NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	245.07
Volume:	243.994
LogP:	1.832
LogD:	1.667
LogS:	-2.998
# Rotatable Bonds:	3
TPSA:	89.79
# H-Bond Aceptor:	5
# H-Bond Donor:	4
# Rings:	2
# Heavy Atoms:	5

MedChem Properties

QED Drug-Likeness Score:	0.609
Synthetic Accessibility Score:	1.763
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:	1

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-5.273
MDCK Permeability:	6.734675935149426e-06
Pgp-inhibitor:	0.004
Pgp-substrate:	0.01
Human Intestinal Absorption (HIA):	0.24
20% Bioavailability (F20%):	0.979
30% Bioavailability (F30%):	0.978

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.059
Plasma Protein Binding (PPB):	93.25267028808594%
Volume Distribution (VD):	0.34
Pgp-substrate:	5.005268573760986%

ADMET: Metabolism

CYP1A2-inhibitor:	0.791
CYP1A2-substrate:	0.088
CYP2C19-inhibitor:	0.101
CYP2C19-substrate:	0.055
CYP2C9-inhibitor:	0.595
CYP2C9-substrate:	0.337
CYP2D6-inhibitor:	0.436
CYP2D6-substrate:	0.235
CYP3A4-inhibitor:	0.346
CYP3A4-substrate:	0.116

ADMET: Excretion

Clearance (CL):	11.955
Half-life (T1/2):	0.923

ADMET: Toxicity

hERG Blockers:	0.041
Human Hepatotoxicity (H-HT):	0.047
Drug-inuced Liver Injury (DILI):	0.9
AMES Toxicity:	0.296
Rat Oral Acute Toxicity:	0.035
Maximum Recommended Daily Dose:	0.027
Skin Sensitization:	0.949
Carcinogencity:	0.075
Eye Corrosion:	0.016
Eye Irritation:	0.929
Respiratory Toxicity:	0.701

Download Data

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

Natural Product: NPC126637

Natural Product ID:	NPC126637
*Common Name:**	3,4,5-Trihydroxy-N-Phenylbenzamide
IUPAC Name:	3,4,5-trihydroxy-N-phenylbenzamide
Synonyms:
Standard InCHIKey:	HLVGXGQCLASQJU-UHFFFAOYSA-N
Standard InCHI:	InChI=1S/C13H11NO4/c15-10-6-8(7-11(16)12(10)17)13(18)14-9-4-2-1-3-5-9/h1-7,15-17H,(H,14,18)
SMILES:	OC(=Nc1ccccc1)c1cc(O)c(c(c1)O)O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL43782
PubChem CID:	80427
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0002448] Benzenoids [CHEMONTID:0002279] Benzene and substituted derivatives [CHEMONTID:0000285] Anilides [CHEMONTID:0004712] Aromatic anilides [CHEMONTID:0004713] Benzanilides

*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
NPO33397	tetramorium sp.	Species	Formicidae	Eukaryota	n.a.	ChangBai Mountain, China	n.a.	PMID[22364815]

☑ 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	1
MIC	1
Others	1

Activity Type	# Activity
Individual Protein	1
Organism	2

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT143	Individual Protein	DNA topoisomerase I	Homo sapiens	IC50	>	100000.0	nM	PMID[567004]
NPT79	Organism	Bacillus subtilis	Bacillus subtilis	IZ	=	0.0	mm	PMID[567005]
NPT79	Organism	Bacillus subtilis	Bacillus subtilis	MIC	=	25.0	ug.mL-1	PMID[567005]

☑ 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 NPC126637 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	460
0.1-0.2	2945
0.2-0.3	13261
0.3-0.4	4181
0.4-0.5	9427
0.5-0.6	10334
0.6-0.7	1986
0.7-0.8	100
0.8-0.85	2
0.85-0.9	0
0.9-0.95	0
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
0.8456	Intermediate Similarity	NPC235628
0.8397	Intermediate Similarity	NPC284078
0.7836	Intermediate Similarity	NPC268572
0.7812	Intermediate Similarity	NPC114392
0.7812	Intermediate Similarity	NPC58427
0.7812	Intermediate Similarity	NPC34864
0.7812	Intermediate Similarity	NPC105727
0.7769	Intermediate Similarity	NPC268032
0.7761	Intermediate Similarity	NPC122009
0.7734	Intermediate Similarity	NPC176527
0.7714	Intermediate Similarity	NPC477839
0.7687	Intermediate Similarity	NPC283468
0.7647	Intermediate Similarity	NPC252817
0.7615	Intermediate Similarity	NPC71266
0.7551	Intermediate Similarity	NPC296898
0.7463	Intermediate Similarity	NPC142599
0.7456	Intermediate Similarity	NPC22928
0.7407	Intermediate Similarity	NPC472893
0.7405	Intermediate Similarity	NPC306366
0.7405	Intermediate Similarity	NPC153690
0.7396	Intermediate Similarity	NPC219170
0.7396	Intermediate Similarity	NPC180253
0.7391	Intermediate Similarity	NPC472071
0.7383	Intermediate Similarity	NPC314113
0.7372	Intermediate Similarity	NPC144343
0.7355	Intermediate Similarity	NPC184161
0.7319	Intermediate Similarity	NPC217174
0.731	Intermediate Similarity	NPC313466
0.7308	Intermediate Similarity	NPC292452
0.7305	Intermediate Similarity	NPC318777
0.7299	Intermediate Similarity	NPC277588
0.7278	Intermediate Similarity	NPC276060
0.7278	Intermediate Similarity	NPC28425
0.7266	Intermediate Similarity	NPC248573
0.7266	Intermediate Similarity	NPC275053
0.7266	Intermediate Similarity	NPC161571
0.7266	Intermediate Similarity	NPC223393
0.7262	Intermediate Similarity	NPC311936
0.7231	Intermediate Similarity	NPC30506
0.7231	Intermediate Similarity	NPC471511
0.7222	Intermediate Similarity	NPC251571
0.7219	Intermediate Similarity	NPC119579
0.7215	Intermediate Similarity	NPC10875
0.7215	Intermediate Similarity	NPC10730
0.7214	Intermediate Similarity	NPC24125
0.7197	Intermediate Similarity	NPC127402
0.7194	Intermediate Similarity	NPC226629
0.7194	Intermediate Similarity	NPC191866
0.7192	Intermediate Similarity	NPC114102
0.7163	Intermediate Similarity	NPC237667
0.7162	Intermediate Similarity	NPC317872
0.716	Intermediate Similarity	NPC192939
0.716	Intermediate Similarity	NPC215747
0.716	Intermediate Similarity	NPC204179
0.7152	Intermediate Similarity	NPC477838
0.7152	Intermediate Similarity	NPC477837
0.7143	Intermediate Similarity	NPC475983
0.7143	Intermediate Similarity	NPC247364
0.7143	Intermediate Similarity	NPC61516
0.7143	Intermediate Similarity	NPC214869
0.7143	Intermediate Similarity	NPC329837
0.7143	Intermediate Similarity	NPC232084
0.7143	Intermediate Similarity	NPC10932
0.7133	Intermediate Similarity	NPC41473
0.7133	Intermediate Similarity	NPC204848
0.7133	Intermediate Similarity	NPC14600
0.7133	Intermediate Similarity	NPC160607
0.7133	Intermediate Similarity	NPC312770
0.7132	Intermediate Similarity	NPC471485
0.7126	Intermediate Similarity	NPC294244
0.7125	Intermediate Similarity	NPC291359
0.7123	Intermediate Similarity	NPC52029
0.7123	Intermediate Similarity	NPC195749
0.7123	Intermediate Similarity	NPC35961
0.7114	Intermediate Similarity	NPC6913
0.7109	Intermediate Similarity	NPC291789
0.7101	Intermediate Similarity	NPC260118
0.7086	Intermediate Similarity	NPC299583
0.7083	Intermediate Similarity	NPC318965
0.7077	Intermediate Similarity	NPC143659
0.7077	Intermediate Similarity	NPC100340
0.7068	Intermediate Similarity	NPC76327
0.7063	Intermediate Similarity	NPC197757
0.7063	Intermediate Similarity	NPC136319
0.7063	Intermediate Similarity	NPC53567
0.7063	Intermediate Similarity	NPC228922
0.7063	Intermediate Similarity	NPC107602
0.7063	Intermediate Similarity	NPC84086
0.7059	Intermediate Similarity	NPC146422
0.7055	Intermediate Similarity	NPC271808
0.7055	Intermediate Similarity	NPC155838
0.7045	Intermediate Similarity	NPC29472
0.7045	Intermediate Similarity	NPC239291
0.7042	Intermediate Similarity	NPC39029
0.7041	Intermediate Similarity	NPC265383
0.7027	Intermediate Similarity	NPC130595
0.7027	Intermediate Similarity	NPC93882
0.7024	Intermediate Similarity	NPC228040
0.7021	Intermediate Similarity	NPC115627
0.7021	Intermediate Similarity	NPC169207
0.7021	Intermediate Similarity	NPC118522
0.702	Intermediate Similarity	NPC254610
0.7015	Intermediate Similarity	NPC96224
0.7015	Intermediate Similarity	NPC24101
0.6993	Remote Similarity	NPC262253
0.6993	Remote Similarity	NPC41562
0.6993	Remote Similarity	NPC473411
0.6993	Remote Similarity	NPC71579
0.6992	Remote Similarity	NPC39664
0.6992	Remote Similarity	NPC470700
0.6992	Remote Similarity	NPC109691
0.6992	Remote Similarity	NPC118286
0.6992	Remote Similarity	NPC39097
0.6992	Remote Similarity	NPC302681
0.6986	Remote Similarity	NPC186898
0.6985	Remote Similarity	NPC187583
0.6985	Remote Similarity	NPC179002
0.6985	Remote Similarity	NPC257430
0.698	Remote Similarity	NPC285078
0.698	Remote Similarity	NPC313737
0.698	Remote Similarity	NPC6854
0.6977	Remote Similarity	NPC109955
0.697	Remote Similarity	NPC102216
0.697	Remote Similarity	NPC241891
0.697	Remote Similarity	NPC12278
0.6966	Remote Similarity	NPC193544
0.6966	Remote Similarity	NPC299584
0.6966	Remote Similarity	NPC298757
0.6966	Remote Similarity	NPC208950
0.6966	Remote Similarity	NPC221077
0.6966	Remote Similarity	NPC233410
0.6966	Remote Similarity	NPC203133
0.6966	Remote Similarity	NPC116907
0.6966	Remote Similarity	NPC82483
0.6966	Remote Similarity	NPC57490
0.6966	Remote Similarity	NPC251855
0.6966	Remote Similarity	NPC17943
0.6966	Remote Similarity	NPC472093
0.6966	Remote Similarity	NPC117214
0.6966	Remote Similarity	NPC265483
0.6966	Remote Similarity	NPC475169
0.6964	Remote Similarity	NPC168153
0.6963	Remote Similarity	NPC255721
0.6963	Remote Similarity	NPC202647
0.6963	Remote Similarity	NPC254833
0.6963	Remote Similarity	NPC228343
0.6959	Remote Similarity	NPC255550
0.6959	Remote Similarity	NPC308885
0.6957	Remote Similarity	NPC120280
0.694	Remote Similarity	NPC54844
0.6939	Remote Similarity	NPC226331
0.6939	Remote Similarity	NPC46274
0.6937	Remote Similarity	NPC275027
0.6934	Remote Similarity	NPC43525
0.6933	Remote Similarity	NPC72291
0.6933	Remote Similarity	NPC218530
0.6929	Remote Similarity	NPC38458
0.6929	Remote Similarity	NPC311737
0.6928	Remote Similarity	NPC257354
0.6923	Remote Similarity	NPC145780
0.6923	Remote Similarity	NPC5462
0.6918	Remote Similarity	NPC223136
0.6918	Remote Similarity	NPC28730
0.6918	Remote Similarity	NPC44748
0.6918	Remote Similarity	NPC78974
0.6918	Remote Similarity	NPC18924
0.6918	Remote Similarity	NPC214406
0.6918	Remote Similarity	NPC103823
0.6917	Remote Similarity	NPC246056
0.6917	Remote Similarity	NPC134829
0.6914	Remote Similarity	NPC112676
0.6912	Remote Similarity	NPC120982
0.6912	Remote Similarity	NPC9336
0.6912	Remote Similarity	NPC147634
0.6912	Remote Similarity	NPC226401
0.6912	Remote Similarity	NPC79793
0.6912	Remote Similarity	NPC174096
0.6909	Remote Similarity	NPC19555
0.6906	Remote Similarity	NPC222982
0.6906	Remote Similarity	NPC37302
0.6901	Remote Similarity	NPC223451
0.6901	Remote Similarity	NPC474565
0.6899	Remote Similarity	NPC471032
0.6899	Remote Similarity	NPC470935
0.6897	Remote Similarity	NPC224342
0.6897	Remote Similarity	NPC122792
0.6897	Remote Similarity	NPC206487
0.6897	Remote Similarity	NPC228972
0.6897	Remote Similarity	NPC5796
0.6892	Remote Similarity	NPC476968
0.6892	Remote Similarity	NPC170844
0.6892	Remote Similarity	NPC10225
0.6892	Remote Similarity	NPC58164
0.6889	Remote Similarity	NPC233835
0.6879	Remote Similarity	NPC85276
0.6871	Remote Similarity	NPC197680
0.6871	Remote Similarity	NPC153990
0.6871	Remote Similarity	NPC266555
0.6871	Remote Similarity	NPC324112
0.6871	Remote Similarity	NPC236791

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 NPC126637 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	298
0.1-0.2	794
0.2-0.3	996
0.3-0.4	1759
0.4-0.5	3429
0.5-0.6	1641
0.6-0.7	223
0.7-0.8	10
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
0.7868	Intermediate Similarity	NPD2337	Clinical (unspecified phase)
0.7692	Intermediate Similarity	NPD9280	Clinical (unspecified phase)
0.7453	Intermediate Similarity	NPD4606	Clinical (unspecified phase)
0.7372	Intermediate Similarity	NPD4678	Approved
0.7372	Intermediate Similarity	NPD4675	Approved
0.7365	Intermediate Similarity	NPD1169	Approved
0.7303	Intermediate Similarity	NPD302	Approved
0.7266	Intermediate Similarity	NPD1242	Phase 1
0.7215	Intermediate Similarity	NPD3778	Approved
0.719	Intermediate Similarity	NPD1835	Phase 1
0.7091	Intermediate Similarity	NPD4083	Discontinued
0.7068	Intermediate Similarity	NPD9507	Approved
0.7059	Intermediate Similarity	NPD9377	Approved
0.7059	Intermediate Similarity	NPD9379	Approved
0.7051	Intermediate Similarity	NPD4123	Phase 3
0.7027	Intermediate Similarity	NPD2674	Phase 3
0.7021	Intermediate Similarity	NPD9384	Approved
0.7021	Intermediate Similarity	NPD9381	Approved
0.6981	Remote Similarity	NPD1162	Approved
0.698	Remote Similarity	NPD3062	Approved
0.698	Remote Similarity	NPD3061	Approved
0.698	Remote Similarity	NPD3059	Approved
0.697	Remote Similarity	NPD2821	Approved
0.6966	Remote Similarity	NPD3055	Approved
0.6966	Remote Similarity	NPD3053	Approved
0.6963	Remote Similarity	NPD3022	Approved
0.6963	Remote Similarity	NPD3021	Approved
0.6959	Remote Similarity	NPD3144	Approved
0.6959	Remote Similarity	NPD3145	Approved
0.6944	Remote Similarity	NPD9622	Approved
0.6939	Remote Similarity	NPD1529	Clinical (unspecified phase)
0.6918	Remote Similarity	NPD2883	Discontinued
0.6897	Remote Similarity	NPD5310	Approved
0.6897	Remote Similarity	NPD5311	Approved
0.6892	Remote Similarity	NPD3027	Phase 3
0.6887	Remote Similarity	NPD2568	Approved
0.6887	Remote Similarity	NPD5314	Approved
0.6879	Remote Similarity	NPD2752	Clinical (unspecified phase)
0.6879	Remote Similarity	NPD4357	Discontinued
0.6875	Remote Similarity	NPD4005	Discontinued
0.6871	Remote Similarity	NPD1530	Clinical (unspecified phase)
0.6867	Remote Similarity	NPD1558	Phase 1
0.6853	Remote Similarity	NPD1983	Approved
0.6853	Remote Similarity	NPD1980	Approved
0.6853	Remote Similarity	NPD1981	Approved
0.6813	Remote Similarity	NPD4003	Phase 3
0.6803	Remote Similarity	NPD9621	Approved
0.6803	Remote Similarity	NPD9620	Approved
0.6803	Remote Similarity	NPD9619	Approved
0.6792	Remote Similarity	NPD1159	Approved
0.6788	Remote Similarity	NPD3453	Discontinued
0.6786	Remote Similarity	NPD9342	Approved
0.6755	Remote Similarity	NPD1612	Clinical (unspecified phase)
0.6755	Remote Similarity	NPD1613	Approved
0.6753	Remote Similarity	NPD1632	Clinical (unspecified phase)
0.6752	Remote Similarity	NPD5307	Clinical (unspecified phase)
0.675	Remote Similarity	NPD711	Discontinued
0.6748	Remote Similarity	NPD3812	Clinical (unspecified phase)
0.6746	Remote Similarity	NPD677	Clinical (unspecified phase)
0.6733	Remote Similarity	NPD598	Approved
0.6733	Remote Similarity	NPD601	Approved
0.6733	Remote Similarity	NPD597	Approved
0.6728	Remote Similarity	NPD3296	Phase 1
0.672	Remote Similarity	NPD7263	Phase 2
0.6708	Remote Similarity	NPD950	Clinical (unspecified phase)
0.6706	Remote Similarity	NPD5602	Clinical (unspecified phase)
0.6689	Remote Similarity	NPD1130	Approved
0.6689	Remote Similarity	NPD1132	Approved
0.6689	Remote Similarity	NPD1136	Approved
0.6688	Remote Similarity	NPD5819	Phase 2
0.6688	Remote Similarity	NPD5788	Clinical (unspecified phase)
0.6687	Remote Similarity	NPD980	Clinical (unspecified phase)
0.6687	Remote Similarity	NPD2789	Approved
0.6667	Remote Similarity	NPD823	Approved
0.6667	Remote Similarity	NPD9634	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD817	Approved
0.6667	Remote Similarity	NPD5811	Approved
0.6667	Remote Similarity	NPD2358	Clinical (unspecified phase)
0.6647	Remote Similarity	NPD1220	Phase 1
0.6646	Remote Similarity	NPD2219	Phase 1
0.6645	Remote Similarity	NPD943	Approved
0.6644	Remote Similarity	NPD964	Approved
0.6623	Remote Similarity	NPD2322	Discovery
0.6623	Remote Similarity	NPD2028	Clinical (unspecified phase)
0.6606	Remote Similarity	NPD6283	Phase 2
0.6591	Remote Similarity	NPD9273	Approved
0.6587	Remote Similarity	NPD7975	Clinical (unspecified phase)
0.6587	Remote Similarity	NPD4055	Discovery
0.6585	Remote Similarity	NPD3236	Phase 3
0.6585	Remote Similarity	NPD3237	Clinical (unspecified phase)
0.6582	Remote Similarity	NPD1196	Approved
0.6577	Remote Similarity	NPD258	Approved
0.6577	Remote Similarity	NPD257	Approved
0.6573	Remote Similarity	NPD1898	Discontinued
0.6567	Remote Similarity	NPD940	Approved
0.6567	Remote Similarity	NPD846	Approved
0.6566	Remote Similarity	NPD5599	Discontinued
0.6566	Remote Similarity	NPD3556	Approved
0.6566	Remote Similarity	NPD3557	Approved
0.6566	Remote Similarity	NPD3559	Clinical (unspecified phase)
0.6566	Remote Similarity	NPD3241	Phase 2
0.6566	Remote Similarity	NPD3558	Approved
0.6566	Remote Similarity	NPD3560	Approved
0.6561	Remote Similarity	NPD1908	Phase 2
0.6552	Remote Similarity	NPD6184	Discontinued
0.6538	Remote Similarity	NPD9570	Approved
0.6536	Remote Similarity	NPD468	Phase 1
0.6536	Remote Similarity	NPD1555	Discontinued
0.6533	Remote Similarity	NPD9569	Approved
0.6532	Remote Similarity	NPD1221	Approved
0.6531	Remote Similarity	NPD9269	Phase 2
0.6528	Remote Similarity	NPD1759	Phase 1
0.6524	Remote Similarity	NPD5617	Suspended
0.6519	Remote Similarity	NPD7125	Discontinued
0.6519	Remote Similarity	NPD1195	Approved
0.6516	Remote Similarity	NPD3553	Approved
0.6516	Remote Similarity	NPD3554	Approved
0.6516	Remote Similarity	NPD3552	Approved
0.6516	Remote Similarity	NPD3555	Approved
0.65	Remote Similarity	NPD5641	Discontinued
0.65	Remote Similarity	NPD3845	Phase 1
0.65	Remote Similarity	NPD2422	Clinical (unspecified phase)
0.6497	Remote Similarity	NPD2029	Clinical (unspecified phase)
0.6488	Remote Similarity	NPD5604	Discontinued
0.6467	Remote Similarity	NPD859	Approved
0.6467	Remote Similarity	NPD858	Approved
0.6467	Remote Similarity	NPD599	Approved
0.6467	Remote Similarity	NPD7451	Discontinued
0.6467	Remote Similarity	NPD602	Approved
0.646	Remote Similarity	NPD2421	Approved
0.646	Remote Similarity	NPD2420	Approved
0.646	Remote Similarity	NPD1543	Discontinued
0.6458	Remote Similarity	NPD1758	Phase 1
0.6457	Remote Similarity	NPD6996	Clinical (unspecified phase)
0.6452	Remote Similarity	NPD1772	Clinical (unspecified phase)
0.645	Remote Similarity	NPD1615	Approved
0.6429	Remote Similarity	NPD9376	Approved
0.6425	Remote Similarity	NPD4951	Discontinued
0.6424	Remote Similarity	NPD3538	Suspended
0.6424	Remote Similarity	NPD948	Phase 3
0.6408	Remote Similarity	NPD2229	Approved
0.6408	Remote Similarity	NPD2228	Approved
0.6408	Remote Similarity	NPD2234	Approved
0.6406	Remote Similarity	NPD9094	Approved
0.6389	Remote Similarity	NPD5800	Discontinued
0.6383	Remote Similarity	NPD228	Approved
0.637	Remote Similarity	NPD4093	Discontinued
0.6364	Remote Similarity	NPD2933	Approved
0.6364	Remote Similarity	NPD259	Phase 1
0.6364	Remote Similarity	NPD2934	Approved
0.6357	Remote Similarity	NPD1792	Phase 2
0.6357	Remote Similarity	NPD4750	Phase 3
0.6357	Remote Similarity	NPD9380	Clinical (unspecified phase)
0.635	Remote Similarity	NPD9610	Approved
0.635	Remote Similarity	NPD9608	Approved
0.6345	Remote Similarity	NPD9247	Phase 3
0.6341	Remote Similarity	NPD2122	Discontinued
0.634	Remote Similarity	NPD9537	Phase 1
0.634	Remote Similarity	NPD9536	Phase 1
0.6337	Remote Similarity	NPD1293	Approved
0.6333	Remote Similarity	NPD2922	Phase 1
0.6323	Remote Similarity	NPD825	Approved
0.6323	Remote Similarity	NPD826	Approved
0.6316	Remote Similarity	NPD2860	Approved
0.6316	Remote Similarity	NPD2859	Approved
0.6313	Remote Similarity	NPD6344	Clinical (unspecified phase)
0.6312	Remote Similarity	NPD3060	Approved
0.6309	Remote Similarity	NPD522	Approved
0.6309	Remote Similarity	NPD2561	Approved
0.6309	Remote Similarity	NPD2562	Approved
0.6307	Remote Similarity	NPD3920	Phase 2
0.6296	Remote Similarity	NPD1305	Clinical (unspecified phase)
0.6296	Remote Similarity	NPD3020	Approved
0.6292	Remote Similarity	NPD7883	Discontinued
0.6292	Remote Similarity	NPD2802	Phase 3
0.6287	Remote Similarity	NPD2366	Approved
0.6284	Remote Similarity	NPD3421	Phase 3
0.6282	Remote Similarity	NPD230	Phase 1
0.6282	Remote Similarity	NPD555	Phase 2
0.6282	Remote Similarity	NPD275	Approved
0.6282	Remote Similarity	NPD274	Approved
0.6273	Remote Similarity	NPD6658	Clinical (unspecified phase)
0.6271	Remote Similarity	NPD5445	Approved
0.6267	Remote Similarity	NPD4659	Approved
0.6267	Remote Similarity	NPD3676	Clinical (unspecified phase)
0.6267	Remote Similarity	NPD2983	Phase 2
0.6267	Remote Similarity	NPD1669	Approved
0.6267	Remote Similarity	NPD2982	Phase 2
0.6266	Remote Similarity	NPD651	Clinical (unspecified phase)
0.6264	Remote Similarity	NPD2845	Phase 2
0.6264	Remote Similarity	NPD2843	Phase 2
0.6264	Remote Similarity	NPD3408	Clinical (unspecified phase)
0.6259	Remote Similarity	NPD1445	Approved
0.6259	Remote Similarity	NPD9268	Approved
0.6259	Remote Similarity	NPD1444	Approved
0.6258	Remote Similarity	NPD6407	Approved
0.6258	Remote Similarity	NPD1511	Approved
0.6258	Remote Similarity	NPD6405	Approved
0.625	Remote Similarity	NPD9614	Approved
0.625	Remote Similarity	NPD7153	Discontinued

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