NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	262.12
Volume:	261.022
LogP:	1.298
LogD:	1.383
LogS:	-4.113
# Rotatable Bonds:	0
TPSA:	55.76
# H-Bond Aceptor:	4
# H-Bond Donor:	1
# Rings:	5
# Heavy Atoms:	4

MedChem Properties

QED Drug-Likeness Score:	0.407
Synthetic Accessibility Score:	5.709
Fsp3:	0.667
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:	-4.744
MDCK Permeability:	2.2131105652078986e-05
Pgp-inhibitor:	0.001
Pgp-substrate:	0.001
Human Intestinal Absorption (HIA):	0.044
20% Bioavailability (F20%):	0.53
30% Bioavailability (F30%):	0.02

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.854
Plasma Protein Binding (PPB):	51.536922454833984%
Volume Distribution (VD):	1.245
Pgp-substrate:	60.70621109008789%

ADMET: Metabolism

CYP1A2-inhibitor:	0.204
CYP1A2-substrate:	0.597
CYP2C19-inhibitor:	0.044
CYP2C19-substrate:	0.651
CYP2C9-inhibitor:	0.062
CYP2C9-substrate:	0.09
CYP2D6-inhibitor:	0.01
CYP2D6-substrate:	0.313
CYP3A4-inhibitor:	0.078
CYP3A4-substrate:	0.22

ADMET: Excretion

Clearance (CL):	5.722
Half-life (T1/2):	0.519

ADMET: Toxicity

hERG Blockers:	0.072
Human Hepatotoxicity (H-HT):	0.561
Drug-inuced Liver Injury (DILI):	0.291
AMES Toxicity:	0.507
Rat Oral Acute Toxicity:	0.872
Maximum Recommended Daily Dose:	0.919
Skin Sensitization:	0.811
Carcinogencity:	0.651
Eye Corrosion:	0.382
Eye Irritation:	0.82
Respiratory Toxicity:	0.978

Download Data

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

Natural Product: NPC181151

Natural Product ID:	NPC181151
*Common Name:**	Saharanolide B
IUPAC Name:	n.a.
Synonyms:	saharanolide B
Standard InCHIKey:	UTQNDJBAYYDNTJ-MDFWMIKMSA-N
Standard InCHI:	InChI=1S/C15H18O4/c1-7-4-5-9-8(2)13(16)18-11(9)12-14(3)6-10(19-14)15(7,12)17/h9-12,17H,1-2,4-6H2,3H3/t9-,10-,11+,12-,14+,15+/m0/s1
SMILES:	O=C1O[C@@H]2[C@H](C1=C)CCC(=C)[C@@]1([C@@H]2[C@@]2(C)C[C@@H]1O2)O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL459917
PubChem CID:	44566954
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
NPO17270	Warionia saharae	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[11975493]
NPO17270	Warionia saharae	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO17270	Warionia saharae	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO17270	Warionia saharae	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
IC50	1

Activity Type	# Activity
Cell Line	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT91	Cell Line	KB	Homo sapiens	IC50	=	5.5	ug.mL-1	PMID[511310]

☑ 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 NPC181151 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	303
0.1-0.2	2153
0.2-0.3	7374
0.3-0.4	16517
0.4-0.5	9473
0.5-0.6	5291
0.6-0.7	1318
0.7-0.8	214
0.8-0.85	43
0.85-0.9	8
0.9-0.95	2
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
0.9341	High Similarity	NPC472874
0.9271	High Similarity	NPC124881
0.914	High Similarity	NPC472873
0.9053	High Similarity	NPC45125
0.8958	High Similarity	NPC70865
0.8958	High Similarity	NPC471381
0.8958	High Similarity	NPC186861
0.8947	High Similarity	NPC471150
0.8925	High Similarity	NPC258216
0.8913	High Similarity	NPC216284
0.8901	High Similarity	NPC79549
0.8817	High Similarity	NPC155215
0.8804	High Similarity	NPC215556
0.8587	High Similarity	NPC190753
0.8571	High Similarity	NPC204105
0.8571	High Similarity	NPC284534
0.8571	High Similarity	NPC300082
0.8557	High Similarity	NPC311904
0.8557	High Similarity	NPC474313
0.8542	High Similarity	NPC476053
0.8542	High Similarity	NPC224689
0.8515	High Similarity	NPC54737
0.8511	High Similarity	NPC35809
0.8495	Intermediate Similarity	NPC207114
0.8495	Intermediate Similarity	NPC217983
0.8478	Intermediate Similarity	NPC187661
0.8438	Intermediate Similarity	NPC198853
0.8438	Intermediate Similarity	NPC262133
0.8438	Intermediate Similarity	NPC323008
0.8438	Intermediate Similarity	NPC470010
0.8438	Intermediate Similarity	NPC470013
0.8421	Intermediate Similarity	NPC35959
0.8421	Intermediate Similarity	NPC57304
0.8421	Intermediate Similarity	NPC184063
0.8421	Intermediate Similarity	NPC293001
0.8421	Intermediate Similarity	NPC171360
0.8421	Intermediate Similarity	NPC63193
0.8421	Intermediate Similarity	NPC29821
0.8421	Intermediate Similarity	NPC133888
0.8404	Intermediate Similarity	NPC472872
0.8404	Intermediate Similarity	NPC155935
0.84	Intermediate Similarity	NPC86077
0.8352	Intermediate Similarity	NPC245665
0.8351	Intermediate Similarity	NPC170120
0.8351	Intermediate Similarity	NPC163228
0.8333	Intermediate Similarity	NPC44004
0.8316	Intermediate Similarity	NPC19087
0.8316	Intermediate Similarity	NPC297474
0.8316	Intermediate Similarity	NPC54065
0.83	Intermediate Similarity	NPC150923
0.8298	Intermediate Similarity	NPC178875
0.8283	Intermediate Similarity	NPC221615
0.8269	Intermediate Similarity	NPC59489
0.8269	Intermediate Similarity	NPC139838
0.8265	Intermediate Similarity	NPC213078
0.8261	Intermediate Similarity	NPC224386
0.8261	Intermediate Similarity	NPC194859
0.8247	Intermediate Similarity	NPC127019
0.8229	Intermediate Similarity	NPC133698
0.8229	Intermediate Similarity	NPC131209
0.8211	Intermediate Similarity	NPC38392
0.8191	Intermediate Similarity	NPC186148
0.8191	Intermediate Similarity	NPC118601
0.8191	Intermediate Similarity	NPC24728
0.8182	Intermediate Similarity	NPC161493
0.8173	Intermediate Similarity	NPC68248
0.8163	Intermediate Similarity	NPC213698
0.8163	Intermediate Similarity	NPC52044
0.8163	Intermediate Similarity	NPC67584
0.8155	Intermediate Similarity	NPC243998
0.8155	Intermediate Similarity	NPC223450
0.8152	Intermediate Similarity	NPC111409
0.8152	Intermediate Similarity	NPC128246
0.8144	Intermediate Similarity	NPC475788
0.8125	Intermediate Similarity	NPC206614
0.8125	Intermediate Similarity	NPC474323
0.8105	Intermediate Similarity	NPC58219
0.8105	Intermediate Similarity	NPC471149
0.8105	Intermediate Similarity	NPC91248
0.8105	Intermediate Similarity	NPC177629
0.8095	Intermediate Similarity	NPC115352
0.8085	Intermediate Similarity	NPC56593
0.8081	Intermediate Similarity	NPC18019
0.8081	Intermediate Similarity	NPC24956
0.8061	Intermediate Similarity	NPC477131
0.8056	Intermediate Similarity	NPC121816
0.8043	Intermediate Similarity	NPC246076
0.8041	Intermediate Similarity	NPC475925
0.8022	Intermediate Similarity	NPC156658
0.8022	Intermediate Similarity	NPC258965
0.8021	Intermediate Similarity	NPC92974
0.8021	Intermediate Similarity	NPC283409
0.8	Intermediate Similarity	NPC270270
0.798	Intermediate Similarity	NPC475900
0.7963	Intermediate Similarity	NPC273242
0.7959	Intermediate Similarity	NPC60386
0.7959	Intermediate Similarity	NPC473234
0.7959	Intermediate Similarity	NPC473263
0.7959	Intermediate Similarity	NPC153590
0.7959	Intermediate Similarity	NPC473273
0.7959	Intermediate Similarity	NPC308656
0.7938	Intermediate Similarity	NPC37607
0.7938	Intermediate Similarity	NPC301969
0.7935	Intermediate Similarity	NPC126248
0.7921	Intermediate Similarity	NPC249171
0.7921	Intermediate Similarity	NPC49833
0.7905	Intermediate Similarity	NPC26617
0.79	Intermediate Similarity	NPC91771
0.79	Intermediate Similarity	NPC476009
0.79	Intermediate Similarity	NPC142529
0.7895	Intermediate Similarity	NPC309757
0.7895	Intermediate Similarity	NPC304558
0.7895	Intermediate Similarity	NPC162071
0.7895	Intermediate Similarity	NPC236692
0.7895	Intermediate Similarity	NPC470242
0.7895	Intermediate Similarity	NPC67493
0.7864	Intermediate Similarity	NPC80144
0.7857	Intermediate Similarity	NPC208886
0.7857	Intermediate Similarity	NPC12172
0.7835	Intermediate Similarity	NPC4986
0.7822	Intermediate Similarity	NPC304445
0.7822	Intermediate Similarity	NPC236580
0.7818	Intermediate Similarity	NPC170692
0.7818	Intermediate Similarity	NPC255450
0.7812	Intermediate Similarity	NPC201658
0.78	Intermediate Similarity	NPC304886
0.7788	Intermediate Similarity	NPC473148
0.7778	Intermediate Similarity	NPC475912
0.7778	Intermediate Similarity	NPC200237
0.7778	Intermediate Similarity	NPC81419
0.7778	Intermediate Similarity	NPC135776
0.7778	Intermediate Similarity	NPC179746
0.7767	Intermediate Similarity	NPC67296
0.7755	Intermediate Similarity	NPC246173
0.7745	Intermediate Similarity	NPC187268
0.7732	Intermediate Similarity	NPC224652
0.7723	Intermediate Similarity	NPC474297
0.7714	Intermediate Similarity	NPC100487
0.7708	Intermediate Similarity	NPC64153
0.7708	Intermediate Similarity	NPC475019
0.7708	Intermediate Similarity	NPC476015
0.7708	Intermediate Similarity	NPC474949
0.7708	Intermediate Similarity	NPC474762
0.7706	Intermediate Similarity	NPC95290
0.7706	Intermediate Similarity	NPC258711
0.7706	Intermediate Similarity	NPC35069
0.7706	Intermediate Similarity	NPC189338
0.77	Intermediate Similarity	NPC473331
0.7684	Intermediate Similarity	NPC156485
0.7684	Intermediate Similarity	NPC474780
0.7677	Intermediate Similarity	NPC286341
0.7677	Intermediate Similarity	NPC70251
0.7677	Intermediate Similarity	NPC475881
0.7677	Intermediate Similarity	NPC184463
0.7677	Intermediate Similarity	NPC191339
0.7664	Intermediate Similarity	NPC117604
0.7653	Intermediate Similarity	NPC307411
0.7653	Intermediate Similarity	NPC473564
0.7647	Intermediate Similarity	NPC261372
0.7647	Intermediate Similarity	NPC213947
0.7647	Intermediate Similarity	NPC58267
0.7647	Intermediate Similarity	NPC263674
0.7647	Intermediate Similarity	NPC108475
0.7647	Intermediate Similarity	NPC170143
0.7634	Intermediate Similarity	NPC476625
0.7624	Intermediate Similarity	NPC36954
0.7624	Intermediate Similarity	NPC220221
0.7624	Intermediate Similarity	NPC167893
0.7624	Intermediate Similarity	NPC270013
0.7624	Intermediate Similarity	NPC14961
0.7604	Intermediate Similarity	NPC149725
0.7604	Intermediate Similarity	NPC329749
0.7604	Intermediate Similarity	NPC47958
0.7604	Intermediate Similarity	NPC304509
0.7604	Intermediate Similarity	NPC235792
0.76	Intermediate Similarity	NPC212486
0.76	Intermediate Similarity	NPC470187
0.76	Intermediate Similarity	NPC476300
0.7596	Intermediate Similarity	NPC171759
0.7576	Intermediate Similarity	NPC51004
0.757	Intermediate Similarity	NPC80338
0.757	Intermediate Similarity	NPC148270
0.757	Intermediate Similarity	NPC197813
0.7551	Intermediate Similarity	NPC202672
0.7549	Intermediate Similarity	NPC98165
0.7525	Intermediate Similarity	NPC474035
0.7525	Intermediate Similarity	NPC474338
0.7525	Intermediate Similarity	NPC190294
0.7525	Intermediate Similarity	NPC81386
0.7524	Intermediate Similarity	NPC474747
0.7523	Intermediate Similarity	NPC257240
0.7523	Intermediate Similarity	NPC193741
0.75	Intermediate Similarity	NPC30515
0.75	Intermediate Similarity	NPC151176
0.75	Intermediate Similarity	NPC255082
0.75	Intermediate Similarity	NPC110701
0.75	Intermediate Similarity	NPC3464
0.75	Intermediate Similarity	NPC475963
0.7477	Intermediate Similarity	NPC170432
0.7477	Intermediate Similarity	NPC127235

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 NPC181151 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	365
0.1-0.2	2816
0.2-0.3	3921
0.3-0.4	1492
0.4-0.5	394
0.5-0.6	144
0.6-0.7	16
0.7-0.8	2
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
0.7905	Intermediate Similarity	NPD7899	Clinical (unspecified phase)
0.7835	Intermediate Similarity	NPD1695	Approved
0.7523	Intermediate Similarity	NPD6371	Approved
0.6952	Remote Similarity	NPD1698	Clinical (unspecified phase)
0.69	Remote Similarity	NPD1733	Clinical (unspecified phase)
0.6832	Remote Similarity	NPD4249	Approved
0.6783	Remote Similarity	NPD6053	Discontinued
0.6765	Remote Similarity	NPD4250	Approved
0.6765	Remote Similarity	NPD4251	Approved
0.6731	Remote Similarity	NPD6698	Approved
0.6731	Remote Similarity	NPD46	Approved
0.6535	Remote Similarity	NPD5362	Discontinued
0.6415	Remote Similarity	NPD7838	Discovery
0.6415	Remote Similarity	NPD5785	Approved
0.641	Remote Similarity	NPD8413	Clinical (unspecified phase)
0.6408	Remote Similarity	NPD6082	Clinical (unspecified phase)
0.64	Remote Similarity	NPD4819	Approved
0.64	Remote Similarity	NPD5790	Clinical (unspecified phase)
0.64	Remote Similarity	NPD4822	Approved
0.64	Remote Similarity	NPD4820	Approved
0.64	Remote Similarity	NPD4821	Approved
0.6373	Remote Similarity	NPD7154	Phase 3
0.6355	Remote Similarity	NPD7983	Approved
0.6306	Remote Similarity	NPD4225	Approved
0.6293	Remote Similarity	NPD6686	Approved
0.6275	Remote Similarity	NPD6435	Approved
0.625	Remote Similarity	NPD5363	Approved
0.6239	Remote Similarity	NPD5282	Discontinued
0.62	Remote Similarity	NPD4268	Approved
0.62	Remote Similarity	NPD4271	Approved
0.6195	Remote Similarity	NPD5344	Discontinued
0.6176	Remote Similarity	NPD5369	Approved
0.6174	Remote Similarity	NPD4057	Clinical (unspecified phase)
0.6174	Remote Similarity	NPD4056	Clinical (unspecified phase)
0.6167	Remote Similarity	NPD8133	Approved
0.6161	Remote Similarity	NPD8029	Clinical (unspecified phase)
0.6148	Remote Similarity	NPD7115	Discovery
0.6142	Remote Similarity	NPD7507	Approved
0.6129	Remote Similarity	NPD6319	Approved
0.6121	Remote Similarity	NPD6008	Approved
0.6117	Remote Similarity	NPD4269	Approved
0.6117	Remote Similarity	NPD4270	Approved
0.6078	Remote Similarity	NPD5368	Approved
0.6063	Remote Similarity	NPD7492	Approved
0.6058	Remote Similarity	NPD5332	Approved
0.6058	Remote Similarity	NPD5331	Approved
0.6053	Remote Similarity	NPD1700	Approved
0.6038	Remote Similarity	NPD5786	Approved
0.6033	Remote Similarity	NPD4632	Approved
0.6019	Remote Similarity	NPD4790	Discontinued
0.6016	Remote Similarity	NPD6616	Approved
0.6	Remote Similarity	NPD7319	Approved
0.6	Remote Similarity	NPD6054	Approved
0.5969	Remote Similarity	NPD7078	Approved
0.5966	Remote Similarity	NPD4061	Clinical (unspecified phase)
0.5965	Remote Similarity	NPD7639	Approved
0.5965	Remote Similarity	NPD6648	Approved
0.5965	Remote Similarity	NPD7640	Approved
0.5952	Remote Similarity	NPD8515	Approved
0.5952	Remote Similarity	NPD8513	Phase 3
0.5952	Remote Similarity	NPD8033	Approved
0.5952	Remote Similarity	NPD6016	Approved
0.5952	Remote Similarity	NPD8516	Approved
0.5952	Remote Similarity	NPD6015	Approved
0.5952	Remote Similarity	NPD8517	Approved
0.5932	Remote Similarity	NPD6412	Phase 2
0.5923	Remote Similarity	NPD7736	Approved
0.5922	Remote Similarity	NPD4252	Approved
0.5917	Remote Similarity	NPD5955	Clinical (unspecified phase)
0.5906	Remote Similarity	NPD5988	Approved
0.5906	Remote Similarity	NPD6370	Approved
0.5893	Remote Similarity	NPD5695	Phase 3
0.5882	Remote Similarity	NPD5345	Clinical (unspecified phase)
0.5877	Remote Similarity	NPD5696	Approved
0.5877	Remote Similarity	NPD7638	Approved
0.5873	Remote Similarity	NPD6059	Approved
0.5856	Remote Similarity	NPD5778	Approved
0.5856	Remote Similarity	NPD6399	Phase 3
0.5856	Remote Similarity	NPD5779	Approved
0.5846	Remote Similarity	NPD8293	Discontinued
0.584	Remote Similarity	NPD7328	Approved
0.584	Remote Similarity	NPD7327	Approved
0.582	Remote Similarity	NPD8297	Approved
0.5798	Remote Similarity	NPD5697	Approved
0.5794	Remote Similarity	NPD7516	Approved
0.5794	Remote Similarity	NPD1694	Approved
0.5789	Remote Similarity	NPD6083	Phase 2
0.5789	Remote Similarity	NPD6084	Phase 2
0.5766	Remote Similarity	NPD8034	Phase 2
0.5766	Remote Similarity	NPD8035	Phase 2
0.576	Remote Similarity	NPD6009	Approved
0.575	Remote Similarity	NPD6899	Approved
0.575	Remote Similarity	NPD7320	Approved
0.575	Remote Similarity	NPD6881	Approved
0.5748	Remote Similarity	NPD8294	Approved
0.5748	Remote Similarity	NPD8377	Approved
0.5738	Remote Similarity	NPD6650	Approved
0.5738	Remote Similarity	NPD6649	Approved
0.5728	Remote Similarity	NPD5784	Clinical (unspecified phase)
0.5725	Remote Similarity	NPD8074	Phase 3
0.5714	Remote Similarity	NPD7128	Approved
0.5714	Remote Similarity	NPD6675	Approved
0.5714	Remote Similarity	NPD5739	Approved
0.5714	Remote Similarity	NPD6402	Approved
0.5703	Remote Similarity	NPD8269	Approved
0.5703	Remote Similarity	NPD8267	Approved
0.5703	Remote Similarity	NPD5983	Phase 2
0.5703	Remote Similarity	NPD8380	Approved
0.5703	Remote Similarity	NPD8296	Approved
0.5703	Remote Similarity	NPD8268	Approved
0.5703	Remote Similarity	NPD8379	Approved
0.5703	Remote Similarity	NPD7503	Approved
0.5703	Remote Similarity	NPD8378	Approved
0.5703	Remote Similarity	NPD8266	Approved
0.5703	Remote Similarity	NPD8335	Approved
0.5702	Remote Similarity	NPD6372	Approved
0.5702	Remote Similarity	NPD6013	Approved
0.5702	Remote Similarity	NPD6014	Approved
0.5702	Remote Similarity	NPD6012	Approved
0.5702	Remote Similarity	NPD6373	Approved
0.5688	Remote Similarity	NPD7524	Approved
0.5667	Remote Similarity	NPD5954	Clinical (unspecified phase)
0.5667	Remote Similarity	NPD5701	Approved
0.566	Remote Similarity	NPD4752	Clinical (unspecified phase)
0.5656	Remote Similarity	NPD4634	Approved
0.5656	Remote Similarity	NPD6883	Approved
0.5656	Remote Similarity	NPD7102	Approved
0.5656	Remote Similarity	NPD7290	Approved
0.5649	Remote Similarity	NPD8273	Phase 1
0.5625	Remote Similarity	NPD5281	Approved
0.5625	Remote Similarity	NPD5284	Approved
0.5625	Remote Similarity	NPD5693	Phase 1
0.5625	Remote Similarity	NPD7637	Suspended
0.562	Remote Similarity	NPD6011	Approved
0.5615	Remote Similarity	NPD7604	Phase 2
0.5614	Remote Similarity	NPD6356	Clinical (unspecified phase)
0.561	Remote Similarity	NPD6869	Approved
0.561	Remote Similarity	NPD6847	Approved
0.561	Remote Similarity	NPD6617	Approved
0.561	Remote Similarity	NPD8130	Phase 1
0.5607	Remote Similarity	NPD4788	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