NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	120.09
Volume:	147.754
LogP:	3.599
LogD:	3.542
LogS:	-3.411
# Rotatable Bonds:	1
TPSA:	0.0
# H-Bond Aceptor:	0
# H-Bond Donor:	0
# Rings:	1
# Heavy Atoms:	0

MedChem Properties

QED Drug-Likeness Score:	0.534
Synthetic Accessibility Score:	1.361
Fsp3:	0.333
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Rejected
GSK Rule:	Accepted
BMS Rule:	0
Golden Triangle Rule:	Rejected
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-4.254
MDCK Permeability:	2.4721401132410392e-05
Pgp-inhibitor:	0.004
Pgp-substrate:	0.029
Human Intestinal Absorption (HIA):	0.003
20% Bioavailability (F20%):	0.196
30% Bioavailability (F30%):	0.471

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.854
Plasma Protein Binding (PPB):	93.52245330810547%
Volume Distribution (VD):	2.595
Pgp-substrate:	6.575398921966553%

ADMET: Metabolism

CYP1A2-inhibitor:	0.963
CYP1A2-substrate:	0.931
CYP2C19-inhibitor:	0.749
CYP2C19-substrate:	0.704
CYP2C9-inhibitor:	0.296
CYP2C9-substrate:	0.465
CYP2D6-inhibitor:	0.303
CYP2D6-substrate:	0.853
CYP3A4-inhibitor:	0.093
CYP3A4-substrate:	0.399

ADMET: Excretion

Clearance (CL):	9.924
Half-life (T1/2):	0.556

ADMET: Toxicity

hERG Blockers:	0.035
Human Hepatotoxicity (H-HT):	0.033
Drug-inuced Liver Injury (DILI):	0.068
AMES Toxicity:	0.027
Rat Oral Acute Toxicity:	0.048
Maximum Recommended Daily Dose:	0.04
Skin Sensitization:	0.319
Carcinogencity:	0.481
Eye Corrosion:	0.981
Eye Irritation:	0.996
Respiratory Toxicity:	0.049

Download Data

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

Natural Product: NPC310758

Natural Product ID:	NPC310758
*Common Name:**	1-Ethyl-2-Methylbenzene
IUPAC Name:	1-ethyl-2-methylbenzene
Synonyms:
Standard InCHIKey:	HYFLWBNQFMXCPA-UHFFFAOYSA-N
Standard InCHI:	InChI=1S/C9H12/c1-3-9-7-5-4-6-8(9)2/h4-7H,3H2,1-2H3
SMILES:	CCc1ccccc1C
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL364233
PubChem CID:	11903
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0002448] Benzenoids [CHEMONTID:0002279] Benzene and substituted derivatives [CHEMONTID:0001091] Toluenes

*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

☑ 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
Kd	1

Activity Type	# Activity
Individual Protein	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT1066	Individual Protein	Lysozyme	Enterobacteria phage T4	Kd	=	505000.0	nM	PMID[494185]

☑ 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 NPC310758 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	1152
0.1-0.2	4373
0.2-0.3	15479
0.3-0.4	15600
0.4-0.5	4700
0.5-0.6	990
0.6-0.7	265
0.7-0.8	71
0.8-0.85	13
0.85-0.9	38
0.9-0.95	13
0.95-1	3

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC238023
0.95	High Similarity	NPC155172
0.9492	High Similarity	NPC71009
0.9492	High Similarity	NPC66517
0.9474	High Similarity	NPC120441
0.9474	High Similarity	NPC212114
0.9474	High Similarity	NPC65873
0.9474	High Similarity	NPC300345
0.9333	High Similarity	NPC21211
0.9322	High Similarity	NPC135924
0.9298	High Similarity	NPC198841
0.9298	High Similarity	NPC269586
0.9194	High Similarity	NPC6107
0.918	High Similarity	NPC291066
0.9167	High Similarity	NPC29680
0.9123	High Similarity	NPC149436
0.9123	High Similarity	NPC277704
0.9032	High Similarity	NPC289915
0.9032	High Similarity	NPC113837
0.9016	High Similarity	NPC88566
0.9	High Similarity	NPC210849
0.9	High Similarity	NPC150196
0.9	High Similarity	NPC54368
0.9	High Similarity	NPC248705
0.8983	High Similarity	NPC8235
0.8906	High Similarity	NPC213570
0.8906	High Similarity	NPC246822
0.8906	High Similarity	NPC139416
0.8871	High Similarity	NPC198023
0.8871	High Similarity	NPC32312
0.8833	High Similarity	NPC169110
0.8833	High Similarity	NPC147062
0.873	High Similarity	NPC178527
0.871	High Similarity	NPC45756
0.871	High Similarity	NPC113670
0.8689	High Similarity	NPC246588
0.8667	High Similarity	NPC64270
0.8667	High Similarity	NPC114327
0.8667	High Similarity	NPC36357
0.8636	High Similarity	NPC135433
0.8636	High Similarity	NPC87099
0.8636	High Similarity	NPC1008
0.8636	High Similarity	NPC226999
0.8636	High Similarity	NPC39799
0.8636	High Similarity	NPC193578
0.8636	High Similarity	NPC280135
0.8636	High Similarity	NPC158028
0.8615	High Similarity	NPC200936
0.8594	High Similarity	NPC267443
0.8548	High Similarity	NPC22786
0.8507	High Similarity	NPC54269
0.8485	Intermediate Similarity	NPC72670
0.8485	Intermediate Similarity	NPC251490
0.8485	Intermediate Similarity	NPC263385
0.8261	Intermediate Similarity	NPC307195
0.8254	Intermediate Similarity	NPC200745
0.8235	Intermediate Similarity	NPC1901
0.8143	Intermediate Similarity	NPC110264
0.8125	Intermediate Similarity	NPC50266
0.8116	Intermediate Similarity	NPC96835
0.8116	Intermediate Similarity	NPC258492
0.8095	Intermediate Similarity	NPC45255
0.806	Intermediate Similarity	NPC473206
0.8028	Intermediate Similarity	NPC249018
0.8028	Intermediate Similarity	NPC3190
0.8	Intermediate Similarity	NPC264470
0.7971	Intermediate Similarity	NPC212463
0.7937	Intermediate Similarity	NPC147578
0.791	Intermediate Similarity	NPC22760
0.791	Intermediate Similarity	NPC311343
0.7879	Intermediate Similarity	NPC36440
0.7826	Intermediate Similarity	NPC74458
0.7812	Intermediate Similarity	NPC200624
0.7808	Intermediate Similarity	NPC159661
0.7794	Intermediate Similarity	NPC98880
0.7794	Intermediate Similarity	NPC297358
0.7714	Intermediate Similarity	NPC285679
0.7703	Intermediate Similarity	NPC315216
0.7681	Intermediate Similarity	NPC95289
0.7681	Intermediate Similarity	NPC229235
0.7671	Intermediate Similarity	NPC66270
0.7671	Intermediate Similarity	NPC255345
0.7671	Intermediate Similarity	NPC245896
0.7647	Intermediate Similarity	NPC82770
0.7647	Intermediate Similarity	NPC239931
0.7647	Intermediate Similarity	NPC78954
0.7606	Intermediate Similarity	NPC112609
0.7606	Intermediate Similarity	NPC122327
0.7606	Intermediate Similarity	NPC113000
0.76	Intermediate Similarity	NPC242628
0.7571	Intermediate Similarity	NPC326200
0.7571	Intermediate Similarity	NPC208302
0.7544	Intermediate Similarity	NPC11150
0.7536	Intermediate Similarity	NPC5324
0.7536	Intermediate Similarity	NPC235059
0.7536	Intermediate Similarity	NPC16190
0.7536	Intermediate Similarity	NPC169222
0.7534	Intermediate Similarity	NPC298023
0.75	Intermediate Similarity	NPC189371
0.75	Intermediate Similarity	NPC276699
0.75	Intermediate Similarity	NPC52330
0.7467	Intermediate Similarity	NPC50063
0.7465	Intermediate Similarity	NPC271437
0.7465	Intermediate Similarity	NPC244738
0.7432	Intermediate Similarity	NPC224544
0.7432	Intermediate Similarity	NPC103488
0.7403	Intermediate Similarity	NPC172984
0.7403	Intermediate Similarity	NPC39600
0.7403	Intermediate Similarity	NPC104070
0.7397	Intermediate Similarity	NPC139658
0.7361	Intermediate Similarity	NPC108218
0.7361	Intermediate Similarity	NPC208075
0.7324	Intermediate Similarity	NPC155429
0.7308	Intermediate Similarity	NPC267704
0.7308	Intermediate Similarity	NPC133162
0.7297	Intermediate Similarity	NPC325662
0.7297	Intermediate Similarity	NPC290638
0.7297	Intermediate Similarity	NPC98269
0.726	Intermediate Similarity	NPC98976
0.7237	Intermediate Similarity	NPC328178
0.7237	Intermediate Similarity	NPC157055
0.7237	Intermediate Similarity	NPC285716
0.7237	Intermediate Similarity	NPC17408
0.72	Intermediate Similarity	NPC137847
0.72	Intermediate Similarity	NPC36342
0.72	Intermediate Similarity	NPC2785
0.72	Intermediate Similarity	NPC285470
0.72	Intermediate Similarity	NPC76455
0.7183	Intermediate Similarity	NPC219246
0.7162	Intermediate Similarity	NPC175393
0.7162	Intermediate Similarity	NPC271642
0.7143	Intermediate Similarity	NPC181786
0.7143	Intermediate Similarity	NPC133050
0.7125	Intermediate Similarity	NPC307
0.7125	Intermediate Similarity	NPC160339
0.7105	Intermediate Similarity	NPC170484
0.7105	Intermediate Similarity	NPC300205
0.7067	Intermediate Similarity	NPC329318
0.7067	Intermediate Similarity	NPC3672
0.7067	Intermediate Similarity	NPC287790
0.7067	Intermediate Similarity	NPC9796
0.7067	Intermediate Similarity	NPC245966
0.7051	Intermediate Similarity	NPC230068
0.7037	Intermediate Similarity	NPC60408
0.7037	Intermediate Similarity	NPC43945
0.7027	Intermediate Similarity	NPC206800
0.7027	Intermediate Similarity	NPC32203
0.7013	Intermediate Similarity	NPC190567
0.7013	Intermediate Similarity	NPC164086
0.7013	Intermediate Similarity	NPC121800
0.6974	Remote Similarity	NPC50192
0.6974	Remote Similarity	NPC12857
0.6962	Remote Similarity	NPC215008
0.6951	Remote Similarity	NPC153308
0.6951	Remote Similarity	NPC157778
0.6933	Remote Similarity	NPC302129
0.6923	Remote Similarity	NPC145053
0.6923	Remote Similarity	NPC231986
0.6914	Remote Similarity	NPC258046
0.6914	Remote Similarity	NPC164526
0.6892	Remote Similarity	NPC299134
0.6883	Remote Similarity	NPC139901
0.6883	Remote Similarity	NPC78517
0.6883	Remote Similarity	NPC469894
0.6883	Remote Similarity	NPC167577
0.6883	Remote Similarity	NPC272260
0.6883	Remote Similarity	NPC151405
0.6875	Remote Similarity	NPC95429
0.6875	Remote Similarity	NPC168855
0.6867	Remote Similarity	NPC298115
0.6849	Remote Similarity	NPC125144
0.6849	Remote Similarity	NPC121708
0.6842	Remote Similarity	NPC179726
0.6835	Remote Similarity	NPC329319
0.6835	Remote Similarity	NPC87299
0.6835	Remote Similarity	NPC14326
0.6835	Remote Similarity	NPC99394
0.6835	Remote Similarity	NPC103326
0.6835	Remote Similarity	NPC103387
0.6835	Remote Similarity	NPC323103
0.6818	Remote Similarity	NPC469807
0.6795	Remote Similarity	NPC184030
0.6795	Remote Similarity	NPC127343
0.6795	Remote Similarity	NPC192623
0.6795	Remote Similarity	NPC164449
0.6795	Remote Similarity	NPC309279
0.6795	Remote Similarity	NPC475289
0.6795	Remote Similarity	NPC477703
0.6795	Remote Similarity	NPC475573
0.6795	Remote Similarity	NPC71664
0.6795	Remote Similarity	NPC95868
0.679	Remote Similarity	NPC474354
0.679	Remote Similarity	NPC252067
0.6786	Remote Similarity	NPC277277
0.6786	Remote Similarity	NPC173413
0.6786	Remote Similarity	NPC26224
0.6753	Remote Similarity	NPC176228
0.675	Remote Similarity	NPC197581
0.675	Remote Similarity	NPC270507
0.675	Remote Similarity	NPC474088

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 NPC310758 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	931
0.1-0.2	798
0.2-0.3	2907
0.3-0.4	2850
0.4-0.5	1158
0.5-0.6	349
0.6-0.7	132
0.7-0.8	21
0.8-0.85	2
0.85-0.9	2
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.871	High Similarity	NPD675	Discontinued
0.8615	High Similarity	NPD9497	Clinical (unspecified phase)
0.8281	Intermediate Similarity	NPD173	Clinical (unspecified phase)
0.7826	Intermediate Similarity	NPD294	Approved
0.7826	Intermediate Similarity	NPD292	Approved
0.7794	Intermediate Similarity	NPD1673	Approved
0.7703	Intermediate Similarity	NPD3903	Approved
0.7703	Intermediate Similarity	NPD3904	Approved
0.7703	Intermediate Similarity	NPD3981	Approved
0.7703	Intermediate Similarity	NPD3979	Approved
0.7606	Intermediate Similarity	NPD9591	Approved
0.7606	Intermediate Similarity	NPD80	Approved
0.7606	Intermediate Similarity	NPD9592	Approved
0.7606	Intermediate Similarity	NPD9588	Approved
0.7606	Intermediate Similarity	NPD9590	Approved
0.7606	Intermediate Similarity	NPD9593	Approved
0.7606	Intermediate Similarity	NPD9589	Approved
0.7606	Intermediate Similarity	NPD9594	Approved
0.7465	Intermediate Similarity	NPD9728	Phase 1
0.7403	Intermediate Similarity	NPD3971	Phase 1
0.7403	Intermediate Similarity	NPD4635	Approved
0.7361	Intermediate Similarity	NPD505	Clinical (unspecified phase)
0.7308	Intermediate Similarity	NPD3427	Approved
0.7308	Intermediate Similarity	NPD4544	Approved
0.7308	Intermediate Similarity	NPD3429	Approved
0.7297	Intermediate Similarity	NPD4147	Approved
0.7297	Intermediate Similarity	NPD4144	Approved
0.7237	Intermediate Similarity	NPD260	Discontinued
0.72	Intermediate Similarity	NPD9563	Approved
0.72	Intermediate Similarity	NPD79	Approved
0.72	Intermediate Similarity	NPD293	Approved
0.72	Intermediate Similarity	NPD295	Approved
0.72	Intermediate Similarity	NPD9564	Approved
0.72	Intermediate Similarity	NPD296	Approved
0.7143	Intermediate Similarity	NPD3035	Approved
0.7125	Intermediate Similarity	NPD4409	Approved
0.7125	Intermediate Similarity	NPD4406	Approved
0.7105	Intermediate Similarity	NPD590	Approved
0.7105	Intermediate Similarity	NPD589	Approved
0.7105	Intermediate Similarity	NPD1475	Approved
0.7105	Intermediate Similarity	NPD1053	Approved
0.7105	Intermediate Similarity	NPD1051	Approved
0.7105	Intermediate Similarity	NPD1052	Approved
0.7067	Intermediate Similarity	NPD603	Approved
0.7051	Intermediate Similarity	NPD4701	Clinical (unspecified phase)
0.7051	Intermediate Similarity	NPD4169	Approved
0.7051	Intermediate Similarity	NPD4170	Approved
0.7037	Intermediate Similarity	NPD650	Approved
0.7037	Intermediate Similarity	NPD3428	Approved
0.7037	Intermediate Similarity	NPD3426	Approved
0.7027	Intermediate Similarity	NPD9716	Approved
0.7013	Intermediate Similarity	NPD5372	Approved
0.7013	Intermediate Similarity	NPD5371	Approved
0.7013	Intermediate Similarity	NPD1617	Discontinued
0.7	Intermediate Similarity	NPD9505	Clinical (unspecified phase)
0.6974	Remote Similarity	NPD9397	Approved
0.6974	Remote Similarity	NPD9393	Approved
0.6974	Remote Similarity	NPD225	Approved
0.6974	Remote Similarity	NPD227	Approved
0.6962	Remote Similarity	NPD2001	Discontinued
0.6962	Remote Similarity	NPD423	Phase 3
0.6962	Remote Similarity	NPD4000	Phase 3
0.6951	Remote Similarity	NPD3345	Approved
0.6923	Remote Similarity	NPD4026	Approved
0.6923	Remote Similarity	NPD4027	Approved
0.6923	Remote Similarity	NPD472	Approved
0.6914	Remote Similarity	NPD3099	Discontinued
0.6883	Remote Similarity	NPD507	Approved
0.6883	Remote Similarity	NPD508	Approved
0.6795	Remote Similarity	NPD914	Suspended
0.6795	Remote Similarity	NPD1507	Clinical (unspecified phase)
0.679	Remote Similarity	NPD2205	Approved
0.679	Remote Similarity	NPD2208	Approved
0.679	Remote Similarity	NPD5734	Clinical (unspecified phase)
0.6786	Remote Similarity	NPD3346	Approved
0.6786	Remote Similarity	NPD3344	Approved
0.675	Remote Similarity	NPD1185	Approved
0.675	Remote Similarity	NPD262	Approved
0.675	Remote Similarity	NPD831	Approved
0.675	Remote Similarity	NPD263	Approved
0.675	Remote Similarity	NPD5288	Clinical (unspecified phase)
0.675	Remote Similarity	NPD830	Approved
0.6709	Remote Similarity	NPD942	Approved
0.6709	Remote Similarity	NPD226	Approved
0.6707	Remote Similarity	NPD4636	Approved
0.6706	Remote Similarity	NPD517	Discontinued
0.6706	Remote Similarity	NPD7609	Phase 3
0.6667	Remote Similarity	NPD9395	Approved
0.6667	Remote Similarity	NPD785	Approved
0.6667	Remote Similarity	NPD5178	Approved
0.6667	Remote Similarity	NPD2538	Approved
0.6667	Remote Similarity	NPD9490	Approved
0.6667	Remote Similarity	NPD2539	Approved
0.6628	Remote Similarity	NPD4408	Approved
0.6628	Remote Similarity	NPD4405	Approved
0.6628	Remote Similarity	NPD4407	Approved
0.6628	Remote Similarity	NPD7631	Approved
0.6627	Remote Similarity	NPD4146	Approved
0.6627	Remote Similarity	NPD2002	Discontinued
0.6627	Remote Similarity	NPD4145	Approved
0.6627	Remote Similarity	NPD1087	Approved
0.6623	Remote Similarity	NPD9294	Approved
0.6552	Remote Similarity	NPD3980	Approved
0.6552	Remote Similarity	NPD4542	Approved
0.6552	Remote Similarity	NPD4545	Approved
0.6552	Remote Similarity	NPD3982	Approved
0.6552	Remote Similarity	NPD2878	Approved
0.6548	Remote Similarity	NPD5675	Discontinued
0.6548	Remote Similarity	NPD1101	Approved
0.6543	Remote Similarity	NPD1800	Clinical (unspecified phase)
0.6543	Remote Similarity	NPD9491	Approved
0.6508	Remote Similarity	NPD9072	Clinical (unspecified phase)
0.6506	Remote Similarity	NPD5252	Clinical (unspecified phase)
0.6477	Remote Similarity	NPD6048	Clinical (unspecified phase)
0.6477	Remote Similarity	NPD6049	Phase 2
0.6471	Remote Similarity	NPD5656	Clinical (unspecified phase)
0.6471	Remote Similarity	NPD771	Phase 3
0.6437	Remote Similarity	NPD1508	Approved
0.6437	Remote Similarity	NPD9361	Approved
0.6429	Remote Similarity	NPD782	Approved
0.6429	Remote Similarity	NPD781	Approved
0.6429	Remote Similarity	NPD506	Clinical (unspecified phase)
0.6429	Remote Similarity	NPD783	Approved
0.6429	Remote Similarity	NPD780	Approved
0.6404	Remote Similarity	NPD3457	Approved
0.6404	Remote Similarity	NPD3456	Approved
0.6404	Remote Similarity	NPD2895	Discontinued
0.6404	Remote Similarity	NPD3458	Approved
0.6404	Remote Similarity	NPD2005	Discontinued
0.6404	Remote Similarity	NPD3093	Approved
0.6395	Remote Similarity	NPD5915	Approved
0.6395	Remote Similarity	NPD3672	Approved
0.6395	Remote Similarity	NPD3673	Approved
0.6395	Remote Similarity	NPD1086	Approved
0.6395	Remote Similarity	NPD1089	Approved
0.6395	Remote Similarity	NPD1090	Approved
0.6386	Remote Similarity	NPD5916	Discontinued
0.6364	Remote Similarity	NPD243	Approved
0.6364	Remote Similarity	NPD736	Approved
0.6364	Remote Similarity	NPD735	Approved
0.6364	Remote Similarity	NPD8	Approved
0.6353	Remote Similarity	NPD531	Approved
0.6333	Remote Similarity	NPD5598	Approved
0.6333	Remote Similarity	NPD5597	Approved
0.6333	Remote Similarity	NPD3495	Discontinued
0.6322	Remote Similarity	NPD530	Approved
0.6322	Remote Similarity	NPD4543	Discontinued
0.631	Remote Similarity	NPD1697	Approved
0.631	Remote Similarity	NPD305	Approved
0.631	Remote Similarity	NPD304	Approved
0.6292	Remote Similarity	NPD688	Clinical (unspecified phase)
0.6279	Remote Similarity	NPD5346	Phase 2
0.6279	Remote Similarity	NPD5347	Phase 2
0.6279	Remote Similarity	NPD800	Approved
0.625	Remote Similarity	NPD1088	Approved
0.625	Remote Similarity	NPD752	Approved
0.6235	Remote Similarity	NPD4793	Discontinued
0.6235	Remote Similarity	NPD9538	Approved
0.6235	Remote Similarity	NPD1282	Approved
0.6222	Remote Similarity	NPD1843	Approved
0.6222	Remote Similarity	NPD1738	Approved
0.6207	Remote Similarity	NPD2811	Clinical (unspecified phase)
0.6207	Remote Similarity	NPD4728	Approved
0.6196	Remote Similarity	NPD1946	Clinical (unspecified phase)
0.6196	Remote Similarity	NPD523	Approved
0.6196	Remote Similarity	NPD524	Approved
0.619	Remote Similarity	NPD111	Approved
0.618	Remote Similarity	NPD1409	Phase 3
0.618	Remote Similarity	NPD1563	Approved
0.618	Remote Similarity	NPD5122	Clinical (unspecified phase)
0.618	Remote Similarity	NPD719	Approved
0.618	Remote Similarity	NPD720	Approved
0.618	Remote Similarity	NPD845	Approved
0.6163	Remote Similarity	NPD588	Approved
0.6163	Remote Similarity	NPD587	Approved
0.6154	Remote Similarity	NPD713	Clinical (unspecified phase)
0.6154	Remote Similarity	NPD2487	Clinical (unspecified phase)
0.6154	Remote Similarity	NPD9488	Approved
0.6154	Remote Similarity	NPD528	Clinical (unspecified phase)
0.6154	Remote Similarity	NPD9489	Approved
0.6136	Remote Similarity	NPD1239	Approved
0.6136	Remote Similarity	NPD2998	Approved
0.6136	Remote Similarity	NPD3000	Approved
0.6136	Remote Similarity	NPD2997	Approved
0.6129	Remote Similarity	NPD6354	Discontinued
0.6129	Remote Similarity	NPD5630	Phase 1
0.6111	Remote Similarity	NPD1432	Clinical (unspecified phase)
0.6111	Remote Similarity	NPD4094	Approved
0.6111	Remote Similarity	NPD5554	Approved
0.6111	Remote Similarity	NPD2655	Approved
0.6111	Remote Similarity	NPD2656	Approved
0.6111	Remote Similarity	NPD4814	Discontinued
0.6111	Remote Similarity	NPD1693	Approved
0.6098	Remote Similarity	NPD9250	Approved
0.6092	Remote Similarity	NPD9	Approved
0.6092	Remote Similarity	NPD1629	Approved
0.6092	Remote Similarity	NPD1628	Approved
0.6092	Remote Similarity	NPD297	Approved
0.6087	Remote Similarity	NPD5832	Phase 3
0.6067	Remote Similarity	NPD1814	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