NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	236.07
Volume:	229.764
LogP:	1.756
LogD:	1.511
LogS:	-2.243
# Rotatable Bonds:	2
TPSA:	68.9
# H-Bond Aceptor:	5
# H-Bond Donor:	1
# Rings:	2
# Heavy Atoms:	5

MedChem Properties

QED Drug-Likeness Score:	0.861
Synthetic Accessibility Score:	2.339
Fsp3:	0.25
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:	-4.773
MDCK Permeability:	1.8009543055086397e-05
Pgp-inhibitor:	0.024
Pgp-substrate:	0.004
Human Intestinal Absorption (HIA):	0.011
20% Bioavailability (F20%):	0.004
30% Bioavailability (F30%):	0.007

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.188
Plasma Protein Binding (PPB):	76.67730712890625%
Volume Distribution (VD):	0.874
Pgp-substrate:	20.974870681762695%

ADMET: Metabolism

CYP1A2-inhibitor:	0.923
CYP1A2-substrate:	0.974
CYP2C19-inhibitor:	0.195
CYP2C19-substrate:	0.865
CYP2C9-inhibitor:	0.211
CYP2C9-substrate:	0.828
CYP2D6-inhibitor:	0.039
CYP2D6-substrate:	0.835
CYP3A4-inhibitor:	0.14
CYP3A4-substrate:	0.485

ADMET: Excretion

Clearance (CL):	4.902
Half-life (T1/2):	0.75

ADMET: Toxicity

hERG Blockers:	0.051
Human Hepatotoxicity (H-HT):	0.08
Drug-inuced Liver Injury (DILI):	0.425
AMES Toxicity:	0.427
Rat Oral Acute Toxicity:	0.243
Maximum Recommended Daily Dose:	0.069
Skin Sensitization:	0.55
Carcinogencity:	0.041
Eye Corrosion:	0.021
Eye Irritation:	0.784
Respiratory Toxicity:	0.258

Download Data

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

Natural Product: NPC30647

Natural Product ID:	NPC30647
*Common Name:**	Stellatin
IUPAC Name:	5-hydroxy-6,7-dimethoxy-2-methylchromen-4-one
Synonyms:	Stellatin
Standard InCHIKey:	PJCFJNHVNWMRPD-UHFFFAOYSA-N
Standard InCHI:	InChI=1S/C12H12O5/c1-6-4-7(13)10-8(17-6)5-9(15-2)12(16-3)11(10)14/h4-5,14H,1-3H3
SMILES:	Cc1cc(=O)c2c(cc(c(c2O)OC)OC)o1
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL1684136
PubChem CID:	53322523
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000002] Organoheterocyclic compounds [CHEMONTID:0000123] Benzopyrans [CHEMONTID:0003410] 1-benzopyrans [CHEMONTID:0000144] Chromones

*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
NPO25983	Pisonia aculeata	Species	Nyctaginaceae	Eukaryota	n.a.	root	n.a.	PMID[21542597]
NPO25983	Pisonia aculeata	Species	Nyctaginaceae	Eukaryota	n.a.	stem	n.a.	PMID[21542597]
NPO25983	Pisonia aculeata	Species	Nyctaginaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[21542597]
NPO501	Mycoleptodiscus indicus	Species	Magnaporthaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[24387625]
NPO25983	Pisonia aculeata	Species	Nyctaginaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO501	Mycoleptodiscus indicus	Species	Magnaporthaceae	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	9
LD50	1
Others	4

Activity Type	# Activity
Cell Line	4
Individual Protein	4
NON-MOLECULAR	1
Organism	4
Others	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT30	Individual Protein	Cyclooxygenase-1	Homo sapiens	Inhibition	=	71.5	%	PMID[478292]
NPT31	Individual Protein	Cyclooxygenase-2	Homo sapiens	Inhibition	=	80.15	%	PMID[478292]
NPT30	Individual Protein	Cyclooxygenase-1	Homo sapiens	IC50	=	22300.0	nM	PMID[478292]
NPT31	Individual Protein	Cyclooxygenase-2	Homo sapiens	IC50	=	19700.0	nM	PMID[478292]
NPT399	Cell Line	SF-295	Homo sapiens	IC50	>	105000.0	nM	PMID[478293]
NPT306	Cell Line	PC-3	Homo sapiens	IC50	=	20500.0	nM	PMID[478293]
NPT116	Cell Line	HL-60	Homo sapiens	IC50	>	105000.0	nM	PMID[478293]
NPT400	Cell Line	MDA-MB-435	Homo sapiens	IC50	>	105000.0	nM	PMID[478293]
NPT32	Organism	Mus musculus	Mus musculus	Activity	=	0.082	mm	PMID[478292]
NPT32	Organism	Mus musculus	Mus musculus	Inhibition	=	69.44	%	PMID[478292]
NPT27	Others	Unspecified		IC50	>	105000.0	nM	PMID[478293]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	IC50	>	105000.0	nM	PMID[478293]
NPT633	Organism	Leishmania donovani	Leishmania donovani	IC50	>	169000.0	nM	PMID[478293]
NPT841	Organism	Leishmania major	Leishmania major	LD50	=	34.5	uM	PMID[478293]

☑ 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 NPC30647 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	455
0.1-0.2	2040
0.2-0.3	5643
0.3-0.4	11839
0.4-0.5	5049
0.5-0.6	4116
0.6-0.7	5020
0.7-0.8	4973
0.8-0.85	2088
0.85-0.9	930
0.9-0.95	499
0.95-1	45

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC55557
1.0	High Similarity	NPC61871
0.9655	High Similarity	NPC188203
0.9655	High Similarity	NPC241498
0.9655	High Similarity	NPC275836
0.9655	High Similarity	NPC131624
0.9655	High Similarity	NPC198826
0.9655	High Similarity	NPC57030
0.9655	High Similarity	NPC275722
0.9655	High Similarity	NPC83508
0.9655	High Similarity	NPC212678
0.9655	High Similarity	NPC120163
0.9655	High Similarity	NPC71334
0.9655	High Similarity	NPC301323
0.9655	High Similarity	NPC25270
0.9655	High Similarity	NPC156222
0.9655	High Similarity	NPC100887
0.9655	High Similarity	NPC256283
0.9655	High Similarity	NPC293183
0.9655	High Similarity	NPC239128
0.9655	High Similarity	NPC162313
0.9655	High Similarity	NPC222830
0.9655	High Similarity	NPC187498
0.9589	High Similarity	NPC250822
0.9589	High Similarity	NPC276409
0.9589	High Similarity	NPC47781
0.9589	High Similarity	NPC22519
0.9589	High Similarity	NPC69394
0.9589	High Similarity	NPC274327
0.9589	High Similarity	NPC183878
0.9589	High Similarity	NPC145379
0.9589	High Similarity	NPC75279
0.9589	High Similarity	NPC255350
0.9589	High Similarity	NPC160951
0.9589	High Similarity	NPC176775
0.9589	High Similarity	NPC231018
0.9583	High Similarity	NPC259713
0.9583	High Similarity	NPC216318
0.9583	High Similarity	NPC296197
0.9583	High Similarity	NPC17286
0.958	High Similarity	NPC251188
0.9577	High Similarity	NPC472917
0.9524	High Similarity	NPC2476
0.9524	High Similarity	NPC138360
0.9524	High Similarity	NPC280339
0.9524	High Similarity	NPC18954
0.9524	High Similarity	NPC4455
0.9524	High Similarity	NPC201451
0.9524	High Similarity	NPC26227
0.9524	High Similarity	NPC163780
0.9524	High Similarity	NPC50715
0.9524	High Similarity	NPC227325
0.9524	High Similarity	NPC20830
0.9524	High Similarity	NPC183597
0.9524	High Similarity	NPC128863
0.9524	High Similarity	NPC44079
0.9524	High Similarity	NPC201136
0.9524	High Similarity	NPC196439
0.9524	High Similarity	NPC146165
0.9524	High Similarity	NPC256612
0.9524	High Similarity	NPC213622
0.9524	High Similarity	NPC167815
0.9524	High Similarity	NPC208197
0.9524	High Similarity	NPC92659
0.9521	High Similarity	NPC101996
0.9521	High Similarity	NPC142540
0.9521	High Similarity	NPC199100
0.9521	High Similarity	NPC180234
0.9521	High Similarity	NPC120537
0.9517	High Similarity	NPC184136
0.9517	High Similarity	NPC306821
0.9517	High Similarity	NPC45873
0.9514	High Similarity	NPC120464
0.951	High Similarity	NPC143903
0.951	High Similarity	NPC226987
0.9459	High Similarity	NPC474520
0.9459	High Similarity	NPC245546
0.9459	High Similarity	NPC49824
0.9459	High Similarity	NPC98661
0.9459	High Similarity	NPC43243
0.9459	High Similarity	NPC247017
0.9459	High Similarity	NPC266960
0.9459	High Similarity	NPC317383
0.9456	High Similarity	NPC292214
0.9456	High Similarity	NPC88645
0.9456	High Similarity	NPC271779
0.9456	High Similarity	NPC167091
0.9456	High Similarity	NPC206238
0.9452	High Similarity	NPC225731
0.9452	High Similarity	NPC208043
0.9452	High Similarity	NPC226973
0.9452	High Similarity	NPC171010
0.9448	High Similarity	NPC328119
0.9448	High Similarity	NPC48479
0.9448	High Similarity	NPC183950
0.9448	High Similarity	NPC177298
0.9448	High Similarity	NPC52005
0.9448	High Similarity	NPC137062
0.9448	High Similarity	NPC287101
0.9448	High Similarity	NPC223579
0.9444	High Similarity	NPC275772
0.9444	High Similarity	NPC130230
0.9444	High Similarity	NPC239312
0.9396	High Similarity	NPC93376
0.9396	High Similarity	NPC110070
0.9396	High Similarity	NPC227192
0.9396	High Similarity	NPC203891
0.9396	High Similarity	NPC189179
0.9396	High Similarity	NPC163524
0.9396	High Similarity	NPC470402
0.9396	High Similarity	NPC75215
0.9396	High Similarity	NPC101830
0.9396	High Similarity	NPC472438
0.9396	High Similarity	NPC7973
0.9396	High Similarity	NPC176665
0.9396	High Similarity	NPC224137
0.9396	High Similarity	NPC78302
0.9396	High Similarity	NPC29841
0.9396	High Similarity	NPC305663
0.9396	High Similarity	NPC287979
0.9396	High Similarity	NPC235215
0.9392	High Similarity	NPC2928
0.9388	High Similarity	NPC39732
0.9388	High Similarity	NPC39007
0.9388	High Similarity	NPC60972
0.9388	High Similarity	NPC161277
0.9388	High Similarity	NPC27208
0.9388	High Similarity	NPC301123
0.9384	High Similarity	NPC179183
0.9384	High Similarity	NPC62042
0.9384	High Similarity	NPC61620
0.9379	High Similarity	NPC12367
0.9379	High Similarity	NPC118726
0.9379	High Similarity	NPC287395
0.9379	High Similarity	NPC183655
0.9333	High Similarity	NPC261004
0.9333	High Similarity	NPC19687
0.9333	High Similarity	NPC105242
0.9333	High Similarity	NPC9609
0.9333	High Similarity	NPC4481
0.9333	High Similarity	NPC204854
0.9333	High Similarity	NPC7846
0.9333	High Similarity	NPC472886
0.9333	High Similarity	NPC143828
0.9333	High Similarity	NPC18607
0.9333	High Similarity	NPC22472
0.9333	High Similarity	NPC152166
0.9333	High Similarity	NPC18772
0.9333	High Similarity	NPC176300
0.9333	High Similarity	NPC253634
0.9333	High Similarity	NPC191459
0.9333	High Similarity	NPC288669
0.9333	High Similarity	NPC130894
0.9333	High Similarity	NPC300943
0.9333	High Similarity	NPC115798
0.9333	High Similarity	NPC25495
0.9329	High Similarity	NPC235165
0.9329	High Similarity	NPC292107
0.9329	High Similarity	NPC200388
0.9329	High Similarity	NPC472916
0.9329	High Similarity	NPC268161
0.9329	High Similarity	NPC55619
0.9329	High Similarity	NPC100916
0.9329	High Similarity	NPC255106
0.9324	High Similarity	NPC86485
0.9324	High Similarity	NPC280937
0.932	High Similarity	NPC45291
0.932	High Similarity	NPC125062
0.932	High Similarity	NPC149614
0.932	High Similarity	NPC19980
0.932	High Similarity	NPC200740
0.932	High Similarity	NPC252933
0.932	High Similarity	NPC308451
0.932	High Similarity	NPC251110
0.932	High Similarity	NPC54394
0.932	High Similarity	NPC50403
0.932	High Similarity	NPC117579
0.932	High Similarity	NPC133953
0.932	High Similarity	NPC28274
0.9315	High Similarity	NPC92722
0.9315	High Similarity	NPC102003
0.9315	High Similarity	NPC195351
0.931	High Similarity	NPC168803
0.931	High Similarity	NPC12200
0.931	High Similarity	NPC33265
0.931	High Similarity	NPC62536
0.931	High Similarity	NPC108406
0.9301	High Similarity	NPC175013
0.9272	High Similarity	NPC476980
0.9272	High Similarity	NPC246478
0.9267	High Similarity	NPC262286
0.9267	High Similarity	NPC162869
0.9267	High Similarity	NPC472911
0.9267	High Similarity	NPC96167
0.9267	High Similarity	NPC472914
0.9267	High Similarity	NPC472913
0.9267	High Similarity	NPC99597
0.9267	High Similarity	NPC78225
0.9267	High Similarity	NPC474208
0.9267	High Similarity	NPC222814

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 NPC30647 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	424
0.1-0.2	1027
0.2-0.3	2084
0.3-0.4	2650
0.4-0.5	1590
0.5-0.6	900
0.6-0.7	335
0.7-0.8	99
0.8-0.85	28
0.85-0.9	7
0.9-0.95	5
0.95-1	1

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.9589	High Similarity	NPD2801	Approved
0.9236	High Similarity	NPD1511	Approved
0.9128	High Similarity	NPD1934	Approved
0.911	High Similarity	NPD1512	Approved
0.8947	High Similarity	NPD3882	Suspended
0.8816	High Similarity	NPD2393	Clinical (unspecified phase)
0.8636	High Similarity	NPD3817	Phase 2
0.8562	High Similarity	NPD3818	Discontinued
0.8553	High Similarity	NPD6168	Clinical (unspecified phase)
0.8553	High Similarity	NPD6167	Clinical (unspecified phase)
0.8553	High Similarity	NPD6166	Phase 2
0.8528	High Similarity	NPD4338	Clinical (unspecified phase)
0.8509	High Similarity	NPD7054	Approved
0.8503	High Similarity	NPD970	Clinical (unspecified phase)
0.8457	Intermediate Similarity	NPD7472	Approved
0.8411	Intermediate Similarity	NPD4378	Clinical (unspecified phase)
0.8365	Intermediate Similarity	NPD1247	Approved
0.8345	Intermediate Similarity	NPD230	Phase 1
0.8344	Intermediate Similarity	NPD4868	Clinical (unspecified phase)
0.8344	Intermediate Similarity	NPD7074	Phase 3
0.8311	Intermediate Similarity	NPD1550	Clinical (unspecified phase)
0.8311	Intermediate Similarity	NPD1552	Clinical (unspecified phase)
0.8302	Intermediate Similarity	NPD5494	Approved
0.8299	Intermediate Similarity	NPD1510	Phase 2
0.8293	Intermediate Similarity	NPD6797	Phase 2
0.8276	Intermediate Similarity	NPD1240	Approved
0.8276	Intermediate Similarity	NPD943	Approved
0.8255	Intermediate Similarity	NPD1549	Phase 2
0.8242	Intermediate Similarity	NPD7251	Discontinued
0.8219	Intermediate Similarity	NPD447	Suspended
0.8217	Intermediate Similarity	NPD1465	Phase 2
0.8193	Intermediate Similarity	NPD7808	Phase 3
0.8163	Intermediate Similarity	NPD1607	Approved
0.8141	Intermediate Similarity	NPD4380	Phase 2
0.8105	Intermediate Similarity	NPD6799	Approved
0.8086	Intermediate Similarity	NPD6232	Discontinued
0.8079	Intermediate Similarity	NPD2800	Approved
0.8063	Intermediate Similarity	NPD4381	Clinical (unspecified phase)
0.8054	Intermediate Similarity	NPD651	Clinical (unspecified phase)
0.805	Intermediate Similarity	NPD5402	Approved
0.8049	Intermediate Similarity	NPD7473	Discontinued
0.8012	Intermediate Similarity	NPD919	Approved
0.8	Intermediate Similarity	NPD2796	Approved
0.795	Intermediate Similarity	NPD7075	Discontinued
0.7935	Intermediate Similarity	NPD7410	Clinical (unspecified phase)
0.7931	Intermediate Similarity	NPD1530	Clinical (unspecified phase)
0.7931	Intermediate Similarity	NPD9494	Approved
0.7877	Intermediate Similarity	NPD1529	Clinical (unspecified phase)
0.7875	Intermediate Similarity	NPD7096	Clinical (unspecified phase)
0.7857	Intermediate Similarity	NPD7993	Clinical (unspecified phase)
0.7844	Intermediate Similarity	NPD5844	Phase 1
0.7821	Intermediate Similarity	NPD2533	Approved
0.7821	Intermediate Similarity	NPD2532	Approved
0.7821	Intermediate Similarity	NPD2534	Approved
0.7818	Intermediate Similarity	NPD3926	Phase 2
0.7812	Intermediate Similarity	NPD6801	Discontinued
0.7799	Intermediate Similarity	NPD6599	Discontinued
0.7792	Intermediate Similarity	NPD1878	Clinical (unspecified phase)
0.7785	Intermediate Similarity	NPD1612	Clinical (unspecified phase)
0.7785	Intermediate Similarity	NPD1653	Approved
0.7785	Intermediate Similarity	NPD1613	Approved
0.7764	Intermediate Similarity	NPD7819	Suspended
0.7763	Intermediate Similarity	NPD1551	Phase 2
0.7763	Intermediate Similarity	NPD2935	Discontinued
0.7738	Intermediate Similarity	NPD7804	Clinical (unspecified phase)
0.7727	Intermediate Similarity	NPD1243	Approved
0.7722	Intermediate Similarity	NPD920	Approved
0.7716	Intermediate Similarity	NPD8443	Clinical (unspecified phase)
0.7708	Intermediate Similarity	NPD9269	Phase 2
0.7697	Intermediate Similarity	NPD6959	Discontinued
0.7677	Intermediate Similarity	NPD3750	Approved
0.764	Intermediate Similarity	NPD7411	Suspended
0.761	Intermediate Similarity	NPD5403	Approved
0.7595	Intermediate Similarity	NPD5401	Approved
0.7595	Intermediate Similarity	NPD642	Clinical (unspecified phase)
0.7584	Intermediate Similarity	NPD3027	Phase 3
0.7566	Intermediate Similarity	NPD6651	Approved
0.7533	Intermediate Similarity	NPD6859	Clinical (unspecified phase)
0.7517	Intermediate Similarity	NPD422	Phase 1
0.7515	Intermediate Similarity	NPD3749	Approved
0.75	Intermediate Similarity	NPD6559	Discontinued
0.75	Intermediate Similarity	NPD6980	Clinical (unspecified phase)
0.7484	Intermediate Similarity	NPD2344	Approved
0.7468	Intermediate Similarity	NPD1509	Clinical (unspecified phase)
0.7468	Intermediate Similarity	NPD643	Clinical (unspecified phase)
0.7466	Intermediate Similarity	NPD9717	Approved
0.7432	Intermediate Similarity	NPD1203	Approved
0.7431	Intermediate Similarity	NPD9268	Approved
0.7419	Intermediate Similarity	NPD6100	Approved
0.7419	Intermediate Similarity	NPD6099	Approved
0.7415	Intermediate Similarity	NPD4379	Clinical (unspecified phase)
0.7401	Intermediate Similarity	NPD8397	Clinical (unspecified phase)
0.7386	Intermediate Similarity	NPD1933	Approved
0.7368	Intermediate Similarity	NPD3751	Discontinued
0.7365	Intermediate Similarity	NPD6234	Discontinued
0.7355	Intermediate Similarity	NPD3748	Approved
0.7353	Intermediate Similarity	NPD7852	Clinical (unspecified phase)
0.7349	Intermediate Similarity	NPD7768	Phase 2
0.7342	Intermediate Similarity	NPD4628	Phase 3
0.7312	Intermediate Similarity	NPD6143	Clinical (unspecified phase)
0.7303	Intermediate Similarity	NPD411	Approved
0.7303	Intermediate Similarity	NPD2313	Discontinued
0.7301	Intermediate Similarity	NPD3226	Approved
0.7296	Intermediate Similarity	NPD2309	Approved
0.7296	Intermediate Similarity	NPD6190	Approved
0.7289	Intermediate Similarity	NPD5353	Approved
0.7278	Intermediate Similarity	NPD7199	Phase 2
0.7278	Intermediate Similarity	NPD2654	Approved
0.7278	Intermediate Similarity	NPD7421	Clinical (unspecified phase)
0.7251	Intermediate Similarity	NPD2403	Approved
0.7244	Intermediate Similarity	NPD2799	Discontinued
0.7241	Intermediate Similarity	NPD5953	Discontinued
0.7241	Intermediate Similarity	NPD1548	Phase 1
0.7235	Intermediate Similarity	NPD3787	Discontinued
0.7235	Intermediate Similarity	NPD5710	Approved
0.7235	Intermediate Similarity	NPD5711	Approved
0.7234	Intermediate Similarity	NPD228	Approved
0.7233	Intermediate Similarity	NPD6398	Clinical (unspecified phase)
0.7228	Intermediate Similarity	NPD7501	Clinical (unspecified phase)
0.7225	Intermediate Similarity	NPD7286	Phase 2
0.7193	Intermediate Similarity	NPD7184	Clinical (unspecified phase)
0.7169	Intermediate Similarity	NPD37	Approved
0.7161	Intermediate Similarity	NPD1899	Clinical (unspecified phase)
0.7159	Intermediate Similarity	NPD4419	Clinical (unspecified phase)
0.7152	Intermediate Similarity	NPD2346	Discontinued
0.7143	Intermediate Similarity	NPD4966	Approved
0.7143	Intermediate Similarity	NPD4965	Approved
0.7143	Intermediate Similarity	NPD4967	Phase 2
0.7135	Intermediate Similarity	NPD8055	Clinical (unspecified phase)
0.7127	Intermediate Similarity	NPD7879	Clinical (unspecified phase)
0.7123	Intermediate Similarity	NPD9545	Approved
0.7114	Intermediate Similarity	NPD1608	Approved
0.7103	Intermediate Similarity	NPD9493	Approved
0.7102	Intermediate Similarity	NPD7685	Pre-registration
0.7099	Intermediate Similarity	NPD7390	Discontinued
0.7093	Intermediate Similarity	NPD5242	Approved
0.7078	Intermediate Similarity	NPD1296	Phase 2
0.7069	Intermediate Similarity	NPD7228	Approved
0.7066	Intermediate Similarity	NPD6844	Discontinued
0.7063	Intermediate Similarity	NPD1652	Phase 2
0.7059	Intermediate Similarity	NPD6832	Phase 2
0.7047	Intermediate Similarity	NPD1610	Phase 2
0.7047	Intermediate Similarity	NPD1547	Clinical (unspecified phase)
0.7039	Intermediate Similarity	NPD1019	Discontinued
0.7014	Intermediate Similarity	NPD1241	Discontinued
0.7006	Intermediate Similarity	NPD6385	Approved
0.7006	Intermediate Similarity	NPD6386	Approved
0.7	Intermediate Similarity	NPD1481	Phase 2
0.6994	Remote Similarity	NPD4357	Discontinued
0.6993	Remote Similarity	NPD3018	Phase 2
0.6968	Remote Similarity	NPD3268	Approved
0.6954	Remote Similarity	NPD4749	Approved
0.6951	Remote Similarity	NPD7422	Clinical (unspecified phase)
0.6948	Remote Similarity	NPD4908	Phase 1
0.6939	Remote Similarity	NPD5536	Phase 2
0.6933	Remote Similarity	NPD1535	Discovery
0.6928	Remote Similarity	NPD2798	Approved
0.6923	Remote Similarity	NPD6233	Phase 2
0.6918	Remote Similarity	NPD7033	Discontinued
0.6918	Remote Similarity	NPD4308	Phase 3
0.6913	Remote Similarity	NPD17	Approved
0.6909	Remote Similarity	NPD1940	Clinical (unspecified phase)
0.6908	Remote Similarity	NPD3225	Approved
0.6906	Remote Similarity	NPD8434	Phase 2
0.6894	Remote Similarity	NPD2424	Discontinued
0.6886	Remote Similarity	NPD824	Approved
0.6882	Remote Similarity	NPD8090	Clinical (unspecified phase)
0.6879	Remote Similarity	NPD1558	Phase 1
0.6871	Remote Similarity	NPD405	Clinical (unspecified phase)
0.6867	Remote Similarity	NPD3496	Discontinued
0.6865	Remote Similarity	NPD4360	Phase 2
0.6865	Remote Similarity	NPD4363	Phase 3
0.6863	Remote Similarity	NPD2797	Approved
0.6863	Remote Similarity	NPD1470	Approved
0.6862	Remote Similarity	NPD6782	Approved
0.6862	Remote Similarity	NPD6780	Approved
0.6862	Remote Similarity	NPD6778	Approved
0.6862	Remote Similarity	NPD6777	Approved
0.6862	Remote Similarity	NPD6781	Approved
0.6862	Remote Similarity	NPD6779	Approved
0.6862	Remote Similarity	NPD6776	Approved
0.6859	Remote Similarity	NPD4907	Clinical (unspecified phase)
0.6842	Remote Similarity	NPD2983	Phase 2
0.6842	Remote Similarity	NPD2982	Phase 2
0.6839	Remote Similarity	NPD1008	Clinical (unspecified phase)
0.6833	Remote Similarity	NPD8313	Approved
0.6833	Remote Similarity	NPD8312	Approved
0.6832	Remote Similarity	NPD1471	Phase 3
0.6821	Remote Similarity	NPD1201	Approved
0.6803	Remote Similarity	NPD6671	Approved
0.68	Remote Similarity	NPD1778	Approved
0.6798	Remote Similarity	NPD1729	Discontinued
0.6784	Remote Similarity	NPD2899	Discontinued
0.6784	Remote Similarity	NPD4288	Approved
0.6784	Remote Similarity	NPD2296	Approved
0.678	Remote Similarity	NPD2163	Approved
0.6778	Remote Similarity	NPD7549	Discontinued
0.6776	Remote Similarity	NPD2981	Phase 2
0.6774	Remote Similarity	NPD2861	Phase 2
0.6768	Remote Similarity	NPD2354	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