NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	152.05
Volume:	154.193
LogP:	2.449
LogD:	1.522
LogS:	-2.09
# Rotatable Bonds:	1
TPSA:	57.53
# H-Bond Aceptor:	3
# H-Bond Donor:	2
# Rings:	1
# Heavy Atoms:	3

MedChem Properties

QED Drug-Likeness Score:	0.595
Synthetic Accessibility Score:	2.535
Fsp3:	0.125
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Accepted
GSK Rule:	Accepted
BMS Rule:	1
Golden Triangle Rule:	Rejected
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-4.569
MDCK Permeability:	7.717640983173624e-06
Pgp-inhibitor:	0.0
Pgp-substrate:	0.012
Human Intestinal Absorption (HIA):	0.008
20% Bioavailability (F20%):	0.894
30% Bioavailability (F30%):	0.739

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.126
Plasma Protein Binding (PPB):	84.77774810791016%
Volume Distribution (VD):	0.705
Pgp-substrate:	10.590807914733887%

ADMET: Metabolism

CYP1A2-inhibitor:	0.917
CYP1A2-substrate:	0.642
CYP2C19-inhibitor:	0.103
CYP2C19-substrate:	0.095
CYP2C9-inhibitor:	0.091
CYP2C9-substrate:	0.754
CYP2D6-inhibitor:	0.158
CYP2D6-substrate:	0.361
CYP3A4-inhibitor:	0.154
CYP3A4-substrate:	0.17

ADMET: Excretion

Clearance (CL):	10.629
Half-life (T1/2):	0.834

ADMET: Toxicity

hERG Blockers:	0.014
Human Hepatotoxicity (H-HT):	0.033
Drug-inuced Liver Injury (DILI):	0.143
AMES Toxicity:	0.403
Rat Oral Acute Toxicity:	0.049
Maximum Recommended Daily Dose:	0.87
Skin Sensitization:	0.887
Carcinogencity:	0.058
Eye Corrosion:	0.976
Eye Irritation:	0.986
Respiratory Toxicity:	0.953

Download Data

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

Natural Product: NPC294964

Natural Product ID:	NPC294964
*Common Name:**	2,6-Dihydroxy-4-Methylbenzaldehyde
IUPAC Name:	2,6-dihydroxy-4-methylbenzaldehyde
Synonyms:
Standard InCHIKey:	JASONGFGOLHLGB-UHFFFAOYSA-N
Standard InCHI:	InChI=1S/C8H8O3/c1-5-2-7(10)6(4-9)8(11)3-5/h2-4,10-11H,1H3
SMILES:	O=Cc1c(O)cc(cc1O)C
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL223288
PubChem CID:	458186
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0004603] Organic oxygen compounds [CHEMONTID:0000323] Organooxygen compounds [CHEMONTID:0001831] Carbonyl compounds [CHEMONTID:0000124] Aldehydes [CHEMONTID:0003213] Aryl-aldehydes [CHEMONTID:0001345] Benzaldehydes [CHEMONTID:0003978] Hydroxybenzaldehydes

*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
NPO12127	Parmelia saxatilis	Species	Parmeliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO12127	Parmelia saxatilis	Species	Parmeliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO11504	Lethariella cladonioides	Species	Parmeliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO12127	Parmelia saxatilis	Species	Parmeliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO11504	Lethariella cladonioides	Species	Parmeliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO12127	Parmelia saxatilis	Species	Parmeliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11504	Lethariella cladonioides	Species	Parmeliaceae	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
EC50	2

Activity Type	# Activity
Organism	2

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT17	Organism	Staphylococcus epidermidis	Staphylococcus epidermidis	EC50	=	1640.0	nM	PMID[504070]
NPT16	Organism	Staphylococcus aureus	Staphylococcus aureus	EC50	=	1640.0	nM	PMID[504070]

☑ 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 NPC294964 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	313
0.1-0.2	1728
0.2-0.3	4990
0.3-0.4	13678
0.4-0.5	5206
0.5-0.6	6371
0.6-0.7	7611
0.7-0.8	2596
0.8-0.85	180
0.85-0.9	21
0.9-0.95	2
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
0.9106	High Similarity	NPC62219
0.8957	High Similarity	NPC118288
0.8957	High Similarity	NPC276111
0.8889	High Similarity	NPC230349
0.8819	High Similarity	NPC474519
0.8814	High Similarity	NPC283844
0.875	High Similarity	NPC278375
0.8729	High Similarity	NPC121259
0.8655	High Similarity	NPC41567
0.8655	High Similarity	NPC40649
0.8655	High Similarity	NPC209486
0.8595	High Similarity	NPC146642
0.8583	High Similarity	NPC161617
0.8571	High Similarity	NPC109123
0.8559	High Similarity	NPC161304
0.8548	High Similarity	NPC201728
0.8548	High Similarity	NPC477454
0.8548	High Similarity	NPC262671
0.8547	High Similarity	NPC223004
0.8527	High Similarity	NPC474394
0.8512	High Similarity	NPC294037
0.8509	High Similarity	NPC303264
0.8485	Intermediate Similarity	NPC162939
0.848	Intermediate Similarity	NPC473691
0.8475	Intermediate Similarity	NPC163154
0.8468	Intermediate Similarity	NPC13238
0.8443	Intermediate Similarity	NPC149246
0.843	Intermediate Similarity	NPC195262
0.843	Intermediate Similarity	NPC188814
0.8425	Intermediate Similarity	NPC78662
0.8425	Intermediate Similarity	NPC8005
0.8421	Intermediate Similarity	NPC99441
0.8417	Intermediate Similarity	NPC125252
0.84	Intermediate Similarity	NPC10926
0.84	Intermediate Similarity	NPC131799
0.8374	Intermediate Similarity	NPC215392
0.8359	Intermediate Similarity	NPC147757
0.8358	Intermediate Similarity	NPC37530
0.8358	Intermediate Similarity	NPC187843
0.8346	Intermediate Similarity	NPC41263
0.8333	Intermediate Similarity	NPC295202
0.8333	Intermediate Similarity	NPC49647
0.8333	Intermediate Similarity	NPC8745
0.8333	Intermediate Similarity	NPC136342
0.8333	Intermediate Similarity	NPC227741
0.8308	Intermediate Similarity	NPC153783
0.8308	Intermediate Similarity	NPC267205
0.8308	Intermediate Similarity	NPC37299
0.8308	Intermediate Similarity	NPC48036
0.8308	Intermediate Similarity	NPC180261
0.8306	Intermediate Similarity	NPC309765
0.8306	Intermediate Similarity	NPC91105
0.8295	Intermediate Similarity	NPC219892
0.8295	Intermediate Similarity	NPC189823
0.8295	Intermediate Similarity	NPC41847
0.8293	Intermediate Similarity	NPC297186
0.8284	Intermediate Similarity	NPC183345
0.8281	Intermediate Similarity	NPC476119
0.8281	Intermediate Similarity	NPC92624
0.8276	Intermediate Similarity	NPC224584
0.8264	Intermediate Similarity	NPC28169
0.8258	Intermediate Similarity	NPC158481
0.8254	Intermediate Similarity	NPC475733
0.825	Intermediate Similarity	NPC240163
0.824	Intermediate Similarity	NPC472029
0.824	Intermediate Similarity	NPC65761
0.8235	Intermediate Similarity	NPC98543
0.8231	Intermediate Similarity	NPC478190
0.8226	Intermediate Similarity	NPC224273
0.8226	Intermediate Similarity	NPC19174
0.8226	Intermediate Similarity	NPC115159
0.8226	Intermediate Similarity	NPC196976
0.8226	Intermediate Similarity	NPC267552
0.8226	Intermediate Similarity	NPC303737
0.8226	Intermediate Similarity	NPC143427
0.8226	Intermediate Similarity	NPC73532
0.8226	Intermediate Similarity	NPC45438
0.8226	Intermediate Similarity	NPC242895
0.8226	Intermediate Similarity	NPC226275
0.8226	Intermediate Similarity	NPC156139
0.8217	Intermediate Similarity	NPC17840
0.8217	Intermediate Similarity	NPC247477
0.8217	Intermediate Similarity	NPC259942
0.8209	Intermediate Similarity	NPC268691
0.8197	Intermediate Similarity	NPC241089
0.8197	Intermediate Similarity	NPC94637
0.8189	Intermediate Similarity	NPC160499
0.8189	Intermediate Similarity	NPC95309
0.8182	Intermediate Similarity	NPC290803
0.8182	Intermediate Similarity	NPC161632
0.8182	Intermediate Similarity	NPC128825
0.8182	Intermediate Similarity	NPC477453
0.8175	Intermediate Similarity	NPC173978
0.8175	Intermediate Similarity	NPC6888
0.8175	Intermediate Similarity	NPC4012
0.8175	Intermediate Similarity	NPC68756
0.8175	Intermediate Similarity	NPC152525
0.8174	Intermediate Similarity	NPC163734
0.8162	Intermediate Similarity	NPC73061
0.816	Intermediate Similarity	NPC133909
0.816	Intermediate Similarity	NPC218333
0.816	Intermediate Similarity	NPC297193
0.816	Intermediate Similarity	NPC32032
0.8154	Intermediate Similarity	NPC275504
0.8145	Intermediate Similarity	NPC26433
0.8145	Intermediate Similarity	NPC115188
0.8145	Intermediate Similarity	NPC222876
0.8145	Intermediate Similarity	NPC159760
0.8145	Intermediate Similarity	NPC272454
0.8145	Intermediate Similarity	NPC301987
0.8145	Intermediate Similarity	NPC244994
0.8145	Intermediate Similarity	NPC179092
0.8145	Intermediate Similarity	NPC292665
0.8145	Intermediate Similarity	NPC35856
0.8145	Intermediate Similarity	NPC178395
0.813	Intermediate Similarity	NPC328459
0.813	Intermediate Similarity	NPC233165
0.813	Intermediate Similarity	NPC90522
0.813	Intermediate Similarity	NPC184579
0.8125	Intermediate Similarity	NPC305518
0.8125	Intermediate Similarity	NPC128428
0.812	Intermediate Similarity	NPC254847
0.812	Intermediate Similarity	NPC191976
0.812	Intermediate Similarity	NPC235115
0.812	Intermediate Similarity	NPC118919
0.812	Intermediate Similarity	NPC100551
0.8115	Intermediate Similarity	NPC269414
0.811	Intermediate Similarity	NPC240744
0.811	Intermediate Similarity	NPC287473
0.811	Intermediate Similarity	NPC167055
0.8095	Intermediate Similarity	NPC306288
0.8088	Intermediate Similarity	NPC204045
0.8088	Intermediate Similarity	NPC305845
0.8087	Intermediate Similarity	NPC218879
0.8087	Intermediate Similarity	NPC244513
0.8087	Intermediate Similarity	NPC227458
0.8083	Intermediate Similarity	NPC62546
0.8083	Intermediate Similarity	NPC211421
0.8083	Intermediate Similarity	NPC162113
0.808	Intermediate Similarity	NPC472892
0.8077	Intermediate Similarity	NPC26697
0.8077	Intermediate Similarity	NPC233056
0.8077	Intermediate Similarity	NPC12694
0.8077	Intermediate Similarity	NPC244441
0.8074	Intermediate Similarity	NPC190457
0.8065	Intermediate Similarity	NPC473662
0.8065	Intermediate Similarity	NPC285829
0.8065	Intermediate Similarity	NPC7151
0.8065	Intermediate Similarity	NPC72977
0.8065	Intermediate Similarity	NPC206778
0.8065	Intermediate Similarity	NPC216297
0.8062	Intermediate Similarity	NPC80694
0.8062	Intermediate Similarity	NPC179898
0.8062	Intermediate Similarity	NPC293453
0.8062	Intermediate Similarity	NPC186098
0.806	Intermediate Similarity	NPC474771
0.806	Intermediate Similarity	NPC471905
0.806	Intermediate Similarity	NPC474849
0.806	Intermediate Similarity	NPC178467
0.806	Intermediate Similarity	NPC70380
0.806	Intermediate Similarity	NPC53206
0.806	Intermediate Similarity	NPC135837
0.806	Intermediate Similarity	NPC53414
0.806	Intermediate Similarity	NPC65837
0.806	Intermediate Similarity	NPC149372
0.806	Intermediate Similarity	NPC71256
0.8049	Intermediate Similarity	NPC184527
0.8047	Intermediate Similarity	NPC267846
0.8047	Intermediate Similarity	NPC62952
0.8045	Intermediate Similarity	NPC182496
0.8045	Intermediate Similarity	NPC180905
0.8034	Intermediate Similarity	NPC34715
0.8033	Intermediate Similarity	NPC312800
0.8031	Intermediate Similarity	NPC234890
0.8031	Intermediate Similarity	NPC117794
0.8031	Intermediate Similarity	NPC255073
0.8031	Intermediate Similarity	NPC74507
0.803	Intermediate Similarity	NPC213485
0.803	Intermediate Similarity	NPC40524
0.803	Intermediate Similarity	NPC139074
0.8029	Intermediate Similarity	NPC135524
0.8029	Intermediate Similarity	NPC474961
0.8029	Intermediate Similarity	NPC299154
0.8017	Intermediate Similarity	NPC37802
0.8016	Intermediate Similarity	NPC307174
0.8015	Intermediate Similarity	NPC214702
0.8015	Intermediate Similarity	NPC109232
0.8015	Intermediate Similarity	NPC34070
0.8015	Intermediate Similarity	NPC85342
0.8015	Intermediate Similarity	NPC470831
0.8015	Intermediate Similarity	NPC156872
0.8015	Intermediate Similarity	NPC165172
0.8015	Intermediate Similarity	NPC475042
0.8015	Intermediate Similarity	NPC469526
0.8015	Intermediate Similarity	NPC198249
0.8	Intermediate Similarity	NPC177307
0.8	Intermediate Similarity	NPC120488
0.8	Intermediate Similarity	NPC9121
0.8	Intermediate Similarity	NPC69235
0.8	Intermediate Similarity	NPC472403

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 NPC294964 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	315
0.1-0.2	1028
0.2-0.3	1759
0.3-0.4	3045
0.4-0.5	1777
0.5-0.6	928
0.6-0.7	244
0.7-0.8	48
0.8-0.85	6
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.8195	Intermediate Similarity	NPD1551	Phase 2
0.8182	Intermediate Similarity	NPD9493	Approved
0.812	Intermediate Similarity	NPD9266	Approved
0.812	Intermediate Similarity	NPD1509	Clinical (unspecified phase)
0.812	Intermediate Similarity	NPD74	Approved
0.808	Intermediate Similarity	NPD1201	Approved
0.8034	Intermediate Similarity	NPD9267	Approved
0.8034	Intermediate Similarity	NPD9263	Approved
0.8034	Intermediate Similarity	NPD9264	Approved
0.797	Intermediate Similarity	NPD1607	Approved
0.7955	Intermediate Similarity	NPD943	Approved
0.7886	Intermediate Similarity	NPD405	Clinical (unspecified phase)
0.7829	Intermediate Similarity	NPD1470	Approved
0.782	Intermediate Similarity	NPD1240	Approved
0.781	Intermediate Similarity	NPD970	Clinical (unspecified phase)
0.775	Intermediate Similarity	NPD4750	Phase 3
0.7721	Intermediate Similarity	NPD651	Clinical (unspecified phase)
0.7721	Intermediate Similarity	NPD1510	Phase 2
0.7692	Intermediate Similarity	NPD9261	Approved
0.766	Intermediate Similarity	NPD7390	Discontinued
0.763	Intermediate Similarity	NPD230	Phase 1
0.7597	Intermediate Similarity	NPD9269	Phase 2
0.7581	Intermediate Similarity	NPD9281	Approved
0.7571	Intermediate Similarity	NPD1878	Clinical (unspecified phase)
0.7559	Intermediate Similarity	NPD9268	Approved
0.7537	Intermediate Similarity	NPD411	Approved
0.7483	Intermediate Similarity	NPD2532	Approved
0.7483	Intermediate Similarity	NPD2533	Approved
0.7483	Intermediate Similarity	NPD2534	Approved
0.7482	Intermediate Similarity	NPD1550	Clinical (unspecified phase)
0.7482	Intermediate Similarity	NPD1552	Clinical (unspecified phase)
0.748	Intermediate Similarity	NPD9545	Approved
0.7462	Intermediate Similarity	NPD9717	Approved
0.7458	Intermediate Similarity	NPD846	Approved
0.7458	Intermediate Similarity	NPD940	Approved
0.7438	Intermediate Similarity	NPD9265	Clinical (unspecified phase)
0.7429	Intermediate Similarity	NPD1549	Phase 2
0.7424	Intermediate Similarity	NPD1164	Approved
0.741	Intermediate Similarity	NPD5405	Approved
0.741	Intermediate Similarity	NPD5404	Approved
0.741	Intermediate Similarity	NPD5406	Approved
0.741	Intermediate Similarity	NPD5408	Approved
0.7373	Intermediate Similarity	NPD1242	Phase 1
0.7361	Intermediate Similarity	NPD7422	Clinical (unspecified phase)
0.7328	Intermediate Similarity	NPD844	Approved
0.7293	Intermediate Similarity	NPD1203	Approved
0.7292	Intermediate Similarity	NPD1511	Approved
0.7286	Intermediate Similarity	NPD2935	Discontinued
0.7265	Intermediate Similarity	NPD288	Approved
0.7248	Intermediate Similarity	NPD1934	Approved
0.7246	Intermediate Similarity	NPD447	Suspended
0.7241	Intermediate Similarity	NPD4378	Clinical (unspecified phase)
0.7226	Intermediate Similarity	NPD520	Approved
0.72	Intermediate Similarity	NPD2393	Clinical (unspecified phase)
0.7192	Intermediate Similarity	NPD1512	Approved
0.7185	Intermediate Similarity	NPD9494	Approved
0.7163	Intermediate Similarity	NPD2796	Approved
0.7105	Intermediate Similarity	NPD3882	Suspended
0.7086	Intermediate Similarity	NPD2801	Approved
0.7083	Intermediate Similarity	NPD6398	Clinical (unspecified phase)
0.7042	Intermediate Similarity	NPD6099	Approved
0.7042	Intermediate Similarity	NPD6100	Approved
0.7032	Intermediate Similarity	NPD6959	Discontinued
0.7023	Intermediate Similarity	NPD4196	Clinical (unspecified phase)
0.7	Intermediate Similarity	NPD4380	Phase 2
0.7	Intermediate Similarity	NPD1899	Clinical (unspecified phase)
0.6987	Remote Similarity	NPD6232	Discontinued
0.6985	Remote Similarity	NPD1019	Discontinued
0.6974	Remote Similarity	NPD7819	Suspended
0.697	Remote Similarity	NPD1778	Approved
0.6957	Remote Similarity	NPD6559	Discontinued
0.695	Remote Similarity	NPD6651	Approved
0.6942	Remote Similarity	NPD289	Clinical (unspecified phase)
0.6939	Remote Similarity	NPD6799	Approved
0.6928	Remote Similarity	NPD8443	Clinical (unspecified phase)
0.6897	Remote Similarity	NPD2800	Approved
0.6892	Remote Similarity	NPD7410	Clinical (unspecified phase)
0.6889	Remote Similarity	NPD4749	Approved
0.6887	Remote Similarity	NPD6599	Discontinued
0.6884	Remote Similarity	NPD6832	Phase 2
0.6883	Remote Similarity	NPD7768	Phase 2
0.6871	Remote Similarity	NPD643	Clinical (unspecified phase)
0.6866	Remote Similarity	NPD1547	Clinical (unspecified phase)
0.6866	Remote Similarity	NPD422	Phase 1
0.6861	Remote Similarity	NPD6917	Clinical (unspecified phase)
0.6861	Remote Similarity	NPD2798	Approved
0.6855	Remote Similarity	NPD7473	Discontinued
0.6849	Remote Similarity	NPD3750	Approved
0.6842	Remote Similarity	NPD7411	Suspended
0.6839	Remote Similarity	NPD7075	Discontinued
0.6818	Remote Similarity	NPD5402	Approved
0.6818	Remote Similarity	NPD3817	Phase 2
0.68	Remote Similarity	NPD920	Approved
0.68	Remote Similarity	NPD5403	Approved
0.6792	Remote Similarity	NPD6166	Phase 2
0.6792	Remote Similarity	NPD6168	Clinical (unspecified phase)
0.6792	Remote Similarity	NPD6167	Clinical (unspecified phase)
0.6786	Remote Similarity	NPD6859	Clinical (unspecified phase)
0.6786	Remote Similarity	NPD6410	Clinical (unspecified phase)
0.6781	Remote Similarity	NPD2654	Approved
0.6781	Remote Similarity	NPD1243	Approved
0.6779	Remote Similarity	NPD5401	Approved
0.6779	Remote Similarity	NPD642	Clinical (unspecified phase)
0.6774	Remote Similarity	NPD1237	Approved
0.6772	Remote Similarity	NPD5711	Approved
0.6772	Remote Similarity	NPD5710	Approved
0.6759	Remote Similarity	NPD2346	Discontinued
0.6757	Remote Similarity	NPD3300	Phase 2
0.6753	Remote Similarity	NPD7096	Clinical (unspecified phase)
0.6752	Remote Similarity	NPD9256	Approved
0.6752	Remote Similarity	NPD9258	Approved
0.6736	Remote Similarity	NPD4308	Phase 3
0.6731	Remote Similarity	NPD4381	Clinical (unspecified phase)
0.6716	Remote Similarity	NPD3019	Approved
0.6716	Remote Similarity	NPD2932	Approved
0.6711	Remote Similarity	NPD3226	Approved
0.6696	Remote Similarity	NPD9093	Approved
0.6692	Remote Similarity	NPD1548	Phase 1
0.6692	Remote Similarity	NPD1759	Phase 1
0.6688	Remote Similarity	NPD919	Approved
0.6667	Remote Similarity	NPD7054	Approved
0.6667	Remote Similarity	NPD4868	Clinical (unspecified phase)
0.6644	Remote Similarity	NPD2344	Approved
0.6637	Remote Similarity	NPD9089	Approved
0.6626	Remote Similarity	NPD7074	Phase 3
0.6626	Remote Similarity	NPD7472	Approved
0.6618	Remote Similarity	NPD1610	Phase 2
0.6617	Remote Similarity	NPD1758	Phase 1
0.6609	Remote Similarity	NPD111	Approved
0.6605	Remote Similarity	NPD3818	Discontinued
0.6604	Remote Similarity	NPD1247	Approved
0.6596	Remote Similarity	NPD4625	Phase 3
0.6594	Remote Similarity	NPD1283	Approved
0.6593	Remote Similarity	NPD4626	Approved
0.6585	Remote Similarity	NPD6797	Phase 2
0.6584	Remote Similarity	NPD7852	Clinical (unspecified phase)
0.6583	Remote Similarity	NPD845	Approved
0.6581	Remote Similarity	NPD6801	Discontinued
0.6569	Remote Similarity	NPD1608	Approved
0.6565	Remote Similarity	NPD1241	Discontinued
0.6552	Remote Similarity	NPD9279	Approved
0.6549	Remote Similarity	NPD3764	Approved
0.6549	Remote Similarity	NPD2313	Discontinued
0.6547	Remote Similarity	NPD2797	Approved
0.6545	Remote Similarity	NPD7251	Discontinued
0.6529	Remote Similarity	NPD2934	Approved
0.6529	Remote Similarity	NPD2933	Approved
0.6529	Remote Similarity	NPD1432	Clinical (unspecified phase)
0.6528	Remote Similarity	NPD1933	Approved
0.6522	Remote Similarity	NPD1755	Approved
0.6519	Remote Similarity	NPD3749	Approved
0.651	Remote Similarity	NPD1196	Approved
0.651	Remote Similarity	NPD4628	Phase 3
0.6507	Remote Similarity	NPD2799	Discontinued
0.6507	Remote Similarity	NPD3299	Clinical (unspecified phase)
0.6507	Remote Similarity	NPD3748	Approved
0.6506	Remote Similarity	NPD7808	Phase 3
0.6504	Remote Similarity	NPD9273	Approved
0.6504	Remote Similarity	NPD9495	Approved
0.65	Remote Similarity	NPD602	Approved
0.65	Remote Similarity	NPD859	Approved
0.65	Remote Similarity	NPD599	Approved
0.65	Remote Similarity	NPD858	Approved
0.6494	Remote Similarity	NPD5808	Clinical (unspecified phase)
0.6489	Remote Similarity	NPD7635	Approved
0.6484	Remote Similarity	NPD2342	Discontinued
0.6475	Remote Similarity	NPD1809	Phase 2
0.6475	Remote Similarity	NPD2859	Approved
0.6475	Remote Similarity	NPD2860	Approved
0.6467	Remote Similarity	NPD2309	Approved
0.6466	Remote Similarity	NPD256	Approved
0.6466	Remote Similarity	NPD255	Approved
0.6463	Remote Similarity	NPD6020	Phase 2
0.6463	Remote Similarity	NPD5844	Phase 1
0.6463	Remote Similarity	NPD7804	Clinical (unspecified phase)
0.6463	Remote Similarity	NPD9570	Approved
0.6458	Remote Similarity	NPD4307	Phase 2
0.6452	Remote Similarity	NPD3020	Approved
0.6449	Remote Similarity	NPD3972	Approved
0.6447	Remote Similarity	NPD7004	Clinical (unspecified phase)
0.6443	Remote Similarity	NPD1195	Approved
0.6443	Remote Similarity	NPD7421	Clinical (unspecified phase)
0.6438	Remote Similarity	NPD5494	Approved
0.6434	Remote Similarity	NPD1699	Clinical (unspecified phase)
0.6423	Remote Similarity	NPD3496	Discontinued
0.6419	Remote Similarity	NPD2343	Clinical (unspecified phase)
0.6412	Remote Similarity	NPD9508	Approved
0.641	Remote Similarity	NPD9259	Approved
0.641	Remote Similarity	NPD9257	Approved
0.6408	Remote Similarity	NPD4908	Phase 1
0.6407	Remote Similarity	NPD4338	Clinical (unspecified phase)
0.64	Remote Similarity	NPD7003	Approved
0.6397	Remote Similarity	NPD1651	Approved
0.6397	Remote Similarity	NPD5691	Approved
0.6391	Remote Similarity	NPD5951	Approved
0.6389	Remote Similarity	NPD6663	Approved
0.6386	Remote Similarity	NPD5953	Discontinued
0.6382	Remote Similarity	NPD1543	Discontinued
0.6377	Remote Similarity	NPD1281	Approved
0.6376	Remote Similarity	NPD9277	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