NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	174.01
Volume:	154.744
LogP:	1.002
LogD:	0.955
LogS:	-0.439
# Rotatable Bonds:	1
TPSA:	60.69
# H-Bond Aceptor:	3
# H-Bond Donor:	3
# Rings:	1
# Heavy Atoms:	4

MedChem Properties

QED Drug-Likeness Score:	0.562
Synthetic Accessibility Score:	2.194
Fsp3:	0.143
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Accepted
GSK Rule:	Accepted
BMS Rule:	0
Golden Triangle Rule:	Rejected
Chelating Alert:	1
PAINS Alert:	1

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-4.534
MDCK Permeability:	1.3814103112963494e-05
Pgp-inhibitor:	0.001
Pgp-substrate:	0.001
Human Intestinal Absorption (HIA):	0.044
20% Bioavailability (F20%):	0.942
30% Bioavailability (F30%):	0.956

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.064
Plasma Protein Binding (PPB):	65.52501678466797%
Volume Distribution (VD):	0.459
Pgp-substrate:	21.277015686035156%

ADMET: Metabolism

CYP1A2-inhibitor:	0.507
CYP1A2-substrate:	0.397
CYP2C19-inhibitor:	0.048
CYP2C19-substrate:	0.092
CYP2C9-inhibitor:	0.031
CYP2C9-substrate:	0.406
CYP2D6-inhibitor:	0.177
CYP2D6-substrate:	0.305
CYP3A4-inhibitor:	0.02
CYP3A4-substrate:	0.192

ADMET: Excretion

Clearance (CL):	14.293
Half-life (T1/2):	0.909

ADMET: Toxicity

hERG Blockers:	0.048
Human Hepatotoxicity (H-HT):	0.077
Drug-inuced Liver Injury (DILI):	0.268
AMES Toxicity:	0.204
Rat Oral Acute Toxicity:	0.279
Maximum Recommended Daily Dose:	0.042
Skin Sensitization:	0.939
Carcinogencity:	0.184
Eye Corrosion:	0.019
Eye Irritation:	0.938
Respiratory Toxicity:	0.076

Download Data

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

Natural Product: NPC15350

Natural Product ID:	NPC15350
*Common Name:**	3-Chloro-4,5-Dihydroxybenzyl Alcohol
IUPAC Name:	3-chloro-5-(hydroxymethyl)benzene-1,2-diol
Synonyms:
Standard InCHIKey:	KOJWRBCRDKOJEY-UHFFFAOYSA-N
Standard InCHI:	InChI=1S/C7H7ClO3/c8-5-1-4(3-9)2-6(10)7(5)11/h1-2,9-11H,3H2
SMILES:	OCc1cc(O)c(c(c1)Cl)O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL507386
PubChem CID:	10419684
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0002448] Benzenoids [CHEMONTID:0000134] Phenols [CHEMONTID:0001286] Benzenediols [CHEMONTID:0000135] Catechols [CHEMONTID:0002696] Chlorocatechols [CHEMONTID:0002698] 3-chlorocatechols

*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
NPO23190	Aspergillus parasiticus	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[11678666]
NPO23190	Aspergillus parasiticus	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[12027772]
NPO23190	Aspergillus parasiticus	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[15184162]
NPO23190	Aspergillus parasiticus	Species	Aspergillaceae	Eukaryota	n.a.	latex	n.a.	PMID[21854017]
NPO23190	Aspergillus parasiticus	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[22103394]
NPO23190	Aspergillus parasiticus	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[24738739]
NPO23190	Aspergillus parasiticus	Species	Aspergillaceae	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	4

Activity Type	# Activity
NON-MOLECULAR	2
Others	2

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT1	Others	Radical scavenging activity		IC50	=	600.0	nM	PMID[575433]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	IC50	=	3100.0	nM	PMID[575433]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	IC50	=	11000.0	nM	PMID[575433]
NPT35	Others	n.a.		IC50	=	500.0	nM	PMID[575433]

☑ 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 NPC15350 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	610
0.1-0.2	2783
0.2-0.3	12336
0.3-0.4	8705
0.4-0.5	8546
0.5-0.6	7590
0.6-0.7	2021
0.7-0.8	102
0.8-0.85	2
0.85-0.9	1
0.9-0.95	0
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
0.807	Intermediate Similarity	NPC12278
0.8049	Intermediate Similarity	NPC67791
0.7895	Intermediate Similarity	NPC110764
0.7876	Intermediate Similarity	NPC131587
0.7846	Intermediate Similarity	NPC185313
0.7829	Intermediate Similarity	NPC26576
0.7797	Intermediate Similarity	NPC187958
0.7734	Intermediate Similarity	NPC33402
0.7667	Intermediate Similarity	NPC43411
0.7632	Intermediate Similarity	NPC109955
0.7623	Intermediate Similarity	NPC471485
0.7611	Intermediate Similarity	NPC107522
0.7521	Intermediate Similarity	NPC477802
0.7521	Intermediate Similarity	NPC477801
0.75	Intermediate Similarity	NPC42644
0.75	Intermediate Similarity	NPC146096
0.7463	Intermediate Similarity	NPC193334
0.744	Intermediate Similarity	NPC79844
0.7438	Intermediate Similarity	NPC55617
0.7438	Intermediate Similarity	NPC62258
0.7438	Intermediate Similarity	NPC71266
0.7419	Intermediate Similarity	NPC120280
0.7411	Intermediate Similarity	NPC312304
0.7411	Intermediate Similarity	NPC300478
0.7377	Intermediate Similarity	NPC226401
0.7377	Intermediate Similarity	NPC147634
0.7377	Intermediate Similarity	NPC79793
0.7377	Intermediate Similarity	NPC120982
0.7377	Intermediate Similarity	NPC174096
0.7373	Intermediate Similarity	NPC196479
0.735	Intermediate Similarity	NPC223393
0.7339	Intermediate Similarity	NPC264558
0.7333	Intermediate Similarity	NPC19149
0.7317	Intermediate Similarity	NPC257430
0.7317	Intermediate Similarity	NPC179002
0.7317	Intermediate Similarity	NPC187583
0.7311	Intermediate Similarity	NPC471511
0.7311	Intermediate Similarity	NPC120719
0.7302	Intermediate Similarity	NPC221049
0.7273	Intermediate Similarity	NPC176527
0.7266	Intermediate Similarity	NPC320987
0.7266	Intermediate Similarity	NPC181969
0.725	Intermediate Similarity	NPC239291
0.7213	Intermediate Similarity	NPC34864
0.7213	Intermediate Similarity	NPC58427
0.7213	Intermediate Similarity	NPC105727
0.7213	Intermediate Similarity	NPC114392
0.7209	Intermediate Similarity	NPC115627
0.7209	Intermediate Similarity	NPC35071
0.7209	Intermediate Similarity	NPC148615
0.7209	Intermediate Similarity	NPC169207
0.7209	Intermediate Similarity	NPC472071
0.7209	Intermediate Similarity	NPC177475
0.7209	Intermediate Similarity	NPC118522
0.7203	Intermediate Similarity	NPC130103
0.72	Intermediate Similarity	NPC91452
0.7193	Intermediate Similarity	NPC174048
0.719	Intermediate Similarity	NPC477814
0.7188	Intermediate Similarity	NPC63126
0.7188	Intermediate Similarity	NPC255675
0.7185	Intermediate Similarity	NPC246991
0.7177	Intermediate Similarity	NPC268032
0.7177	Intermediate Similarity	NPC139617
0.7177	Intermediate Similarity	NPC78918
0.7167	Intermediate Similarity	NPC79672
0.7167	Intermediate Similarity	NPC52087
0.7155	Intermediate Similarity	NPC313650
0.7132	Intermediate Similarity	NPC477803
0.7105	Intermediate Similarity	NPC300017
0.7099	Intermediate Similarity	NPC476343
0.7099	Intermediate Similarity	NPC470804
0.7099	Intermediate Similarity	NPC266045
0.709	Intermediate Similarity	NPC8058
0.7087	Intermediate Similarity	NPC244403
0.708	Intermediate Similarity	NPC104216
0.7077	Intermediate Similarity	NPC474146
0.7073	Intermediate Similarity	NPC233835
0.7049	Intermediate Similarity	NPC1075
0.7049	Intermediate Similarity	NPC294902
0.7049	Intermediate Similarity	NPC1786
0.7045	Intermediate Similarity	NPC47790
0.7045	Intermediate Similarity	NPC209567
0.704	Intermediate Similarity	NPC173746
0.704	Intermediate Similarity	NPC257124
0.704	Intermediate Similarity	NPC156840
0.704	Intermediate Similarity	NPC8547
0.7034	Intermediate Similarity	NPC88420
0.7034	Intermediate Similarity	NPC474073
0.7029	Intermediate Similarity	NPC139335
0.7027	Intermediate Similarity	NPC33756
0.7023	Intermediate Similarity	NPC470414
0.7016	Intermediate Similarity	NPC254833
0.7016	Intermediate Similarity	NPC36108
0.7016	Intermediate Similarity	NPC7097
0.7016	Intermediate Similarity	NPC233731
0.7016	Intermediate Similarity	NPC228343
0.7016	Intermediate Similarity	NPC473524
0.7016	Intermediate Similarity	NPC246358
0.7008	Intermediate Similarity	NPC217472
0.7	Intermediate Similarity	NPC135961
0.6992	Remote Similarity	NPC220598
0.6992	Remote Similarity	NPC165375
0.6992	Remote Similarity	NPC473451
0.6983	Remote Similarity	NPC138117
0.6983	Remote Similarity	NPC325292
0.6977	Remote Similarity	NPC164386
0.697	Remote Similarity	NPC49341
0.696	Remote Similarity	NPC222084
0.6954	Remote Similarity	NPC56379
0.6953	Remote Similarity	NPC4665
0.6953	Remote Similarity	NPC472893
0.6947	Remote Similarity	NPC229401
0.6929	Remote Similarity	NPC95381
0.6929	Remote Similarity	NPC148969
0.6917	Remote Similarity	NPC174911
0.6917	Remote Similarity	NPC229213
0.6905	Remote Similarity	NPC226250
0.6905	Remote Similarity	NPC297657
0.6899	Remote Similarity	NPC193067
0.6897	Remote Similarity	NPC322888
0.6889	Remote Similarity	NPC90318
0.6875	Remote Similarity	NPC33749
0.6875	Remote Similarity	NPC328593
0.6875	Remote Similarity	NPC261453
0.687	Remote Similarity	NPC470214
0.687	Remote Similarity	NPC20674
0.687	Remote Similarity	NPC109371
0.687	Remote Similarity	NPC156654
0.687	Remote Similarity	NPC470215
0.687	Remote Similarity	NPC24474
0.687	Remote Similarity	NPC311595
0.6866	Remote Similarity	NPC473572
0.6866	Remote Similarity	NPC474169
0.6866	Remote Similarity	NPC471693
0.6864	Remote Similarity	NPC274678
0.686	Remote Similarity	NPC101025
0.686	Remote Similarity	NPC471578
0.6855	Remote Similarity	NPC227894
0.685	Remote Similarity	NPC146422
0.6846	Remote Similarity	NPC259638
0.6846	Remote Similarity	NPC277588
0.6846	Remote Similarity	NPC610
0.6846	Remote Similarity	NPC200988
0.6846	Remote Similarity	NPC175799
0.6846	Remote Similarity	NPC145023
0.6842	Remote Similarity	NPC322332
0.6842	Remote Similarity	NPC136543
0.6842	Remote Similarity	NPC147654
0.6842	Remote Similarity	NPC472271
0.6838	Remote Similarity	NPC191037
0.6838	Remote Similarity	NPC58607
0.6838	Remote Similarity	NPC323775
0.6838	Remote Similarity	NPC236347
0.6838	Remote Similarity	NPC29373
0.6838	Remote Similarity	NPC178284
0.6838	Remote Similarity	NPC295295
0.6829	Remote Similarity	NPC471350
0.6825	Remote Similarity	NPC137685
0.6822	Remote Similarity	NPC474967
0.6822	Remote Similarity	NPC233669
0.6822	Remote Similarity	NPC278102
0.6818	Remote Similarity	NPC475245
0.6818	Remote Similarity	NPC34634
0.6818	Remote Similarity	NPC265454
0.6815	Remote Similarity	NPC257682
0.6815	Remote Similarity	NPC146355
0.6815	Remote Similarity	NPC137117
0.6815	Remote Similarity	NPC131747
0.6814	Remote Similarity	NPC150837
0.681	Remote Similarity	NPC47950
0.6803	Remote Similarity	NPC471228
0.6803	Remote Similarity	NPC235762
0.6794	Remote Similarity	NPC275519
0.6794	Remote Similarity	NPC309434
0.6794	Remote Similarity	NPC144343
0.6794	Remote Similarity	NPC203124
0.6794	Remote Similarity	NPC86198
0.6791	Remote Similarity	NPC471794
0.6791	Remote Similarity	NPC85488
0.6788	Remote Similarity	NPC319625
0.6788	Remote Similarity	NPC118787
0.6788	Remote Similarity	NPC147821
0.6788	Remote Similarity	NPC5428
0.6788	Remote Similarity	NPC108659
0.6788	Remote Similarity	NPC163332
0.6788	Remote Similarity	NPC79715
0.6788	Remote Similarity	NPC111247
0.6788	Remote Similarity	NPC165045
0.6788	Remote Similarity	NPC292056
0.6788	Remote Similarity	NPC118533
0.6788	Remote Similarity	NPC41706
0.6788	Remote Similarity	NPC476536
0.6788	Remote Similarity	NPC183181
0.6788	Remote Similarity	NPC264900
0.6788	Remote Similarity	NPC231607
0.6783	Remote Similarity	NPC27974
0.6783	Remote Similarity	NPC475423
0.6777	Remote Similarity	NPC275053
0.6777	Remote Similarity	NPC294741
0.6777	Remote Similarity	NPC248573

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 NPC15350 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	510
0.1-0.2	1078
0.2-0.3	2654
0.3-0.4	2758
0.4-0.5	1497
0.5-0.6	533
0.6-0.7	112
0.7-0.8	8
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
0.7377	Intermediate Similarity	NPD9280	Clinical (unspecified phase)
0.7209	Intermediate Similarity	NPD9384	Approved
0.7209	Intermediate Similarity	NPD9381	Approved
0.7083	Intermediate Similarity	NPD9500	Approved
0.7045	Intermediate Similarity	NPD1157	Approved
0.704	Intermediate Similarity	NPD228	Approved
0.7016	Intermediate Similarity	NPD3022	Approved
0.7016	Intermediate Similarity	NPD3021	Approved
0.7008	Intermediate Similarity	NPD1476	Clinical (unspecified phase)
0.6992	Remote Similarity	NPD9622	Approved
0.6959	Remote Similarity	NPD1973	Approved
0.6959	Remote Similarity	NPD1972	Approved
0.6959	Remote Similarity	NPD1969	Clinical (unspecified phase)
0.685	Remote Similarity	NPD9379	Approved
0.685	Remote Similarity	NPD9377	Approved
0.6838	Remote Similarity	NPD9619	Approved
0.6838	Remote Similarity	NPD9621	Approved
0.6838	Remote Similarity	NPD9620	Approved
0.6788	Remote Similarity	NPD454	Approved
0.6777	Remote Similarity	NPD1242	Phase 1
0.6726	Remote Similarity	NPD9073	Approved
0.6726	Remote Similarity	NPD111	Approved
0.6714	Remote Similarity	NPD829	Discontinued
0.6691	Remote Similarity	NPD3027	Phase 3
0.6667	Remote Similarity	NPD9269	Phase 2
0.6643	Remote Similarity	NPD597	Approved
0.6643	Remote Similarity	NPD601	Approved
0.6643	Remote Similarity	NPD598	Approved
0.6642	Remote Similarity	NPD915	Approved
0.6638	Remote Similarity	NPD9249	Phase 1
0.661	Remote Similarity	NPD9251	Approved
0.6596	Remote Similarity	NPD1132	Approved
0.6596	Remote Similarity	NPD1136	Approved
0.6596	Remote Similarity	NPD1130	Approved
0.6552	Remote Similarity	NPD9094	Approved
0.6549	Remote Similarity	NPD3059	Approved
0.6549	Remote Similarity	NPD1612	Clinical (unspecified phase)
0.6549	Remote Similarity	NPD3061	Approved
0.6549	Remote Similarity	NPD3062	Approved
0.6549	Remote Similarity	NPD1613	Approved
0.6528	Remote Similarity	NPD4536	Approved
0.6528	Remote Similarity	NPD4537	Clinical (unspecified phase)
0.6528	Remote Similarity	NPD4538	Approved
0.6504	Remote Similarity	NPD289	Clinical (unspecified phase)
0.65	Remote Similarity	NPD2933	Approved
0.65	Remote Similarity	NPD2934	Approved
0.65	Remote Similarity	NPD1432	Clinical (unspecified phase)
0.6484	Remote Similarity	NPD9380	Clinical (unspecified phase)
0.6483	Remote Similarity	NPD5588	Approved
0.6483	Remote Similarity	NPD5960	Phase 3
0.6458	Remote Similarity	NPD823	Approved
0.6458	Remote Similarity	NPD817	Approved
0.6458	Remote Similarity	NPD5314	Approved
0.6457	Remote Similarity	NPD9532	Phase 3
0.6452	Remote Similarity	NPD846	Approved
0.6452	Remote Similarity	NPD940	Approved
0.6446	Remote Similarity	NPD844	Approved
0.6446	Remote Similarity	NPD2859	Approved
0.6446	Remote Similarity	NPD2860	Approved
0.6444	Remote Similarity	NPD4589	Approved
0.6429	Remote Similarity	NPD1530	Clinical (unspecified phase)
0.6423	Remote Similarity	NPD3020	Approved
0.6393	Remote Similarity	NPD288	Approved
0.6389	Remote Similarity	NPD230	Phase 1
0.6383	Remote Similarity	NPD1529	Clinical (unspecified phase)
0.637	Remote Similarity	NPD9268	Approved
0.637	Remote Similarity	NPD1357	Approved
0.635	Remote Similarity	NPD3092	Approved
0.6327	Remote Similarity	NPD9570	Approved
0.6319	Remote Similarity	NPD1555	Discontinued
0.6299	Remote Similarity	NPD2370	Clinical (unspecified phase)
0.6286	Remote Similarity	NPD3094	Phase 2
0.6284	Remote Similarity	NPD7266	Discontinued
0.6259	Remote Similarity	NPD4379	Clinical (unspecified phase)
0.6241	Remote Similarity	NPD9618	Approved
0.6241	Remote Similarity	NPD9614	Approved
0.6231	Remote Similarity	NPD4750	Phase 3
0.622	Remote Similarity	NPD9501	Approved
0.6214	Remote Similarity	NPD5311	Approved
0.6214	Remote Similarity	NPD9634	Clinical (unspecified phase)
0.6214	Remote Similarity	NPD5310	Approved
0.6207	Remote Similarity	NPD3620	Phase 2
0.6207	Remote Similarity	NPD3619	Clinical (unspecified phase)
0.6204	Remote Similarity	NPD6516	Phase 2
0.6204	Remote Similarity	NPD5846	Approved
0.6202	Remote Similarity	NPD9265	Clinical (unspecified phase)
0.6202	Remote Similarity	NPD9552	Approved
0.62	Remote Similarity	NPD1416	Approved
0.6197	Remote Similarity	NPD9494	Approved
0.6187	Remote Similarity	NPD2337	Clinical (unspecified phase)
0.6184	Remote Similarity	NPD5058	Phase 3
0.6179	Remote Similarity	NPD1809	Phase 2
0.6176	Remote Similarity	NPD3091	Approved
0.6174	Remote Similarity	NPD2029	Clinical (unspecified phase)
0.617	Remote Similarity	NPD3053	Approved
0.617	Remote Similarity	NPD3055	Approved
0.6169	Remote Similarity	NPD3364	Phase 3
0.6161	Remote Similarity	NPD9294	Approved
0.6154	Remote Similarity	NPD2684	Approved
0.6148	Remote Similarity	NPD694	Clinical (unspecified phase)
0.6144	Remote Similarity	NPD7041	Phase 2
0.6144	Remote Similarity	NPD7040	Clinical (unspecified phase)
0.6133	Remote Similarity	NPD2808	Discontinued
0.6127	Remote Similarity	NPD257	Approved
0.6127	Remote Similarity	NPD258	Approved
0.6124	Remote Similarity	NPD968	Approved
0.6118	Remote Similarity	NPD6190	Approved
0.6115	Remote Similarity	NPD3705	Approved
0.6111	Remote Similarity	NPD1616	Discontinued
0.6106	Remote Similarity	NPD9088	Approved
0.6103	Remote Similarity	NPD318	Approved
0.6103	Remote Similarity	NPD9615	Approved
0.6103	Remote Similarity	NPD317	Approved
0.6103	Remote Similarity	NPD16	Approved
0.6103	Remote Similarity	NPD9613	Approved
0.6103	Remote Similarity	NPD856	Approved
0.6103	Remote Similarity	NPD9616	Approved
0.6098	Remote Similarity	NPD9296	Approved
0.6096	Remote Similarity	NPD943	Approved
0.6096	Remote Similarity	NPD826	Approved
0.6096	Remote Similarity	NPD1558	Phase 1
0.6096	Remote Similarity	NPD825	Approved
0.6087	Remote Similarity	NPD9093	Approved
0.6084	Remote Similarity	NPD9569	Approved
0.608	Remote Similarity	NPD9273	Approved
0.6077	Remote Similarity	NPD290	Approved
0.6065	Remote Similarity	NPD1940	Clinical (unspecified phase)
0.6058	Remote Similarity	NPD316	Approved
0.6054	Remote Similarity	NPD555	Phase 2
0.6053	Remote Similarity	NPD4535	Phase 3
0.6045	Remote Similarity	NPD5283	Phase 1
0.604	Remote Similarity	NPD651	Clinical (unspecified phase)
0.6036	Remote Similarity	NPD9087	Approved
0.6034	Remote Similarity	NPD9089	Approved
0.6027	Remote Similarity	NPD259	Phase 1
0.6027	Remote Similarity	NPD2674	Phase 3
0.6016	Remote Similarity	NPD845	Approved
0.6013	Remote Similarity	NPD302	Approved
0.6012	Remote Similarity	NPD3365	Discontinued
0.6	Remote Similarity	NPD9536	Phase 1
0.6	Remote Similarity	NPD9537	Phase 1
0.6	Remote Similarity	NPD1501	Clinical (unspecified phase)
0.6	Remote Similarity	NPD1445	Approved
0.6	Remote Similarity	NPD1444	Approved
0.5985	Remote Similarity	NPD5451	Approved
0.5975	Remote Similarity	NPD958	Approved
0.5973	Remote Similarity	NPD4978	Clinical (unspecified phase)
0.5972	Remote Similarity	NPD2861	Phase 2
0.5971	Remote Similarity	NPD5238	Clinical (unspecified phase)
0.597	Remote Similarity	NPD7843	Approved
0.5969	Remote Similarity	NPD9610	Approved
0.5969	Remote Similarity	NPD9608	Approved
0.5959	Remote Similarity	NPD3144	Approved
0.5959	Remote Similarity	NPD3145	Approved
0.5959	Remote Similarity	NPD2028	Clinical (unspecified phase)
0.5956	Remote Similarity	NPD7157	Approved
0.5952	Remote Similarity	NPD4873	Discontinued
0.5946	Remote Similarity	NPD1184	Approved
0.5942	Remote Similarity	NPD1548	Phase 1
0.5942	Remote Similarity	NPD9545	Approved
0.5921	Remote Similarity	NPD5958	Discontinued
0.5921	Remote Similarity	NPD4534	Discontinued
0.5903	Remote Similarity	NPD859	Approved
0.5903	Remote Similarity	NPD602	Approved
0.5903	Remote Similarity	NPD858	Approved
0.5903	Remote Similarity	NPD599	Approved
0.5897	Remote Similarity	NPD4160	Clinical (unspecified phase)
0.5896	Remote Similarity	NPD6124	Clinical (unspecified phase)
0.5887	Remote Similarity	NPD1610	Phase 2
0.5887	Remote Similarity	NPD1091	Approved
0.5886	Remote Similarity	NPD1653	Approved
0.5882	Remote Similarity	NPD911	Approved
0.5882	Remote Similarity	NPD3060	Approved
0.5871	Remote Similarity	NPD6815	Approved
0.5865	Remote Similarity	NPD1792	Phase 2
0.5857	Remote Similarity	NPD3095	Discontinued
0.5852	Remote Similarity	NPD7635	Approved
0.5849	Remote Similarity	NPD6056	Approved
0.5849	Remote Similarity	NPD6057	Approved
0.5848	Remote Similarity	NPD3303	Discontinued
0.5845	Remote Similarity	NPD2562	Approved
0.5845	Remote Similarity	NPD2561	Approved
0.5839	Remote Similarity	NPD275	Approved
0.5839	Remote Similarity	NPD6671	Approved
0.5839	Remote Similarity	NPD274	Approved
0.5833	Remote Similarity	NPD987	Approved
0.5833	Remote Similarity	NPD2342	Discontinued
0.5818	Remote Similarity	NPD7129	Suspended
0.5809	Remote Similarity	NPD7159	Clinical (unspecified phase)
0.5809	Remote Similarity	NPD2234	Approved
0.5809	Remote Similarity	NPD2228	Approved
0.5809	Remote Similarity	NPD2229	Approved
0.5804	Remote Similarity	NPD2983	Phase 2
0.5804	Remote Similarity	NPD2982	Phase 2
0.5804	Remote Similarity	NPD4659	Approved
0.58	Remote Similarity	NPD2568	Approved
0.5796	Remote Similarity	NPD1578	Phase 2
0.5796	Remote Similarity	NPD7422	Clinical (unspecified phase)
0.5786	Remote Similarity	NPD957	Approved
0.5782	Remote Similarity	NPD2372	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