Carcinogencity:	0.118
Eye Corrosion:	0.004
Eye Irritation:	0.018
Respiratory Toxicity:	0.976

Download Data

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

Natural Product: NPC70340

Natural Product ID:	NPC70340
*Common Name:**	Platencin A3
IUPAC Name:	n.a.
Synonyms:	Platencin A3
Standard InCHIKey:	FHLUNOXZZMCXBM-GFZIYMICSA-N
Standard InCHI:	InChI=1S/C24H27NO7/c1-12-13-5-9-24(21(12)30)10-6-17(27)23(2,16(24)11-13)8-7-18(28)25-19-15(26)4-3-14(20(19)29)22(31)32/h3-4,6,10,13,16,21,26,29-30H,1,5,7-9,11H2,2H3,(H,25,28)(H,31,32)/t13-,16-,21-,23-,24-/m0/s1
SMILES:	C=C1[C@H]2CC[C@@]3(C=CC(=O)[C@@](C)(CCC(=Nc4c(ccc(c4O)C(=O)O)O)O)[C@@H]3C2)[C@H]1O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL1089565
PubChem CID:	46197718
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0002448] Benzenoids [CHEMONTID:0002279] Benzene and substituted derivatives [CHEMONTID:0000176] Benzoic acids and derivatives [CHEMONTID:0004361] Acylaminobenzoic acid 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
NPO2298	Streptomyces platensis	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[19581087]
NPO2298	Streptomyces platensis	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[20299229]
NPO2298	Streptomyces platensis	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[21214253]
NPO2298	Streptomyces platensis	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]

☑ Note for Reference:
In addition to directly collecting NP source organism data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated them from below databases:
☉ UNPD: Universal Natural Products Database [PMID: 23638153].
☉ StreptomeDB: a database of streptomycetes natural products [PMID: 33051671].
☉ TM-MC: a database of medicinal materials and chemical compounds in Northeast Asian traditional medicine [PMID: 26156871].
☉ TCM@Taiwan: a Traditional Chinese Medicine database [PMID: 21253603].
☉ TCMID: a Traditional Chinese Medicine database [PMID: 29106634].
☉ TCMSP: The traditional Chinese medicine systems pharmacology database and analysis platform [PMID: 24735618].
☉ HerDing: a herb recommendation system to treat diseases using genes and chemicals [PMID: 26980517].
☉ MetaboLights: a metabolomics database [PMID: 27010336].
☉ FooDB: a database of constituents, chemistry and biology of food species [www.foodb.ca].

NP Quantity Composition/Concentration

Organism ID	NP ID	Organism Material Preparation	Organism Part	NP Quantity (Standard)	NP Quantity (Minimum)	NP Quantity (Maximum)	Quantity Unit	Reference

☑ Note for Reference:
In addition to directly collecting NP quantitative data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated NP quantitative records for specific NP domains (e.g., NPS from foods or herbs) from domain-specific databases. These databases include:
☉ DUKE: Dr. Duke's Phytochemical and Ethnobotanical Databases.
☉ PHENOL EXPLORER: is the first comprehensive database on polyphenol content in foods [PMID: 24103452], its homepage can be accessed at here.
☉ FooDB: a database of constituents, chemistry and biology of food species [www.foodb.ca].

Biological Activity

Activity Type	# Activity
IC50	2
MIC	12
Others	1

Activity Type	# Activity
Cell Line	1
Organism	13
Others	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT165	Cell Line	HeLa	Homo sapiens	IC50	>	100000.0	nM	PMID[456559]
NPT20	Organism	Candida albicans	Candida albicans	MIC	>	64.0	ug.mL-1	PMID[456559]
NPT19	Organism	Escherichia coli	Escherichia coli	MIC	=	16.0	ug.mL-1	PMID[456559]
NPT19	Organism	Escherichia coli	Escherichia coli	MIC	>	64.0	ug.mL-1	PMID[456559]
NPT1122	Organism	Haemophilus influenzae	Haemophilus influenzae	MIC	=	64.0	ug.mL-1	PMID[456559]
NPT79	Organism	Bacillus subtilis	Bacillus subtilis	MIC	=	64.0	ug.mL-1	PMID[456559]
NPT175	Organism	Enterococcus faecalis	Enterococcus faecalis	MIC	=	64.0	ug.mL-1	PMID[456559]
NPT16	Organism	Staphylococcus aureus	Staphylococcus aureus	MIC	>	64.0	ug.mL-1	PMID[456559]
NPT16	Organism	Staphylococcus aureus	Staphylococcus aureus	MIC	=	16.0	ug.mL-1	PMID[456559]
NPT16	Organism	Staphylococcus aureus	Staphylococcus aureus	Activity	=	20.0	ug ml-1	PMID[456559]
NPT2	Others	Unspecified		IC50	=	7.1	ug.mL-1	PMID[456559]
NPT16	Organism	Staphylococcus aureus	Staphylococcus aureus	MIC	=	8.0	ug.mL-1	PMID[456560]

☑ 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 NPC70340 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	300
0.1-0.2	1337
0.2-0.3	3166
0.3-0.4	8843
0.4-0.5	11550
0.5-0.6	12254
0.6-0.7	5195
0.7-0.8	43
0.8-0.85	0
0.85-0.9	4
0.9-0.95	0
0.95-1	5

Similarity Score	Similarity Level	Natural Product ID
0.9704	High Similarity	NPC132751
0.9647	High Similarity	NPC288854
0.7609	Intermediate Similarity	NPC163924
0.7609	Intermediate Similarity	NPC54661
0.7514	Intermediate Similarity	NPC323798
0.7512	Intermediate Similarity	NPC227033
0.7474	Intermediate Similarity	NPC477816
0.7446	Intermediate Similarity	NPC101207
0.7354	Intermediate Similarity	NPC474815
0.7316	Intermediate Similarity	NPC313708
0.7302	Intermediate Similarity	NPC315406
0.7294	Intermediate Similarity	NPC175738
0.7273	Intermediate Similarity	NPC170333
0.7273	Intermediate Similarity	NPC135524
0.7241	Intermediate Similarity	NPC133156
0.7228	Intermediate Similarity	NPC475983
0.7219	Intermediate Similarity	NPC315772
0.7216	Intermediate Similarity	NPC204045
0.7216	Intermediate Similarity	NPC305845
0.7202	Intermediate Similarity	NPC315934
0.7202	Intermediate Similarity	NPC477392
0.7184	Intermediate Similarity	NPC181526
0.7184	Intermediate Similarity	NPC314252
0.7175	Intermediate Similarity	NPC474961
0.7175	Intermediate Similarity	NPC137649
0.7168	Intermediate Similarity	NPC290803
0.7167	Intermediate Similarity	NPC477483
0.7167	Intermediate Similarity	NPC325032
0.7159	Intermediate Similarity	NPC169452
0.7159	Intermediate Similarity	NPC181560
0.7151	Intermediate Similarity	NPC40524
0.7151	Intermediate Similarity	NPC139074
0.7151	Intermediate Similarity	NPC213485
0.7143	Intermediate Similarity	NPC473622
0.7135	Intermediate Similarity	NPC18798
0.7135	Intermediate Similarity	NPC475042
0.7135	Intermediate Similarity	NPC313299
0.7128	Intermediate Similarity	NPC314693
0.7128	Intermediate Similarity	NPC473022
0.7126	Intermediate Similarity	NPC118919
0.712	Intermediate Similarity	NPC218870
0.712	Intermediate Similarity	NPC474824
0.712	Intermediate Similarity	NPC470408
0.712	Intermediate Similarity	NPC182921
0.712	Intermediate Similarity	NPC315631
0.7112	Intermediate Similarity	NPC472618
0.711	Intermediate Similarity	NPC475088
0.711	Intermediate Similarity	NPC474394
0.7105	Intermediate Similarity	NPC95412
0.7103	Intermediate Similarity	NPC251071
0.7102	Intermediate Similarity	NPC242994
0.7102	Intermediate Similarity	NPC138099
0.7102	Intermediate Similarity	NPC112789
0.7102	Intermediate Similarity	NPC19622
0.7095	Intermediate Similarity	NPC471906
0.7095	Intermediate Similarity	NPC244691
0.709	Intermediate Similarity	NPC469395
0.7088	Intermediate Similarity	NPC477221
0.7086	Intermediate Similarity	NPC477592
0.7083	Intermediate Similarity	NPC274002
0.7083	Intermediate Similarity	NPC126515
0.7083	Intermediate Similarity	NPC193698
0.7083	Intermediate Similarity	NPC472331
0.7079	Intermediate Similarity	NPC193555
0.7079	Intermediate Similarity	NPC317727
0.7077	Intermediate Similarity	NPC477391
0.7071	Intermediate Similarity	NPC317882
0.7071	Intermediate Similarity	NPC471754
0.7069	Intermediate Similarity	NPC130899
0.7069	Intermediate Similarity	NPC61153
0.7069	Intermediate Similarity	NPC283590
0.7069	Intermediate Similarity	NPC70859
0.7062	Intermediate Similarity	NPC469973
0.7062	Intermediate Similarity	NPC275903
0.7056	Intermediate Similarity	NPC34482
0.7053	Intermediate Similarity	NPC12890
0.7045	Intermediate Similarity	NPC9121
0.7045	Intermediate Similarity	NPC475974
0.7045	Intermediate Similarity	NPC177307
0.7045	Intermediate Similarity	NPC472403
0.7043	Intermediate Similarity	NPC474861
0.7043	Intermediate Similarity	NPC199737
0.7039	Intermediate Similarity	NPC295712
0.7039	Intermediate Similarity	NPC474203
0.7039	Intermediate Similarity	NPC313047
0.7039	Intermediate Similarity	NPC451542
0.7039	Intermediate Similarity	NPC470579
0.7031	Intermediate Similarity	NPC472619
0.7029	Intermediate Similarity	NPC191976
0.7027	Intermediate Similarity	NPC470102
0.7022	Intermediate Similarity	NPC91019
0.7022	Intermediate Similarity	NPC106519
0.7018	Intermediate Similarity	NPC117899
0.7017	Intermediate Similarity	NPC110882
0.7017	Intermediate Similarity	NPC271944
0.7017	Intermediate Similarity	NPC85393
0.7017	Intermediate Similarity	NPC470570
0.7017	Intermediate Similarity	NPC25844
0.7017	Intermediate Similarity	NPC143685
0.7017	Intermediate Similarity	NPC314437
0.7011	Intermediate Similarity	NPC282780
0.7011	Intermediate Similarity	NPC44437
0.7011	Intermediate Similarity	NPC166480
0.7006	Intermediate Similarity	NPC190457
0.7006	Intermediate Similarity	NPC162939
0.7005	Intermediate Similarity	NPC212123
0.7005	Intermediate Similarity	NPC295531
0.7	Intermediate Similarity	NPC474814
0.7	Intermediate Similarity	NPC83241
0.7	Intermediate Similarity	NPC315829
0.7	Intermediate Similarity	NPC151607
0.7	Intermediate Similarity	NPC193703
0.7	Intermediate Similarity	NPC112336
0.7	Intermediate Similarity	NPC42540
0.7	Intermediate Similarity	NPC21599
0.7	Intermediate Similarity	NPC48762
0.6995	Remote Similarity	NPC313453
0.699	Remote Similarity	NPC313886
0.6989	Remote Similarity	NPC65837
0.6989	Remote Similarity	NPC474771
0.6989	Remote Similarity	NPC471905
0.6989	Remote Similarity	NPC53001
0.6989	Remote Similarity	NPC71256
0.6989	Remote Similarity	NPC178467
0.6989	Remote Similarity	NPC53206
0.6989	Remote Similarity	NPC53414
0.6989	Remote Similarity	NPC474849
0.6989	Remote Similarity	NPC149372
0.6986	Remote Similarity	NPC474366
0.6985	Remote Similarity	NPC473400
0.6985	Remote Similarity	NPC275170
0.6985	Remote Similarity	NPC324251
0.6985	Remote Similarity	NPC475336
0.6985	Remote Similarity	NPC453583
0.6985	Remote Similarity	NPC306001
0.6985	Remote Similarity	NPC471629
0.6985	Remote Similarity	NPC473300
0.6985	Remote Similarity	NPC206211
0.6983	Remote Similarity	NPC40118
0.6983	Remote Similarity	NPC232021
0.6983	Remote Similarity	NPC469520
0.6983	Remote Similarity	NPC126534
0.6978	Remote Similarity	NPC290194
0.6977	Remote Similarity	NPC247477
0.6977	Remote Similarity	NPC17840
0.6973	Remote Similarity	NPC470340
0.6971	Remote Similarity	NPC475917
0.6971	Remote Similarity	NPC477596
0.6968	Remote Similarity	NPC470339
0.6963	Remote Similarity	NPC71390
0.6961	Remote Similarity	NPC12402
0.6959	Remote Similarity	NPC473017
0.6959	Remote Similarity	NPC193203
0.6959	Remote Similarity	NPC472620
0.6959	Remote Similarity	NPC229894
0.6957	Remote Similarity	NPC205766
0.6954	Remote Similarity	NPC475627
0.6954	Remote Similarity	NPC18982
0.6954	Remote Similarity	NPC475346
0.6954	Remote Similarity	NPC267205
0.6954	Remote Similarity	NPC475457
0.6954	Remote Similarity	NPC37299
0.6954	Remote Similarity	NPC180261
0.695	Remote Similarity	NPC67246
0.695	Remote Similarity	NPC33372
0.6949	Remote Similarity	NPC87723
0.6949	Remote Similarity	NPC478200
0.6949	Remote Similarity	NPC191835
0.6949	Remote Similarity	NPC477593
0.6949	Remote Similarity	NPC212693
0.6949	Remote Similarity	NPC94248
0.6949	Remote Similarity	NPC33144
0.6944	Remote Similarity	NPC174905
0.6944	Remote Similarity	NPC471731
0.6944	Remote Similarity	NPC478202
0.6944	Remote Similarity	NPC159721
0.6944	Remote Similarity	NPC293545
0.694	Remote Similarity	NPC221352
0.6932	Remote Similarity	NPC254847
0.6931	Remote Similarity	NPC472055
0.6927	Remote Similarity	NPC120857
0.6927	Remote Similarity	NPC472604
0.6927	Remote Similarity	NPC85047
0.6927	Remote Similarity	NPC313123
0.6927	Remote Similarity	NPC472035
0.6927	Remote Similarity	NPC265178
0.6927	Remote Similarity	NPC53649
0.6927	Remote Similarity	NPC472605
0.6927	Remote Similarity	NPC17274
0.6927	Remote Similarity	NPC478217
0.6927	Remote Similarity	NPC478201
0.6927	Remote Similarity	NPC125465
0.6927	Remote Similarity	NPC158634
0.6927	Remote Similarity	NPC290550
0.6927	Remote Similarity	NPC472603
0.6927	Remote Similarity	NPC246638
0.6919	Remote Similarity	NPC476552
0.6919	Remote Similarity	NPC316960
0.6919	Remote Similarity	NPC309512
0.6919	Remote Similarity	NPC78835

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 NPC70340 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	213
0.1-0.2	665
0.2-0.3	889
0.3-0.4	2094
0.4-0.5	3332
0.5-0.6	1685
0.6-0.7	269
0.7-0.8	3
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
0.7935	Intermediate Similarity	NPD6104	Discontinued
0.7592	Intermediate Similarity	NPD1898	Discontinued
0.7512	Intermediate Similarity	NPD8067	Phase 3
0.724	Intermediate Similarity	NPD3253	Clinical (unspecified phase)
0.7207	Intermediate Similarity	NPD9509	Clinical (unspecified phase)
0.7122	Intermediate Similarity	NPD6807	Phase 3
0.7119	Intermediate Similarity	NPD1196	Approved
0.7095	Intermediate Similarity	NPD1543	Discontinued
0.7079	Intermediate Similarity	NPD5609	Approved
0.7079	Intermediate Similarity	NPD5608	Approved
0.7062	Intermediate Similarity	NPD36	Approved
0.7062	Intermediate Similarity	NPD5026	Approved
0.7062	Intermediate Similarity	NPD5034	Approved
0.7062	Intermediate Similarity	NPD4954	Approved
0.7062	Intermediate Similarity	NPD1195	Approved
0.7062	Intermediate Similarity	NPD5028	Approved
0.7062	Intermediate Similarity	NPD4955	Approved
0.701	Intermediate Similarity	NPD5030	Phase 2
0.7005	Intermediate Similarity	NPD5038	Approved
0.7005	Intermediate Similarity	NPD5037	Approved
0.6954	Remote Similarity	NPD5036	Approved
0.6932	Remote Similarity	NPD1509	Clinical (unspecified phase)
0.6912	Remote Similarity	NPD6874	Approved
0.6875	Remote Similarity	NPD9279	Approved
0.687	Remote Similarity	NPD8367	Approved
0.6866	Remote Similarity	NPD5968	Phase 3
0.6853	Remote Similarity	NPD7546	Discontinued
0.6853	Remote Similarity	NPD5035	Approved
0.685	Remote Similarity	NPD8360	Approved
0.685	Remote Similarity	NPD8361	Approved
0.6834	Remote Similarity	NPD8150	Discontinued
0.6833	Remote Similarity	NPD3400	Discontinued
0.6828	Remote Similarity	NPD2366	Approved
0.6814	Remote Similarity	NPD6161	Approved
0.6814	Remote Similarity	NPD6162	Approved
0.6814	Remote Similarity	NPD8485	Approved
0.6813	Remote Similarity	NPD7390	Discontinued
0.681	Remote Similarity	NPD7302	Phase 3
0.681	Remote Similarity	NPD7300	Phase 3
0.6802	Remote Similarity	NPD4419	Clinical (unspecified phase)
0.6798	Remote Similarity	NPD5404	Approved
0.6798	Remote Similarity	NPD5406	Approved
0.6798	Remote Similarity	NPD5405	Approved
0.6798	Remote Similarity	NPD5408	Approved
0.6779	Remote Similarity	NPD7597	Clinical (unspecified phase)
0.6769	Remote Similarity	NPD6020	Phase 2
0.6769	Remote Similarity	NPD3965	Phase 1
0.6766	Remote Similarity	NPD8461	Discontinued
0.6766	Remote Similarity	NPD8435	Approved
0.6765	Remote Similarity	NPD4931	Phase 2
0.6762	Remote Similarity	NPD6973	Clinical (unspecified phase)
0.6762	Remote Similarity	NPD6296	Discontinued
0.6759	Remote Similarity	NPD7292	Approved
0.6752	Remote Similarity	NPD8492	Approved
0.6751	Remote Similarity	NPD5027	Approved
0.6751	Remote Similarity	NPD5031	Approved
0.6751	Remote Similarity	NPD5029	Approved
0.6746	Remote Similarity	NPD6138	Clinical (unspecified phase)
0.6744	Remote Similarity	NPD7475	Clinical (unspecified phase)
0.6736	Remote Similarity	NPD1913	Phase 1
0.6715	Remote Similarity	NPD8486	Clinical (unspecified phase)
0.6698	Remote Similarity	NPD8151	Discontinued
0.6684	Remote Similarity	NPD1221	Approved
0.6683	Remote Similarity	NPD7566	Clinical (unspecified phase)
0.6682	Remote Similarity	NPD7584	Approved
0.6682	Remote Similarity	NPD7301	Phase 3
0.6667	Remote Similarity	NPD3300	Phase 2
0.6667	Remote Similarity	NPD7819	Suspended
0.665	Remote Similarity	NPD7282	Approved
0.6649	Remote Similarity	NPD7411	Suspended
0.6637	Remote Similarity	NPD7654	Discontinued
0.6633	Remote Similarity	NPD7883	Discontinued
0.6632	Remote Similarity	NPD8443	Clinical (unspecified phase)
0.6618	Remote Similarity	NPD4668	Phase 2
0.6617	Remote Similarity	NPD3153	Approved
0.6617	Remote Similarity	NPD3154	Approved
0.6615	Remote Similarity	NPD1220	Phase 1
0.6601	Remote Similarity	NPD6836	Approved
0.6596	Remote Similarity	NPD3684	Discontinued
0.6596	Remote Similarity	NPD4380	Phase 2
0.6584	Remote Similarity	NPD8424	Clinical (unspecified phase)
0.6582	Remote Similarity	NPD7473	Discontinued
0.6571	Remote Similarity	NPD5848	Clinical (unspecified phase)
0.6566	Remote Similarity	NPD4956	Approved
0.6562	Remote Similarity	NPD7075	Discontinued
0.6558	Remote Similarity	NPD7801	Approved
0.6556	Remote Similarity	NPD1510	Phase 2
0.6555	Remote Similarity	NPD4914	Approved
0.6546	Remote Similarity	NPD2247	Approved
0.6546	Remote Similarity	NPD2821	Approved
0.6546	Remote Similarity	NPD2249	Approved
0.6538	Remote Similarity	NPD5197	Approved
0.6538	Remote Similarity	NPD970	Clinical (unspecified phase)
0.6538	Remote Similarity	NPD5196	Approved
0.6538	Remote Similarity	NPD5194	Approved
0.6537	Remote Similarity	NPD5937	Approved
0.6531	Remote Similarity	NPD7852	Clinical (unspecified phase)
0.6526	Remote Similarity	NPD3812	Clinical (unspecified phase)
0.6517	Remote Similarity	NPD943	Approved
0.6513	Remote Similarity	NPD6232	Discontinued
0.6513	Remote Similarity	NPD1839	Phase 1
0.6512	Remote Similarity	NPD7874	Approved
0.6512	Remote Similarity	NPD7875	Clinical (unspecified phase)
0.651	Remote Similarity	NPD7768	Phase 2
0.6509	Remote Similarity	NPD8320	Phase 1
0.6509	Remote Similarity	NPD8319	Approved
0.6508	Remote Similarity	NPD6599	Discontinued
0.6505	Remote Similarity	NPD5610	Approved
0.65	Remote Similarity	NPD2899	Discontinued
0.65	Remote Similarity	NPD5039	Approved
0.6495	Remote Similarity	NPD7585	Approved
0.6495	Remote Similarity	NPD6746	Phase 2
0.6494	Remote Similarity	NPD1470	Approved
0.6492	Remote Similarity	NPD7096	Clinical (unspecified phase)
0.649	Remote Similarity	NPD7238	Clinical (unspecified phase)
0.6474	Remote Similarity	NPD2672	Discontinued
0.6473	Remote Similarity	NPD4363	Phase 3
0.6473	Remote Similarity	NPD4360	Phase 2
0.6468	Remote Similarity	NPD5032	Approved
0.6467	Remote Similarity	NPD3750	Approved
0.6465	Remote Similarity	NPD2361	Approved
0.6462	Remote Similarity	NPD6959	Discontinued
0.6455	Remote Similarity	NPD5086	Approved
0.6455	Remote Similarity	NPD6198	Phase 1
0.6453	Remote Similarity	NPD1201	Approved
0.645	Remote Similarity	NPD6184	Discontinued
0.645	Remote Similarity	NPD3823	Discontinued
0.6449	Remote Similarity	NPD7583	Approved
0.6448	Remote Similarity	NPD1549	Phase 2
0.6444	Remote Similarity	NPD1607	Approved
0.6442	Remote Similarity	NPD4361	Phase 2
0.6442	Remote Similarity	NPD6722	Clinical (unspecified phase)
0.6442	Remote Similarity	NPD4362	Clinical (unspecified phase)
0.6441	Remote Similarity	NPD8366	Approved
0.644	Remote Similarity	NPD6801	Discontinued
0.6432	Remote Similarity	NPD5844	Phase 1
0.6429	Remote Similarity	NPD5711	Approved
0.6429	Remote Similarity	NPD5710	Approved
0.6429	Remote Similarity	NPD5544	Approved
0.6425	Remote Similarity	NPD1240	Approved
0.6425	Remote Similarity	NPD6213	Phase 3
0.6425	Remote Similarity	NPD6214	Clinical (unspecified phase)
0.6425	Remote Similarity	NPD6212	Phase 3
0.6422	Remote Similarity	NPD7417	Discontinued
0.6418	Remote Similarity	NPD5637	Discontinued
0.6417	Remote Similarity	NPD2532	Approved
0.6417	Remote Similarity	NPD2534	Approved
0.6417	Remote Similarity	NPD4378	Clinical (unspecified phase)
0.6417	Remote Similarity	NPD7410	Clinical (unspecified phase)
0.6417	Remote Similarity	NPD2533	Approved
0.6415	Remote Similarity	NPD4386	Approved
0.6415	Remote Similarity	NPD4387	Approved
0.6414	Remote Similarity	NPD2359	Approved
0.6409	Remote Similarity	NPD8404	Phase 2
0.6406	Remote Similarity	NPD2393	Clinical (unspecified phase)
0.6406	Remote Similarity	NPD6283	Phase 2
0.64	Remote Similarity	NPD5190	Phase 2
0.6396	Remote Similarity	NPD5242	Approved
0.6394	Remote Similarity	NPD6534	Approved
0.6394	Remote Similarity	NPD6535	Approved
0.6393	Remote Similarity	NPD1550	Clinical (unspecified phase)
0.6393	Remote Similarity	NPD1552	Clinical (unspecified phase)
0.6392	Remote Similarity	NPD3749	Approved
0.6392	Remote Similarity	NPD4381	Clinical (unspecified phase)
0.638	Remote Similarity	NPD7293	Approved
0.6378	Remote Similarity	NPD8166	Discontinued
0.6374	Remote Similarity	NPD3299	Clinical (unspecified phase)
0.6374	Remote Similarity	NPD5788	Clinical (unspecified phase)
0.6368	Remote Similarity	NPD5811	Approved
0.6368	Remote Similarity	NPD7458	Discontinued
0.6368	Remote Similarity	NPD6293	Clinical (unspecified phase)
0.6368	Remote Similarity	NPD8155	Clinical (unspecified phase)
0.6359	Remote Similarity	NPD75	Approved
0.6359	Remote Similarity	NPD3252	Approved
0.6359	Remote Similarity	NPD9277	Approved
0.6351	Remote Similarity	NPD7810	Phase 3
0.6351	Remote Similarity	NPD7811	Phase 3
0.635	Remote Similarity	NPD4603	Phase 2
0.6348	Remote Similarity	NPD3136	Phase 2
0.6345	Remote Similarity	NPD4606	Clinical (unspecified phase)
0.6343	Remote Similarity	NPD6593	Clinical (unspecified phase)
0.6339	Remote Similarity	NPD2935	Discontinued
0.6339	Remote Similarity	NPD2796	Approved
0.6338	Remote Similarity	NPD6823	Phase 2
0.6337	Remote Similarity	NPD8368	Discontinued
0.6335	Remote Similarity	NPD6502	Phase 2
0.6329	Remote Similarity	NPD5871	Discontinued
0.6328	Remote Similarity	NPD662	Approved
0.6328	Remote Similarity	NPD658	Approved
0.6328	Remote Similarity	NPD659	Approved
0.6328	Remote Similarity	NPD656	Approved
0.6328	Remote Similarity	NPD663	Approved
0.6327	Remote Similarity	NPD8491	Approved
0.6324	Remote Similarity	NPD8407	Phase 2
0.6321	Remote Similarity	NPD6777	Approved
0.6321	Remote Similarity	NPD6776	Approved
0.6321	Remote Similarity	NPD6779	Approved
0.6321	Remote Similarity	NPD6782	Approved
0.6321	Remote Similarity	NPD6781	Approved
0.6321	Remote Similarity	NPD6780	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