NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	217.99
Volume:	181.776
LogP:	-0.494
LogD:	0.206
LogS:	-0.629
# Rotatable Bonds:	2
TPSA:	111.9
# H-Bond Aceptor:	6
# H-Bond Donor:	3
# Rings:	1
# Heavy Atoms:	7

MedChem Properties

QED Drug-Likeness Score:	0.617
Synthetic Accessibility Score:	1.901
Fsp3:	0.0
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Accepted
GSK Rule:	Accepted
BMS Rule:	0
Golden Triangle Rule:	Accepted
Chelating Alert:	1
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-6.023
MDCK Permeability:	3.844254752038978e-05
Pgp-inhibitor:	0.0
Pgp-substrate:	0.002
Human Intestinal Absorption (HIA):	0.667
20% Bioavailability (F20%):	0.991
30% Bioavailability (F30%):	0.993

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.06
Plasma Protein Binding (PPB):	44.65502166748047%
Volume Distribution (VD):	0.174
Pgp-substrate:	57.0101318359375%

ADMET: Metabolism

CYP1A2-inhibitor:	0.01
CYP1A2-substrate:	0.063
CYP2C19-inhibitor:	0.038
CYP2C19-substrate:	0.042
CYP2C9-inhibitor:	0.032
CYP2C9-substrate:	0.207
CYP2D6-inhibitor:	0.019
CYP2D6-substrate:	0.116
CYP3A4-inhibitor:	0.021
CYP3A4-substrate:	0.01

ADMET: Excretion

Clearance (CL):	0.987
Half-life (T1/2):	0.837

ADMET: Toxicity

hERG Blockers:	0.055
Human Hepatotoxicity (H-HT):	0.255
Drug-inuced Liver Injury (DILI):	0.103
AMES Toxicity:	0.016
Rat Oral Acute Toxicity:	0.006
Maximum Recommended Daily Dose:	0.005
Skin Sensitization:	0.139
Carcinogencity:	0.019
Eye Corrosion:	0.95
Eye Irritation:	0.799
Respiratory Toxicity:	0.763

Download Data

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

Natural Product: NPC179468

Natural Product ID:	NPC179468
*Common Name:**	Sulfosalicylic
IUPAC Name:	2-hydroxy-5-sulfobenzoic acid
Synonyms:
Standard InCHIKey:	YCPXWRQRBFJBPZ-UHFFFAOYSA-N
Standard InCHI:	InChI=1S/C7H6O6S/c8-6-2-1-4(14(11,12)13)3-5(6)7(9)10/h1-3,8H,(H,9,10)(H,11,12,13)
SMILES:	OC(=O)c1cc(ccc1O)S(=O)(=O)O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL229241
PubChem CID:	7322
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0002448] Benzenoids [CHEMONTID:0002279] Benzene and substituted derivatives [CHEMONTID:0000032] Benzenesulfonic acids and derivatives [CHEMONTID:0000034] Sulfobenzoic acids [CHEMONTID:0002761] 3-sulfobenzoic acids

*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
NPO25269	Ganoderma lucidum	Species	Ganodermataceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1016/j.phytochem.2005.10.025]
NPO25269	Ganoderma lucidum	Species	Ganodermataceae	Eukaryota	n.a.	fruit body	n.a.	PMID[11520245]
NPO25269	Ganoderma lucidum	Species	Ganodermataceae	Eukaryota	n.a.	n.a.	n.a.	PMID[12045343]
NPO25269	Ganoderma lucidum	Species	Ganodermataceae	Eukaryota	n.a.	n.a.	n.a.	PMID[14695801]
NPO25269	Ganoderma lucidum	Species	Ganodermataceae	Eukaryota	n.a.	n.a.	n.a.	PMID[1791484]
NPO25269	Ganoderma lucidum	Species	Ganodermataceae	Eukaryota	n.a.	spore	n.a.	PMID[18827358]
NPO25269	Ganoderma lucidum	Species	Ganodermataceae	Eukaryota	fruiting bodies	Nagano, Japan	2008-MAY	PMID[20039640]
NPO25269	Ganoderma lucidum	Species	Ganodermataceae	Eukaryota	n.a.	n.a.	n.a.	PMID[20384295]
NPO25269	Ganoderma lucidum	Species	Ganodermataceae	Eukaryota	fruiting bodies	n.a.	n.a.	PMID[20702092]
NPO25269	Ganoderma lucidum	Species	Ganodermataceae	Eukaryota	fruiting bodies	n.a.	n.a.	PMID[21924611]
NPO25269	Ganoderma lucidum	Species	Ganodermataceae	Eukaryota	n.a.	n.a.	n.a.	PMID[22014750]
NPO25269	Ganoderma lucidum	Species	Ganodermataceae	Eukaryota	n.a.	fruit body	n.a.	PMID[22044278]
NPO25269	Ganoderma lucidum	Species	Ganodermataceae	Eukaryota	fruiting body	n.a.	n.a.	PMID[22047696]
NPO25269	Ganoderma lucidum	Species	Ganodermataceae	Eukaryota	n.a.	n.a.	n.a.	PMID[26222905]
NPO25269	Ganoderma lucidum	Species	Ganodermataceae	Eukaryota	n.a.	fruit body	n.a.	PMID[9635497]
NPO25269	Ganoderma lucidum	Species	Ganodermataceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO25269	Ganoderma lucidum	Species	Ganodermataceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO25269	Ganoderma lucidum	Species	Ganodermataceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO25269	Ganoderma lucidum	Species	Ganodermataceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO16609	Ganoderma sinense	Species	Ganodermataceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO25269	Ganoderma lucidum	Species	Ganodermataceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16609	Ganoderma sinense	Species	Ganodermataceae	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
IC50	3
Ki	2
Others	1

Activity Type	# Activity
Individual Protein	5
Organism	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT178	Individual Protein	Protein-tyrosine phosphatase 1B	Homo sapiens	IC50	>	1000000.0	nM	PMID[485691]
NPT233	Individual Protein	Carbonic anhydrase II	Homo sapiens	IC50	=	290000.0	nM	PMID[485692]
NPT233	Individual Protein	Carbonic anhydrase II	Homo sapiens	Ki	=	1920000.0	nM	PMID[485692]
NPT947	Individual Protein	Carbonic anhydrase I	Homo sapiens	IC50	=	420000.0	nM	PMID[485692]
NPT947	Individual Protein	Carbonic anhydrase I	Homo sapiens	Ki	=	770000.0	nM	PMID[485692]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	pLD50	=	7.52	n.a.	PMID[485693]

☑ 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 NPC179468 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	410
0.1-0.2	2778
0.2-0.3	8167
0.3-0.4	11978
0.4-0.5	6633
0.5-0.6	10029
0.6-0.7	2538
0.7-0.8	159
0.8-0.85	4
0.85-0.9	0
0.9-0.95	0
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
0.8475	Intermediate Similarity	NPC100551
0.813	Intermediate Similarity	NPC223004
0.808	Intermediate Similarity	NPC312800
0.7984	Intermediate Similarity	NPC211421
0.7953	Intermediate Similarity	NPC241089
0.7937	Intermediate Similarity	NPC128825
0.7829	Intermediate Similarity	NPC260837
0.7812	Intermediate Similarity	NPC94637
0.7787	Intermediate Similarity	NPC303264
0.7752	Intermediate Similarity	NPC90522
0.7752	Intermediate Similarity	NPC328459
0.7734	Intermediate Similarity	NPC125252
0.7724	Intermediate Similarity	NPC224584
0.7692	Intermediate Similarity	NPC72977
0.7692	Intermediate Similarity	NPC233282
0.7615	Intermediate Similarity	NPC184579
0.7615	Intermediate Similarity	NPC233165
0.7576	Intermediate Similarity	NPC198336
0.7561	Intermediate Similarity	NPC187913
0.7519	Intermediate Similarity	NPC283514
0.7519	Intermediate Similarity	NPC311219
0.75	Intermediate Similarity	NPC118288
0.75	Intermediate Similarity	NPC26433
0.75	Intermediate Similarity	NPC244994
0.75	Intermediate Similarity	NPC35856
0.75	Intermediate Similarity	NPC292665
0.75	Intermediate Similarity	NPC272454
0.75	Intermediate Similarity	NPC115188
0.75	Intermediate Similarity	NPC29883
0.75	Intermediate Similarity	NPC159760
0.75	Intermediate Similarity	NPC179092
0.75	Intermediate Similarity	NPC222876
0.75	Intermediate Similarity	NPC178395
0.75	Intermediate Similarity	NPC301987
0.75	Intermediate Similarity	NPC276111
0.7481	Intermediate Similarity	NPC4164
0.7426	Intermediate Similarity	NPC95309
0.7422	Intermediate Similarity	NPC98543
0.7419	Intermediate Similarity	NPC184658
0.7405	Intermediate Similarity	NPC283844
0.7388	Intermediate Similarity	NPC244351
0.7372	Intermediate Similarity	NPC71525
0.7368	Intermediate Similarity	NPC165197
0.7364	Intermediate Similarity	NPC163154
0.736	Intermediate Similarity	NPC141523
0.7353	Intermediate Similarity	NPC167055
0.7353	Intermediate Similarity	NPC240744
0.7348	Intermediate Similarity	NPC161617
0.7333	Intermediate Similarity	NPC477153
0.7328	Intermediate Similarity	NPC121259
0.7328	Intermediate Similarity	NPC230349
0.7319	Intermediate Similarity	NPC95537
0.7317	Intermediate Similarity	NPC13426
0.7313	Intermediate Similarity	NPC45438
0.7313	Intermediate Similarity	NPC25168
0.7313	Intermediate Similarity	NPC224273
0.7313	Intermediate Similarity	NPC19174
0.7313	Intermediate Similarity	NPC267552
0.7313	Intermediate Similarity	NPC143427
0.7313	Intermediate Similarity	NPC115159
0.7313	Intermediate Similarity	NPC73532
0.7308	Intermediate Similarity	NPC188907
0.7308	Intermediate Similarity	NPC161304
0.7308	Intermediate Similarity	NPC240163
0.7279	Intermediate Similarity	NPC6888
0.7279	Intermediate Similarity	NPC236189
0.7279	Intermediate Similarity	NPC91475
0.7279	Intermediate Similarity	NPC265910
0.7273	Intermediate Similarity	NPC40649
0.7273	Intermediate Similarity	NPC209486
0.7259	Intermediate Similarity	NPC32032
0.7259	Intermediate Similarity	NPC133909
0.7259	Intermediate Similarity	NPC297193
0.7252	Intermediate Similarity	NPC108288
0.725	Intermediate Similarity	NPC246679
0.7246	Intermediate Similarity	NPC214620
0.7239	Intermediate Similarity	NPC297186
0.7226	Intermediate Similarity	NPC201728
0.7226	Intermediate Similarity	NPC287473
0.7226	Intermediate Similarity	NPC262671
0.7218	Intermediate Similarity	NPC195262
0.7218	Intermediate Similarity	NPC188814
0.7214	Intermediate Similarity	NPC31539
0.7214	Intermediate Similarity	NPC307732
0.7214	Intermediate Similarity	NPC42292
0.7203	Intermediate Similarity	NPC277758
0.7197	Intermediate Similarity	NPC28169
0.7197	Intermediate Similarity	NPC269414
0.7197	Intermediate Similarity	NPC217423
0.7197	Intermediate Similarity	NPC160199
0.7185	Intermediate Similarity	NPC196976
0.7185	Intermediate Similarity	NPC156139
0.7185	Intermediate Similarity	NPC242895
0.7174	Intermediate Similarity	NPC473751
0.7164	Intermediate Similarity	NPC294037
0.7164	Intermediate Similarity	NPC230951
0.7163	Intermediate Similarity	NPC198249
0.7154	Intermediate Similarity	NPC52472
0.7153	Intermediate Similarity	NPC13238
0.7153	Intermediate Similarity	NPC117794
0.7143	Intermediate Similarity	NPC161943
0.7143	Intermediate Similarity	NPC184527
0.7143	Intermediate Similarity	NPC41567
0.7143	Intermediate Similarity	NPC474890
0.7143	Intermediate Similarity	NPC273282
0.7132	Intermediate Similarity	NPC114682
0.7132	Intermediate Similarity	NPC309765
0.7131	Intermediate Similarity	NPC140619
0.7122	Intermediate Similarity	NPC181715
0.7121	Intermediate Similarity	NPC477453
0.7119	Intermediate Similarity	NPC62765
0.7111	Intermediate Similarity	NPC149246
0.7111	Intermediate Similarity	NPC146642
0.7101	Intermediate Similarity	NPC472592
0.7099	Intermediate Similarity	NPC81808
0.7092	Intermediate Similarity	NPC12694
0.7092	Intermediate Similarity	NPC17840
0.7092	Intermediate Similarity	NPC247477
0.709	Intermediate Similarity	NPC232178
0.709	Intermediate Similarity	NPC158222
0.7087	Intermediate Similarity	NPC34715
0.7087	Intermediate Similarity	NPC226699
0.7073	Intermediate Similarity	NPC245561
0.7071	Intermediate Similarity	NPC41263
0.7071	Intermediate Similarity	NPC293453
0.7063	Intermediate Similarity	NPC163734
0.7063	Intermediate Similarity	NPC200422
0.7063	Intermediate Similarity	NPC289572
0.7063	Intermediate Similarity	NPC157478
0.7063	Intermediate Similarity	NPC43627
0.7063	Intermediate Similarity	NPC13495
0.7063	Intermediate Similarity	NPC295406
0.7063	Intermediate Similarity	NPC219913
0.7059	Intermediate Similarity	NPC303737
0.7059	Intermediate Similarity	NPC215392
0.705	Intermediate Similarity	NPC8745
0.7037	Intermediate Similarity	NPC285829
0.7037	Intermediate Similarity	NPC159525
0.7037	Intermediate Similarity	NPC294964
0.7037	Intermediate Similarity	NPC206778
0.7029	Intermediate Similarity	NPC193805
0.7023	Intermediate Similarity	NPC242136
0.7014	Intermediate Similarity	NPC474097
0.7008	Intermediate Similarity	NPC6984
0.7007	Intermediate Similarity	NPC91105
0.7007	Intermediate Similarity	NPC68167
0.7	Intermediate Similarity	NPC266689
0.7	Intermediate Similarity	NPC169250
0.7	Intermediate Similarity	NPC100067
0.7	Intermediate Similarity	NPC103356
0.7	Intermediate Similarity	NPC105157
0.7	Intermediate Similarity	NPC23126
0.7	Intermediate Similarity	NPC72158
0.7	Intermediate Similarity	NPC228609
0.7	Intermediate Similarity	NPC162612
0.7	Intermediate Similarity	NPC30501
0.7	Intermediate Similarity	NPC190043
0.7	Intermediate Similarity	NPC98254
0.6992	Remote Similarity	NPC83718
0.6992	Remote Similarity	NPC131192
0.6984	Remote Similarity	NPC93831
0.6978	Remote Similarity	NPC10926
0.6977	Remote Similarity	NPC95172
0.6967	Remote Similarity	NPC61944
0.6966	Remote Similarity	NPC161632
0.6966	Remote Similarity	NPC254832
0.6966	Remote Similarity	NPC229638
0.6966	Remote Similarity	NPC267539
0.6966	Remote Similarity	NPC29317
0.6966	Remote Similarity	NPC71108
0.6966	Remote Similarity	NPC72918
0.6966	Remote Similarity	NPC204257
0.6966	Remote Similarity	NPC176102
0.6963	Remote Similarity	NPC156654
0.6957	Remote Similarity	NPC375356
0.6957	Remote Similarity	NPC472029
0.6957	Remote Similarity	NPC65761
0.695	Remote Similarity	NPC221777
0.695	Remote Similarity	NPC21305
0.695	Remote Similarity	NPC473017
0.6947	Remote Similarity	NPC17693
0.6944	Remote Similarity	NPC287533
0.6934	Remote Similarity	NPC226275
0.6929	Remote Similarity	NPC267846
0.6929	Remote Similarity	NPC62952
0.6923	Remote Similarity	NPC214702
0.6923	Remote Similarity	NPC7012
0.6923	Remote Similarity	NPC189823
0.6923	Remote Similarity	NPC219892
0.6923	Remote Similarity	NPC470831
0.6918	Remote Similarity	NPC475955
0.6918	Remote Similarity	NPC472881
0.6918	Remote Similarity	NPC474726
0.6912	Remote Similarity	NPC216297
0.6912	Remote Similarity	NPC473662
0.6912	Remote Similarity	NPC7151
0.6906	Remote Similarity	NPC310540
0.6905	Remote Similarity	NPC470202
0.6901	Remote Similarity	NPC109123
0.6901	Remote Similarity	NPC120488

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 NPC179468 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	386
0.1-0.2	1023
0.2-0.3	1981
0.3-0.4	3072
0.4-0.5	1907
0.5-0.6	645
0.6-0.7	118
0.7-0.8	11
0.8-0.85	7
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.8475	Intermediate Similarity	NPD74	Approved
0.8475	Intermediate Similarity	NPD9266	Approved
0.839	Intermediate Similarity	NPD9264	Approved
0.839	Intermediate Similarity	NPD9267	Approved
0.839	Intermediate Similarity	NPD9263	Approved
0.8065	Intermediate Similarity	NPD9281	Approved
0.8051	Intermediate Similarity	NPD9261	Approved
0.7937	Intermediate Similarity	NPD9493	Approved
0.7519	Intermediate Similarity	NPD9717	Approved
0.75	Intermediate Similarity	NPD9265	Clinical (unspecified phase)
0.7481	Intermediate Similarity	NPD1203	Approved
0.7353	Intermediate Similarity	NPD1164	Approved
0.7252	Intermediate Similarity	NPD405	Clinical (unspecified phase)
0.7167	Intermediate Similarity	NPD9260	Approved
0.7163	Intermediate Similarity	NPD520	Approved
0.7119	Intermediate Similarity	NPD9258	Approved
0.7119	Intermediate Similarity	NPD9256	Approved
0.7092	Intermediate Similarity	NPD411	Approved
0.7037	Intermediate Similarity	NPD1104	Approved
0.6944	Remote Similarity	NPD447	Suspended
0.6889	Remote Similarity	NPD9545	Approved
0.6884	Remote Similarity	NPD9269	Phase 2
0.6871	Remote Similarity	NPD1551	Phase 2
0.6871	Remote Similarity	NPD2935	Discontinued
0.6857	Remote Similarity	NPD1470	Approved
0.6849	Remote Similarity	NPD9279	Approved
0.6838	Remote Similarity	NPD9268	Approved
0.6818	Remote Similarity	NPD5277	Phase 2
0.6812	Remote Similarity	NPD1201	Approved
0.6809	Remote Similarity	NPD1019	Discontinued
0.678	Remote Similarity	NPD9259	Approved
0.678	Remote Similarity	NPD9257	Approved
0.6765	Remote Similarity	NPD1759	Phase 1
0.6759	Remote Similarity	NPD943	Approved
0.6757	Remote Similarity	NPD5405	Approved
0.6757	Remote Similarity	NPD5406	Approved
0.6757	Remote Similarity	NPD5408	Approved
0.6757	Remote Similarity	NPD5404	Approved
0.6713	Remote Similarity	NPD6832	Phase 2
0.6691	Remote Similarity	NPD1758	Phase 1
0.6689	Remote Similarity	NPD1196	Approved
0.6689	Remote Similarity	NPD1878	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD75	Approved
0.6667	Remote Similarity	NPD9277	Approved
0.6647	Remote Similarity	NPD5953	Discontinued
0.6644	Remote Similarity	NPD1240	Approved
0.6623	Remote Similarity	NPD1195	Approved
0.6621	Remote Similarity	NPD2313	Discontinued
0.66	Remote Similarity	NPD9275	Approved
0.66	Remote Similarity	NPD9274	Approved
0.66	Remote Similarity	NPD9276	Approved
0.66	Remote Similarity	NPD9278	Suspended
0.6587	Remote Similarity	NPD9096	Approved
0.6587	Remote Similarity	NPD9097	Approved
0.6587	Remote Similarity	NPD68	Approved
0.6587	Remote Similarity	NPD9095	Approved
0.6577	Remote Similarity	NPD1510	Phase 2
0.6577	Remote Similarity	NPD651	Clinical (unspecified phase)
0.6558	Remote Similarity	NPD1543	Discontinued
0.6556	Remote Similarity	NPD970	Clinical (unspecified phase)
0.6554	Remote Similarity	NPD1607	Approved
0.6532	Remote Similarity	NPD1202	Approved
0.6486	Remote Similarity	NPD1899	Clinical (unspecified phase)
0.6486	Remote Similarity	NPD1933	Approved
0.6475	Remote Similarity	NPD4196	Clinical (unspecified phase)
0.6467	Remote Similarity	NPD2799	Discontinued
0.6467	Remote Similarity	NPD4308	Phase 3
0.6467	Remote Similarity	NPD1509	Clinical (unspecified phase)
0.6458	Remote Similarity	NPD2798	Approved
0.6447	Remote Similarity	NPD1549	Phase 2
0.6434	Remote Similarity	NPD1888	Phase 1
0.6395	Remote Similarity	NPD3764	Approved
0.6391	Remote Similarity	NPD6831	Clinical (unspecified phase)
0.6389	Remote Similarity	NPD2797	Approved
0.6387	Remote Similarity	NPD7440	Discontinued
0.6382	Remote Similarity	NPD1550	Clinical (unspecified phase)
0.6382	Remote Similarity	NPD1552	Clinical (unspecified phase)
0.6376	Remote Similarity	NPD230	Phase 1
0.637	Remote Similarity	NPD1008	Clinical (unspecified phase)
0.6364	Remote Similarity	NPD3750	Approved
0.6338	Remote Similarity	NPD1547	Clinical (unspecified phase)
0.6328	Remote Similarity	NPD9273	Approved
0.6319	Remote Similarity	NPD3225	Approved
0.6304	Remote Similarity	NPD256	Approved
0.6304	Remote Similarity	NPD255	Approved
0.6284	Remote Similarity	NPD3268	Approved
0.6275	Remote Similarity	NPD2346	Discontinued
0.6266	Remote Similarity	NPD5049	Phase 3
0.6259	Remote Similarity	NPD9568	Approved
0.6242	Remote Similarity	NPD4248	Discontinued
0.6242	Remote Similarity	NPD6799	Approved
0.6235	Remote Similarity	NPD7286	Phase 2
0.6232	Remote Similarity	NPD1246	Approved
0.6226	Remote Similarity	NPD5403	Approved
0.6226	Remote Similarity	NPD8012	Clinical (unspecified phase)
0.6212	Remote Similarity	NPD1237	Approved
0.6203	Remote Similarity	NPD5401	Approved
0.6202	Remote Similarity	NPD9495	Approved
0.62	Remote Similarity	NPD4307	Phase 2
0.6183	Remote Similarity	NPD846	Approved
0.6183	Remote Similarity	NPD940	Approved
0.6181	Remote Similarity	NPD1481	Phase 2
0.6174	Remote Similarity	NPD1296	Phase 2
0.6173	Remote Similarity	NPD7411	Suspended
0.617	Remote Similarity	NPD7330	Discontinued
0.6169	Remote Similarity	NPD2344	Approved
0.6169	Remote Similarity	NPD1803	Phase 3
0.6165	Remote Similarity	NPD9697	Approved
0.6164	Remote Similarity	NPD4339	Clinical (unspecified phase)
0.6154	Remote Similarity	NPD1889	Phase 1
0.6154	Remote Similarity	NPD1238	Approved
0.6148	Remote Similarity	NPD111	Approved
0.6139	Remote Similarity	NPD1511	Approved
0.6133	Remote Similarity	NPD4062	Phase 3
0.6131	Remote Similarity	NPD9508	Approved
0.6121	Remote Similarity	NPD7768	Phase 2
0.6121	Remote Similarity	NPD7058	Phase 2
0.6121	Remote Similarity	NPD7057	Phase 3
0.6116	Remote Similarity	NPD9491	Approved
0.6115	Remote Similarity	NPD9299	Approved
0.6111	Remote Similarity	NPD422	Phase 1
0.6111	Remote Similarity	NPD1535	Discovery
0.6101	Remote Similarity	NPD7410	Clinical (unspecified phase)
0.6101	Remote Similarity	NPD4378	Clinical (unspecified phase)
0.6099	Remote Similarity	NPD2347	Approved
0.6098	Remote Similarity	NPD1006	Clinical (unspecified phase)
0.609	Remote Similarity	NPD164	Approved
0.609	Remote Similarity	NPD7421	Clinical (unspecified phase)
0.6084	Remote Similarity	NPD3749	Approved
0.6084	Remote Similarity	NPD7075	Discontinued
0.6062	Remote Similarity	NPD1512	Approved
0.6054	Remote Similarity	NPD3267	Approved
0.6054	Remote Similarity	NPD3266	Approved
0.6051	Remote Similarity	NPD7976	Clinical (unspecified phase)
0.6049	Remote Similarity	NPD3226	Approved
0.6047	Remote Similarity	NPD844	Approved
0.6039	Remote Similarity	NPD3748	Approved
0.6038	Remote Similarity	NPD7390	Discontinued
0.6028	Remote Similarity	NPD7636	Approved
0.6016	Remote Similarity	NPD845	Approved
0.6015	Remote Similarity	NPD1929	Approved
0.6015	Remote Similarity	NPD1930	Approved
0.6015	Remote Similarity	NPD1931	Clinical (unspecified phase)
0.6014	Remote Similarity	NPD1245	Approved
0.6013	Remote Similarity	NPD2309	Approved
0.6012	Remote Similarity	NPD6599	Discontinued
0.6012	Remote Similarity	NPD4380	Phase 2
0.6	Remote Similarity	NPD7096	Clinical (unspecified phase)
0.6	Remote Similarity	NPD288	Approved
0.6	Remote Similarity	NPD2533	Approved
0.6	Remote Similarity	NPD2532	Approved
0.6	Remote Similarity	NPD6966	Discovery
0.6	Remote Similarity	NPD690	Clinical (unspecified phase)
0.6	Remote Similarity	NPD2534	Approved
0.6	Remote Similarity	NPD7819	Suspended
0.6	Remote Similarity	NPD5951	Approved
0.5988	Remote Similarity	NPD955	Approved
0.5987	Remote Similarity	NPD1243	Approved
0.5987	Remote Similarity	NPD468	Phase 1
0.5985	Remote Similarity	NPD289	Clinical (unspecified phase)
0.5985	Remote Similarity	NPD1317	Discontinued
0.5976	Remote Similarity	NPD2366	Approved
0.5975	Remote Similarity	NPD643	Clinical (unspecified phase)
0.5975	Remote Similarity	NPD3300	Phase 2
0.5973	Remote Similarity	NPD9494	Approved
0.5972	Remote Similarity	NPD4199	Phase 3
0.5972	Remote Similarity	NPD2345	Approved
0.5969	Remote Similarity	NPD2933	Approved
0.5969	Remote Similarity	NPD2934	Approved
0.5964	Remote Similarity	NPD5402	Approved
0.5964	Remote Similarity	NPD8438	Clinical (unspecified phase)
0.5962	Remote Similarity	NPD6800	Clinical (unspecified phase)
0.596	Remote Similarity	NPD6859	Clinical (unspecified phase)
0.5951	Remote Similarity	NPD5808	Clinical (unspecified phase)
0.5949	Remote Similarity	NPD7003	Approved
0.5949	Remote Similarity	NPD6398	Clinical (unspecified phase)
0.5939	Remote Similarity	NPD6801	Discontinued
0.5938	Remote Similarity	NPD1787	Approved
0.5938	Remote Similarity	NPD1785	Approved
0.5938	Remote Similarity	NPD1786	Approved
0.5929	Remote Similarity	NPD1241	Discontinued
0.5924	Remote Similarity	NPD7974	Phase 3
0.5923	Remote Similarity	NPD2859	Approved
0.5923	Remote Similarity	NPD2860	Approved
0.5917	Remote Similarity	NPD9490	Approved
0.5912	Remote Similarity	NPD2182	Approved
0.5909	Remote Similarity	NPD2066	Phase 3
0.5906	Remote Similarity	NPD257	Approved
0.5906	Remote Similarity	NPD6007	Clinical (unspecified phase)
0.5906	Remote Similarity	NPD258	Approved
0.5901	Remote Similarity	NPD642	Clinical (unspecified phase)
0.5897	Remote Similarity	NPD2796	Approved
0.5893	Remote Similarity	NPD4381	Clinical (unspecified phase)
0.5872	Remote Similarity	NPD7852	Clinical (unspecified phase)
0.5867	Remote Similarity	NPD4006	Discontinued
0.5867	Remote Similarity	NPD9569	Approved
0.5865	Remote Similarity	NPD9248	Phase 1
0.5865	Remote Similarity	NPD1242	Phase 1
0.5862	Remote Similarity	NPD1778	Approved
0.586	Remote Similarity	NPD2343	Clinical (unspecified phase)

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