NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	232.07
Volume:	235.634
LogP:	2.472
LogD:	2.768
LogS:	-2.725
# Rotatable Bonds:	1
TPSA:	80.92
# H-Bond Aceptor:	4
# H-Bond Donor:	4
# Rings:	2
# Heavy Atoms:	4

MedChem Properties

QED Drug-Likeness Score:	0.569
Synthetic Accessibility Score:	2.289
Fsp3:	0.077
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Accepted
GSK Rule:	Accepted
BMS Rule:	0
Golden Triangle Rule:	Accepted
Chelating Alert:	1
PAINS Alert:	1

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-5.009
MDCK Permeability:	8.400515071116388e-06
Pgp-inhibitor:	0.045
Pgp-substrate:	0.07
Human Intestinal Absorption (HIA):	0.009
20% Bioavailability (F20%):	0.985
30% Bioavailability (F30%):	0.989

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.045
Plasma Protein Binding (PPB):	92.2431869506836%
Volume Distribution (VD):	0.686
Pgp-substrate:	4.880361557006836%

ADMET: Metabolism

CYP1A2-inhibitor:	0.959
CYP1A2-substrate:	0.614
CYP2C19-inhibitor:	0.122
CYP2C19-substrate:	0.05
CYP2C9-inhibitor:	0.263
CYP2C9-substrate:	0.87
CYP2D6-inhibitor:	0.737
CYP2D6-substrate:	0.849
CYP3A4-inhibitor:	0.765
CYP3A4-substrate:	0.118

ADMET: Excretion

Clearance (CL):	16.925
Half-life (T1/2):	0.887

ADMET: Toxicity

hERG Blockers:	0.088
Human Hepatotoxicity (H-HT):	0.127
Drug-inuced Liver Injury (DILI):	0.072
AMES Toxicity:	0.432
Rat Oral Acute Toxicity:	0.166
Maximum Recommended Daily Dose:	0.909
Skin Sensitization:	0.954
Carcinogencity:	0.03
Eye Corrosion:	0.144
Eye Irritation:	0.95
Respiratory Toxicity:	0.361

Download Data

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

Natural Product: NPC472893

Natural Product ID:	NPC472893
*Common Name:**	WSCNWLJTILDSLU-UHFFFAOYSA-N
IUPAC Name:	n.a.
Synonyms:
Standard InCHIKey:	WSCNWLJTILDSLU-UHFFFAOYSA-N
Standard InCHI:	InChI=1S/C13H12O4/c1-7-2-12(16)13(17)6-11(7)8-3-9(14)5-10(15)4-8/h2-6,14-17H,1H3
SMILES:	Oc1cc(O)cc(c1)c1cc(O)c(cc1C)O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL3593568
PubChem CID:	n.a.
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0002448] Benzenoids [CHEMONTID:0002279] Benzene and substituted derivatives [CHEMONTID:0000041] Biphenyls and derivatives

*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
NPO33336	Penicillium sp. HN29-3B1	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[26230970]

☑ 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	1

Activity Type	# Activity
Individual Protein	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT60	Individual Protein	Lysosomal alpha-glucosidase	Homo sapiens	IC50	=	2200.0	nM	PMID[532637]

☑ 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 NPC472893 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	512
0.1-0.2	1950
0.2-0.3	6176
0.3-0.4	13473
0.4-0.5	4537
0.5-0.6	6680
0.6-0.7	6993
0.7-0.8	2035
0.8-0.85	294
0.85-0.9	33
0.9-0.95	13
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
0.9444	High Similarity	NPC268032
0.9386	High Similarity	NPC39029
0.9292	High Similarity	NPC217174
0.9217	High Similarity	NPC237667
0.9211	High Similarity	NPC472071
0.9167	High Similarity	NPC105727
0.9167	High Similarity	NPC58427
0.9167	High Similarity	NPC34864
0.9167	High Similarity	NPC114392
0.9145	High Similarity	NPC224342
0.9115	High Similarity	NPC277588
0.9074	High Similarity	NPC176527
0.906	High Similarity	NPC53567
0.9035	High Similarity	NPC144343
0.8957	High Similarity	NPC191866
0.8929	High Similarity	NPC471485
0.8909	High Similarity	NPC202647
0.8898	High Similarity	NPC84086
0.8818	High Similarity	NPC233835
0.8803	High Similarity	NPC24125
0.8796	High Similarity	NPC471511
0.8796	High Similarity	NPC30506
0.8739	High Similarity	NPC254833
0.8739	High Similarity	NPC228343
0.8716	High Similarity	NPC239291
0.8696	High Similarity	NPC115808
0.8684	High Similarity	NPC107240
0.8667	High Similarity	NPC5796
0.8667	High Similarity	NPC206487
0.8632	High Similarity	NPC176893
0.8621	High Similarity	NPC470760
0.8611	High Similarity	NPC100340
0.8611	High Similarity	NPC143659
0.8607	High Similarity	NPC266555
0.8583	High Similarity	NPC197757
0.8583	High Similarity	NPC136319
0.8583	High Similarity	NPC228922
0.8548	High Similarity	NPC126836
0.8545	High Similarity	NPC246056
0.8545	High Similarity	NPC292452
0.8537	High Similarity	NPC154866
0.8525	High Similarity	NPC76451
0.8522	High Similarity	NPC120280
0.8519	High Similarity	NPC161571
0.8519	High Similarity	NPC275053
0.8519	High Similarity	NPC248573
0.8519	High Similarity	NPC223393
0.8509	High Similarity	NPC43525
0.85	High Similarity	NPC41562
0.8496	Intermediate Similarity	NPC224870
0.8492	Intermediate Similarity	NPC32778
0.848	Intermediate Similarity	NPC15543
0.8475	Intermediate Similarity	NPC226629
0.8468	Intermediate Similarity	NPC39664
0.8468	Intermediate Similarity	NPC109691
0.8468	Intermediate Similarity	NPC118286
0.8468	Intermediate Similarity	NPC470700
0.8468	Intermediate Similarity	NPC302681
0.8468	Intermediate Similarity	NPC248904
0.8468	Intermediate Similarity	NPC39097
0.8455	Intermediate Similarity	NPC241891
0.8455	Intermediate Similarity	NPC120719
0.8455	Intermediate Similarity	NPC127587
0.8455	Intermediate Similarity	NPC102216
0.8443	Intermediate Similarity	NPC203133
0.8443	Intermediate Similarity	NPC298757
0.8443	Intermediate Similarity	NPC117214
0.8443	Intermediate Similarity	NPC17943
0.8443	Intermediate Similarity	NPC221077
0.8443	Intermediate Similarity	NPC57490
0.8443	Intermediate Similarity	NPC208950
0.8443	Intermediate Similarity	NPC475169
0.8443	Intermediate Similarity	NPC233410
0.8443	Intermediate Similarity	NPC472093
0.8443	Intermediate Similarity	NPC251855
0.8443	Intermediate Similarity	NPC116907
0.8443	Intermediate Similarity	NPC193544
0.8425	Intermediate Similarity	NPC289258
0.8425	Intermediate Similarity	NPC276026
0.8425	Intermediate Similarity	NPC555
0.8425	Intermediate Similarity	NPC469659
0.8425	Intermediate Similarity	NPC188378
0.8425	Intermediate Similarity	NPC160697
0.8425	Intermediate Similarity	NPC206737
0.8425	Intermediate Similarity	NPC56764
0.8425	Intermediate Similarity	NPC125649
0.8425	Intermediate Similarity	NPC7515
0.8421	Intermediate Similarity	NPC225679
0.8421	Intermediate Similarity	NPC165770
0.8421	Intermediate Similarity	NPC4493
0.8421	Intermediate Similarity	NPC257430
0.8421	Intermediate Similarity	NPC179002
0.8421	Intermediate Similarity	NPC476632
0.8421	Intermediate Similarity	NPC187583
0.8413	Intermediate Similarity	NPC161958
0.8413	Intermediate Similarity	NPC14224
0.8403	Intermediate Similarity	NPC475245
0.8403	Intermediate Similarity	NPC232084
0.8403	Intermediate Similarity	NPC10932
0.8403	Intermediate Similarity	NPC247364
0.8403	Intermediate Similarity	NPC61516
0.8393	Intermediate Similarity	NPC54844
0.8378	Intermediate Similarity	NPC134829
0.8374	Intermediate Similarity	NPC223953
0.8364	Intermediate Similarity	NPC168393
0.8359	Intermediate Similarity	NPC158142
0.8359	Intermediate Similarity	NPC108198
0.8359	Intermediate Similarity	NPC10314
0.8359	Intermediate Similarity	NPC200557
0.8359	Intermediate Similarity	NPC214853
0.8359	Intermediate Similarity	NPC55239
0.8359	Intermediate Similarity	NPC180602
0.8359	Intermediate Similarity	NPC69029
0.8359	Intermediate Similarity	NPC294884
0.8359	Intermediate Similarity	NPC240279
0.8348	Intermediate Similarity	NPC166995
0.8348	Intermediate Similarity	NPC473521
0.8348	Intermediate Similarity	NPC471179
0.8346	Intermediate Similarity	NPC474453
0.8333	Intermediate Similarity	NPC147634
0.8333	Intermediate Similarity	NPC79793
0.8333	Intermediate Similarity	NPC32674
0.8333	Intermediate Similarity	NPC174096
0.8333	Intermediate Similarity	NPC109955
0.8333	Intermediate Similarity	NPC120982
0.8333	Intermediate Similarity	NPC470414
0.8333	Intermediate Similarity	NPC226401
0.8333	Intermediate Similarity	NPC291789
0.8319	Intermediate Similarity	NPC174981
0.8306	Intermediate Similarity	NPC236791
0.8306	Intermediate Similarity	NPC324112
0.8306	Intermediate Similarity	NPC282000
0.8306	Intermediate Similarity	NPC293054
0.8306	Intermediate Similarity	NPC74817
0.8306	Intermediate Similarity	NPC246620
0.8306	Intermediate Similarity	NPC82679
0.8306	Intermediate Similarity	NPC252131
0.8306	Intermediate Similarity	NPC124452
0.8306	Intermediate Similarity	NPC169474
0.8306	Intermediate Similarity	NPC159968
0.8305	Intermediate Similarity	NPC195466
0.8304	Intermediate Similarity	NPC477814
0.8295	Intermediate Similarity	NPC133025
0.8295	Intermediate Similarity	NPC202846
0.8295	Intermediate Similarity	NPC223836
0.8295	Intermediate Similarity	NPC143139
0.8293	Intermediate Similarity	NPC33654
0.8288	Intermediate Similarity	NPC12278
0.8288	Intermediate Similarity	NPC119860
0.8281	Intermediate Similarity	NPC209199
0.8279	Intermediate Similarity	NPC121115
0.8279	Intermediate Similarity	NPC282496
0.8279	Intermediate Similarity	NPC233526
0.8276	Intermediate Similarity	NPC23804
0.8276	Intermediate Similarity	NPC263753
0.8276	Intermediate Similarity	NPC117846
0.8273	Intermediate Similarity	NPC147310
0.8273	Intermediate Similarity	NPC11280
0.8273	Intermediate Similarity	NPC24407
0.8273	Intermediate Similarity	NPC192032
0.8273	Intermediate Similarity	NPC166313
0.8273	Intermediate Similarity	NPC294186
0.8273	Intermediate Similarity	NPC137415
0.8264	Intermediate Similarity	NPC145780
0.8261	Intermediate Similarity	NPC224527
0.8261	Intermediate Similarity	NPC151537
0.825	Intermediate Similarity	NPC223451
0.8246	Intermediate Similarity	NPC19808
0.8246	Intermediate Similarity	NPC62258
0.8246	Intermediate Similarity	NPC33728
0.8246	Intermediate Similarity	NPC55617
0.824	Intermediate Similarity	NPC28765
0.824	Intermediate Similarity	NPC186843
0.824	Intermediate Similarity	NPC470213
0.824	Intermediate Similarity	NPC206615
0.824	Intermediate Similarity	NPC98631
0.8231	Intermediate Similarity	NPC200935
0.8231	Intermediate Similarity	NPC86605
0.8231	Intermediate Similarity	NPC3072
0.8231	Intermediate Similarity	NPC35550
0.8231	Intermediate Similarity	NPC301765
0.8231	Intermediate Similarity	NPC266453
0.8231	Intermediate Similarity	NPC156948
0.8231	Intermediate Similarity	NPC56329
0.8231	Intermediate Similarity	NPC46277
0.8231	Intermediate Similarity	NPC151656
0.8231	Intermediate Similarity	NPC242715
0.8231	Intermediate Similarity	NPC22902
0.8231	Intermediate Similarity	NPC230919
0.8226	Intermediate Similarity	NPC78974
0.8226	Intermediate Similarity	NPC223136
0.8226	Intermediate Similarity	NPC103823
0.8226	Intermediate Similarity	NPC18924
0.8226	Intermediate Similarity	NPC44748
0.8226	Intermediate Similarity	NPC214406
0.8226	Intermediate Similarity	NPC181361
0.8226	Intermediate Similarity	NPC28730
0.8217	Intermediate Similarity	NPC313081
0.8217	Intermediate Similarity	NPC241241
0.8214	Intermediate Similarity	NPC474839

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 NPC472893 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	450
0.1-0.2	1009
0.2-0.3	1706
0.3-0.4	3095
0.4-0.5	1547
0.5-0.6	950
0.6-0.7	332
0.7-0.8	55
0.8-0.85	4
0.85-0.9	2
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.8739	High Similarity	NPD3022	Approved
0.8739	High Similarity	NPD3021	Approved
0.8519	High Similarity	NPD1242	Phase 1
0.8175	Intermediate Similarity	NPD3027	Phase 3
0.816	Intermediate Similarity	NPD1530	Clinical (unspecified phase)
0.8108	Intermediate Similarity	NPD846	Approved
0.8108	Intermediate Similarity	NPD940	Approved
0.8095	Intermediate Similarity	NPD1529	Clinical (unspecified phase)
0.8087	Intermediate Similarity	NPD4750	Phase 3
0.7928	Intermediate Similarity	NPD3020	Approved
0.7846	Intermediate Similarity	NPD943	Approved
0.7846	Intermediate Similarity	NPD1612	Clinical (unspecified phase)
0.7846	Intermediate Similarity	NPD1613	Approved
0.7818	Intermediate Similarity	NPD2860	Approved
0.7818	Intermediate Similarity	NPD2859	Approved
0.7727	Intermediate Similarity	NPD2934	Approved
0.7727	Intermediate Similarity	NPD2933	Approved
0.7647	Intermediate Similarity	NPD228	Approved
0.7568	Intermediate Similarity	NPD1432	Clinical (unspecified phase)
0.7563	Intermediate Similarity	NPD9280	Clinical (unspecified phase)
0.75	Intermediate Similarity	NPD9094	Approved
0.7481	Intermediate Similarity	NPD4625	Phase 3
0.7481	Intermediate Similarity	NPD651	Clinical (unspecified phase)
0.748	Intermediate Similarity	NPD9269	Phase 2
0.7458	Intermediate Similarity	NPD2342	Discontinued
0.7442	Intermediate Similarity	NPD3094	Phase 2
0.7438	Intermediate Similarity	NPD9379	Approved
0.7438	Intermediate Similarity	NPD9377	Approved
0.7438	Intermediate Similarity	NPD7635	Approved
0.7434	Intermediate Similarity	NPD288	Approved
0.7402	Intermediate Similarity	NPD3092	Approved
0.7402	Intermediate Similarity	NPD1610	Phase 2
0.7391	Intermediate Similarity	NPD289	Clinical (unspecified phase)
0.7377	Intermediate Similarity	NPD5283	Phase 1
0.7353	Intermediate Similarity	NPD1509	Clinical (unspecified phase)
0.7345	Intermediate Similarity	NPD844	Approved
0.7308	Intermediate Similarity	NPD4339	Clinical (unspecified phase)
0.7293	Intermediate Similarity	NPD2028	Clinical (unspecified phase)
0.7287	Intermediate Similarity	NPD2983	Phase 2
0.7287	Intermediate Similarity	NPD2982	Phase 2
0.7273	Intermediate Similarity	NPD4908	Phase 1
0.7259	Intermediate Similarity	NPD230	Phase 1
0.7244	Intermediate Similarity	NPD9381	Approved
0.7244	Intermediate Similarity	NPD2286	Discontinued
0.7244	Intermediate Similarity	NPD9384	Approved
0.7222	Intermediate Similarity	NPD111	Approved
0.7222	Intermediate Similarity	NPD1548	Phase 1
0.7222	Intermediate Similarity	NPD3091	Approved
0.7209	Intermediate Similarity	NPD2981	Phase 2
0.7197	Intermediate Similarity	NPD3018	Phase 2
0.7193	Intermediate Similarity	NPD1809	Phase 2
0.719	Intermediate Similarity	NPD1792	Phase 2
0.7185	Intermediate Similarity	NPD3620	Phase 2
0.7185	Intermediate Similarity	NPD3619	Clinical (unspecified phase)
0.7176	Intermediate Similarity	NPD3053	Approved
0.7176	Intermediate Similarity	NPD3055	Approved
0.7165	Intermediate Similarity	NPD9268	Approved
0.7165	Intermediate Similarity	NPD4093	Discontinued
0.7164	Intermediate Similarity	NPD4907	Clinical (unspecified phase)
0.7154	Intermediate Similarity	NPD9622	Approved
0.7154	Intermediate Similarity	NPD3600	Clinical (unspecified phase)
0.7154	Intermediate Similarity	NPD4379	Clinical (unspecified phase)
0.7154	Intermediate Similarity	NPD4749	Approved
0.7122	Intermediate Similarity	NPD2029	Clinical (unspecified phase)
0.7109	Intermediate Similarity	NPD2932	Approved
0.7109	Intermediate Similarity	NPD4059	Approved
0.7109	Intermediate Similarity	NPD3019	Approved
0.7099	Intermediate Similarity	NPD5310	Approved
0.7099	Intermediate Similarity	NPD5311	Approved
0.7063	Intermediate Similarity	NPD7390	Discontinued
0.7063	Intermediate Similarity	NPD1511	Approved
0.7059	Intermediate Similarity	NPD1558	Phase 1
0.7059	Intermediate Similarity	NPD3062	Approved
0.7059	Intermediate Similarity	NPD3059	Approved
0.7059	Intermediate Similarity	NPD3061	Approved
0.705	Intermediate Similarity	NPD1632	Clinical (unspecified phase)
0.704	Intermediate Similarity	NPD497	Approved
0.702	Intermediate Similarity	NPD6234	Discontinued
0.7018	Intermediate Similarity	NPD845	Approved
0.7014	Intermediate Similarity	NPD7422	Clinical (unspecified phase)
0.7009	Intermediate Similarity	NPD9093	Approved
0.7	Intermediate Similarity	NPD7266	Discontinued
0.7	Intermediate Similarity	NPD1201	Approved
0.6992	Remote Similarity	NPD6917	Clinical (unspecified phase)
0.6992	Remote Similarity	NPD9619	Approved
0.6992	Remote Similarity	NPD9620	Approved
0.6992	Remote Similarity	NPD257	Approved
0.6992	Remote Similarity	NPD9621	Approved
0.6992	Remote Similarity	NPD258	Approved
0.698	Remote Similarity	NPD1465	Phase 2
0.6977	Remote Similarity	NPD3095	Discontinued
0.6977	Remote Similarity	NPD1751	Approved
0.697	Remote Similarity	NPD9634	Clinical (unspecified phase)
0.6966	Remote Similarity	NPD1512	Approved
0.696	Remote Similarity	NPD2228	Approved
0.696	Remote Similarity	NPD2229	Approved
0.696	Remote Similarity	NPD495	Approved
0.696	Remote Similarity	NPD496	Approved
0.696	Remote Similarity	NPD2234	Approved
0.696	Remote Similarity	NPD498	Approved
0.6957	Remote Similarity	NPD2568	Approved
0.6957	Remote Similarity	NPD5314	Approved
0.6949	Remote Similarity	NPD3028	Approved
0.6947	Remote Similarity	NPD2337	Clinical (unspecified phase)
0.6944	Remote Similarity	NPD9089	Approved
0.6942	Remote Similarity	NPD1444	Approved
0.6942	Remote Similarity	NPD1445	Approved
0.6939	Remote Similarity	NPD4005	Discontinued
0.6934	Remote Similarity	NPD4060	Phase 1
0.6917	Remote Similarity	NPD1470	Approved
0.6913	Remote Similarity	NPD1934	Approved
0.6913	Remote Similarity	NPD37	Approved
0.687	Remote Similarity	NPD3705	Approved
0.687	Remote Similarity	NPD422	Phase 1
0.6867	Remote Similarity	NPD2393	Clinical (unspecified phase)
0.685	Remote Similarity	NPD709	Approved
0.6842	Remote Similarity	NPD1283	Approved
0.6831	Remote Similarity	NPD970	Clinical (unspecified phase)
0.6828	Remote Similarity	NPD2421	Approved
0.6828	Remote Similarity	NPD2420	Approved
0.6825	Remote Similarity	NPD4869	Clinical (unspecified phase)
0.6809	Remote Similarity	NPD5404	Approved
0.6809	Remote Similarity	NPD5406	Approved
0.6809	Remote Similarity	NPD5408	Approved
0.6809	Remote Similarity	NPD5405	Approved
0.6788	Remote Similarity	NPD598	Approved
0.6788	Remote Similarity	NPD601	Approved
0.6788	Remote Similarity	NPD597	Approved
0.6788	Remote Similarity	NPD6410	Clinical (unspecified phase)
0.6776	Remote Similarity	NPD4966	Approved
0.6776	Remote Similarity	NPD4967	Phase 2
0.6776	Remote Similarity	NPD4965	Approved
0.6774	Remote Similarity	NPD6232	Discontinued
0.6772	Remote Similarity	NPD1476	Clinical (unspecified phase)
0.6769	Remote Similarity	NPD1651	Approved
0.6767	Remote Similarity	NPD1669	Approved
0.6759	Remote Similarity	NPD3845	Phase 1
0.6755	Remote Similarity	NPD2801	Approved
0.6739	Remote Similarity	NPD1136	Approved
0.6739	Remote Similarity	NPD1132	Approved
0.6739	Remote Similarity	NPD1130	Approved
0.6736	Remote Similarity	NPD8166	Discontinued
0.6736	Remote Similarity	NPD3750	Approved
0.6718	Remote Similarity	NPD5238	Clinical (unspecified phase)
0.6714	Remote Similarity	NPD823	Approved
0.6714	Remote Similarity	NPD817	Approved
0.6709	Remote Similarity	NPD7228	Approved
0.6694	Remote Similarity	NPD9500	Approved
0.6692	Remote Similarity	NPD2226	Clinical (unspecified phase)
0.6691	Remote Similarity	NPD5736	Approved
0.6691	Remote Similarity	NPD9569	Approved
0.6691	Remote Similarity	NPD1555	Discontinued
0.6691	Remote Similarity	NPD825	Approved
0.6691	Remote Similarity	NPD826	Approved
0.6691	Remote Similarity	NPD2861	Phase 2
0.6691	Remote Similarity	NPD1240	Approved
0.669	Remote Similarity	NPD6190	Approved
0.669	Remote Similarity	NPD302	Approved
0.669	Remote Similarity	NPD6100	Approved
0.669	Remote Similarity	NPD5307	Clinical (unspecified phase)
0.669	Remote Similarity	NPD6099	Approved
0.6667	Remote Similarity	NPD4160	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD3764	Approved
0.6667	Remote Similarity	NPD6124	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD5109	Approved
0.6667	Remote Similarity	NPD5698	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD3026	Approved
0.6667	Remote Similarity	NPD4868	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD5110	Phase 2
0.6667	Remote Similarity	NPD7325	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD5111	Phase 2
0.6667	Remote Similarity	NPD1164	Approved
0.6667	Remote Similarity	NPD3023	Approved
0.6667	Remote Similarity	NPD3882	Suspended
0.6646	Remote Similarity	NPD7473	Discontinued
0.6644	Remote Similarity	NPD7124	Phase 2
0.6644	Remote Similarity	NPD2422	Clinical (unspecified phase)
0.6643	Remote Similarity	NPD274	Approved
0.6643	Remote Similarity	NPD275	Approved
0.6643	Remote Similarity	NPD3540	Phase 1
0.6641	Remote Similarity	NPD3025	Approved
0.6641	Remote Similarity	NPD3024	Approved
0.664	Remote Similarity	NPD9380	Clinical (unspecified phase)
0.6639	Remote Similarity	NPD9610	Approved
0.6639	Remote Similarity	NPD9608	Approved
0.6623	Remote Similarity	NPD4055	Discovery
0.6622	Remote Similarity	NPD1940	Clinical (unspecified phase)
0.662	Remote Similarity	NPD1510	Phase 2
0.6619	Remote Similarity	NPD259	Phase 1
0.6618	Remote Similarity	NPD602	Approved
0.6618	Remote Similarity	NPD2195	Approved
0.6618	Remote Similarity	NPD859	Approved
0.6618	Remote Similarity	NPD2194	Approved
0.6618	Remote Similarity	NPD858	Approved
0.6618	Remote Similarity	NPD599	Approved
0.6617	Remote Similarity	NPD1281	Approved
0.6615	Remote Similarity	NPD5536	Phase 2
0.6603	Remote Similarity	NPD7199	Phase 2
0.6599	Remote Similarity	NPD4357	Discontinued
0.6596	Remote Similarity	NPD1607	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