NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	246.16
Volume:	281.134
LogP:	4.879
LogD:	4.023
LogS:	-3.771
# Rotatable Bonds:	4
TPSA:	40.46
# H-Bond Aceptor:	2
# H-Bond Donor:	2
# Rings:	1
# Heavy Atoms:	2

MedChem Properties

QED Drug-Likeness Score:	0.621
Synthetic Accessibility Score:	2.989
Fsp3:	0.375
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Rejected
GSK Rule:	Rejected
BMS Rule:	0
Golden Triangle Rule:	Accepted
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-4.7
MDCK Permeability:	2.1991054381942376e-05
Pgp-inhibitor:	0.834
Pgp-substrate:	0.002
Human Intestinal Absorption (HIA):	0.006
20% Bioavailability (F20%):	0.974
30% Bioavailability (F30%):	0.963

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.062
Plasma Protein Binding (PPB):	99.60614013671875%
Volume Distribution (VD):	3.985
Pgp-substrate:	2.7817254066467285%

ADMET: Metabolism

CYP1A2-inhibitor:	0.914
CYP1A2-substrate:	0.591
CYP2C19-inhibitor:	0.844
CYP2C19-substrate:	0.178
CYP2C9-inhibitor:	0.547
CYP2C9-substrate:	0.914
CYP2D6-inhibitor:	0.934
CYP2D6-substrate:	0.864
CYP3A4-inhibitor:	0.406
CYP3A4-substrate:	0.264

ADMET: Excretion

Clearance (CL):	7.02
Half-life (T1/2):	0.461

ADMET: Toxicity

hERG Blockers:	0.021
Human Hepatotoxicity (H-HT):	0.247
Drug-inuced Liver Injury (DILI):	0.024
AMES Toxicity:	0.021
Rat Oral Acute Toxicity:	0.164
Maximum Recommended Daily Dose:	0.541
Skin Sensitization:	0.909
Carcinogencity:	0.092
Eye Corrosion:	0.249
Eye Irritation:	0.946
Respiratory Toxicity:	0.709

Download Data

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

Natural Product: NPC47284

Natural Product ID:	NPC47284
*Common Name:**	Comosusol C
IUPAC Name:	2-(2-methylbut-3-en-2-yl)-5-(3-methylbut-2-enyl)benzene-1,4-diol
Synonyms:	Comosusol C
Standard InCHIKey:	JNPXKIOGCPMNPZ-UHFFFAOYSA-N
Standard InCHI:	InChI=1S/C16H22O2/c1-6-16(4,5)13-10-14(17)12(9-15(13)18)8-7-11(2)3/h6-7,9-10,17-18H,1,8H2,2-5H3
SMILES:	C=CC(c1cc(O)c(cc1O)CC=C(C)C)(C)C
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL1773907
PubChem CID:	52952528
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000259] Prenol lipids [CHEMONTID:0001534] Quinone and hydroquinone lipids [CHEMONTID:0002801] Prenylated hydroquinones

*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
NPO16286	Sporochnus comosus	Species	Sporochnaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[21348445]
NPO5730	Lactuca canadensis	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO17827	Scutellaria przewalskii	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO5730	Lactuca canadensis	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO17845	Rhynchotechum vestitum	Species	Gesneriaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO17827	Scutellaria przewalskii	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO17950	Siphonoglossa ramosa	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[UNPD]
NPO5730	Lactuca canadensis	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO1266	Trigonella polycerata	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14726	Alnus subcordata	Species	Betulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13576	Cordylanthus tenuis	Species	Orobanchaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13944	Parkia speciosa	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17183	Chaetomium coarctatum	Species	Chaetomiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17845	Rhynchotechum vestitum	Species	Gesneriaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17827	Scutellaria przewalskii	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16286	Sporochnus comosus	Species	Sporochnaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17714	Blepharispermum zanguebaricum	Species	Asteraceae	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
GI50	5

Activity Type	# Activity
Cell Line	5

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT395	Cell Line	SF-268	Homo sapiens	GI50	=	35000.0	nM	PMID[487600]
NPT83	Cell Line	MCF7	Homo sapiens	GI50	=	25000.0	nM	PMID[487600]
NPT397	Cell Line	NCI-H460	Homo sapiens	GI50	=	29000.0	nM	PMID[487600]
NPT139	Cell Line	HT-29	Homo sapiens	GI50	=	43000.0	nM	PMID[487600]
NPT913	Cell Line	CHO-K1	Cricetulus griseus	GI50	=	27000.0	nM	PMID[487600]

☑ 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 NPC47284 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	275
0.1-0.2	1785
0.2-0.3	4214
0.3-0.4	13633
0.4-0.5	6829
0.5-0.6	10656
0.6-0.7	4041
0.7-0.8	942
0.8-0.85	210
0.85-0.9	73
0.9-0.95	35
0.95-1	4

Similarity Score	Similarity Level	Natural Product ID
0.9898	High Similarity	NPC53740
0.949	High Similarity	NPC252105
0.949	High Similarity	NPC477685
0.9485	High Similarity	NPC299762
0.9485	High Similarity	NPC33675
0.9406	High Similarity	NPC320439
0.9394	High Similarity	NPC269212
0.9388	High Similarity	NPC48730
0.9388	High Similarity	NPC129373
0.9388	High Similarity	NPC248396
0.9381	High Similarity	NPC152097
0.9307	High Similarity	NPC155072
0.9293	High Similarity	NPC80800
0.9286	High Similarity	NPC260775
0.9231	High Similarity	NPC266937
0.9231	High Similarity	NPC77772
0.9231	High Similarity	NPC470770
0.92	High Similarity	NPC108497
0.9192	High Similarity	NPC72729
0.9192	High Similarity	NPC70677
0.9192	High Similarity	NPC12931
0.9192	High Similarity	NPC130756
0.9184	High Similarity	NPC475078
0.9184	High Similarity	NPC79241
0.9184	High Similarity	NPC6597
0.9143	High Similarity	NPC62867
0.9143	High Similarity	NPC177962
0.9118	High Similarity	NPC310456
0.9109	High Similarity	NPC272029
0.9109	High Similarity	NPC475225
0.9082	High Similarity	NPC259512
0.9082	High Similarity	NPC312132
0.9072	High Similarity	NPC152415
0.901	High Similarity	NPC235762
0.901	High Similarity	NPC471228
0.9	High Similarity	NPC174911
0.8969	High Similarity	NPC55903
0.8969	High Similarity	NPC29373
0.8962	High Similarity	NPC302371
0.8942	High Similarity	NPC306295
0.8922	High Similarity	NPC475580
0.8911	High Similarity	NPC12221
0.8899	High Similarity	NPC320864
0.8868	High Similarity	NPC275627
0.8868	High Similarity	NPC54373
0.8868	High Similarity	NPC469912
0.8866	High Similarity	NPC306074
0.8866	High Similarity	NPC231150
0.8846	High Similarity	NPC66834
0.8846	High Similarity	NPC474352
0.8812	High Similarity	NPC225506
0.8807	High Similarity	NPC141001
0.8796	High Similarity	NPC471534
0.8788	High Similarity	NPC222146
0.8776	High Similarity	NPC162314
0.8776	High Similarity	NPC210497
0.8776	High Similarity	NPC147284
0.8776	High Similarity	NPC94139
0.8776	High Similarity	NPC3358
0.8776	High Similarity	NPC306884
0.8763	High Similarity	NPC192
0.8762	High Similarity	NPC64586
0.875	High Similarity	NPC469913
0.8739	High Similarity	NPC471449
0.8713	High Similarity	NPC252821
0.8713	High Similarity	NPC122005
0.8687	High Similarity	NPC289769
0.8687	High Similarity	NPC27323
0.8687	High Similarity	NPC245187
0.8687	High Similarity	NPC316301
0.8667	High Similarity	NPC232523
0.8667	High Similarity	NPC158253
0.8667	High Similarity	NPC204901
0.8654	High Similarity	NPC117115
0.8654	High Similarity	NPC37802
0.8641	High Similarity	NPC233827
0.8627	High Similarity	NPC130103
0.8614	High Similarity	NPC474073
0.8611	High Similarity	NPC250323
0.8611	High Similarity	NPC98372
0.8611	High Similarity	NPC228452
0.8598	High Similarity	NPC132720
0.8585	High Similarity	NPC279887
0.8585	High Similarity	NPC68260
0.8571	High Similarity	NPC201662
0.8571	High Similarity	NPC12640
0.8571	High Similarity	NPC477814
0.8571	High Similarity	NPC54765
0.8571	High Similarity	NPC99836
0.8558	High Similarity	NPC227458
0.8558	High Similarity	NPC218879
0.8558	High Similarity	NPC244513
0.8557	High Similarity	NPC27974
0.8529	High Similarity	NPC92730
0.8519	High Similarity	NPC224527
0.8519	High Similarity	NPC260323
0.8519	High Similarity	NPC176279
0.8505	High Similarity	NPC98392
0.8505	High Similarity	NPC473524
0.8505	High Similarity	NPC299568
0.8505	High Similarity	NPC186385
0.8505	High Similarity	NPC26013
0.8505	High Similarity	NPC33728
0.8505	High Similarity	NPC282855
0.8505	High Similarity	NPC19808
0.85	High Similarity	NPC76938
0.8496	Intermediate Similarity	NPC325544
0.8496	Intermediate Similarity	NPC477037
0.8496	Intermediate Similarity	NPC318581
0.8491	Intermediate Similarity	NPC151477
0.8491	Intermediate Similarity	NPC233320
0.8485	Intermediate Similarity	NPC155908
0.8476	Intermediate Similarity	NPC138942
0.8468	Intermediate Similarity	NPC92
0.8468	Intermediate Similarity	NPC469663
0.8455	Intermediate Similarity	NPC195922
0.8454	Intermediate Similarity	NPC307235
0.8454	Intermediate Similarity	NPC407
0.8447	Intermediate Similarity	NPC211885
0.844	Intermediate Similarity	NPC46940
0.8431	Intermediate Similarity	NPC88420
0.8431	Intermediate Similarity	NPC225464
0.8431	Intermediate Similarity	NPC77492
0.8426	Intermediate Similarity	NPC141782
0.8426	Intermediate Similarity	NPC13482
0.8426	Intermediate Similarity	NPC208229
0.8416	Intermediate Similarity	NPC144682
0.8416	Intermediate Similarity	NPC32714
0.8411	Intermediate Similarity	NPC174981
0.8411	Intermediate Similarity	NPC95344
0.8407	Intermediate Similarity	NPC323074
0.8396	Intermediate Similarity	NPC21594
0.8396	Intermediate Similarity	NPC67250
0.8393	Intermediate Similarity	NPC477136
0.8381	Intermediate Similarity	NPC130817
0.8381	Intermediate Similarity	NPC288411
0.8381	Intermediate Similarity	NPC120719
0.8381	Intermediate Similarity	NPC238696
0.8381	Intermediate Similarity	NPC323810
0.8378	Intermediate Similarity	NPC469719
0.8378	Intermediate Similarity	NPC192948
0.8378	Intermediate Similarity	NPC232165
0.8378	Intermediate Similarity	NPC35797
0.8351	Intermediate Similarity	NPC155393
0.8349	Intermediate Similarity	NPC95716
0.8349	Intermediate Similarity	NPC228609
0.8333	Intermediate Similarity	NPC58865
0.8319	Intermediate Similarity	NPC206205
0.8304	Intermediate Similarity	NPC471668
0.8304	Intermediate Similarity	NPC219112
0.8304	Intermediate Similarity	NPC477137
0.8304	Intermediate Similarity	NPC308828
0.8304	Intermediate Similarity	NPC38893
0.8304	Intermediate Similarity	NPC308311
0.83	Intermediate Similarity	NPC270547
0.83	Intermediate Similarity	NPC304541
0.8288	Intermediate Similarity	NPC268160
0.8286	Intermediate Similarity	NPC94351
0.8286	Intermediate Similarity	NPC242342
0.8286	Intermediate Similarity	NPC146798
0.8286	Intermediate Similarity	NPC168829
0.8286	Intermediate Similarity	NPC313030
0.8286	Intermediate Similarity	NPC249828
0.8286	Intermediate Similarity	NPC53051
0.8286	Intermediate Similarity	NPC24404
0.8286	Intermediate Similarity	NPC168303
0.8286	Intermediate Similarity	NPC302219
0.8286	Intermediate Similarity	NPC71002
0.8286	Intermediate Similarity	NPC85479
0.8286	Intermediate Similarity	NPC222522
0.8286	Intermediate Similarity	NPC106396
0.8283	Intermediate Similarity	NPC177420
0.8283	Intermediate Similarity	NPC318325
0.8283	Intermediate Similarity	NPC98772
0.8283	Intermediate Similarity	NPC280347
0.8283	Intermediate Similarity	NPC242240
0.8283	Intermediate Similarity	NPC123273
0.8273	Intermediate Similarity	NPC166995
0.8273	Intermediate Similarity	NPC228425
0.8273	Intermediate Similarity	NPC26615
0.8269	Intermediate Similarity	NPC294741
0.8269	Intermediate Similarity	NPC10588
0.8269	Intermediate Similarity	NPC166761
0.8261	Intermediate Similarity	NPC129176
0.8257	Intermediate Similarity	NPC296683
0.8257	Intermediate Similarity	NPC471535
0.8252	Intermediate Similarity	NPC156313
0.8247	Intermediate Similarity	NPC286904
0.8247	Intermediate Similarity	NPC150837
0.8246	Intermediate Similarity	NPC469644
0.8246	Intermediate Similarity	NPC121866
0.8246	Intermediate Similarity	NPC51341
0.8241	Intermediate Similarity	NPC11554
0.8235	Intermediate Similarity	NPC26244
0.8235	Intermediate Similarity	NPC8392
0.8235	Intermediate Similarity	NPC274678
0.823	Intermediate Similarity	NPC172219
0.823	Intermediate Similarity	NPC304510
0.8224	Intermediate Similarity	NPC30416
0.8218	Intermediate Similarity	NPC271440

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 NPC47284 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	265
0.1-0.2	1071
0.2-0.3	1417
0.3-0.4	2966
0.4-0.5	1856
0.5-0.6	1133
0.6-0.7	365
0.7-0.8	64
0.8-0.85	8
0.85-0.9	2
0.9-0.95	2
0.95-1	1

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.9588	High Similarity	NPD289	Clinical (unspecified phase)
0.9175	High Similarity	NPD844	Approved
0.9082	High Similarity	NPD288	Approved
0.8785	High Similarity	NPD7635	Approved
0.8687	High Similarity	NPD1432	Clinical (unspecified phase)
0.8505	High Similarity	NPD4750	Phase 3
0.8416	Intermediate Similarity	NPD1809	Phase 2
0.84	Intermediate Similarity	NPD845	Approved
0.835	Intermediate Similarity	NPD3020	Approved
0.8235	Intermediate Similarity	NPD2859	Approved
0.8235	Intermediate Similarity	NPD2860	Approved
0.8214	Intermediate Similarity	NPD6671	Approved
0.8148	Intermediate Similarity	NPD2342	Discontinued
0.8137	Intermediate Similarity	NPD2933	Approved
0.8137	Intermediate Similarity	NPD2934	Approved
0.8019	Intermediate Similarity	NPD940	Approved
0.8019	Intermediate Similarity	NPD846	Approved
0.8	Intermediate Similarity	NPD3021	Approved
0.8	Intermediate Similarity	NPD3022	Approved
0.7983	Intermediate Similarity	NPD6696	Suspended
0.789	Intermediate Similarity	NPD1445	Approved
0.789	Intermediate Similarity	NPD1444	Approved
0.7845	Intermediate Similarity	NPD3091	Approved
0.7807	Intermediate Similarity	NPD497	Approved
0.7778	Intermediate Similarity	NPD111	Approved
0.7719	Intermediate Similarity	NPD498	Approved
0.7719	Intermediate Similarity	NPD496	Approved
0.7719	Intermediate Similarity	NPD495	Approved
0.7712	Intermediate Similarity	NPD3019	Approved
0.7712	Intermediate Similarity	NPD4059	Approved
0.7712	Intermediate Similarity	NPD2932	Approved
0.7699	Intermediate Similarity	NPD6124	Clinical (unspecified phase)
0.7679	Intermediate Similarity	NPD1792	Phase 2
0.7652	Intermediate Similarity	NPD1791	Approved
0.7652	Intermediate Similarity	NPD1793	Approved
0.7583	Intermediate Similarity	NPD3092	Approved
0.7565	Intermediate Similarity	NPD7159	Clinical (unspecified phase)
0.7565	Intermediate Similarity	NPD1398	Phase 1
0.7563	Intermediate Similarity	NPD4626	Approved
0.7521	Intermediate Similarity	NPD7340	Approved
0.75	Intermediate Similarity	NPD3496	Discontinued
0.748	Intermediate Similarity	NPD3094	Phase 2
0.7459	Intermediate Similarity	NPD4749	Approved
0.7438	Intermediate Similarity	NPD5351	Clinical (unspecified phase)
0.7438	Intermediate Similarity	NPD5350	Clinical (unspecified phase)
0.7431	Intermediate Similarity	NPD1242	Phase 1
0.7423	Intermediate Similarity	NPD9088	Approved
0.7419	Intermediate Similarity	NPD6917	Clinical (unspecified phase)
0.7417	Intermediate Similarity	NPD3095	Discontinued
0.7417	Intermediate Similarity	NPD1751	Approved
0.7417	Intermediate Similarity	NPD4589	Approved
0.7414	Intermediate Similarity	NPD2229	Approved
0.7414	Intermediate Similarity	NPD2234	Approved
0.7414	Intermediate Similarity	NPD2228	Approved
0.7395	Intermediate Similarity	NPD2226	Clinical (unspecified phase)
0.7373	Intermediate Similarity	NPD7325	Clinical (unspecified phase)
0.736	Intermediate Similarity	NPD2861	Phase 2
0.7323	Intermediate Similarity	NPD6410	Clinical (unspecified phase)
0.7317	Intermediate Similarity	NPD3600	Clinical (unspecified phase)
0.7297	Intermediate Similarity	NPD9500	Approved
0.7273	Intermediate Similarity	NPD2286	Discontinued
0.7273	Intermediate Similarity	NPD1778	Approved
0.7257	Intermediate Similarity	NPD968	Approved
0.725	Intermediate Similarity	NPD7330	Discontinued
0.7248	Intermediate Similarity	NPD9273	Approved
0.7244	Intermediate Similarity	NPD4625	Phase 3
0.7241	Intermediate Similarity	NPD228	Approved
0.7236	Intermediate Similarity	NPD2233	Approved
0.7236	Intermediate Similarity	NPD2230	Approved
0.7236	Intermediate Similarity	NPD2232	Approved
0.7222	Intermediate Similarity	NPD5736	Approved
0.7203	Intermediate Similarity	NPD9618	Approved
0.7203	Intermediate Similarity	NPD9614	Approved
0.719	Intermediate Similarity	NPD4196	Clinical (unspecified phase)
0.719	Intermediate Similarity	NPD4093	Discontinued
0.719	Intermediate Similarity	NPD5691	Approved
0.719	Intermediate Similarity	NPD4235	Clinical (unspecified phase)
0.7177	Intermediate Similarity	NPD1755	Approved
0.7154	Intermediate Similarity	NPD1201	Approved
0.7154	Intermediate Similarity	NPD1611	Approved
0.7143	Intermediate Similarity	NPD2194	Approved
0.7143	Intermediate Similarity	NPD7157	Approved
0.7143	Intermediate Similarity	NPD2195	Approved
0.7117	Intermediate Similarity	NPD3028	Approved
0.7107	Intermediate Similarity	NPD5303	Approved
0.7107	Intermediate Similarity	NPD5304	Approved
0.7099	Intermediate Similarity	NPD4097	Suspended
0.7087	Intermediate Similarity	NPD3637	Approved
0.7087	Intermediate Similarity	NPD3636	Approved
0.7087	Intermediate Similarity	NPD3635	Approved
0.7083	Intermediate Similarity	NPD405	Clinical (unspecified phase)
0.7083	Intermediate Similarity	NPD7636	Approved
0.708	Intermediate Similarity	NPD9610	Approved
0.708	Intermediate Similarity	NPD9608	Approved
0.7073	Intermediate Similarity	NPD3143	Discontinued
0.7073	Intermediate Similarity	NPD1983	Approved
0.7073	Intermediate Similarity	NPD3023	Approved
0.7073	Intermediate Similarity	NPD1981	Approved
0.7073	Intermediate Similarity	NPD1980	Approved
0.7073	Intermediate Similarity	NPD3026	Approved
0.7059	Intermediate Similarity	NPD1476	Clinical (unspecified phase)
0.7049	Intermediate Similarity	NPD3024	Approved
0.7049	Intermediate Similarity	NPD3025	Approved
0.7034	Intermediate Similarity	NPD9379	Approved
0.7034	Intermediate Similarity	NPD9377	Approved
0.7031	Intermediate Similarity	NPD2605	Approved
0.7031	Intermediate Similarity	NPD2606	Approved
0.7025	Intermediate Similarity	NPD9615	Approved
0.7025	Intermediate Similarity	NPD9616	Approved
0.7025	Intermediate Similarity	NPD9613	Approved
0.701	Intermediate Similarity	NPD9087	Approved
0.7008	Intermediate Similarity	NPD4624	Approved
0.7	Intermediate Similarity	NPD6663	Approved
0.7	Intermediate Similarity	NPD709	Approved
0.6991	Remote Similarity	NPD5700	Clinical (unspecified phase)
0.6983	Remote Similarity	NPD2684	Approved
0.6981	Remote Similarity	NPD9295	Approved
0.6977	Remote Similarity	NPD5155	Approved
0.6977	Remote Similarity	NPD5156	Approved
0.6975	Remote Similarity	NPD5283	Phase 1
0.6967	Remote Similarity	NPD316	Approved
0.696	Remote Similarity	NPD3070	Discontinued
0.6953	Remote Similarity	NPD2237	Approved
0.694	Remote Similarity	NPD6100	Approved
0.694	Remote Similarity	NPD6099	Approved
0.6935	Remote Similarity	NPD2688	Clinical (unspecified phase)
0.6929	Remote Similarity	NPD4339	Clinical (unspecified phase)
0.6929	Remote Similarity	NPD1470	Approved
0.6899	Remote Similarity	NPD3594	Approved
0.6899	Remote Similarity	NPD3595	Approved
0.6899	Remote Similarity	NPD596	Approved
0.6899	Remote Similarity	NPD600	Approved
0.6897	Remote Similarity	NPD290	Approved
0.6864	Remote Similarity	NPD9280	Clinical (unspecified phase)
0.6818	Remote Similarity	NPD4060	Phase 1
0.6818	Remote Similarity	NPD3620	Phase 2
0.6818	Remote Similarity	NPD3619	Clinical (unspecified phase)
0.6818	Remote Similarity	NPD6346	Approved
0.6815	Remote Similarity	NPD2935	Discontinued
0.6814	Remote Similarity	NPD1616	Discontinued
0.68	Remote Similarity	NPD9294	Approved
0.6789	Remote Similarity	NPD1088	Approved
0.678	Remote Similarity	NPD9380	Clinical (unspecified phase)
0.6777	Remote Similarity	NPD475	Phase 2
0.6774	Remote Similarity	NPD5585	Approved
0.6774	Remote Similarity	NPD1357	Approved
0.6774	Remote Similarity	NPD1651	Approved
0.6772	Remote Similarity	NPD5327	Phase 3
0.6769	Remote Similarity	NPD4908	Phase 1
0.675	Remote Similarity	NPD7843	Approved
0.675	Remote Similarity	NPD1138	Approved
0.6748	Remote Similarity	NPD7644	Approved
0.6746	Remote Similarity	NPD1610	Phase 2
0.6744	Remote Similarity	NPD6584	Phase 3
0.6742	Remote Similarity	NPD839	Approved
0.6742	Remote Similarity	NPD840	Approved
0.6741	Remote Similarity	NPD7742	Approved
0.6741	Remote Similarity	NPD7743	Approved
0.6739	Remote Similarity	NPD6398	Clinical (unspecified phase)
0.6729	Remote Similarity	NPD1101	Approved
0.6721	Remote Similarity	NPD255	Approved
0.6721	Remote Similarity	NPD256	Approved
0.672	Remote Similarity	NPD2667	Approved
0.672	Remote Similarity	NPD9381	Approved
0.672	Remote Similarity	NPD9384	Approved
0.672	Remote Similarity	NPD5238	Clinical (unspecified phase)
0.672	Remote Similarity	NPD2668	Approved
0.6719	Remote Similarity	NPD1283	Approved
0.6718	Remote Similarity	NPD3027	Phase 3
0.6718	Remote Similarity	NPD7095	Approved
0.6695	Remote Similarity	NPD74	Approved
0.6695	Remote Similarity	NPD9266	Approved
0.6694	Remote Similarity	NPD4869	Clinical (unspecified phase)
0.6694	Remote Similarity	NPD1759	Phase 1
0.6693	Remote Similarity	NPD2235	Phase 2
0.6693	Remote Similarity	NPD2231	Phase 2
0.6692	Remote Similarity	NPD1712	Approved
0.6692	Remote Similarity	NPD4208	Discontinued
0.6692	Remote Similarity	NPD4140	Approved
0.6692	Remote Similarity	NPD2238	Phase 2
0.6692	Remote Similarity	NPD4212	Discontinued
0.6667	Remote Similarity	NPD3055	Approved
0.6667	Remote Similarity	NPD4907	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD9493	Approved
0.6667	Remote Similarity	NPD3053	Approved
0.6667	Remote Similarity	NPD1139	Approved
0.6667	Remote Similarity	NPD2797	Approved
0.6667	Remote Similarity	NPD1137	Approved
0.6642	Remote Similarity	NPD4721	Approved
0.6642	Remote Similarity	NPD4725	Approved
0.6642	Remote Similarity	NPD5735	Approved
0.6642	Remote Similarity	NPD4726	Approved
0.6641	Remote Similarity	NPD4207	Discontinued
0.6641	Remote Similarity	NPD9622	Approved
0.6641	Remote Similarity	NPD1529	Clinical (unspecified phase)
0.6639	Remote Similarity	NPD5451	Approved
0.6639	Remote Similarity	NPD5951	Approved
0.6635	Remote Similarity	NPD9089	Approved
0.662	Remote Similarity	NPD6090	Discontinued
0.6618	Remote Similarity	NPD3299	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