NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	400.16
Volume:	389.562
LogP:	3.06
LogD:	1.719
LogS:	-3.619
# Rotatable Bonds:	5
TPSA:	116.45
# H-Bond Aceptor:	7
# H-Bond Donor:	4
# Rings:	2
# Heavy Atoms:	8

MedChem Properties

QED Drug-Likeness Score:	0.605
Synthetic Accessibility Score:	4.305
Fsp3:	0.632
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Accepted
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:	-5.393
MDCK Permeability:	7.609861313540023e-06
Pgp-inhibitor:	0.009
Pgp-substrate:	0.97
Human Intestinal Absorption (HIA):	0.053
20% Bioavailability (F20%):	0.002
30% Bioavailability (F30%):	0.007

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.112
Plasma Protein Binding (PPB):	97.68355560302734%
Volume Distribution (VD):	0.901
Pgp-substrate:	2.6336581707000732%

ADMET: Metabolism

CYP1A2-inhibitor:	0.115
CYP1A2-substrate:	0.807
CYP2C19-inhibitor:	0.019
CYP2C19-substrate:	0.834
CYP2C9-inhibitor:	0.018
CYP2C9-substrate:	0.641
CYP2D6-inhibitor:	0.016
CYP2D6-substrate:	0.18
CYP3A4-inhibitor:	0.027
CYP3A4-substrate:	0.09

ADMET: Excretion

Clearance (CL):	4.455
Half-life (T1/2):	0.352

ADMET: Toxicity

hERG Blockers:	0.007
Human Hepatotoxicity (H-HT):	0.15
Drug-inuced Liver Injury (DILI):	0.765
AMES Toxicity:	0.491
Rat Oral Acute Toxicity:	0.233
Maximum Recommended Daily Dose:	0.146
Skin Sensitization:	0.683
Carcinogencity:	0.061
Eye Corrosion:	0.004
Eye Irritation:	0.433
Respiratory Toxicity:	0.411

Download Data

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

Natural Product: NPC478041

Natural Product ID:	NPC478041
*Common Name:**	Suncheonoside A
IUPAC Name:	S-methyl 4-hydroxy-3,5-dimethyl-2-propan-2-yl-6-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxybenzenecarbothioate
Synonyms:
Standard InCHIKey:	JPPAKLKWLNRDOZ-KWYAYSQOSA-N
Standard InCHI:	InChI=1S/C19H28O7S/c1-7(2)11-8(3)13(20)9(4)17(12(11)18(24)27-6)26-19-16(23)15(22)14(21)10(5)25-19/h7,10,14-16,19-23H,1-6H3/t10-,14-,15+,16+,19-/m0/s1
SMILES:	C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC2=C(C(=C(C(=C2C)O)C)C(C)C)C(=O)SC)O)O)O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	n.a.
PubChem CID:	122180309
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0004603] Organic oxygen compounds [CHEMONTID:0000323] Organooxygen compounds [CHEMONTID:0000011] Carbohydrates and carbohydrate conjugates [CHEMONTID:0002105] Glycosyl compounds [CHEMONTID:0004165] Phenolic glycosides

*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
NPO33687	Streptomyces sp. SSC21	Species	Streptomycetaceae	Bacteria	isolated from a sediment sample	Suncheon Bay, Korea	2013	PMID[26078114]

☑ 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
Others	1

Activity Type	# Activity
Others	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT2	Others	Unspecified		Activity	=	107	%	PMID[26078114]

☑ 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 NPC478041 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	381
0.1-0.2	1828
0.2-0.3	3926
0.3-0.4	9746
0.4-0.5	9776
0.5-0.6	4551
0.6-0.7	6694
0.7-0.8	5554
0.8-0.85	229
0.85-0.9	9
0.9-0.95	1
0.95-1	2

Similarity Score	Similarity Level	Natural Product ID
0.9868	High Similarity	NPC478042
0.9615	High Similarity	NPC478044
0.882	High Similarity	NPC470358
0.878	High Similarity	NPC178851
0.8675	High Similarity	NPC259905
0.8623	High Similarity	NPC298778
0.858	High Similarity	NPC474345
0.8571	High Similarity	NPC271385
0.8571	High Similarity	NPC30432
0.8571	High Similarity	NPC5029
0.8571	High Similarity	NPC111536
0.8571	High Similarity	NPC76128
0.8553	High Similarity	NPC38775
0.8521	High Similarity	NPC213052
0.85	High Similarity	NPC190217
0.8485	Intermediate Similarity	NPC216752
0.8471	Intermediate Similarity	NPC470454
0.8471	Intermediate Similarity	NPC63105
0.8471	Intermediate Similarity	NPC68381
0.8471	Intermediate Similarity	NPC199533
0.8457	Intermediate Similarity	NPC470605
0.8457	Intermediate Similarity	NPC470603
0.8457	Intermediate Similarity	NPC470604
0.8452	Intermediate Similarity	NPC473202
0.8438	Intermediate Similarity	NPC106025
0.8438	Intermediate Similarity	NPC214454
0.8438	Intermediate Similarity	NPC477240
0.8428	Intermediate Similarity	NPC470359
0.8421	Intermediate Similarity	NPC475233
0.8421	Intermediate Similarity	NPC475246
0.8421	Intermediate Similarity	NPC46958
0.8412	Intermediate Similarity	NPC98776
0.8408	Intermediate Similarity	NPC18886
0.8395	Intermediate Similarity	NPC268950
0.8395	Intermediate Similarity	NPC211158
0.8395	Intermediate Similarity	NPC108706
0.8395	Intermediate Similarity	NPC87304
0.8395	Intermediate Similarity	NPC78021
0.8385	Intermediate Similarity	NPC250488
0.8383	Intermediate Similarity	NPC7752
0.8363	Intermediate Similarity	NPC3718
0.8354	Intermediate Similarity	NPC470606
0.8343	Intermediate Similarity	NPC222455
0.8333	Intermediate Similarity	NPC293227
0.8333	Intermediate Similarity	NPC473631
0.8333	Intermediate Similarity	NPC475662
0.8333	Intermediate Similarity	NPC473717
0.8324	Intermediate Similarity	NPC84494
0.8324	Intermediate Similarity	NPC277710
0.8324	Intermediate Similarity	NPC153578
0.8324	Intermediate Similarity	NPC114257
0.8324	Intermediate Similarity	NPC212290
0.8324	Intermediate Similarity	NPC299149
0.8324	Intermediate Similarity	NPC245059
0.8313	Intermediate Similarity	NPC199335
0.8313	Intermediate Similarity	NPC472345
0.8303	Intermediate Similarity	NPC470607
0.8303	Intermediate Similarity	NPC279732
0.8294	Intermediate Similarity	NPC477670
0.8291	Intermediate Similarity	NPC112749
0.8284	Intermediate Similarity	NPC249977
0.8276	Intermediate Similarity	NPC470453
0.8276	Intermediate Similarity	NPC164047
0.8276	Intermediate Similarity	NPC475161
0.8276	Intermediate Similarity	NPC470452
0.8276	Intermediate Similarity	NPC470448
0.8276	Intermediate Similarity	NPC477860
0.8272	Intermediate Similarity	NPC134819
0.8256	Intermediate Similarity	NPC146803
0.825	Intermediate Similarity	NPC8817
0.825	Intermediate Similarity	NPC47388
0.825	Intermediate Similarity	NPC23084
0.825	Intermediate Similarity	NPC470670
0.825	Intermediate Similarity	NPC473133
0.825	Intermediate Similarity	NPC471734
0.8247	Intermediate Similarity	NPC156967
0.8247	Intermediate Similarity	NPC472599
0.8242	Intermediate Similarity	NPC23817
0.8239	Intermediate Similarity	NPC221140
0.8239	Intermediate Similarity	NPC475352
0.8239	Intermediate Similarity	NPC229817
0.8239	Intermediate Similarity	NPC475220
0.8239	Intermediate Similarity	NPC473686
0.8235	Intermediate Similarity	NPC470207
0.8235	Intermediate Similarity	NPC470206
0.8235	Intermediate Similarity	NPC191653
0.8232	Intermediate Similarity	NPC477671
0.8232	Intermediate Similarity	NPC477687
0.8221	Intermediate Similarity	NPC87708
0.8221	Intermediate Similarity	NPC273483
0.8214	Intermediate Similarity	NPC471286
0.821	Intermediate Similarity	NPC191154
0.8204	Intermediate Similarity	NPC65746
0.8198	Intermediate Similarity	NPC472054
0.8194	Intermediate Similarity	NPC245058
0.8193	Intermediate Similarity	NPC85121
0.8193	Intermediate Similarity	NPC308265
0.8187	Intermediate Similarity	NPC471735
0.8187	Intermediate Similarity	NPC470357
0.8182	Intermediate Similarity	NPC164427
0.8182	Intermediate Similarity	NPC261866
0.8182	Intermediate Similarity	NPC477674
0.8182	Intermediate Similarity	NPC17521
0.8182	Intermediate Similarity	NPC477675
0.8176	Intermediate Similarity	NPC477502
0.8171	Intermediate Similarity	NPC106625
0.8171	Intermediate Similarity	NPC472799
0.8166	Intermediate Similarity	NPC294722
0.8166	Intermediate Similarity	NPC475979
0.816	Intermediate Similarity	NPC477672
0.816	Intermediate Similarity	NPC70016
0.816	Intermediate Similarity	NPC232645
0.816	Intermediate Similarity	NPC72958
0.816	Intermediate Similarity	NPC477673
0.816	Intermediate Similarity	NPC215921
0.8155	Intermediate Similarity	NPC215612
0.8155	Intermediate Similarity	NPC131745
0.8155	Intermediate Similarity	NPC259834
0.8155	Intermediate Similarity	NPC300537
0.8155	Intermediate Similarity	NPC474763
0.8155	Intermediate Similarity	NPC44947
0.8155	Intermediate Similarity	NPC127782
0.8148	Intermediate Similarity	NPC307052
0.8148	Intermediate Similarity	NPC139966
0.8144	Intermediate Similarity	NPC470810
0.8144	Intermediate Similarity	NPC271479
0.8144	Intermediate Similarity	NPC328093
0.8144	Intermediate Similarity	NPC472320
0.814	Intermediate Similarity	NPC471688
0.8137	Intermediate Similarity	NPC91902
0.8136	Intermediate Similarity	NPC87583
0.8125	Intermediate Similarity	NPC75694
0.8121	Intermediate Similarity	NPC267242
0.8121	Intermediate Similarity	NPC175192
0.8121	Intermediate Similarity	NPC99233
0.8118	Intermediate Similarity	NPC472621
0.8118	Intermediate Similarity	NPC329119
0.8117	Intermediate Similarity	NPC475645
0.8113	Intermediate Similarity	NPC472610
0.8113	Intermediate Similarity	NPC276565
0.811	Intermediate Similarity	NPC121001
0.811	Intermediate Similarity	NPC259182
0.8107	Intermediate Similarity	NPC257566
0.8107	Intermediate Similarity	NPC66087
0.8107	Intermediate Similarity	NPC124155
0.8107	Intermediate Similarity	NPC278419
0.8107	Intermediate Similarity	NPC179198
0.8107	Intermediate Similarity	NPC183672
0.8101	Intermediate Similarity	NPC469818
0.8098	Intermediate Similarity	NPC325983
0.8098	Intermediate Similarity	NPC179178
0.8098	Intermediate Similarity	NPC470908
0.8098	Intermediate Similarity	NPC150928
0.8098	Intermediate Similarity	NPC202595
0.8095	Intermediate Similarity	NPC47923
0.8095	Intermediate Similarity	NPC474779
0.8095	Intermediate Similarity	NPC117985
0.8092	Intermediate Similarity	NPC199357
0.8092	Intermediate Similarity	NPC85368
0.809	Intermediate Similarity	NPC105591
0.8086	Intermediate Similarity	NPC10097
0.8084	Intermediate Similarity	NPC73511
0.8084	Intermediate Similarity	NPC470339
0.8081	Intermediate Similarity	NPC477573
0.8081	Intermediate Similarity	NPC477572
0.8081	Intermediate Similarity	NPC477571
0.8081	Intermediate Similarity	NPC78734
0.8081	Intermediate Similarity	NPC150767
0.8081	Intermediate Similarity	NPC241874
0.8075	Intermediate Similarity	NPC260946
0.8072	Intermediate Similarity	NPC206378
0.8072	Intermediate Similarity	NPC127406
0.807	Intermediate Similarity	NPC472622
0.807	Intermediate Similarity	NPC474024
0.807	Intermediate Similarity	NPC225419
0.8068	Intermediate Similarity	NPC315221
0.8063	Intermediate Similarity	NPC96216
0.8063	Intermediate Similarity	NPC474939
0.8063	Intermediate Similarity	NPC470909
0.8061	Intermediate Similarity	NPC60084
0.8061	Intermediate Similarity	NPC477669
0.8061	Intermediate Similarity	NPC185103
0.8059	Intermediate Similarity	NPC21016
0.8059	Intermediate Similarity	NPC146584
0.8059	Intermediate Similarity	NPC25361
0.8059	Intermediate Similarity	NPC99216
0.8059	Intermediate Similarity	NPC102372
0.8059	Intermediate Similarity	NPC327652
0.805	Intermediate Similarity	NPC157497
0.805	Intermediate Similarity	NPC285659
0.805	Intermediate Similarity	NPC81337
0.805	Intermediate Similarity	NPC74397
0.8049	Intermediate Similarity	NPC470675
0.8049	Intermediate Similarity	NPC473131
0.8047	Intermediate Similarity	NPC473043
0.8047	Intermediate Similarity	NPC125991
0.8047	Intermediate Similarity	NPC473961
0.8047	Intermediate Similarity	NPC211107
0.8047	Intermediate Similarity	NPC93215
0.8047	Intermediate Similarity	NPC278329

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 NPC478041 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	330
0.1-0.2	1059
0.2-0.3	2187
0.3-0.4	2773
0.4-0.5	1717
0.5-0.6	767
0.6-0.7	218
0.7-0.8	97
0.8-0.85	2
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.8125	Intermediate Similarity	NPD2533	Approved
0.8125	Intermediate Similarity	NPD2532	Approved
0.8125	Intermediate Similarity	NPD2534	Approved
0.8024	Intermediate Similarity	NPD4381	Clinical (unspecified phase)
0.7989	Intermediate Similarity	NPD6559	Discontinued
0.7919	Intermediate Similarity	NPD7804	Clinical (unspecified phase)
0.7882	Intermediate Similarity	NPD6959	Discontinued
0.7874	Intermediate Similarity	NPD7074	Phase 3
0.7844	Intermediate Similarity	NPD2393	Clinical (unspecified phase)
0.7816	Intermediate Similarity	NPD7054	Approved
0.7771	Intermediate Similarity	NPD7472	Approved
0.7759	Intermediate Similarity	NPD3818	Discontinued
0.7727	Intermediate Similarity	NPD6797	Phase 2
0.7684	Intermediate Similarity	NPD7251	Discontinued
0.7679	Intermediate Similarity	NPD1934	Approved
0.7665	Intermediate Similarity	NPD4380	Phase 2
0.764	Intermediate Similarity	NPD7808	Phase 3
0.764	Intermediate Similarity	NPD970	Clinical (unspecified phase)
0.7633	Intermediate Similarity	NPD7819	Suspended
0.763	Intermediate Similarity	NPD5711	Approved
0.763	Intermediate Similarity	NPD5710	Approved
0.7614	Intermediate Similarity	NPD5844	Phase 1
0.7602	Intermediate Similarity	NPD7075	Discontinued
0.7598	Intermediate Similarity	NPD8312	Approved
0.7598	Intermediate Similarity	NPD8313	Approved
0.7596	Intermediate Similarity	NPD7879	Clinical (unspecified phase)
0.7593	Intermediate Similarity	NPD2800	Approved
0.7547	Intermediate Similarity	NPD6651	Approved
0.7542	Intermediate Similarity	NPD4338	Clinical (unspecified phase)
0.7529	Intermediate Similarity	NPD6232	Discontinued
0.7529	Intermediate Similarity	NPD7096	Clinical (unspecified phase)
0.75	Intermediate Similarity	NPD7473	Discontinued
0.7485	Intermediate Similarity	NPD8443	Clinical (unspecified phase)
0.7471	Intermediate Similarity	NPD6801	Discontinued
0.747	Intermediate Similarity	NPD4378	Clinical (unspecified phase)
0.7443	Intermediate Similarity	NPD6166	Phase 2
0.7443	Intermediate Similarity	NPD6167	Clinical (unspecified phase)
0.7443	Intermediate Similarity	NPD6168	Clinical (unspecified phase)
0.7416	Intermediate Similarity	NPD7286	Phase 2
0.7378	Intermediate Similarity	NPD5698	Clinical (unspecified phase)
0.7378	Intermediate Similarity	NPD6674	Discontinued
0.7362	Intermediate Similarity	NPD1552	Clinical (unspecified phase)
0.7362	Intermediate Similarity	NPD1550	Clinical (unspecified phase)
0.7353	Intermediate Similarity	NPD6599	Discontinued
0.7341	Intermediate Similarity	NPD4868	Clinical (unspecified phase)
0.7333	Intermediate Similarity	NPD5953	Discontinued
0.733	Intermediate Similarity	NPD7229	Phase 3
0.7326	Intermediate Similarity	NPD2801	Approved
0.7317	Intermediate Similarity	NPD1549	Phase 2
0.7316	Intermediate Similarity	NPD6780	Approved
0.7316	Intermediate Similarity	NPD6777	Approved
0.7316	Intermediate Similarity	NPD6779	Approved
0.7316	Intermediate Similarity	NPD6776	Approved
0.7316	Intermediate Similarity	NPD6778	Approved
0.7316	Intermediate Similarity	NPD6781	Approved
0.7316	Intermediate Similarity	NPD6782	Approved
0.7314	Intermediate Similarity	NPD5494	Approved
0.7296	Intermediate Similarity	NPD1699	Clinical (unspecified phase)
0.7282	Intermediate Similarity	NPD8151	Discontinued
0.7267	Intermediate Similarity	NPD37	Approved
0.7263	Intermediate Similarity	NPD7228	Approved
0.7257	Intermediate Similarity	NPD6234	Discontinued
0.7241	Intermediate Similarity	NPD4967	Phase 2
0.7241	Intermediate Similarity	NPD4966	Approved
0.7241	Intermediate Similarity	NPD3882	Suspended
0.7241	Intermediate Similarity	NPD4965	Approved
0.7229	Intermediate Similarity	NPD4628	Phase 3
0.7209	Intermediate Similarity	NPD7411	Suspended
0.7208	Intermediate Similarity	NPD7782	Clinical (unspecified phase)
0.7208	Intermediate Similarity	NPD7783	Phase 2
0.7202	Intermediate Similarity	NPD7435	Discontinued
0.7202	Intermediate Similarity	NPD1511	Approved
0.7202	Intermediate Similarity	NPD6799	Approved
0.7184	Intermediate Similarity	NPD3817	Phase 2
0.7175	Intermediate Similarity	NPD7199	Phase 2
0.7169	Intermediate Similarity	NPD1652	Phase 2
0.716	Intermediate Similarity	NPD7410	Clinical (unspecified phase)
0.7158	Intermediate Similarity	NPD8090	Clinical (unspecified phase)
0.7143	Intermediate Similarity	NPD6534	Approved
0.7143	Intermediate Similarity	NPD6535	Approved
0.7126	Intermediate Similarity	NPD1465	Phase 2
0.7126	Intermediate Similarity	NPD6398	Clinical (unspecified phase)
0.7118	Intermediate Similarity	NPD1512	Approved
0.7117	Intermediate Similarity	NPD1607	Approved
0.7113	Intermediate Similarity	NPD7697	Approved
0.7113	Intermediate Similarity	NPD7696	Phase 3
0.7113	Intermediate Similarity	NPD7698	Approved
0.7091	Intermediate Similarity	NPD6100	Approved
0.7091	Intermediate Similarity	NPD2796	Approved
0.7091	Intermediate Similarity	NPD6099	Approved
0.7077	Intermediate Similarity	NPD7871	Phase 2
0.7077	Intermediate Similarity	NPD7870	Phase 2
0.7072	Intermediate Similarity	NPD3751	Discontinued
0.7062	Intermediate Similarity	NPD6823	Phase 2
0.7059	Intermediate Similarity	NPD6843	Phase 3
0.7059	Intermediate Similarity	NPD6841	Approved
0.7059	Intermediate Similarity	NPD6842	Approved
0.7056	Intermediate Similarity	NPD7701	Phase 2
0.7056	Intermediate Similarity	NPD7852	Clinical (unspecified phase)
0.7048	Intermediate Similarity	NPD2346	Discontinued
0.7045	Intermediate Similarity	NPD7768	Phase 2
0.7039	Intermediate Similarity	NPD3787	Discontinued
0.7035	Intermediate Similarity	NPD7801	Approved
0.7031	Intermediate Similarity	NPD7699	Phase 2
0.7031	Intermediate Similarity	NPD7700	Phase 2
0.703	Intermediate Similarity	NPD1510	Phase 2
0.7026	Intermediate Similarity	NPD7680	Approved
0.7024	Intermediate Similarity	NPD1878	Clinical (unspecified phase)
0.7021	Intermediate Similarity	NPD8397	Clinical (unspecified phase)
0.7	Intermediate Similarity	NPD7184	Clinical (unspecified phase)
0.6994	Remote Similarity	NPD1240	Approved
0.6994	Remote Similarity	NPD3226	Approved
0.6994	Remote Similarity	NPD5808	Clinical (unspecified phase)
0.6989	Remote Similarity	NPD5402	Approved
0.6988	Remote Similarity	NPD1551	Phase 2
0.6988	Remote Similarity	NPD2935	Discontinued
0.6985	Remote Similarity	NPD7875	Clinical (unspecified phase)
0.6985	Remote Similarity	NPD7874	Approved
0.6975	Remote Similarity	NPD7985	Registered
0.6957	Remote Similarity	NPD7993	Clinical (unspecified phase)
0.6951	Remote Similarity	NPD5124	Phase 1
0.6951	Remote Similarity	NPD5123	Clinical (unspecified phase)
0.6936	Remote Similarity	NPD1653	Approved
0.6932	Remote Similarity	NPD8455	Phase 2
0.6928	Remote Similarity	NPD1509	Clinical (unspecified phase)
0.6923	Remote Similarity	NPD3750	Approved
0.6919	Remote Similarity	NPD7584	Approved
0.6919	Remote Similarity	NPD7240	Approved
0.6911	Remote Similarity	NPD6212	Phase 3
0.6911	Remote Similarity	NPD6213	Phase 3
0.6911	Remote Similarity	NPD6214	Clinical (unspecified phase)
0.691	Remote Similarity	NPD3749	Approved
0.6904	Remote Similarity	NPD8320	Phase 1
0.6904	Remote Similarity	NPD8319	Approved
0.6901	Remote Similarity	NPD7390	Discontinued
0.6897	Remote Similarity	NPD7458	Discontinued
0.6879	Remote Similarity	NPD5403	Approved
0.6879	Remote Similarity	NPD920	Approved
0.6869	Remote Similarity	NPD7211	Clinical (unspecified phase)
0.686	Remote Similarity	NPD7004	Clinical (unspecified phase)
0.6825	Remote Similarity	NPD8150	Discontinued
0.6824	Remote Similarity	NPD7982	Clinical (unspecified phase)
0.6791	Remote Similarity	NPD4419	Clinical (unspecified phase)
0.6778	Remote Similarity	NPD919	Approved
0.6772	Remote Similarity	NPD8055	Clinical (unspecified phase)
0.6768	Remote Similarity	NPD6410	Clinical (unspecified phase)
0.6768	Remote Similarity	NPD6859	Clinical (unspecified phase)
0.6765	Remote Similarity	NPD7421	Clinical (unspecified phase)
0.6765	Remote Similarity	NPD1243	Approved
0.6765	Remote Similarity	NPD7930	Approved
0.6763	Remote Similarity	NPD5401	Approved
0.6747	Remote Similarity	NPD230	Phase 1
0.6738	Remote Similarity	NPD7685	Pre-registration
0.6731	Remote Similarity	NPD8366	Approved
0.673	Remote Similarity	NPD1091	Approved
0.6726	Remote Similarity	NPD2799	Discontinued
0.6724	Remote Similarity	NPD5049	Phase 3
0.6707	Remote Similarity	NPD4625	Phase 3
0.6703	Remote Similarity	NPD1247	Approved
0.6701	Remote Similarity	NPD4360	Phase 2
0.6701	Remote Similarity	NPD4363	Phase 3
0.6687	Remote Similarity	NPD1612	Clinical (unspecified phase)
0.6687	Remote Similarity	NPD4060	Phase 1
0.6687	Remote Similarity	NPD1613	Approved
0.6686	Remote Similarity	NPD6980	Clinical (unspecified phase)
0.6686	Remote Similarity	NPD2531	Phase 2
0.6685	Remote Similarity	NPD5537	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD4907	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD7340	Approved
0.6667	Remote Similarity	NPD642	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD7422	Clinical (unspecified phase)
0.6651	Remote Similarity	NPD8155	Clinical (unspecified phase)
0.6649	Remote Similarity	NPD6765	Approved
0.6649	Remote Similarity	NPD8434	Phase 2
0.6649	Remote Similarity	NPD6764	Approved
0.6647	Remote Similarity	NPD643	Clinical (unspecified phase)
0.6646	Remote Similarity	NPD4749	Approved
0.6634	Remote Similarity	NPD7585	Approved
0.6627	Remote Similarity	NPD3748	Approved
0.6616	Remote Similarity	NPD7501	Clinical (unspecified phase)
0.6609	Remote Similarity	NPD6143	Clinical (unspecified phase)
0.6604	Remote Similarity	NPD8491	Approved
0.6588	Remote Similarity	NPD5408	Approved
0.6588	Remote Similarity	NPD5404	Approved
0.6588	Remote Similarity	NPD5406	Approved
0.6588	Remote Similarity	NPD5405	Approved
0.6584	Remote Similarity	NPD7583	Approved
0.6581	Remote Similarity	NPD1398	Phase 1
0.6573	Remote Similarity	NPD8469	Approved
0.6566	Remote Similarity	NPD7237	Clinical (unspecified phase)
0.6556	Remote Similarity	NPD5929	Approved
0.655	Remote Similarity	NPD6004	Phase 3
0.655	Remote Similarity	NPD6002	Phase 3
0.655	Remote Similarity	NPD6003	Clinical (unspecified phase)
0.655	Remote Similarity	NPD6005	Phase 3
0.655	Remote Similarity	NPD6006	Clinical (unspecified phase)
0.6548	Remote Similarity	NPD447	Suspended
0.6545	Remote Similarity	NPD4908	Phase 1
0.6541	Remote Similarity	NPD3926	Phase 2
0.6538	Remote Similarity	NPD6971	Discontinued

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