NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	246.13
Volume:	258.152
LogP:	1.689
LogD:	2.125
LogS:	-2.987
# Rotatable Bonds:	0
TPSA:	46.53
# H-Bond Aceptor:	3
# H-Bond Donor:	1
# Rings:	3
# Heavy Atoms:	3

MedChem Properties

QED Drug-Likeness Score:	0.404
Synthetic Accessibility Score:	4.666
Fsp3:	0.533
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Accepted
GSK Rule:	Accepted
BMS Rule:	2
Golden Triangle Rule:	Accepted
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-4.804
MDCK Permeability:	5.3769203077536076e-05
Pgp-inhibitor:	0.002
Pgp-substrate:	0.001
Human Intestinal Absorption (HIA):	0.01
20% Bioavailability (F20%):	0.842
30% Bioavailability (F30%):	0.028

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.923
Plasma Protein Binding (PPB):	58.72770690917969%
Volume Distribution (VD):	1.381
Pgp-substrate:	52.14545822143555%

ADMET: Metabolism

CYP1A2-inhibitor:	0.379
CYP1A2-substrate:	0.11
CYP2C19-inhibitor:	0.037
CYP2C19-substrate:	0.46
CYP2C9-inhibitor:	0.071
CYP2C9-substrate:	0.074
CYP2D6-inhibitor:	0.01
CYP2D6-substrate:	0.151
CYP3A4-inhibitor:	0.049
CYP3A4-substrate:	0.205

ADMET: Excretion

Clearance (CL):	11.256
Half-life (T1/2):	0.427

ADMET: Toxicity

hERG Blockers:	0.072
Human Hepatotoxicity (H-HT):	0.765
Drug-inuced Liver Injury (DILI):	0.227
AMES Toxicity:	0.028
Rat Oral Acute Toxicity:	0.947
Maximum Recommended Daily Dose:	0.968
Skin Sensitization:	0.303
Carcinogencity:	0.677
Eye Corrosion:	0.721
Eye Irritation:	0.683
Respiratory Toxicity:	0.98

Download Data

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

Natural Product: NPC224386

Natural Product ID:	NPC224386
*Common Name:**	Zaluzanin C
IUPAC Name:	(3aS,6aR,8S,9aR,9bS)-8-hydroxy-3,6,9-trimethylidene-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-2-one
Synonyms:	Zaluzanin C
Standard InCHIKey:	XFVLNEYIZGZDHP-PEDHHIEDSA-N
Standard InCHI:	InChI=1S/C15H18O3/c1-7-4-5-10-8(2)15(17)18-14(10)13-9(3)12(16)6-11(7)13/h10-14,16H,1-6H2/t10-,11-,12-,13-,14-/m0/s1
SMILES:	O[C@H]1C[C@@H]2[C@H](C1=C)[C@H]1OC(=O)C(=C)[C@@H]1CCC2=C
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL462318
PubChem CID:	72646
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000259] Prenol lipids [CHEMONTID:0001283] Terpene lactones [CHEMONTID:0001543] Sesquiterpene lactones [CHEMONTID:0001770] Guaianolides 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
NPO25825	Saussurea lappa	Species	Asteraceae	Eukaryota	Roots	n.a.	n.a.	PMID[14510592]
NPO3657.1	Hyalis argentea	Under-species	n.a.	n.a.	n.a.	n.a.	n.a.	PMID[25026191]
NPO18671	Saussurea involucrata	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[26214875]
NPO25825	Saussurea lappa	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[3572418]
NPO18671	Saussurea involucrata	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO25825	Saussurea lappa	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO18671	Saussurea involucrata	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO25825	Saussurea lappa	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO18671	Saussurea involucrata	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO18671	Saussurea involucrata	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25825	Saussurea lappa	Species	Asteraceae	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
MIC	1
Others	21

Activity Type	# Activity
Cell Line	3
Individual Protein	2
Organism	17

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT377	Cell Line	OVCAR-3	Homo sapiens	CD50	=	15.0	ug ml-1	PMID[493468]
NPT165	Cell Line	HeLa	Homo sapiens	CD50	=	22.0	ug ml-1	PMID[493468]
NPT65	Cell Line	HepG2	Homo sapiens	CD50	=	34.0	ug ml-1	PMID[493468]
NPT31	Individual Protein	Cyclooxygenase-2	Homo sapiens	Inhibition	=	97.0	%	PMID[493472]
NPT3517	Individual Protein	Nitric oxide synthase, inducible	Homo sapiens	Inhibition	=	99.4	%	PMID[493472]
NPT364	Organism	Lactuca sativa	Lactuca sativa	Inhibition	=	20.0	%	PMID[493469]
NPT364	Organism	Lactuca sativa	Lactuca sativa	Activity	=	20.0	%	PMID[493469]
NPT119	Organism	Triticum aestivum	Triticum aestivum	Inhibition	<	20.0	%	PMID[493469]
NPT959	Organism	Solanum lycopersicum	Solanum lycopersicum	Inhibition	<	20.0	%	PMID[493469]
NPT119	Organism	Triticum aestivum	Triticum aestivum	Activity	<	20.0	%	PMID[493469]
NPT959	Organism	Solanum lycopersicum	Solanum lycopersicum	Activity	<	20.0	%	PMID[493469]
NPT3130	Organism	Lepidium sativum	Lepidium sativum	Inhibition	<	20.0	%	PMID[493469]
NPT3130	Organism	Lepidium sativum	Lepidium sativum	Activity	<	20.0	%	PMID[493469]
NPT119	Organism	Triticum aestivum	Triticum aestivum	Inhibition	=	20.0	%	PMID[493469]
NPT119	Organism	Triticum aestivum	Triticum aestivum	Activity	=	20.0	%	PMID[493469]
NPT85	Organism	Filobasidiella neoformans	Cryptococcus neoformans	MIC	=	125.0	ug.mL-1	PMID[493470]

☑ 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 NPC224386 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	243
0.1-0.2	1761
0.2-0.3	6640
0.3-0.4	16158
0.4-0.5	9569
0.5-0.6	6152
0.6-0.7	1760
0.7-0.8	289
0.8-0.85	62
0.85-0.9	40
0.9-0.95	18
0.95-1	5

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC194859
0.975	High Similarity	NPC187661
0.9512	High Similarity	NPC207114
0.9512	High Similarity	NPC217983
0.9398	High Similarity	NPC38392
0.9367	High Similarity	NPC126248
0.9286	High Similarity	NPC19087
0.9268	High Similarity	NPC56593
0.9176	High Similarity	NPC184063
0.9167	High Similarity	NPC155935
0.9167	High Similarity	NPC215556
0.9146	High Similarity	NPC284534
0.9146	High Similarity	NPC300082
0.9146	High Similarity	NPC204105
0.9136	High Similarity	NPC128246
0.9059	High Similarity	NPC54065
0.9059	High Similarity	NPC297474
0.9059	High Similarity	NPC35809
0.9059	High Similarity	NPC216284
0.9048	High Similarity	NPC79549
0.9012	High Similarity	NPC246076
0.8953	High Similarity	NPC293001
0.8953	High Similarity	NPC133888
0.8953	High Similarity	NPC171360
0.8953	High Similarity	NPC63193
0.8953	High Similarity	NPC475925
0.8953	High Similarity	NPC57304
0.8953	High Similarity	NPC29821
0.8953	High Similarity	NPC35959
0.8929	High Similarity	NPC118601
0.8851	High Similarity	NPC258216
0.8824	High Similarity	NPC178875
0.875	High Similarity	NPC473331
0.8736	High Similarity	NPC155215
0.8718	High Similarity	NPC320537
0.8718	High Similarity	NPC143979
0.8675	High Similarity	NPC111409
0.8675	High Similarity	NPC245665
0.8667	High Similarity	NPC474313
0.8652	High Similarity	NPC476053
0.8652	High Similarity	NPC170120
0.8652	High Similarity	NPC472873
0.8636	High Similarity	NPC200237
0.8605	High Similarity	NPC91248
0.8588	High Similarity	NPC64153
0.8588	High Similarity	NPC236692
0.8588	High Similarity	NPC470242
0.8588	High Similarity	NPC67493
0.8588	High Similarity	NPC309757
0.8588	High Similarity	NPC304558
0.8556	High Similarity	NPC24956
0.8556	High Similarity	NPC142529
0.8556	High Similarity	NPC18019
0.8556	High Similarity	NPC91771
0.8539	High Similarity	NPC323008
0.8539	High Similarity	NPC470010
0.8539	High Similarity	NPC198853
0.8539	High Similarity	NPC262133
0.8539	High Similarity	NPC470013
0.8537	High Similarity	NPC258965
0.8537	High Similarity	NPC156658
0.8523	High Similarity	NPC131209
0.8488	Intermediate Similarity	NPC270270
0.8488	Intermediate Similarity	NPC24728
0.8462	Intermediate Similarity	NPC311904
0.8462	Intermediate Similarity	NPC471150
0.8444	Intermediate Similarity	NPC163228
0.8444	Intermediate Similarity	NPC213698
0.8444	Intermediate Similarity	NPC52044
0.8427	Intermediate Similarity	NPC153590
0.8409	Intermediate Similarity	NPC301969
0.8409	Intermediate Similarity	NPC37607
0.8395	Intermediate Similarity	NPC208223
0.8391	Intermediate Similarity	NPC471149
0.837	Intermediate Similarity	NPC249171
0.837	Intermediate Similarity	NPC49833
0.8333	Intermediate Similarity	NPC127019
0.8315	Intermediate Similarity	NPC133698
0.8298	Intermediate Similarity	NPC80144
0.8295	Intermediate Similarity	NPC12872
0.8295	Intermediate Similarity	NPC168679
0.8295	Intermediate Similarity	NPC283409
0.8295	Intermediate Similarity	NPC472872
0.828	Intermediate Similarity	NPC471381
0.8261	Intermediate Similarity	NPC161493
0.8261	Intermediate Similarity	NPC181151
0.8242	Intermediate Similarity	NPC67584
0.8242	Intermediate Similarity	NPC304886
0.8222	Intermediate Similarity	NPC308656
0.8222	Intermediate Similarity	NPC473263
0.8222	Intermediate Similarity	NPC135776
0.8222	Intermediate Similarity	NPC475788
0.8222	Intermediate Similarity	NPC473234
0.8222	Intermediate Similarity	NPC60386
0.8222	Intermediate Similarity	NPC473273
0.8191	Intermediate Similarity	NPC150923
0.8191	Intermediate Similarity	NPC171759
0.8182	Intermediate Similarity	NPC224652
0.8172	Intermediate Similarity	NPC45125
0.8172	Intermediate Similarity	NPC221615
0.8152	Intermediate Similarity	NPC213078
0.814	Intermediate Similarity	NPC156485
0.8132	Intermediate Similarity	NPC477131
0.8111	Intermediate Similarity	NPC286341
0.8111	Intermediate Similarity	NPC191339
0.8095	Intermediate Similarity	NPC293418
0.8095	Intermediate Similarity	NPC6823
0.8095	Intermediate Similarity	NPC51507
0.8095	Intermediate Similarity	NPC73052
0.8095	Intermediate Similarity	NPC290508
0.809	Intermediate Similarity	NPC4986
0.8085	Intermediate Similarity	NPC186861
0.8068	Intermediate Similarity	NPC201658
0.8068	Intermediate Similarity	NPC186148
0.8068	Intermediate Similarity	NPC190753
0.8065	Intermediate Similarity	NPC236580
0.8065	Intermediate Similarity	NPC304445
0.8046	Intermediate Similarity	NPC235792
0.8023	Intermediate Similarity	NPC54468
0.8021	Intermediate Similarity	NPC473148
0.8	Intermediate Similarity	NPC47635
0.8	Intermediate Similarity	NPC67296
0.7978	Intermediate Similarity	NPC58219
0.7978	Intermediate Similarity	NPC177629
0.7976	Intermediate Similarity	NPC470239
0.7976	Intermediate Similarity	NPC182550
0.7976	Intermediate Similarity	NPC470244
0.7975	Intermediate Similarity	NPC5714
0.7957	Intermediate Similarity	NPC474297
0.7955	Intermediate Similarity	NPC162071
0.7917	Intermediate Similarity	NPC86077
0.7895	Intermediate Similarity	NPC70865
0.7889	Intermediate Similarity	NPC295312
0.7889	Intermediate Similarity	NPC268298
0.7889	Intermediate Similarity	NPC92974
0.7889	Intermediate Similarity	NPC32922
0.7882	Intermediate Similarity	NPC276356
0.7882	Intermediate Similarity	NPC74673
0.7882	Intermediate Similarity	NPC69271
0.7872	Intermediate Similarity	NPC213947
0.7872	Intermediate Similarity	NPC170143
0.7872	Intermediate Similarity	NPC108475
0.7857	Intermediate Similarity	NPC54737
0.7857	Intermediate Similarity	NPC44004
0.7849	Intermediate Similarity	NPC167893
0.7841	Intermediate Similarity	NPC165162
0.7826	Intermediate Similarity	NPC472874
0.7816	Intermediate Similarity	NPC250315
0.7802	Intermediate Similarity	NPC474323
0.7802	Intermediate Similarity	NPC129419
0.7802	Intermediate Similarity	NPC206614
0.7778	Intermediate Similarity	NPC202672
0.7766	Intermediate Similarity	NPC476009
0.7766	Intermediate Similarity	NPC126156
0.7753	Intermediate Similarity	NPC475019
0.7753	Intermediate Similarity	NPC238593
0.7753	Intermediate Similarity	NPC474949
0.7727	Intermediate Similarity	NPC191476
0.7727	Intermediate Similarity	NPC114979
0.7727	Intermediate Similarity	NPC474780
0.7717	Intermediate Similarity	NPC208886
0.7717	Intermediate Similarity	NPC12172
0.7701	Intermediate Similarity	NPC89555
0.77	Intermediate Similarity	NPC68248
0.7692	Intermediate Similarity	NPC116620
0.7677	Intermediate Similarity	NPC166115
0.7677	Intermediate Similarity	NPC243998
0.7667	Intermediate Similarity	NPC160138
0.7667	Intermediate Similarity	NPC237540
0.766	Intermediate Similarity	NPC475900
0.7653	Intermediate Similarity	NPC221421
0.7653	Intermediate Similarity	NPC124881
0.764	Intermediate Similarity	NPC329749
0.764	Intermediate Similarity	NPC255307
0.7634	Intermediate Similarity	NPC179746
0.7634	Intermediate Similarity	NPC125674
0.7634	Intermediate Similarity	NPC81419
0.7634	Intermediate Similarity	NPC475838
0.7634	Intermediate Similarity	NPC475912
0.7634	Intermediate Similarity	NPC228451
0.7624	Intermediate Similarity	NPC139838
0.7624	Intermediate Similarity	NPC59489
0.7609	Intermediate Similarity	NPC106510
0.7609	Intermediate Similarity	NPC475855
0.7609	Intermediate Similarity	NPC71533
0.7579	Intermediate Similarity	NPC284518
0.7558	Intermediate Similarity	NPC19841
0.7558	Intermediate Similarity	NPC89128
0.7556	Intermediate Similarity	NPC85698
0.7556	Intermediate Similarity	NPC305475
0.7556	Intermediate Similarity	NPC475461
0.7556	Intermediate Similarity	NPC474762
0.7556	Intermediate Similarity	NPC476015
0.7553	Intermediate Similarity	NPC81386
0.7553	Intermediate Similarity	NPC474247
0.7553	Intermediate Similarity	NPC225474
0.7553	Intermediate Similarity	NPC474338
0.7553	Intermediate Similarity	NPC24861
0.7553	Intermediate Similarity	NPC148000
0.7553	Intermediate Similarity	NPC474035

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 NPC224386 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	306
0.1-0.2	2536
0.2-0.3	3946
0.3-0.4	1670
0.4-0.5	470
0.5-0.6	190
0.6-0.7	25
0.7-0.8	7
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
0.809	Intermediate Similarity	NPD1695	Approved
0.7474	Intermediate Similarity	NPD1698	Clinical (unspecified phase)
0.7426	Intermediate Similarity	NPD7899	Clinical (unspecified phase)
0.7174	Intermediate Similarity	NPD4249	Approved
0.7097	Intermediate Similarity	NPD4250	Approved
0.7097	Intermediate Similarity	NPD4251	Approved
0.7053	Intermediate Similarity	NPD5785	Approved
0.7048	Intermediate Similarity	NPD6371	Approved
0.7033	Intermediate Similarity	NPD5362	Discontinued
0.6882	Remote Similarity	NPD5363	Approved
0.6882	Remote Similarity	NPD6082	Clinical (unspecified phase)
0.6882	Remote Similarity	NPD1733	Clinical (unspecified phase)
0.6759	Remote Similarity	NPD6053	Discontinued
0.6739	Remote Similarity	NPD4269	Approved
0.6739	Remote Similarity	NPD4270	Approved
0.6703	Remote Similarity	NPD5790	Clinical (unspecified phase)
0.6701	Remote Similarity	NPD6698	Approved
0.6701	Remote Similarity	NPD46	Approved
0.6667	Remote Similarity	NPD7639	Approved
0.6667	Remote Similarity	NPD7154	Phase 3
0.6667	Remote Similarity	NPD7640	Approved
0.6632	Remote Similarity	NPD5786	Approved
0.663	Remote Similarity	NPD4790	Discontinued
0.663	Remote Similarity	NPD5369	Approved
0.6569	Remote Similarity	NPD7638	Approved
0.6559	Remote Similarity	NPD6435	Approved
0.6522	Remote Similarity	NPD4822	Approved
0.6522	Remote Similarity	NPD4819	Approved
0.6522	Remote Similarity	NPD4821	Approved
0.6522	Remote Similarity	NPD4252	Approved
0.6522	Remote Similarity	NPD4820	Approved
0.6489	Remote Similarity	NPD5332	Approved
0.6489	Remote Similarity	NPD5331	Approved
0.6484	Remote Similarity	NPD4271	Approved
0.6484	Remote Similarity	NPD4268	Approved
0.6364	Remote Similarity	NPD7838	Discovery
0.6354	Remote Similarity	NPD1694	Approved
0.6344	Remote Similarity	NPD5368	Approved
0.6337	Remote Similarity	NPD5282	Discontinued
0.6304	Remote Similarity	NPD5784	Clinical (unspecified phase)
0.63	Remote Similarity	NPD7983	Approved
0.625	Remote Similarity	NPD8029	Clinical (unspecified phase)
0.625	Remote Similarity	NPD4225	Approved
0.6239	Remote Similarity	NPD6686	Approved
0.6238	Remote Similarity	NPD6399	Phase 3
0.6238	Remote Similarity	NPD5779	Approved
0.6238	Remote Similarity	NPD5778	Approved
0.6226	Remote Similarity	NPD7632	Discontinued
0.622	Remote Similarity	NPD3198	Approved
0.6216	Remote Similarity	NPD8413	Clinical (unspecified phase)
0.6204	Remote Similarity	NPD6008	Approved
0.6139	Remote Similarity	NPD8035	Phase 2
0.6139	Remote Similarity	NPD8034	Phase 2
0.6042	Remote Similarity	NPD4752	Clinical (unspecified phase)
0.602	Remote Similarity	NPD7520	Clinical (unspecified phase)
0.6	Remote Similarity	NPD6903	Approved
0.5981	Remote Similarity	NPD5344	Discontinued
0.598	Remote Similarity	NPD7637	Suspended
0.5979	Remote Similarity	NPD4788	Approved
0.5965	Remote Similarity	NPD8133	Approved
0.596	Remote Similarity	NPD7334	Approved
0.596	Remote Similarity	NPD5330	Approved
0.596	Remote Similarity	NPD6409	Approved
0.596	Remote Similarity	NPD7146	Approved
0.596	Remote Similarity	NPD6684	Approved
0.596	Remote Similarity	NPD7521	Approved
0.5957	Remote Similarity	NPD4802	Phase 2
0.5957	Remote Similarity	NPD4238	Approved
0.5948	Remote Similarity	NPD7115	Discovery
0.5918	Remote Similarity	NPD3665	Phase 1
0.5918	Remote Similarity	NPD3666	Approved
0.5918	Remote Similarity	NPD3133	Approved
0.5876	Remote Similarity	NPD3667	Approved
0.5856	Remote Similarity	NPD5697	Approved
0.5856	Remote Similarity	NPD6412	Phase 2
0.5849	Remote Similarity	NPD6084	Phase 2
0.5849	Remote Similarity	NPD6083	Phase 2
0.5842	Remote Similarity	NPD7513	Clinical (unspecified phase)
0.5826	Remote Similarity	NPD4632	Approved
0.582	Remote Similarity	NPD7507	Approved
0.581	Remote Similarity	NPD5695	Phase 3
0.5804	Remote Similarity	NPD7320	Approved
0.5804	Remote Similarity	NPD6881	Approved
0.5804	Remote Similarity	NPD6011	Approved
0.5804	Remote Similarity	NPD6899	Approved
0.58	Remote Similarity	NPD3618	Phase 1
0.5794	Remote Similarity	NPD5696	Approved
0.5789	Remote Similarity	NPD6649	Approved
0.5789	Remote Similarity	NPD6650	Approved
0.5784	Remote Similarity	NPD5764	Clinical (unspecified phase)
0.5784	Remote Similarity	NPD6101	Approved
0.5766	Remote Similarity	NPD5739	Approved
0.5766	Remote Similarity	NPD7128	Approved
0.5766	Remote Similarity	NPD6402	Approved
0.5766	Remote Similarity	NPD6675	Approved
0.576	Remote Similarity	NPD6007	Clinical (unspecified phase)
0.5758	Remote Similarity	NPD7338	Clinical (unspecified phase)
0.5758	Remote Similarity	NPD4786	Approved
0.5755	Remote Similarity	NPD7839	Suspended
0.5752	Remote Similarity	NPD6014	Approved
0.5752	Remote Similarity	NPD6012	Approved
0.5752	Remote Similarity	NPD6373	Approved
0.5752	Remote Similarity	NPD6013	Approved
0.5752	Remote Similarity	NPD4061	Clinical (unspecified phase)
0.5752	Remote Similarity	NPD6372	Approved
0.575	Remote Similarity	NPD8517	Approved
0.575	Remote Similarity	NPD8516	Approved
0.575	Remote Similarity	NPD8515	Approved
0.575	Remote Similarity	NPD8513	Phase 3
0.5741	Remote Similarity	NPD6648	Approved
0.5738	Remote Similarity	NPD7492	Approved
0.5728	Remote Similarity	NPD5207	Approved
0.5714	Remote Similarity	NPD5701	Approved
0.5702	Remote Similarity	NPD5955	Clinical (unspecified phase)
0.5702	Remote Similarity	NPD6883	Approved
0.5702	Remote Similarity	NPD7290	Approved
0.5702	Remote Similarity	NPD7102	Approved
0.5691	Remote Similarity	NPD6616	Approved
0.568	Remote Similarity	NPD7319	Approved
0.5678	Remote Similarity	NPD6009	Approved
0.5673	Remote Similarity	NPD6411	Approved
0.5673	Remote Similarity	NPD5284	Approved
0.5673	Remote Similarity	NPD5281	Approved
0.5673	Remote Similarity	NPD5693	Phase 1
0.5669	Remote Similarity	NPD6845	Suspended
0.5667	Remote Similarity	NPD6054	Approved
0.5667	Remote Similarity	NPD6319	Approved
0.5664	Remote Similarity	NPD5345	Clinical (unspecified phase)
0.566	Remote Similarity	NPD6356	Clinical (unspecified phase)
0.5657	Remote Similarity	NPD6695	Phase 3
0.5652	Remote Similarity	NPD6869	Approved
0.5652	Remote Similarity	NPD8130	Phase 1
0.5652	Remote Similarity	NPD6847	Approved
0.5652	Remote Similarity	NPD6617	Approved
0.5645	Remote Similarity	NPD7078	Approved
0.5644	Remote Similarity	NPD5279	Phase 3
0.5636	Remote Similarity	NPD5211	Phase 2
0.5631	Remote Similarity	NPD5370	Suspended
0.562	Remote Similarity	NPD5983	Phase 2
0.562	Remote Similarity	NPD8267	Approved
0.562	Remote Similarity	NPD6291	Clinical (unspecified phase)
0.562	Remote Similarity	NPD8269	Approved
0.562	Remote Similarity	NPD6015	Approved
0.562	Remote Similarity	NPD8266	Approved
0.562	Remote Similarity	NPD8268	Approved
0.562	Remote Similarity	NPD6016	Approved
0.5619	Remote Similarity	NPD4202	Approved
0.5603	Remote Similarity	NPD8297	Approved
0.5603	Remote Similarity	NPD6882	Approved
0.56	Remote Similarity	NPD7736	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