NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	414.17
Volume:	406.858
LogP:	3.432
LogD:	2.378
LogS:	-4.226
# Rotatable Bonds:	6
TPSA:	105.45
# H-Bond Aceptor:	7
# H-Bond Donor:	3
# Rings:	2
# Heavy Atoms:	8

MedChem Properties

QED Drug-Likeness Score:	0.673
Synthetic Accessibility Score:	4.274
Fsp3:	0.65
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:	-5.078
MDCK Permeability:	1.217715998791391e-05
Pgp-inhibitor:	0.013
Pgp-substrate:	0.923
Human Intestinal Absorption (HIA):	0.028
20% Bioavailability (F20%):	0.001
30% Bioavailability (F30%):	0.006

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.104
Plasma Protein Binding (PPB):	97.28915405273438%
Volume Distribution (VD):	1.343
Pgp-substrate:	1.998170256614685%

ADMET: Metabolism

CYP1A2-inhibitor:	0.109
CYP1A2-substrate:	0.945
CYP2C19-inhibitor:	0.021
CYP2C19-substrate:	0.872
CYP2C9-inhibitor:	0.018
CYP2C9-substrate:	0.482
CYP2D6-inhibitor:	0.011
CYP2D6-substrate:	0.237
CYP3A4-inhibitor:	0.037
CYP3A4-substrate:	0.136

ADMET: Excretion

Clearance (CL):	6.102
Half-life (T1/2):	0.157

ADMET: Toxicity

hERG Blockers:	0.017
Human Hepatotoxicity (H-HT):	0.145
Drug-inuced Liver Injury (DILI):	0.652
AMES Toxicity:	0.137
Rat Oral Acute Toxicity:	0.146
Maximum Recommended Daily Dose:	0.063
Skin Sensitization:	0.328
Carcinogencity:	0.058
Eye Corrosion:	0.003
Eye Irritation:	0.194
Respiratory Toxicity:	0.612

Download Data

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

Natural Product: NPC478042

Natural Product ID:	NPC478042
*Common Name:**	Suncheonoside B
IUPAC Name:	S-methyl 4-methoxy-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:	CMVHZNYTKJFYLM-WAPRPUHNSA-N
Standard InCHI:	InChI=1S/C20H30O7S/c1-8(2)12-9(3)17(25-6)10(4)18(13(12)19(24)28-7)27-20-16(23)15(22)14(21)11(5)26-20/h8,11,14-16,20-23H,1-7H3/t11-,14-,15+,16+,20-/m0/s1
SMILES:	C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC2=C(C(=C(C(=C2C)OC)C)C(C)C)C(=O)SC)O)O)O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	n.a.
PubChem CID:	122180310
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	=	65	%	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 NPC478042 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	377
0.1-0.2	1810
0.2-0.3	3869
0.3-0.4	9699
0.4-0.5	9927
0.5-0.6	4794
0.6-0.7	7067
0.7-0.8	5012
0.8-0.85	137
0.85-0.9	2
0.9-0.95	0
0.95-1	3

Similarity Score	Similarity Level	Natural Product ID
0.9868	High Similarity	NPC478041
0.974	High Similarity	NPC478044
0.8696	High Similarity	NPC470358
0.8659	High Similarity	NPC178851
0.8554	High Similarity	NPC473202
0.8554	High Similarity	NPC259905
0.8503	High Similarity	NPC298778
0.8462	Intermediate Similarity	NPC474345
0.8452	Intermediate Similarity	NPC30432
0.8452	Intermediate Similarity	NPC111536
0.8452	Intermediate Similarity	NPC271385
0.8452	Intermediate Similarity	NPC5029
0.8452	Intermediate Similarity	NPC76128
0.8428	Intermediate Similarity	NPC38775
0.8405	Intermediate Similarity	NPC279732
0.8402	Intermediate Similarity	NPC213052
0.8393	Intermediate Similarity	NPC477670
0.8375	Intermediate Similarity	NPC190217
0.8364	Intermediate Similarity	NPC216752
0.8353	Intermediate Similarity	NPC68381
0.8353	Intermediate Similarity	NPC146803
0.8353	Intermediate Similarity	NPC63105
0.8353	Intermediate Similarity	NPC470454
0.8353	Intermediate Similarity	NPC199533
0.8333	Intermediate Similarity	NPC470603
0.8333	Intermediate Similarity	NPC470605
0.8333	Intermediate Similarity	NPC477671
0.8333	Intermediate Similarity	NPC470604
0.8333	Intermediate Similarity	NPC477687
0.8313	Intermediate Similarity	NPC214454
0.8313	Intermediate Similarity	NPC106025
0.8313	Intermediate Similarity	NPC477240
0.8304	Intermediate Similarity	NPC475246
0.8304	Intermediate Similarity	NPC475233
0.8304	Intermediate Similarity	NPC46958
0.8302	Intermediate Similarity	NPC470359
0.8294	Intermediate Similarity	NPC98776
0.8282	Intermediate Similarity	NPC477675
0.8282	Intermediate Similarity	NPC477674
0.8282	Intermediate Similarity	NPC17521
0.828	Intermediate Similarity	NPC18886
0.8272	Intermediate Similarity	NPC268950
0.8272	Intermediate Similarity	NPC108706
0.8272	Intermediate Similarity	NPC211158
0.8272	Intermediate Similarity	NPC87304
0.8272	Intermediate Similarity	NPC78021
0.8263	Intermediate Similarity	NPC7752
0.8261	Intermediate Similarity	NPC477672
0.8261	Intermediate Similarity	NPC477673
0.8261	Intermediate Similarity	NPC250488
0.8246	Intermediate Similarity	NPC3718
0.8232	Intermediate Similarity	NPC470606
0.8225	Intermediate Similarity	NPC222455
0.8225	Intermediate Similarity	NPC191653
0.8218	Intermediate Similarity	NPC475662
0.8218	Intermediate Similarity	NPC473717
0.8218	Intermediate Similarity	NPC473631
0.8218	Intermediate Similarity	NPC293227
0.8208	Intermediate Similarity	NPC299149
0.8208	Intermediate Similarity	NPC84494
0.8208	Intermediate Similarity	NPC114257
0.8208	Intermediate Similarity	NPC277710
0.8208	Intermediate Similarity	NPC212290
0.8208	Intermediate Similarity	NPC245059
0.8208	Intermediate Similarity	NPC153578
0.8187	Intermediate Similarity	NPC199335
0.8187	Intermediate Similarity	NPC472345
0.8182	Intermediate Similarity	NPC470607
0.8176	Intermediate Similarity	NPC470357
0.8166	Intermediate Similarity	NPC249977
0.8165	Intermediate Similarity	NPC112749
0.8161	Intermediate Similarity	NPC477860
0.8161	Intermediate Similarity	NPC470448
0.8161	Intermediate Similarity	NPC470453
0.8161	Intermediate Similarity	NPC164047
0.8161	Intermediate Similarity	NPC475161
0.8161	Intermediate Similarity	NPC470452
0.816	Intermediate Similarity	NPC477669
0.8148	Intermediate Similarity	NPC134819
0.8125	Intermediate Similarity	NPC475352
0.8125	Intermediate Similarity	NPC470670
0.8125	Intermediate Similarity	NPC218685
0.8125	Intermediate Similarity	NPC471734
0.8125	Intermediate Similarity	NPC23084
0.8125	Intermediate Similarity	NPC475220
0.8125	Intermediate Similarity	NPC473133
0.8125	Intermediate Similarity	NPC473686
0.8125	Intermediate Similarity	NPC8817
0.8125	Intermediate Similarity	NPC47388
0.8125	Intermediate Similarity	NPC221140
0.8125	Intermediate Similarity	NPC229817
0.8121	Intermediate Similarity	NPC23817
0.8118	Intermediate Similarity	NPC470206
0.8118	Intermediate Similarity	NPC470207
0.8117	Intermediate Similarity	NPC156967
0.8117	Intermediate Similarity	NPC472599
0.8098	Intermediate Similarity	NPC87708
0.8098	Intermediate Similarity	NPC273483
0.8095	Intermediate Similarity	NPC471286
0.8086	Intermediate Similarity	NPC213723
0.8086	Intermediate Similarity	NPC191154
0.8084	Intermediate Similarity	NPC65746
0.8081	Intermediate Similarity	NPC472054
0.8072	Intermediate Similarity	NPC308265
0.8072	Intermediate Similarity	NPC85121
0.8065	Intermediate Similarity	NPC245058
0.8063	Intermediate Similarity	NPC474302
0.8063	Intermediate Similarity	NPC471735
0.8061	Intermediate Similarity	NPC261866
0.8061	Intermediate Similarity	NPC164427
0.8061	Intermediate Similarity	NPC45165
0.8059	Intermediate Similarity	NPC477502
0.8049	Intermediate Similarity	NPC472799
0.8049	Intermediate Similarity	NPC106625
0.8047	Intermediate Similarity	NPC294722
0.8047	Intermediate Similarity	NPC475979
0.8038	Intermediate Similarity	NPC469579
0.8037	Intermediate Similarity	NPC23253
0.8037	Intermediate Similarity	NPC232645
0.8037	Intermediate Similarity	NPC72958
0.8037	Intermediate Similarity	NPC70016
0.8037	Intermediate Similarity	NPC215921
0.8036	Intermediate Similarity	NPC131745
0.8036	Intermediate Similarity	NPC259834
0.8036	Intermediate Similarity	NPC474763
0.8036	Intermediate Similarity	NPC300537
0.8036	Intermediate Similarity	NPC127782
0.8036	Intermediate Similarity	NPC125991
0.8036	Intermediate Similarity	NPC215612
0.8036	Intermediate Similarity	NPC44947
0.8025	Intermediate Similarity	NPC307052
0.8025	Intermediate Similarity	NPC139966
0.8024	Intermediate Similarity	NPC472320
0.8024	Intermediate Similarity	NPC328093
0.8024	Intermediate Similarity	NPC470810
0.8024	Intermediate Similarity	NPC271479
0.8024	Intermediate Similarity	NPC110349
0.8023	Intermediate Similarity	NPC471688
0.8023	Intermediate Similarity	NPC87583
0.8012	Intermediate Similarity	NPC91902
0.8	Intermediate Similarity	NPC99233
0.8	Intermediate Similarity	NPC267242
0.8	Intermediate Similarity	NPC329119
0.8	Intermediate Similarity	NPC175192
0.8	Intermediate Similarity	NPC75694
0.8	Intermediate Similarity	NPC472621
0.7988	Intermediate Similarity	NPC183672
0.7988	Intermediate Similarity	NPC471349
0.7988	Intermediate Similarity	NPC257566
0.7988	Intermediate Similarity	NPC17432
0.7988	Intermediate Similarity	NPC121001
0.7988	Intermediate Similarity	NPC124155
0.7988	Intermediate Similarity	NPC278419
0.7988	Intermediate Similarity	NPC471347
0.7988	Intermediate Similarity	NPC66087
0.7988	Intermediate Similarity	NPC259182
0.7988	Intermediate Similarity	NPC38469
0.7988	Intermediate Similarity	NPC179198
0.7987	Intermediate Similarity	NPC475645
0.7987	Intermediate Similarity	NPC276565
0.7987	Intermediate Similarity	NPC472610
0.7978	Intermediate Similarity	NPC105591
0.7977	Intermediate Similarity	NPC199357
0.7977	Intermediate Similarity	NPC85368
0.7976	Intermediate Similarity	NPC117985
0.7976	Intermediate Similarity	NPC474779
0.7976	Intermediate Similarity	NPC182045
0.7976	Intermediate Similarity	NPC474239
0.7976	Intermediate Similarity	NPC47923
0.7975	Intermediate Similarity	NPC325983
0.7975	Intermediate Similarity	NPC202595
0.7975	Intermediate Similarity	NPC150928
0.7975	Intermediate Similarity	NPC470908
0.7975	Intermediate Similarity	NPC179178
0.7975	Intermediate Similarity	NPC469818
0.7975	Intermediate Similarity	NPC477676
0.7965	Intermediate Similarity	NPC477572
0.7965	Intermediate Similarity	NPC150767
0.7965	Intermediate Similarity	NPC477571
0.7965	Intermediate Similarity	NPC78734
0.7965	Intermediate Similarity	NPC241874
0.7965	Intermediate Similarity	NPC477573
0.7964	Intermediate Similarity	NPC43761
0.7964	Intermediate Similarity	NPC73511
0.7964	Intermediate Similarity	NPC470339
0.7963	Intermediate Similarity	NPC10097
0.7955	Intermediate Similarity	NPC315221
0.7953	Intermediate Similarity	NPC474024
0.7953	Intermediate Similarity	NPC472622
0.7953	Intermediate Similarity	NPC225419
0.7952	Intermediate Similarity	NPC127406
0.7952	Intermediate Similarity	NPC206378
0.795	Intermediate Similarity	NPC260946
0.7941	Intermediate Similarity	NPC99216
0.7941	Intermediate Similarity	NPC102372
0.7941	Intermediate Similarity	NPC25361
0.7941	Intermediate Similarity	NPC21016
0.7941	Intermediate Similarity	NPC327652
0.7941	Intermediate Similarity	NPC146584
0.7939	Intermediate Similarity	NPC185103

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 NPC478042 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	326
0.1-0.2	1045
0.2-0.3	2177
0.3-0.4	2788
0.4-0.5	1725
0.5-0.6	767
0.6-0.7	238
0.7-0.8	84
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.8	Intermediate Similarity	NPD2533	Approved
0.8	Intermediate Similarity	NPD2532	Approved
0.8	Intermediate Similarity	NPD2534	Approved
0.7904	Intermediate Similarity	NPD4381	Clinical (unspecified phase)
0.7874	Intermediate Similarity	NPD6559	Discontinued
0.7803	Intermediate Similarity	NPD7804	Clinical (unspecified phase)
0.7765	Intermediate Similarity	NPD6959	Discontinued
0.7759	Intermediate Similarity	NPD7074	Phase 3
0.7725	Intermediate Similarity	NPD2393	Clinical (unspecified phase)
0.7725	Intermediate Similarity	NPD7819	Suspended
0.7701	Intermediate Similarity	NPD7054	Approved
0.7657	Intermediate Similarity	NPD7472	Approved
0.7644	Intermediate Similarity	NPD3818	Discontinued
0.7619	Intermediate Similarity	NPD7096	Clinical (unspecified phase)
0.7614	Intermediate Similarity	NPD6797	Phase 2
0.76	Intermediate Similarity	NPD5844	Phase 1
0.7571	Intermediate Similarity	NPD7251	Discontinued
0.756	Intermediate Similarity	NPD1934	Approved
0.7545	Intermediate Similarity	NPD4380	Phase 2
0.7528	Intermediate Similarity	NPD7808	Phase 3
0.7516	Intermediate Similarity	NPD970	Clinical (unspecified phase)
0.7514	Intermediate Similarity	NPD5711	Approved
0.7514	Intermediate Similarity	NPD5710	Approved
0.7486	Intermediate Similarity	NPD7879	Clinical (unspecified phase)
0.7486	Intermediate Similarity	NPD8312	Approved
0.7486	Intermediate Similarity	NPD8313	Approved
0.7485	Intermediate Similarity	NPD7075	Discontinued
0.7469	Intermediate Similarity	NPD2800	Approved
0.7469	Intermediate Similarity	NPD6674	Discontinued
0.7469	Intermediate Similarity	NPD5698	Clinical (unspecified phase)
0.7456	Intermediate Similarity	NPD6801	Discontinued
0.744	Intermediate Similarity	NPD6599	Discontinued
0.743	Intermediate Similarity	NPD4338	Clinical (unspecified phase)
0.7421	Intermediate Similarity	NPD6651	Approved
0.7414	Intermediate Similarity	NPD7229	Phase 3
0.7414	Intermediate Similarity	NPD6232	Discontinued
0.7399	Intermediate Similarity	NPD5494	Approved
0.7389	Intermediate Similarity	NPD1699	Clinical (unspecified phase)
0.7386	Intermediate Similarity	NPD7473	Discontinued
0.7368	Intermediate Similarity	NPD8443	Clinical (unspecified phase)
0.7349	Intermediate Similarity	NPD4378	Clinical (unspecified phase)
0.733	Intermediate Similarity	NPD6167	Clinical (unspecified phase)
0.733	Intermediate Similarity	NPD6166	Phase 2
0.733	Intermediate Similarity	NPD6168	Clinical (unspecified phase)
0.7303	Intermediate Similarity	NPD7286	Phase 2
0.7289	Intermediate Similarity	NPD6799	Approved
0.7267	Intermediate Similarity	NPD3817	Phase 2
0.7257	Intermediate Similarity	NPD7199	Phase 2
0.7256	Intermediate Similarity	NPD1652	Phase 2
0.7251	Intermediate Similarity	NPD37	Approved
0.7239	Intermediate Similarity	NPD1550	Clinical (unspecified phase)
0.7239	Intermediate Similarity	NPD1552	Clinical (unspecified phase)
0.7225	Intermediate Similarity	NPD4966	Approved
0.7225	Intermediate Similarity	NPD4965	Approved
0.7225	Intermediate Similarity	NPD4868	Clinical (unspecified phase)
0.7225	Intermediate Similarity	NPD4967	Phase 2
0.7222	Intermediate Similarity	NPD5953	Discontinued
0.7212	Intermediate Similarity	NPD4628	Phase 3
0.7211	Intermediate Similarity	NPD6780	Approved
0.7211	Intermediate Similarity	NPD6777	Approved
0.7211	Intermediate Similarity	NPD6776	Approved
0.7211	Intermediate Similarity	NPD6781	Approved
0.7211	Intermediate Similarity	NPD6778	Approved
0.7211	Intermediate Similarity	NPD6779	Approved
0.7211	Intermediate Similarity	NPD6782	Approved
0.7209	Intermediate Similarity	NPD2801	Approved
0.7195	Intermediate Similarity	NPD1549	Phase 2
0.7193	Intermediate Similarity	NPD7411	Suspended
0.7179	Intermediate Similarity	NPD8151	Discontinued
0.7178	Intermediate Similarity	NPD2796	Approved
0.7151	Intermediate Similarity	NPD7228	Approved
0.7143	Intermediate Similarity	NPD6234	Discontinued
0.7135	Intermediate Similarity	NPD6841	Approved
0.7135	Intermediate Similarity	NPD6843	Phase 3
0.7135	Intermediate Similarity	NPD6842	Approved
0.7134	Intermediate Similarity	NPD2346	Discontinued
0.7126	Intermediate Similarity	NPD3882	Suspended
0.7119	Intermediate Similarity	NPD3787	Discontinued
0.7107	Intermediate Similarity	NPD7783	Phase 2
0.7107	Intermediate Similarity	NPD7782	Clinical (unspecified phase)
0.7098	Intermediate Similarity	NPD7435	Discontinued
0.7083	Intermediate Similarity	NPD1511	Approved
0.7079	Intermediate Similarity	NPD7184	Clinical (unspecified phase)
0.7063	Intermediate Similarity	NPD7985	Registered
0.7056	Intermediate Similarity	NPD3751	Discontinued
0.7053	Intermediate Similarity	NPD8090	Clinical (unspecified phase)
0.7041	Intermediate Similarity	NPD7410	Clinical (unspecified phase)
0.7037	Intermediate Similarity	NPD6534	Approved
0.7037	Intermediate Similarity	NPD6535	Approved
0.7011	Intermediate Similarity	NPD8455	Phase 2
0.7011	Intermediate Similarity	NPD1465	Phase 2
0.701	Intermediate Similarity	NPD7696	Phase 3
0.701	Intermediate Similarity	NPD7698	Approved
0.701	Intermediate Similarity	NPD7697	Approved
0.7006	Intermediate Similarity	NPD6398	Clinical (unspecified phase)
0.7	Intermediate Similarity	NPD1512	Approved
0.6995	Remote Similarity	NPD7240	Approved
0.6994	Remote Similarity	NPD1607	Approved
0.6977	Remote Similarity	NPD5808	Clinical (unspecified phase)
0.6977	Remote Similarity	NPD3226	Approved
0.6974	Remote Similarity	NPD7871	Phase 2
0.6974	Remote Similarity	NPD7870	Phase 2
0.6971	Remote Similarity	NPD5402	Approved
0.697	Remote Similarity	NPD6100	Approved
0.697	Remote Similarity	NPD6099	Approved
0.6959	Remote Similarity	NPD6823	Phase 2
0.6959	Remote Similarity	NPD920	Approved
0.6954	Remote Similarity	NPD7701	Phase 2
0.6944	Remote Similarity	NPD7852	Clinical (unspecified phase)
0.6935	Remote Similarity	NPD7801	Approved
0.6933	Remote Similarity	NPD5124	Phase 1
0.6933	Remote Similarity	NPD5123	Clinical (unspecified phase)
0.6932	Remote Similarity	NPD7768	Phase 2
0.6927	Remote Similarity	NPD7699	Phase 2
0.6927	Remote Similarity	NPD7700	Phase 2
0.6923	Remote Similarity	NPD7680	Approved
0.6915	Remote Similarity	NPD8397	Clinical (unspecified phase)
0.6909	Remote Similarity	NPD1510	Phase 2
0.6905	Remote Similarity	NPD7982	Clinical (unspecified phase)
0.6905	Remote Similarity	NPD1878	Clinical (unspecified phase)
0.6884	Remote Similarity	NPD7875	Clinical (unspecified phase)
0.6884	Remote Similarity	NPD7874	Approved
0.6879	Remote Similarity	NPD7458	Discontinued
0.6871	Remote Similarity	NPD1240	Approved
0.6867	Remote Similarity	NPD2935	Discontinued
0.6867	Remote Similarity	NPD1551	Phase 2
0.686	Remote Similarity	NPD5403	Approved
0.6854	Remote Similarity	NPD919	Approved
0.6852	Remote Similarity	NPD6859	Clinical (unspecified phase)
0.6848	Remote Similarity	NPD7993	Clinical (unspecified phase)
0.6845	Remote Similarity	NPD1243	Approved
0.6842	Remote Similarity	NPD5401	Approved
0.6842	Remote Similarity	NPD7004	Clinical (unspecified phase)
0.6821	Remote Similarity	NPD1653	Approved
0.6818	Remote Similarity	NPD7584	Approved
0.6807	Remote Similarity	NPD1509	Clinical (unspecified phase)
0.6807	Remote Similarity	NPD2799	Discontinued
0.6806	Remote Similarity	NPD6212	Phase 3
0.6806	Remote Similarity	NPD6213	Phase 3
0.6806	Remote Similarity	NPD6214	Clinical (unspecified phase)
0.6805	Remote Similarity	NPD3750	Approved
0.6802	Remote Similarity	NPD5049	Phase 3
0.6802	Remote Similarity	NPD8320	Phase 1
0.6802	Remote Similarity	NPD8319	Approved
0.6798	Remote Similarity	NPD3749	Approved
0.6784	Remote Similarity	NPD7390	Discontinued
0.6778	Remote Similarity	NPD1247	Approved
0.6768	Remote Similarity	NPD7211	Clinical (unspecified phase)
0.6766	Remote Similarity	NPD2531	Phase 2
0.6763	Remote Similarity	NPD6980	Clinical (unspecified phase)
0.676	Remote Similarity	NPD5537	Clinical (unspecified phase)
0.6746	Remote Similarity	NPD7421	Clinical (unspecified phase)
0.6744	Remote Similarity	NPD642	Clinical (unspecified phase)
0.6725	Remote Similarity	NPD643	Clinical (unspecified phase)
0.672	Remote Similarity	NPD8150	Discontinued
0.672	Remote Similarity	NPD6764	Approved
0.672	Remote Similarity	NPD6765	Approved
0.6709	Remote Similarity	NPD1091	Approved
0.6707	Remote Similarity	NPD3748	Approved
0.6684	Remote Similarity	NPD4419	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD7930	Approved
0.6667	Remote Similarity	NPD8055	Clinical (unspecified phase)
0.6646	Remote Similarity	NPD6410	Clinical (unspecified phase)
0.6635	Remote Similarity	NPD8366	Approved
0.6632	Remote Similarity	NPD8434	Phase 2
0.6631	Remote Similarity	NPD7685	Pre-registration
0.6627	Remote Similarity	NPD230	Phase 1
0.6612	Remote Similarity	NPD3926	Phase 2
0.6611	Remote Similarity	NPD6971	Discontinued
0.6609	Remote Similarity	NPD6273	Approved
0.6598	Remote Similarity	NPD4360	Phase 2
0.6598	Remote Similarity	NPD4363	Phase 3
0.659	Remote Similarity	NPD6143	Clinical (unspecified phase)
0.6588	Remote Similarity	NPD2424	Discontinued
0.6585	Remote Similarity	NPD4625	Phase 3
0.6576	Remote Similarity	NPD2403	Approved
0.6568	Remote Similarity	NPD2438	Suspended
0.6567	Remote Similarity	NPD7583	Approved
0.6566	Remote Similarity	NPD1613	Approved
0.6566	Remote Similarity	NPD1612	Clinical (unspecified phase)
0.6566	Remote Similarity	NPD4060	Phase 1
0.6555	Remote Similarity	NPD8155	Clinical (unspecified phase)
0.6552	Remote Similarity	NPD7422	Clinical (unspecified phase)
0.6545	Remote Similarity	NPD4907	Clinical (unspecified phase)
0.6545	Remote Similarity	NPD2313	Discontinued
0.6538	Remote Similarity	NPD7340	Approved
0.6535	Remote Similarity	NPD7585	Approved
0.6529	Remote Similarity	NPD6003	Clinical (unspecified phase)
0.6529	Remote Similarity	NPD5762	Approved
0.6529	Remote Similarity	NPD6004	Phase 3
0.6529	Remote Similarity	NPD6005	Phase 3
0.6529	Remote Similarity	NPD6002	Phase 3
0.6529	Remote Similarity	NPD5763	Approved
0.6529	Remote Similarity	NPD6006	Clinical (unspecified phase)
0.6527	Remote Similarity	NPD447	Suspended
0.6527	Remote Similarity	NPD6355	Discontinued
0.6527	Remote Similarity	NPD1933	Approved
0.6522	Remote Similarity	NPD4749	Approved
0.6517	Remote Similarity	NPD7999	Approved
0.6517	Remote Similarity	NPD7615	Clinical (unspecified phase)

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