NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	258.09
Volume:	267.589
LogP:	3.398
LogD:	2.559
LogS:	-3.111
# Rotatable Bonds:	4
TPSA:	77.76
# H-Bond Aceptor:	4
# H-Bond Donor:	3
# Rings:	2
# Heavy Atoms:	4

MedChem Properties

QED Drug-Likeness Score:	0.787
Synthetic Accessibility Score:	1.957
Fsp3:	0.133
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Accepted
GSK Rule:	Accepted
BMS Rule:	0
Golden Triangle Rule:	Accepted
Chelating Alert:	1
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-5.336
MDCK Permeability:	1.03841002783156e-05
Pgp-inhibitor:	0.001
Pgp-substrate:	0.002
Human Intestinal Absorption (HIA):	0.622
20% Bioavailability (F20%):	0.925
30% Bioavailability (F30%):	0.991

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.087
Plasma Protein Binding (PPB):	96.94197845458984%
Volume Distribution (VD):	0.295
Pgp-substrate:	2.079904794692993%

ADMET: Metabolism

CYP1A2-inhibitor:	0.414
CYP1A2-substrate:	0.103
CYP2C19-inhibitor:	0.184
CYP2C19-substrate:	0.049
CYP2C9-inhibitor:	0.595
CYP2C9-substrate:	0.396
CYP2D6-inhibitor:	0.723
CYP2D6-substrate:	0.204
CYP3A4-inhibitor:	0.08
CYP3A4-substrate:	0.103

ADMET: Excretion

Clearance (CL):	6.422
Half-life (T1/2):	0.921

ADMET: Toxicity

hERG Blockers:	0.139
Human Hepatotoxicity (H-HT):	0.42
Drug-inuced Liver Injury (DILI):	0.917
AMES Toxicity:	0.027
Rat Oral Acute Toxicity:	0.279
Maximum Recommended Daily Dose:	0.015
Skin Sensitization:	0.138
Carcinogencity:	0.27
Eye Corrosion:	0.005
Eye Irritation:	0.91
Respiratory Toxicity:	0.285

Download Data

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

Natural Product: NPC283514

Natural Product ID:	NPC283514
*Common Name:**	6-[2'-(4''-Hydroxyphenyl)Ethyl]Salicylic Acid
IUPAC Name:	2-hydroxy-6-[2-(4-hydroxyphenyl)ethyl]benzoic acid
Synonyms:
Standard InCHIKey:	GFSQDOUEUWXRSL-UHFFFAOYSA-N
Standard InCHI:	InChI=1S/C15H14O4/c16-12-8-5-10(6-9-12)4-7-11-2-1-3-13(17)14(11)15(18)19/h1-3,5-6,8-9,16-17H,4,7H2,(H,18,19)
SMILES:	Oc1ccc(cc1)CCc1cccc(c1C(=O)O)O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL240495
PubChem CID:	161413
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000261] Phenylpropanoids and polyketides [CHEMONTID:0000253] Stilbenes

*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
NPO13319	Isodon lungshengensis	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[10425112]
NPO9360	Hydrangea macrophylla	Species	Hydrangeaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO13319	Isodon lungshengensis	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO13319	Isodon lungshengensis	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO9360	Hydrangea macrophylla	Species	Hydrangeaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO9360	Hydrangea macrophylla	Species	Hydrangeaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO9360	Hydrangea macrophylla	Species	Hydrangeaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO13319	Isodon lungshengensis	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9360	Hydrangea macrophylla	Species	Hydrangeaceae	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
MIC	2

Activity Type	# Activity
Organism	2

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT16	Organism	Staphylococcus aureus	Staphylococcus aureus	MIC	=	50.0	ug.mL-1	PMID[522734]
NPT878	Organism	Streptococcus mutans	Streptococcus mutans	MIC	=	100.0	ug.mL-1	PMID[522735]

☑ 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 NPC283514 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	353
0.1-0.2	1608
0.2-0.3	3916
0.3-0.4	10880
0.4-0.5	7772
0.5-0.6	5262
0.6-0.7	9020
0.7-0.8	3409
0.8-0.85	385
0.85-0.9	66
0.9-0.95	22
0.95-1	4

Similarity Score	Similarity Level	Natural Product ID
0.9913	High Similarity	NPC198336
0.9504	High Similarity	NPC95537
0.9492	High Similarity	NPC244351
0.9316	High Similarity	NPC184579
0.9316	High Similarity	NPC233165
0.931	High Similarity	NPC125252
0.9174	High Similarity	NPC236189
0.916	High Similarity	NPC301987
0.916	High Similarity	NPC178395
0.916	High Similarity	NPC35856
0.916	High Similarity	NPC272454
0.916	High Similarity	NPC292665
0.916	High Similarity	NPC179092
0.916	High Similarity	NPC26433
0.916	High Similarity	NPC222876
0.916	High Similarity	NPC115188
0.916	High Similarity	NPC159760
0.916	High Similarity	NPC244994
0.904	High Similarity	NPC31539
0.8984	High Similarity	NPC72918
0.8943	High Similarity	NPC201728
0.8943	High Similarity	NPC167055
0.8943	High Similarity	NPC240744
0.8943	High Similarity	NPC262671
0.8915	High Similarity	NPC118919
0.8889	High Similarity	NPC247477
0.8889	High Similarity	NPC17840
0.8862	High Similarity	NPC265910
0.8862	High Similarity	NPC91475
0.8846	High Similarity	NPC301915
0.8846	High Similarity	NPC261292
0.881	High Similarity	NPC92624
0.878	High Similarity	NPC375356
0.8779	High Similarity	NPC4214
0.8769	High Similarity	NPC223836
0.874	High Similarity	NPC259942
0.8739	High Similarity	NPC477453
0.873	High Similarity	NPC41263
0.872	High Similarity	NPC160499
0.872	High Similarity	NPC8745
0.871	High Similarity	NPC13238
0.8702	High Similarity	NPC62907
0.8702	High Similarity	NPC62272
0.8699	High Similarity	NPC300274
0.8692	High Similarity	NPC161632
0.8661	High Similarity	NPC99731
0.8651	High Similarity	NPC181715
0.8647	High Similarity	NPC155205
0.864	High Similarity	NPC10926
0.864	High Similarity	NPC103540
0.8618	High Similarity	NPC242895
0.8618	High Similarity	NPC196976
0.8615	High Similarity	NPC44437
0.8615	High Similarity	NPC166480
0.8615	High Similarity	NPC282780
0.8607	High Similarity	NPC7151
0.8607	High Similarity	NPC216297
0.8607	High Similarity	NPC473662
0.8583	High Similarity	NPC312800
0.8583	High Similarity	NPC108288
0.8571	High Similarity	NPC96915
0.8571	High Similarity	NPC134969
0.856	High Similarity	NPC173978
0.855	High Similarity	NPC290803
0.8548	High Similarity	NPC133909
0.8548	High Similarity	NPC32032
0.8538	High Similarity	NPC180261
0.8538	High Similarity	NPC48036
0.8538	High Similarity	NPC37299
0.8538	High Similarity	NPC267205
0.8537	High Similarity	NPC165197
0.8534	High Similarity	NPC100551
0.8527	High Similarity	NPC85342
0.8527	High Similarity	NPC189823
0.8527	High Similarity	NPC244699
0.8527	High Similarity	NPC219892
0.8519	High Similarity	NPC250755
0.8507	High Similarity	NPC168471
0.8504	High Similarity	NPC209959
0.8492	Intermediate Similarity	NPC477454
0.8487	Intermediate Similarity	NPC211421
0.8485	Intermediate Similarity	NPC291454
0.8473	Intermediate Similarity	NPC474394
0.8473	Intermediate Similarity	NPC175943
0.8473	Intermediate Similarity	NPC288089
0.8468	Intermediate Similarity	NPC156139
0.8468	Intermediate Similarity	NPC224273
0.8468	Intermediate Similarity	NPC45438
0.8468	Intermediate Similarity	NPC115159
0.8468	Intermediate Similarity	NPC25168
0.8468	Intermediate Similarity	NPC73532
0.8468	Intermediate Similarity	NPC19174
0.8468	Intermediate Similarity	NPC267552
0.8468	Intermediate Similarity	NPC143427
0.8456	Intermediate Similarity	NPC66593
0.8455	Intermediate Similarity	NPC206778
0.8455	Intermediate Similarity	NPC233282
0.8455	Intermediate Similarity	NPC285829
0.845	Intermediate Similarity	NPC233056
0.845	Intermediate Similarity	NPC31799
0.845	Intermediate Similarity	NPC244441
0.845	Intermediate Similarity	NPC147757
0.8444	Intermediate Similarity	NPC290550
0.8443	Intermediate Similarity	NPC184527
0.8443	Intermediate Similarity	NPC328694
0.8438	Intermediate Similarity	NPC282923
0.8438	Intermediate Similarity	NPC48248
0.8425	Intermediate Similarity	NPC473691
0.8425	Intermediate Similarity	NPC3224
0.8421	Intermediate Similarity	NPC71256
0.8421	Intermediate Similarity	NPC471452
0.8421	Intermediate Similarity	NPC53206
0.8421	Intermediate Similarity	NPC53414
0.8421	Intermediate Similarity	NPC290030
0.8413	Intermediate Similarity	NPC234890
0.8413	Intermediate Similarity	NPC74507
0.8413	Intermediate Similarity	NPC142956
0.8409	Intermediate Similarity	NPC278375
0.8409	Intermediate Similarity	NPC142027
0.8409	Intermediate Similarity	NPC27407
0.84	Intermediate Similarity	NPC68167
0.84	Intermediate Similarity	NPC307174
0.84	Intermediate Similarity	NPC91478
0.84	Intermediate Similarity	NPC297193
0.8397	Intermediate Similarity	NPC294226
0.8397	Intermediate Similarity	NPC153783
0.8397	Intermediate Similarity	NPC52407
0.8397	Intermediate Similarity	NPC53896
0.8387	Intermediate Similarity	NPC297186
0.8387	Intermediate Similarity	NPC248363
0.8385	Intermediate Similarity	NPC72669
0.8385	Intermediate Similarity	NPC214702
0.8385	Intermediate Similarity	NPC470831
0.8385	Intermediate Similarity	NPC474517
0.8385	Intermediate Similarity	NPC7012
0.8385	Intermediate Similarity	NPC93015
0.8374	Intermediate Similarity	NPC188814
0.8374	Intermediate Similarity	NPC232178
0.8374	Intermediate Similarity	NPC195262
0.8372	Intermediate Similarity	NPC146647
0.8372	Intermediate Similarity	NPC34414
0.837	Intermediate Similarity	NPC183345
0.8358	Intermediate Similarity	NPC221104
0.8358	Intermediate Similarity	NPC472602
0.8347	Intermediate Similarity	NPC161304
0.8346	Intermediate Similarity	NPC191976
0.8346	Intermediate Similarity	NPC50455
0.8346	Intermediate Similarity	NPC254847
0.8346	Intermediate Similarity	NPC235115
0.8346	Intermediate Similarity	NPC158481
0.8333	Intermediate Similarity	NPC477153
0.8333	Intermediate Similarity	NPC275145
0.8333	Intermediate Similarity	NPC50924
0.8333	Intermediate Similarity	NPC223004
0.8321	Intermediate Similarity	NPC478190
0.8321	Intermediate Similarity	NPC135801
0.8321	Intermediate Similarity	NPC470160
0.8321	Intermediate Similarity	NPC175738
0.832	Intermediate Similarity	NPC120545
0.8309	Intermediate Similarity	NPC470842
0.8309	Intermediate Similarity	NPC220106
0.8308	Intermediate Similarity	NPC136588
0.8308	Intermediate Similarity	NPC199253
0.8308	Intermediate Similarity	NPC26697
0.8306	Intermediate Similarity	NPC159525
0.8306	Intermediate Similarity	NPC260837
0.8296	Intermediate Similarity	NPC138099
0.8296	Intermediate Similarity	NPC242994
0.8296	Intermediate Similarity	NPC472903
0.8295	Intermediate Similarity	NPC179898
0.8295	Intermediate Similarity	NPC247250
0.8295	Intermediate Similarity	NPC767
0.8293	Intermediate Similarity	NPC241089
0.8291	Intermediate Similarity	NPC141523
0.8284	Intermediate Similarity	NPC194579
0.8284	Intermediate Similarity	NPC53001
0.8284	Intermediate Similarity	NPC474849
0.8284	Intermediate Similarity	NPC474771
0.8284	Intermediate Similarity	NPC178467
0.8284	Intermediate Similarity	NPC70380
0.8284	Intermediate Similarity	NPC149372
0.8284	Intermediate Similarity	NPC65837
0.8284	Intermediate Similarity	NPC471905
0.8281	Intermediate Similarity	NPC306765
0.8281	Intermediate Similarity	NPC267846
0.8281	Intermediate Similarity	NPC231774
0.8279	Intermediate Similarity	NPC128825
0.8273	Intermediate Similarity	NPC163846
0.8273	Intermediate Similarity	NPC225173
0.8273	Intermediate Similarity	NPC314437
0.8271	Intermediate Similarity	NPC182496
0.8271	Intermediate Similarity	NPC180905
0.8271	Intermediate Similarity	NPC283088
0.8268	Intermediate Similarity	NPC152525
0.8268	Intermediate Similarity	NPC310540
0.8268	Intermediate Similarity	NPC68756
0.8268	Intermediate Similarity	NPC117794
0.8261	Intermediate Similarity	NPC257025
0.8258	Intermediate Similarity	NPC314048
0.8258	Intermediate Similarity	NPC43627

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 NPC283514 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	314
0.1-0.2	962
0.2-0.3	1398
0.3-0.4	2644
0.4-0.5	2053
0.5-0.6	1188
0.6-0.7	458
0.7-0.8	115
0.8-0.85	11
0.85-0.9	7
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.8943	High Similarity	NPD1164	Approved
0.877	High Similarity	NPD1201	Approved
0.8702	High Similarity	NPD5408	Approved
0.8702	High Similarity	NPD5405	Approved
0.8702	High Similarity	NPD5406	Approved
0.8702	High Similarity	NPD5404	Approved
0.864	High Similarity	NPD1470	Approved
0.8583	High Similarity	NPD405	Clinical (unspecified phase)
0.8534	High Similarity	NPD74	Approved
0.8534	High Similarity	NPD9266	Approved
0.8448	Intermediate Similarity	NPD9264	Approved
0.8448	Intermediate Similarity	NPD9267	Approved
0.8448	Intermediate Similarity	NPD9263	Approved
0.8421	Intermediate Similarity	NPD2935	Discontinued
0.8346	Intermediate Similarity	NPD1509	Clinical (unspecified phase)
0.8321	Intermediate Similarity	NPD943	Approved
0.8279	Intermediate Similarity	NPD9493	Approved
0.8203	Intermediate Similarity	NPD1203	Approved
0.8162	Intermediate Similarity	NPD970	Clinical (unspecified phase)
0.8115	Intermediate Similarity	NPD9281	Approved
0.8103	Intermediate Similarity	NPD9261	Approved
0.803	Intermediate Similarity	NPD3764	Approved
0.7941	Intermediate Similarity	NPD651	Clinical (unspecified phase)
0.7914	Intermediate Similarity	NPD3750	Approved
0.7872	Intermediate Similarity	NPD7390	Discontinued
0.7833	Intermediate Similarity	NPD9265	Clinical (unspecified phase)
0.7829	Intermediate Similarity	NPD9717	Approved
0.7826	Intermediate Similarity	NPD2346	Discontinued
0.781	Intermediate Similarity	NPD1510	Phase 2
0.781	Intermediate Similarity	NPD2799	Discontinued
0.7778	Intermediate Similarity	NPD1240	Approved
0.771	Intermediate Similarity	NPD1283	Approved
0.7664	Intermediate Similarity	NPD1607	Approved
0.7635	Intermediate Similarity	NPD7819	Suspended
0.763	Intermediate Similarity	NPD411	Approved
0.763	Intermediate Similarity	NPD2313	Discontinued
0.7626	Intermediate Similarity	NPD1551	Phase 2
0.7597	Intermediate Similarity	NPD3019	Approved
0.7597	Intermediate Similarity	NPD2932	Approved
0.7594	Intermediate Similarity	NPD2798	Approved
0.7591	Intermediate Similarity	NPD447	Suspended
0.7574	Intermediate Similarity	NPD520	Approved
0.7571	Intermediate Similarity	NPD1552	Clinical (unspecified phase)
0.7571	Intermediate Similarity	NPD1550	Clinical (unspecified phase)
0.7557	Intermediate Similarity	NPD9269	Phase 2
0.7554	Intermediate Similarity	NPD3748	Approved
0.7519	Intermediate Similarity	NPD2797	Approved
0.7519	Intermediate Similarity	NPD9268	Approved
0.7518	Intermediate Similarity	NPD1549	Phase 2
0.7516	Intermediate Similarity	NPD6232	Discontinued
0.75	Intermediate Similarity	NPD1511	Approved
0.7483	Intermediate Similarity	NPD3749	Approved
0.7483	Intermediate Similarity	NPD3226	Approved
0.7481	Intermediate Similarity	NPD1281	Approved
0.7481	Intermediate Similarity	NPD6832	Phase 2
0.7464	Intermediate Similarity	NPD1899	Clinical (unspecified phase)
0.7448	Intermediate Similarity	NPD7422	Clinical (unspecified phase)
0.7448	Intermediate Similarity	NPD2533	Approved
0.7448	Intermediate Similarity	NPD2532	Approved
0.7448	Intermediate Similarity	NPD2534	Approved
0.7447	Intermediate Similarity	NPD2344	Approved
0.7442	Intermediate Similarity	NPD9545	Approved
0.7431	Intermediate Similarity	NPD3300	Phase 2
0.7429	Intermediate Similarity	NPD4308	Phase 3
0.7429	Intermediate Similarity	NPD3299	Clinical (unspecified phase)
0.7413	Intermediate Similarity	NPD7003	Approved
0.7402	Intermediate Similarity	NPD5951	Approved
0.7397	Intermediate Similarity	NPD1512	Approved
0.7395	Intermediate Similarity	NPD3020	Approved
0.7385	Intermediate Similarity	NPD4196	Clinical (unspecified phase)
0.7372	Intermediate Similarity	NPD3268	Approved
0.7372	Intermediate Similarity	NPD7473	Discontinued
0.7365	Intermediate Similarity	NPD5808	Clinical (unspecified phase)
0.7333	Intermediate Similarity	NPD1242	Phase 1
0.7329	Intermediate Similarity	NPD4378	Clinical (unspecified phase)
0.7328	Intermediate Similarity	NPD4626	Approved
0.7319	Intermediate Similarity	NPD6663	Approved
0.7308	Intermediate Similarity	NPD1759	Phase 1
0.7303	Intermediate Similarity	NPD7768	Phase 2
0.7293	Intermediate Similarity	NPD1481	Phase 2
0.7293	Intermediate Similarity	NPD1608	Approved
0.7292	Intermediate Similarity	NPD1196	Approved
0.7292	Intermediate Similarity	NPD1878	Clinical (unspecified phase)
0.7288	Intermediate Similarity	NPD2860	Approved
0.7288	Intermediate Similarity	NPD2859	Approved
0.728	Intermediate Similarity	NPD3022	Approved
0.728	Intermediate Similarity	NPD3021	Approved
0.7279	Intermediate Similarity	NPD5736	Approved
0.7265	Intermediate Similarity	NPD1202	Approved
0.726	Intermediate Similarity	NPD1543	Discontinued
0.7258	Intermediate Similarity	NPD2342	Discontinued
0.7241	Intermediate Similarity	NPD2309	Approved
0.7231	Intermediate Similarity	NPD1758	Phase 1
0.7227	Intermediate Similarity	NPD288	Approved
0.7222	Intermediate Similarity	NPD1195	Approved
0.7219	Intermediate Similarity	NPD1934	Approved
0.7218	Intermediate Similarity	NPD1547	Clinical (unspecified phase)
0.7218	Intermediate Similarity	NPD1535	Discovery
0.7214	Intermediate Similarity	NPD230	Phase 1
0.7213	Intermediate Similarity	NPD1930	Approved
0.7213	Intermediate Similarity	NPD1929	Approved
0.7213	Intermediate Similarity	NPD1931	Clinical (unspecified phase)
0.7209	Intermediate Similarity	NPD255	Approved
0.7209	Intermediate Similarity	NPD256	Approved
0.7203	Intermediate Similarity	NPD688	Clinical (unspecified phase)
0.7203	Intermediate Similarity	NPD2934	Approved
0.7203	Intermediate Similarity	NPD2933	Approved
0.72	Intermediate Similarity	NPD6831	Clinical (unspecified phase)
0.719	Intermediate Similarity	NPD289	Clinical (unspecified phase)
0.7185	Intermediate Similarity	NPD1876	Approved
0.7172	Intermediate Similarity	NPD3400	Discontinued
0.7171	Intermediate Similarity	NPD2393	Clinical (unspecified phase)
0.7171	Intermediate Similarity	NPD1465	Phase 2
0.7155	Intermediate Similarity	NPD9256	Approved
0.7155	Intermediate Similarity	NPD9258	Approved
0.7154	Intermediate Similarity	NPD1237	Approved
0.7152	Intermediate Similarity	NPD7411	Suspended
0.7143	Intermediate Similarity	NPD4060	Phase 1
0.7143	Intermediate Similarity	NPD844	Approved
0.7143	Intermediate Similarity	NPD3023	Approved
0.7143	Intermediate Similarity	NPD3026	Approved
0.7143	Intermediate Similarity	NPD6799	Approved
0.7143	Intermediate Similarity	NPD4307	Phase 2
0.7143	Intermediate Similarity	NPD7075	Discontinued
0.7132	Intermediate Similarity	NPD3267	Approved
0.7132	Intermediate Similarity	NPD3266	Approved
0.7131	Intermediate Similarity	NPD846	Approved
0.7131	Intermediate Similarity	NPD940	Approved
0.7124	Intermediate Similarity	NPD8438	Clinical (unspecified phase)
0.7121	Intermediate Similarity	NPD3025	Approved
0.7121	Intermediate Similarity	NPD1651	Approved
0.7121	Intermediate Similarity	NPD3024	Approved
0.7109	Intermediate Similarity	NPD7635	Approved
0.7103	Intermediate Similarity	NPD7421	Clinical (unspecified phase)
0.7095	Intermediate Similarity	NPD7410	Clinical (unspecified phase)
0.7092	Intermediate Similarity	NPD1933	Approved
0.7086	Intermediate Similarity	NPD4380	Phase 2
0.7086	Intermediate Similarity	NPD6599	Discontinued
0.708	Intermediate Similarity	NPD257	Approved
0.708	Intermediate Similarity	NPD258	Approved
0.708	Intermediate Similarity	NPD1019	Discontinued
0.7068	Intermediate Similarity	NPD7163	Clinical (unspecified phase)
0.7068	Intermediate Similarity	NPD17	Approved
0.7059	Intermediate Similarity	NPD2801	Approved
0.7059	Intermediate Similarity	NPD1432	Clinical (unspecified phase)
0.7059	Intermediate Similarity	NPD3225	Approved
0.7059	Intermediate Similarity	NPD7096	Clinical (unspecified phase)
0.7055	Intermediate Similarity	NPD4628	Phase 3
0.7055	Intermediate Similarity	NPD8166	Discontinued
0.7047	Intermediate Similarity	NPD6273	Approved
0.7023	Intermediate Similarity	NPD9568	Approved
0.7021	Intermediate Similarity	NPD2979	Phase 3
0.7014	Intermediate Similarity	NPD4476	Approved
0.7014	Intermediate Similarity	NPD2796	Approved
0.7014	Intermediate Similarity	NPD4477	Approved
0.7013	Intermediate Similarity	NPD8443	Clinical (unspecified phase)
0.7013	Intermediate Similarity	NPD3817	Phase 2
0.7013	Intermediate Similarity	NPD4288	Approved
0.7008	Intermediate Similarity	NPD4750	Phase 3
0.7006	Intermediate Similarity	NPD6959	Discontinued
0.7	Intermediate Similarity	NPD6859	Clinical (unspecified phase)
0.6992	Remote Similarity	NPD1932	Approved
0.6992	Remote Similarity	NPD5691	Approved
0.6986	Remote Similarity	NPD1243	Approved
0.6985	Remote Similarity	NPD3600	Clinical (unspecified phase)
0.6981	Remote Similarity	NPD7852	Clinical (unspecified phase)
0.6972	Remote Similarity	NPD6355	Discontinued
0.6968	Remote Similarity	NPD3882	Suspended
0.6968	Remote Similarity	NPD4868	Clinical (unspecified phase)
0.6966	Remote Similarity	NPD1471	Phase 3
0.6963	Remote Similarity	NPD422	Phase 1
0.6949	Remote Similarity	NPD1239	Approved
0.6939	Remote Similarity	NPD6398	Clinical (unspecified phase)
0.6923	Remote Similarity	NPD4381	Clinical (unspecified phase)
0.6917	Remote Similarity	NPD1894	Discontinued
0.6912	Remote Similarity	NPD3972	Approved
0.6908	Remote Similarity	NPD7458	Discontinued
0.6906	Remote Similarity	NPD9569	Approved
0.6903	Remote Similarity	NPD5402	Approved
0.6897	Remote Similarity	NPD2438	Suspended
0.6889	Remote Similarity	NPD3847	Discontinued
0.6887	Remote Similarity	NPD5403	Approved
0.6883	Remote Similarity	NPD6801	Discontinued
0.688	Remote Similarity	NPD164	Approved
0.6879	Remote Similarity	NPD6798	Discontinued
0.6875	Remote Similarity	NPD9279	Approved
0.6871	Remote Similarity	NPD2800	Approved
0.6867	Remote Similarity	NPD5401	Approved
0.6867	Remote Similarity	NPD7004	Clinical (unspecified phase)
0.6861	Remote Similarity	NPD1755	Approved
0.686	Remote Similarity	NPD1809	Phase 2
0.6855	Remote Similarity	NPD5710	Approved
0.6855	Remote Similarity	NPD5711	Approved
0.6852	Remote Similarity	NPD5844	Phase 1
0.6849	Remote Similarity	NPD2343	Clinical (unspecified phase)
0.6846	Remote Similarity	NPD643	Clinical (unspecified phase)
0.6842	Remote Similarity	NPD2370	Clinical (unspecified phase)
0.6838	Remote Similarity	NPD1611	Approved
0.6833	Remote Similarity	NPD845	Approved
0.6829	Remote Similarity	NPD2066	Phase 3

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