NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	244.11
Volume:	261.435
LogP:	4.028
LogD:	3.385
LogS:	-3.972
# Rotatable Bonds:	2
TPSA:	57.53
# H-Bond Aceptor:	3
# H-Bond Donor:	2
# Rings:	2
# Heavy Atoms:	3

MedChem Properties

QED Drug-Likeness Score:	0.795
Synthetic Accessibility Score:	2.697
Fsp3:	0.267
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Rejected
GSK Rule:	Rejected
BMS Rule:	1
Golden Triangle Rule:	Accepted
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-4.765
MDCK Permeability:	1.1105690646218136e-05
Pgp-inhibitor:	0.008
Pgp-substrate:	0.014
Human Intestinal Absorption (HIA):	0.006
20% Bioavailability (F20%):	0.97
30% Bioavailability (F30%):	0.949

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.203
Plasma Protein Binding (PPB):	97.6821060180664%
Volume Distribution (VD):	0.826
Pgp-substrate:	1.1483330726623535%

ADMET: Metabolism

CYP1A2-inhibitor:	0.972
CYP1A2-substrate:	0.889
CYP2C19-inhibitor:	0.298
CYP2C19-substrate:	0.163
CYP2C9-inhibitor:	0.594
CYP2C9-substrate:	0.83
CYP2D6-inhibitor:	0.713
CYP2D6-substrate:	0.553
CYP3A4-inhibitor:	0.505
CYP3A4-substrate:	0.159

ADMET: Excretion

Clearance (CL):	4.999
Half-life (T1/2):	0.414

ADMET: Toxicity

hERG Blockers:	0.015
Human Hepatotoxicity (H-HT):	0.023
Drug-inuced Liver Injury (DILI):	0.694
AMES Toxicity:	0.613
Rat Oral Acute Toxicity:	0.092
Maximum Recommended Daily Dose:	0.962
Skin Sensitization:	0.925
Carcinogencity:	0.337
Eye Corrosion:	0.242
Eye Irritation:	0.967
Respiratory Toxicity:	0.925

Download Data

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

Natural Product: NPC41847

Natural Product ID:	NPC41847
*Common Name:**	2,7-Dihydroxy-4-Isopropyl-6-Methyl-1-Naphthaldehyde
IUPAC Name:	2,7-dihydroxy-6-methyl-4-propan-2-ylnaphthalene-1-carbaldehyde
Synonyms:
Standard InCHIKey:	GBYIRCXHWOBGHE-UHFFFAOYSA-N
Standard InCHI:	InChI=1S/C15H16O3/c1-8(2)10-5-15(18)13(7-16)12-6-14(17)9(3)4-11(10)12/h4-8,17-18H,1-3H3
SMILES:	O=Cc1c(O)cc(c2c1cc(O)c(c2)C)C(C)C
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL2386315
PubChem CID:	71726175
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000259] Prenol lipids [CHEMONTID:0001550] Sesquiterpenoids

*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
NPO15986	Alangium chinense	Species	Cornaceae	Eukaryota	Roots	n.a.	n.a.	PMID[23734721]
NPO15986	Alangium chinense	Species	Cornaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO15986	Alangium chinense	Species	Cornaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO15986	Alangium chinense	Species	Cornaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]

☑ Note for Reference:
In addition to directly collecting NP source organism data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated them from below databases:
☉ UNPD: Universal Natural Products Database [PMID: 23638153].
☉ StreptomeDB: a database of streptomycetes natural products [PMID: 33051671].
☉ TM-MC: a database of medicinal materials and chemical compounds in Northeast Asian traditional medicine [PMID: 26156871].
☉ TCM@Taiwan: a Traditional Chinese Medicine database [PMID: 21253603].
☉ TCMID: a Traditional Chinese Medicine database [PMID: 29106634].
☉ TCMSP: The traditional Chinese medicine systems pharmacology database and analysis platform [PMID: 24735618].
☉ HerDing: a herb recommendation system to treat diseases using genes and chemicals [PMID: 26980517].
☉ MetaboLights: a metabolomics database [PMID: 27010336].
☉ FooDB: a database of constituents, chemistry and biology of food species [www.foodb.ca].

NP Quantity Composition/Concentration

Organism ID	NP ID	Organism Material Preparation	Organism Part	NP Quantity (Standard)	NP Quantity (Minimum)	NP Quantity (Maximum)	Quantity Unit	Reference

☑ Note for Reference:
In addition to directly collecting NP quantitative data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated NP quantitative records for specific NP domains (e.g., NPS from foods or herbs) from domain-specific databases. These databases include:
☉ DUKE: Dr. Duke's Phytochemical and Ethnobotanical Databases.
☉ PHENOL EXPLORER: is the first comprehensive database on polyphenol content in foods [PMID: 24103452], its homepage can be accessed at here.
☉ FooDB: a database of constituents, chemistry and biology of food species [www.foodb.ca].

Biological Activity

Activity Type	# Activity
IC50	2

Activity Type	# Activity
Organism	1
Subcellular	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT1084	Subcellular	Liver microsomes	Rattus norvegicus	IC50	=	14700.0	nM	PMID[552577]
NPT3494	Organism	Coxsackievirus	Coxsackievirus	IC50	=	1400.0	nM	PMID[552577]

☑ 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 NPC41847 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	318
0.1-0.2	1594
0.2-0.3	3457
0.3-0.4	9936
0.4-0.5	9498
0.5-0.6	5392
0.6-0.7	7941
0.7-0.8	4021
0.8-0.85	408
0.85-0.9	123
0.9-0.95	8
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
0.9173	High Similarity	NPC141368
0.9147	High Similarity	NPC62219
0.9141	High Similarity	NPC3009
0.9077	High Similarity	NPC85342
0.9023	High Similarity	NPC86524
0.8939	High Similarity	NPC314048
0.8897	High Similarity	NPC168471
0.8872	High Similarity	NPC474519
0.8846	High Similarity	NPC96024
0.8837	High Similarity	NPC160499
0.8828	High Similarity	NPC173978
0.8828	High Similarity	NPC199273
0.8824	High Similarity	NPC162939
0.8819	High Similarity	NPC282577
0.8815	High Similarity	NPC53001
0.8806	High Similarity	NPC278375
0.8797	High Similarity	NPC477139
0.8797	High Similarity	NPC267205
0.8788	High Similarity	NPC72669
0.8788	High Similarity	NPC474517
0.8779	High Similarity	NPC276238
0.876	High Similarity	NPC131799
0.876	High Similarity	NPC137750
0.875	High Similarity	NPC87723
0.8741	High Similarity	NPC191976
0.8741	High Similarity	NPC118919
0.8731	High Similarity	NPC12070
0.8696	High Similarity	NPC187843
0.8692	High Similarity	NPC227741
0.8692	High Similarity	NPC295202
0.8692	High Similarity	NPC49647
0.8692	High Similarity	NPC136342
0.8682	High Similarity	NPC152525
0.8682	High Similarity	NPC68756
0.8667	High Similarity	NPC290803
0.8667	High Similarity	NPC283088
0.8667	High Similarity	NPC249272
0.8661	High Similarity	NPC216216
0.8657	High Similarity	NPC114183
0.8657	High Similarity	NPC52407
0.8647	High Similarity	NPC471851
0.8636	High Similarity	NPC92624
0.8636	High Similarity	NPC99731
0.8633	High Similarity	NPC73061
0.8633	High Similarity	NPC135524
0.8633	High Similarity	NPC474961
0.8626	High Similarity	NPC176130
0.8626	High Similarity	NPC78364
0.8626	High Similarity	NPC84672
0.8626	High Similarity	NPC69424
0.8626	High Similarity	NPC72667
0.8623	High Similarity	NPC181560
0.8623	High Similarity	NPC169452
0.8615	High Similarity	NPC123506
0.8613	High Similarity	NPC206207
0.8611	High Similarity	NPC75377
0.8603	High Similarity	NPC254847
0.8594	High Similarity	NPC295034
0.8593	High Similarity	NPC474394
0.8593	High Similarity	NPC166480
0.8593	High Similarity	NPC270899
0.8593	High Similarity	NPC50924
0.8593	High Similarity	NPC282780
0.8582	High Similarity	NPC70622
0.8582	High Similarity	NPC68441
0.8571	High Similarity	NPC84266
0.8571	High Similarity	NPC184527
0.8571	High Similarity	NPC259942
0.8561	High Similarity	NPC110810
0.8561	High Similarity	NPC48248
0.8561	High Similarity	NPC282923
0.8561	High Similarity	NPC305845
0.8561	High Similarity	NPC204045
0.8551	High Similarity	NPC138099
0.8551	High Similarity	NPC242994
0.8551	High Similarity	NPC190457
0.855	High Similarity	NPC254492
0.854	High Similarity	NPC53206
0.854	High Similarity	NPC53414
0.854	High Similarity	NPC471905
0.8538	High Similarity	NPC74507
0.8538	High Similarity	NPC234890
0.8527	High Similarity	NPC11250
0.8519	High Similarity	NPC180261
0.8519	High Similarity	NPC37299
0.8519	High Similarity	NPC115458
0.8519	High Similarity	NPC78307
0.85	High Similarity	NPC19631
0.85	High Similarity	NPC94076
0.85	High Similarity	NPC239136
0.85	High Similarity	NPC85310
0.85	High Similarity	NPC182255
0.85	High Similarity	NPC193555
0.8496	Intermediate Similarity	NPC171460
0.8496	Intermediate Similarity	NPC474546
0.8489	Intermediate Similarity	NPC99441
0.8478	Intermediate Similarity	NPC13715
0.8478	Intermediate Similarity	NPC61398
0.8478	Intermediate Similarity	NPC416
0.8473	Intermediate Similarity	NPC477454
0.8467	Intermediate Similarity	NPC315275
0.8462	Intermediate Similarity	NPC290194
0.8462	Intermediate Similarity	NPC273683
0.8456	Intermediate Similarity	NPC472262
0.8456	Intermediate Similarity	NPC202225
0.8456	Intermediate Similarity	NPC161964
0.8456	Intermediate Similarity	NPC287604
0.8451	Intermediate Similarity	NPC34482
0.8444	Intermediate Similarity	NPC58685
0.8444	Intermediate Similarity	NPC175738
0.844	Intermediate Similarity	NPC295712
0.844	Intermediate Similarity	NPC174905
0.844	Intermediate Similarity	NPC474203
0.844	Intermediate Similarity	NPC296752
0.844	Intermediate Similarity	NPC293545
0.844	Intermediate Similarity	NPC313047
0.844	Intermediate Similarity	NPC451542
0.8433	Intermediate Similarity	NPC136588
0.8433	Intermediate Similarity	NPC108129
0.8433	Intermediate Similarity	NPC199253
0.8429	Intermediate Similarity	NPC246638
0.8429	Intermediate Similarity	NPC37530
0.8417	Intermediate Similarity	NPC143438
0.8409	Intermediate Similarity	NPC473691
0.8409	Intermediate Similarity	NPC3224
0.8406	Intermediate Similarity	NPC471452
0.8397	Intermediate Similarity	NPC236189
0.8397	Intermediate Similarity	NPC142956
0.8392	Intermediate Similarity	NPC470570
0.8392	Intermediate Similarity	NPC143685
0.8385	Intermediate Similarity	NPC307174
0.8382	Intermediate Similarity	NPC225051
0.8382	Intermediate Similarity	NPC48036
0.838	Intermediate Similarity	NPC227841
0.838	Intermediate Similarity	NPC48762
0.838	Intermediate Similarity	NPC471906
0.838	Intermediate Similarity	NPC244691
0.838	Intermediate Similarity	NPC193703
0.838	Intermediate Similarity	NPC21599
0.837	Intermediate Similarity	NPC93015
0.837	Intermediate Similarity	NPC205992
0.837	Intermediate Similarity	NPC244699
0.837	Intermediate Similarity	NPC275504
0.8369	Intermediate Similarity	NPC308572
0.8369	Intermediate Similarity	NPC469520
0.8358	Intermediate Similarity	NPC278928
0.8358	Intermediate Similarity	NPC303910
0.8358	Intermediate Similarity	NPC476119
0.8358	Intermediate Similarity	NPC109123
0.8357	Intermediate Similarity	NPC315578
0.8357	Intermediate Similarity	NPC183345
0.8346	Intermediate Similarity	NPC174087
0.8345	Intermediate Similarity	NPC329933
0.8345	Intermediate Similarity	NPC477221
0.8333	Intermediate Similarity	NPC158481
0.8333	Intermediate Similarity	NPC34802
0.8333	Intermediate Similarity	NPC103540
0.8333	Intermediate Similarity	NPC291454
0.8333	Intermediate Similarity	NPC272268
0.8322	Intermediate Similarity	NPC170055
0.8322	Intermediate Similarity	NPC12402
0.8321	Intermediate Similarity	NPC44437
0.8321	Intermediate Similarity	NPC275145
0.831	Intermediate Similarity	NPC159721
0.8309	Intermediate Similarity	NPC309430
0.8308	Intermediate Similarity	NPC253627
0.8308	Intermediate Similarity	NPC154696
0.8306	Intermediate Similarity	NPC151537
0.8299	Intermediate Similarity	NPC87708
0.8298	Intermediate Similarity	NPC470842
0.8298	Intermediate Similarity	NPC91019
0.8298	Intermediate Similarity	NPC477275
0.8298	Intermediate Similarity	NPC106519
0.8296	Intermediate Similarity	NPC245395
0.8296	Intermediate Similarity	NPC147757
0.8296	Intermediate Similarity	NPC31799
0.8295	Intermediate Similarity	NPC294964
0.8295	Intermediate Similarity	NPC478121
0.8286	Intermediate Similarity	NPC26924
0.8284	Intermediate Similarity	NPC473017
0.8284	Intermediate Similarity	NPC247250
0.8284	Intermediate Similarity	NPC767
0.8281	Intermediate Similarity	NPC328694
0.8273	Intermediate Similarity	NPC62272
0.8273	Intermediate Similarity	NPC475957
0.8273	Intermediate Similarity	NPC245923
0.8273	Intermediate Similarity	NPC305060
0.8271	Intermediate Similarity	NPC267846
0.8271	Intermediate Similarity	NPC231774
0.8271	Intermediate Similarity	NPC71610
0.8271	Intermediate Similarity	NPC62952
0.8268	Intermediate Similarity	NPC477453
0.8264	Intermediate Similarity	NPC163846
0.8264	Intermediate Similarity	NPC225173
0.8261	Intermediate Similarity	NPC258502
0.8261	Intermediate Similarity	NPC153088
0.8261	Intermediate Similarity	NPC80035
0.8261	Intermediate Similarity	NPC475917
0.8252	Intermediate Similarity	NPC300684
0.8252	Intermediate Similarity	NPC84568

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 NPC41847 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	318
0.1-0.2	987
0.2-0.3	1413
0.3-0.4	2759
0.4-0.5	2054
0.5-0.6	1131
0.6-0.7	409
0.7-0.8	72
0.8-0.85	4
0.85-0.9	3
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.8603	High Similarity	NPD1509	Clinical (unspecified phase)
0.8594	High Similarity	NPD1201	Approved
0.8582	High Similarity	NPD7422	Clinical (unspecified phase)
0.838	Intermediate Similarity	NPD7390	Discontinued
0.8333	Intermediate Similarity	NPD1470	Approved
0.8273	Intermediate Similarity	NPD5406	Approved
0.8273	Intermediate Similarity	NPD5405	Approved
0.8273	Intermediate Similarity	NPD5408	Approved
0.8273	Intermediate Similarity	NPD5404	Approved
0.7926	Intermediate Similarity	NPD1164	Approved
0.7846	Intermediate Similarity	NPD405	Clinical (unspecified phase)
0.7801	Intermediate Similarity	NPD1607	Approved
0.7786	Intermediate Similarity	NPD943	Approved
0.7778	Intermediate Similarity	NPD970	Clinical (unspecified phase)
0.7721	Intermediate Similarity	NPD1283	Approved
0.7703	Intermediate Similarity	NPD2533	Approved
0.7703	Intermediate Similarity	NPD2534	Approved
0.7703	Intermediate Similarity	NPD2532	Approved
0.7692	Intermediate Similarity	NPD6959	Discontinued
0.7669	Intermediate Similarity	NPD4196	Clinical (unspecified phase)
0.766	Intermediate Similarity	NPD1240	Approved
0.7643	Intermediate Similarity	NPD6232	Discontinued
0.7639	Intermediate Similarity	NPD2935	Discontinued
0.7612	Intermediate Similarity	NPD3019	Approved
0.7612	Intermediate Similarity	NPD2932	Approved
0.761	Intermediate Similarity	NPD7473	Discontinued
0.7569	Intermediate Similarity	NPD1510	Phase 2
0.7551	Intermediate Similarity	NPD7003	Approved
0.7538	Intermediate Similarity	NPD7635	Approved
0.7537	Intermediate Similarity	NPD1651	Approved
0.7532	Intermediate Similarity	NPD7819	Suspended
0.75	Intermediate Similarity	NPD1281	Approved
0.7467	Intermediate Similarity	NPD4378	Clinical (unspecified phase)
0.745	Intermediate Similarity	NPD3300	Phase 2
0.7448	Intermediate Similarity	NPD651	Clinical (unspecified phase)
0.7419	Intermediate Similarity	NPD2393	Clinical (unspecified phase)
0.7386	Intermediate Similarity	NPD3226	Approved
0.7372	Intermediate Similarity	NPD8443	Clinical (unspecified phase)
0.7347	Intermediate Similarity	NPD1550	Clinical (unspecified phase)
0.7347	Intermediate Similarity	NPD2344	Approved
0.7347	Intermediate Similarity	NPD1552	Clinical (unspecified phase)
0.7347	Intermediate Similarity	NPD2346	Discontinued
0.7333	Intermediate Similarity	NPD9545	Approved
0.7329	Intermediate Similarity	NPD2799	Discontinued
0.7297	Intermediate Similarity	NPD1549	Phase 2
0.7287	Intermediate Similarity	NPD9265	Clinical (unspecified phase)
0.7287	Intermediate Similarity	NPD2342	Discontinued
0.7279	Intermediate Similarity	NPD1551	Phase 2
0.7248	Intermediate Similarity	NPD7421	Clinical (unspecified phase)
0.7234	Intermediate Similarity	NPD2798	Approved
0.7226	Intermediate Similarity	NPD4626	Approved
0.7226	Intermediate Similarity	NPD4380	Phase 2
0.7222	Intermediate Similarity	NPD6663	Approved
0.72	Intermediate Similarity	NPD4628	Phase 3
0.7194	Intermediate Similarity	NPD3972	Approved
0.7185	Intermediate Similarity	NPD9493	Approved
0.7183	Intermediate Similarity	NPD5736	Approved
0.7176	Intermediate Similarity	NPD4750	Phase 3
0.7172	Intermediate Similarity	NPD2979	Phase 3
0.7164	Intermediate Similarity	NPD5951	Approved
0.7162	Intermediate Similarity	NPD2796	Approved
0.7161	Intermediate Similarity	NPD7458	Discontinued
0.7161	Intermediate Similarity	NPD5808	Clinical (unspecified phase)
0.7153	Intermediate Similarity	NPD3764	Approved
0.7152	Intermediate Similarity	NPD2309	Approved
0.7143	Intermediate Similarity	NPD3020	Approved
0.7134	Intermediate Similarity	NPD1934	Approved
0.7124	Intermediate Similarity	NPD7410	Clinical (unspecified phase)
0.712	Intermediate Similarity	NPD288	Approved
0.7107	Intermediate Similarity	NPD7768	Phase 2
0.7099	Intermediate Similarity	NPD5711	Approved
0.7099	Intermediate Similarity	NPD5710	Approved
0.7099	Intermediate Similarity	NPD74	Approved
0.7099	Intermediate Similarity	NPD9266	Approved
0.7091	Intermediate Similarity	NPD6020	Phase 2
0.7091	Intermediate Similarity	NPD5844	Phase 1
0.708	Intermediate Similarity	NPD3091	Approved
0.7075	Intermediate Similarity	NPD6651	Approved
0.7071	Intermediate Similarity	NPD1608	Approved
0.707	Intermediate Similarity	NPD7411	Suspended
0.7066	Intermediate Similarity	NPD6559	Discontinued
0.7063	Intermediate Similarity	NPD9494	Approved
0.7063	Intermediate Similarity	NPD7075	Discontinued
0.7059	Intermediate Similarity	NPD1511	Approved
0.705	Intermediate Similarity	NPD3026	Approved
0.705	Intermediate Similarity	NPD3023	Approved
0.7047	Intermediate Similarity	NPD6099	Approved
0.7047	Intermediate Similarity	NPD6100	Approved
0.704	Intermediate Similarity	NPD844	Approved
0.7029	Intermediate Similarity	NPD5691	Approved
0.7029	Intermediate Similarity	NPD3024	Approved
0.7029	Intermediate Similarity	NPD3025	Approved
0.7023	Intermediate Similarity	NPD9264	Approved
0.7023	Intermediate Similarity	NPD9267	Approved
0.7023	Intermediate Similarity	NPD9263	Approved
0.7021	Intermediate Similarity	NPD3600	Clinical (unspecified phase)
0.7012	Intermediate Similarity	NPD7852	Clinical (unspecified phase)
0.7006	Intermediate Similarity	NPD6599	Discontinued
0.7	Intermediate Similarity	NPD3882	Suspended
0.7	Intermediate Similarity	NPD3092	Approved
0.7	Intermediate Similarity	NPD2343	Clinical (unspecified phase)
0.6993	Remote Similarity	NPD643	Clinical (unspecified phase)
0.6981	Remote Similarity	NPD2801	Approved
0.6981	Remote Similarity	NPD7096	Clinical (unspecified phase)
0.698	Remote Similarity	NPD3299	Clinical (unspecified phase)
0.6977	Remote Similarity	NPD8397	Clinical (unspecified phase)
0.6974	Remote Similarity	NPD3400	Discontinued
0.6972	Remote Similarity	NPD1876	Approved
0.6968	Remote Similarity	NPD6273	Approved
0.6968	Remote Similarity	NPD1512	Approved
0.6959	Remote Similarity	NPD8150	Discontinued
0.6939	Remote Similarity	NPD4060	Phase 1
0.6933	Remote Similarity	NPD2531	Phase 2
0.6933	Remote Similarity	NPD2438	Suspended
0.6928	Remote Similarity	NPD7177	Discontinued
0.6923	Remote Similarity	NPD920	Approved
0.6917	Remote Similarity	NPD3022	Approved
0.6917	Remote Similarity	NPD3021	Approved
0.6908	Remote Similarity	NPD2800	Approved
0.6908	Remote Similarity	NPD1243	Approved
0.6905	Remote Similarity	NPD1809	Phase 2
0.6905	Remote Similarity	NPD2860	Approved
0.6905	Remote Similarity	NPD2859	Approved
0.6903	Remote Similarity	NPD642	Clinical (unspecified phase)
0.6903	Remote Similarity	NPD7004	Clinical (unspecified phase)
0.6892	Remote Similarity	NPD230	Phase 1
0.6887	Remote Similarity	NPD1471	Phase 3
0.688	Remote Similarity	NPD845	Approved
0.6879	Remote Similarity	NPD1547	Clinical (unspecified phase)
0.6871	Remote Similarity	NPD5494	Approved
0.6863	Remote Similarity	NPD8166	Discontinued
0.6863	Remote Similarity	NPD3750	Approved
0.6857	Remote Similarity	NPD3412	Clinical (unspecified phase)
0.6857	Remote Similarity	NPD17	Approved
0.6857	Remote Similarity	NPD2286	Discontinued
0.6857	Remote Similarity	NPD7163	Clinical (unspecified phase)
0.6852	Remote Similarity	NPD3749	Approved
0.6849	Remote Similarity	NPD4625	Phase 3
0.6849	Remote Similarity	NPD7008	Discontinued
0.6839	Remote Similarity	NPD6799	Approved
0.6831	Remote Similarity	NPD9269	Phase 2
0.6825	Remote Similarity	NPD2934	Approved
0.6825	Remote Similarity	NPD2933	Approved
0.6821	Remote Similarity	NPD4476	Approved
0.6821	Remote Similarity	NPD4477	Approved
0.6813	Remote Similarity	NPD6801	Discontinued
0.681	Remote Similarity	NPD919	Approved
0.6807	Remote Similarity	NPD6166	Phase 2
0.6807	Remote Similarity	NPD6168	Clinical (unspecified phase)
0.6807	Remote Similarity	NPD6167	Clinical (unspecified phase)
0.6806	Remote Similarity	NPD1203	Approved
0.6806	Remote Similarity	NPD3094	Phase 2
0.6803	Remote Similarity	NPD2313	Discontinued
0.68	Remote Similarity	NPD7879	Clinical (unspecified phase)
0.6794	Remote Similarity	NPD1237	Approved
0.6788	Remote Similarity	NPD497	Approved
0.6786	Remote Similarity	NPD9268	Approved
0.6784	Remote Similarity	NPD8313	Approved
0.6784	Remote Similarity	NPD8312	Approved
0.6783	Remote Similarity	NPD1755	Approved
0.6769	Remote Similarity	NPD846	Approved
0.6769	Remote Similarity	NPD940	Approved
0.6753	Remote Similarity	NPD6398	Clinical (unspecified phase)
0.6748	Remote Similarity	NPD4381	Clinical (unspecified phase)
0.6741	Remote Similarity	NPD4141	Clinical (unspecified phase)
0.6738	Remote Similarity	NPD3095	Discontinued
0.6738	Remote Similarity	NPD4059	Approved
0.6735	Remote Similarity	NPD5952	Clinical (unspecified phase)
0.6728	Remote Similarity	NPD8438	Clinical (unspecified phase)
0.6728	Remote Similarity	NPD3817	Phase 2
0.6728	Remote Similarity	NPD5616	Clinical (unspecified phase)
0.6727	Remote Similarity	NPD1247	Approved
0.6725	Remote Similarity	NPD4419	Clinical (unspecified phase)
0.6718	Remote Similarity	NPD9261	Approved
0.6718	Remote Similarity	NPD1931	Clinical (unspecified phase)
0.6718	Remote Similarity	NPD1929	Approved
0.6718	Remote Similarity	NPD5700	Clinical (unspecified phase)
0.6718	Remote Similarity	NPD1930	Approved
0.6715	Remote Similarity	NPD496	Approved
0.6715	Remote Similarity	NPD498	Approved
0.6715	Remote Similarity	NPD495	Approved
0.671	Remote Similarity	NPD7910	Clinical (unspecified phase)
0.6693	Remote Similarity	NPD1432	Clinical (unspecified phase)
0.6692	Remote Similarity	NPD1242	Phase 1
0.6692	Remote Similarity	NPD289	Clinical (unspecified phase)
0.6691	Remote Similarity	NPD7325	Clinical (unspecified phase)
0.669	Remote Similarity	NPD2797	Approved
0.6689	Remote Similarity	NPD6859	Clinical (unspecified phase)
0.6689	Remote Similarity	NPD1699	Clinical (unspecified phase)
0.6689	Remote Similarity	NPD411	Approved
0.6687	Remote Similarity	NPD4868	Clinical (unspecified phase)
0.6686	Remote Similarity	NPD7804	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD6832	Phase 2
0.6667	Remote Similarity	NPD9281	Approved
0.6667	Remote Similarity	NPD4093	Discontinued
0.6667	Remote Similarity	NPD1465	Phase 2
0.6647	Remote Similarity	NPD7074	Phase 3
0.6645	Remote Similarity	NPD1878	Clinical (unspecified phase)
0.6644	Remote Similarity	NPD6917	Clinical (unspecified phase)
0.6629	Remote Similarity	NPD6534	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