NPASS Compound

Structure

NPC151770 OpenBabel07101718232D 22 24 0 0 1 0 0 0 0 0999 V2000 4.6990 0.7767 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0853 -3.0776 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1312 -1.0560 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5486 2.2610 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3087 1.5533 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2217 1.2567 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3957 1.2567 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.7860 -0.4800 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.7860 0.4800 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3087 -2.5133 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7407 -1.9330 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2217 -1.2567 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.3087 -1.5533 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.3957 -1.2567 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.8314 -0.4800 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.3957 -2.8100 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8314 0.4800 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 5.3050 -2.7096 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0990 -3.7230 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.7860 -2.0333 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8314 -2.0333 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 9 1 0 0 0 0 2 10 2 0 0 0 0 3 11 1 0 0 0 0 5 6 1 0 0 0 0 5 7 1 0 0 0 0 6 9 2 0 0 0 0 7 17 1 0 0 0 0 8 9 1 0 0 0 0 8 12 1 0 0 0 0 10 16 1 0 0 0 0 11 18 2 0 0 0 0 11 20 1 0 0 0 0 12 13 1 0 0 0 0 12 20 1 1 0 0 0 13 10 1 1 0 0 0 13 14 1 0 0 0 0 14 15 1 0 0 0 0 14 21 1 6 0 0 0 15 17 1 6 0 0 0 15 22 1 0 0 0 0 16 19 2 0 0 0 0 16 21 1 0 0 0 0 17 4 1 1 0 0 0 17 22 1 0 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	306.15
Volume:	310.324
LogP:	1.871
LogD:	1.929
LogS:	-3.49
# Rotatable Bonds:	2
TPSA:	65.13
# H-Bond Aceptor:	5
# H-Bond Donor:	0
# Rings:	3
# Heavy Atoms:	5

MedChem Properties

QED Drug-Likeness Score:	0.322
Synthetic Accessibility Score:	4.853
Fsp3:	0.647
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:	-4.716
MDCK Permeability:	3.565071529010311e-05
Pgp-inhibitor:	0.096
Pgp-substrate:	0.0
Human Intestinal Absorption (HIA):	0.141
20% Bioavailability (F20%):	0.674
30% Bioavailability (F30%):	0.862

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.769
Plasma Protein Binding (PPB):	77.00688934326172%
Volume Distribution (VD):	0.834
Pgp-substrate:	31.033632278442383%

ADMET: Metabolism

CYP1A2-inhibitor:	0.088
CYP1A2-substrate:	0.079
CYP2C19-inhibitor:	0.047
CYP2C19-substrate:	0.175
CYP2C9-inhibitor:	0.073
CYP2C9-substrate:	0.041
CYP2D6-inhibitor:	0.286
CYP2D6-substrate:	0.123
CYP3A4-inhibitor:	0.265
CYP3A4-substrate:	0.218

ADMET: Excretion

Clearance (CL):	5.151
Half-life (T1/2):	0.767

ADMET: Toxicity

hERG Blockers:	0.017
Human Hepatotoxicity (H-HT):	0.695
Drug-inuced Liver Injury (DILI):	0.828
AMES Toxicity:	0.157
Rat Oral Acute Toxicity:	0.227
Maximum Recommended Daily Dose:	0.043
Skin Sensitization:	0.936
Carcinogencity:	0.154
Eye Corrosion:	0.932
Eye Irritation:	0.795
Respiratory Toxicity:	0.946

Download Data

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

Natural Product: NPC151770

Natural Product ID:	NPC151770
*Common Name:**	ODYJJNFWFYUXSS-SOZNHUOKSA-N
IUPAC Name:	n.a.
Synonyms:
Standard InCHIKey:	ODYJJNFWFYUXSS-SOZNHUOKSA-N
Standard InCHI:	InChI=1S/C17H22O5/c1-9-6-5-7-17(4)15(22-17)14-13(10(2)16(19)21-14)12(8-9)20-11(3)18/h6,12-15H,2,5,7-8H2,1,3-4H3/b9-6+/t12-,13-,14+,15+,17-/m1/s1
SMILES:	C/C/1=CCC[C@]2(C)[C@H]([C@@H]3[C@H](C(=C)C(=O)O3)[C@@H](C1)OC(=O)C)O2
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL2380795
PubChem CID:	13895602
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:0001771] Germacranolides 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
NPO12721	Liriodendron tulipifera	Species	Magnoliaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[23501116]
NPO40545	Michelia shiluensis	Species	Magnoliaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[30289713]
NPO12721	Liriodendron tulipifera	Species	Magnoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO12721	Liriodendron tulipifera	Species	Magnoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO12721	Liriodendron tulipifera	Species	Magnoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO12721	Liriodendron tulipifera	Species	Magnoliaceae	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	5

Activity Type	# Activity
Cell Line	2
Individual Protein	2
Others	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT83	Cell Line	MCF7	Homo sapiens	IC50	=	1500.0	nM	PMID[554414]
NPT81	Cell Line	A549	Homo sapiens	IC50	=	7300.0	nM	PMID[554414]
NPT840	Individual Protein	Transcriptional activator Myb	Gallus gallus	IC50	=	8394.6	nM	PMID[554413]
NPT27	Others	Unspecified		IC50	>	30000.0	nM	PMID[554413]
NPT840	Individual Protein	Transcriptional activator Myb	Gallus gallus	IC50	=	8390.0	nM	PMID[554413]

☑ 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 NPC151770 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	239
0.1-0.2	1556
0.2-0.3	5706
0.3-0.4	12471
0.4-0.5	11920
0.5-0.6	6971
0.6-0.7	2817
0.7-0.8	841
0.8-0.85	84
0.85-0.9	55
0.9-0.95	20
0.95-1	17

Similarity Score	Similarity Level	Natural Product ID
0.954	High Similarity	NPC473330
0.954	High Similarity	NPC473316
0.9529	High Similarity	NPC166919
0.9524	High Similarity	NPC231889
0.9518	High Similarity	NPC50362
0.9518	High Similarity	NPC38468
0.9518	High Similarity	NPC319795
0.9419	High Similarity	NPC475748
0.9405	High Similarity	NPC50637
0.9318	High Similarity	NPC471147
0.9277	High Similarity	NPC272814
0.9213	High Similarity	NPC475659
0.9205	High Similarity	NPC212486
0.9195	High Similarity	NPC251385
0.9195	High Similarity	NPC49342
0.9121	High Similarity	NPC279561
0.9111	High Similarity	NPC473859
0.9101	High Similarity	NPC140543
0.9101	High Similarity	NPC57405
0.9101	High Similarity	NPC303942
0.907	High Similarity	NPC5130
0.9022	High Similarity	NPC288876
0.9	High Similarity	NPC14961
0.9	High Similarity	NPC270013
0.8977	High Similarity	NPC312042
0.8925	High Similarity	NPC264477
0.8925	High Similarity	NPC477511
0.8913	High Similarity	NPC208233
0.8913	High Similarity	NPC473326
0.8901	High Similarity	NPC279621
0.8901	High Similarity	NPC17585
0.8901	High Similarity	NPC476315
0.8901	High Similarity	NPC35498
0.8889	High Similarity	NPC81386
0.8889	High Similarity	NPC474035
0.8889	High Similarity	NPC476267
0.8876	High Similarity	NPC184463
0.8864	High Similarity	NPC307411
0.8851	High Similarity	NPC475703
0.881	High Similarity	NPC207188
0.881	High Similarity	NPC141810
0.8804	High Similarity	NPC471140
0.8795	High Similarity	NPC617
0.8778	High Similarity	NPC475912
0.8778	High Similarity	NPC475838
0.8778	High Similarity	NPC476300
0.8778	High Similarity	NPC228451
0.8778	High Similarity	NPC125674
0.8764	High Similarity	NPC469718
0.8764	High Similarity	NPC329857
0.8764	High Similarity	NPC51004
0.875	High Similarity	NPC202672
0.8721	High Similarity	NPC138647
0.8721	High Similarity	NPC470238
0.8681	High Similarity	NPC474247
0.8667	High Similarity	NPC12172
0.8667	High Similarity	NPC208886
0.8667	High Similarity	NPC30515
0.8667	High Similarity	NPC20713
0.8652	High Similarity	NPC474032
0.8646	High Similarity	NPC477510
0.8646	High Similarity	NPC471143
0.8617	High Similarity	NPC477512
0.8605	High Similarity	NPC257358
0.8605	High Similarity	NPC474472
0.8587	High Similarity	NPC471141
0.8587	High Similarity	NPC36954
0.8571	High Similarity	NPC179746
0.8571	High Similarity	NPC81419
0.8556	High Similarity	NPC473619
0.8556	High Similarity	NPC62815
0.8526	High Similarity	NPC47880
0.8526	High Similarity	NPC474339
0.8526	High Similarity	NPC164598
0.8526	High Similarity	NPC476270
0.8511	High Similarity	NPC474213
0.8495	Intermediate Similarity	NPC230800
0.8469	Intermediate Similarity	NPC477513
0.8462	Intermediate Similarity	NPC70251
0.8462	Intermediate Similarity	NPC473321
0.8462	Intermediate Similarity	NPC475881
0.8438	Intermediate Similarity	NPC471148
0.8438	Intermediate Similarity	NPC149371
0.8427	Intermediate Similarity	NPC266957
0.8421	Intermediate Similarity	NPC475949
0.8409	Intermediate Similarity	NPC304509
0.8409	Intermediate Similarity	NPC149725
0.8409	Intermediate Similarity	NPC474547
0.8409	Intermediate Similarity	NPC47958
0.8391	Intermediate Similarity	NPC170286
0.8387	Intermediate Similarity	NPC471142
0.8387	Intermediate Similarity	NPC474947
0.837	Intermediate Similarity	NPC162205
0.837	Intermediate Similarity	NPC273579
0.837	Intermediate Similarity	NPC295204
0.837	Intermediate Similarity	NPC288240
0.8352	Intermediate Similarity	NPC179394
0.8352	Intermediate Similarity	NPC474761
0.8352	Intermediate Similarity	NPC144133
0.8352	Intermediate Similarity	NPC475855
0.8352	Intermediate Similarity	NPC476004
0.8352	Intermediate Similarity	NPC80875
0.8333	Intermediate Similarity	NPC476028
0.8333	Intermediate Similarity	NPC281516
0.8333	Intermediate Similarity	NPC201718
0.8333	Intermediate Similarity	NPC171204
0.8333	Intermediate Similarity	NPC473715
0.8333	Intermediate Similarity	NPC473332
0.8333	Intermediate Similarity	NPC141789
0.8316	Intermediate Similarity	NPC471144
0.8315	Intermediate Similarity	NPC284902
0.8298	Intermediate Similarity	NPC476275
0.8265	Intermediate Similarity	NPC474741
0.8261	Intermediate Similarity	NPC470373
0.8261	Intermediate Similarity	NPC470379
0.8256	Intermediate Similarity	NPC474739
0.8256	Intermediate Similarity	NPC474981
0.8242	Intermediate Similarity	NPC4986
0.8222	Intermediate Similarity	NPC186148
0.8214	Intermediate Similarity	NPC235906
0.8202	Intermediate Similarity	NPC255307
0.8191	Intermediate Similarity	NPC477922
0.8182	Intermediate Similarity	NPC170377
0.8182	Intermediate Similarity	NPC223450
0.8182	Intermediate Similarity	NPC128429
0.8182	Intermediate Similarity	NPC243998
0.8172	Intermediate Similarity	NPC165383
0.8161	Intermediate Similarity	NPC281949
0.8161	Intermediate Similarity	NPC25684
0.8161	Intermediate Similarity	NPC301477
0.814	Intermediate Similarity	NPC270126
0.8132	Intermediate Similarity	NPC58219
0.8132	Intermediate Similarity	NPC224652
0.8132	Intermediate Similarity	NPC177629
0.8118	Intermediate Similarity	NPC476794
0.8118	Intermediate Similarity	NPC470240
0.8111	Intermediate Similarity	NPC204048
0.8111	Intermediate Similarity	NPC150755
0.8111	Intermediate Similarity	NPC305475
0.8111	Intermediate Similarity	NPC475461
0.8111	Intermediate Similarity	NPC470242
0.8105	Intermediate Similarity	NPC477921
0.8095	Intermediate Similarity	NPC93213
0.8095	Intermediate Similarity	NPC155587
0.809	Intermediate Similarity	NPC72464
0.809	Intermediate Similarity	NPC114979
0.809	Intermediate Similarity	NPC191476
0.8085	Intermediate Similarity	NPC71589
0.8085	Intermediate Similarity	NPC190294
0.8065	Intermediate Similarity	NPC133698
0.8061	Intermediate Similarity	NPC474747
0.8046	Intermediate Similarity	NPC281132
0.8046	Intermediate Similarity	NPC474510
0.8043	Intermediate Similarity	NPC92974
0.8043	Intermediate Similarity	NPC295312
0.8043	Intermediate Similarity	NPC475971
0.8022	Intermediate Similarity	NPC248602
0.8	Intermediate Similarity	NPC21469
0.8	Intermediate Similarity	NPC235792
0.8	Intermediate Similarity	NPC197903
0.8	Intermediate Similarity	NPC224689
0.8	Intermediate Similarity	NPC107476
0.8	Intermediate Similarity	NPC215364
0.8	Intermediate Similarity	NPC99395
0.798	Intermediate Similarity	NPC475871
0.798	Intermediate Similarity	NPC474166
0.798	Intermediate Similarity	NPC19239
0.798	Intermediate Similarity	NPC475945
0.7978	Intermediate Similarity	NPC474703
0.7978	Intermediate Similarity	NPC250315
0.7978	Intermediate Similarity	NPC131669
0.7978	Intermediate Similarity	NPC11620
0.7978	Intermediate Similarity	NPC318468
0.7978	Intermediate Similarity	NPC473390
0.7959	Intermediate Similarity	NPC474742
0.7959	Intermediate Similarity	NPC15993
0.7957	Intermediate Similarity	NPC469368
0.7938	Intermediate Similarity	NPC187268
0.7935	Intermediate Similarity	NPC153805
0.7935	Intermediate Similarity	NPC227379
0.7935	Intermediate Similarity	NPC475902
0.7935	Intermediate Similarity	NPC474471
0.7917	Intermediate Similarity	NPC31645
0.7917	Intermediate Similarity	NPC470883
0.7917	Intermediate Similarity	NPC76862
0.7917	Intermediate Similarity	NPC158416
0.7917	Intermediate Similarity	NPC39859
0.7912	Intermediate Similarity	NPC475019
0.7912	Intermediate Similarity	NPC474762
0.7912	Intermediate Similarity	NPC122502
0.7912	Intermediate Similarity	NPC469676
0.7912	Intermediate Similarity	NPC476015
0.7912	Intermediate Similarity	NPC474949
0.7907	Intermediate Similarity	NPC97516
0.79	Intermediate Similarity	NPC100487
0.7895	Intermediate Similarity	NPC474338
0.7895	Intermediate Similarity	NPC477131
0.7895	Intermediate Similarity	NPC198853
0.7889	Intermediate Similarity	NPC476804
0.7889	Intermediate Similarity	NPC115786

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 NPC151770 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	218
0.1-0.2	2163
0.2-0.3	3920
0.3-0.4	1958
0.4-0.5	591
0.5-0.6	250
0.6-0.7	44
0.7-0.8	4
0.8-0.85	1
0.85-0.9	0
0.9-0.95	0
0.95-1	1

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.9518	High Similarity	NPD1733	Clinical (unspecified phase)
0.8242	Intermediate Similarity	NPD1695	Approved
0.7766	Intermediate Similarity	NPD6698	Approved
0.7766	Intermediate Similarity	NPD46	Approved
0.7404	Intermediate Similarity	NPD7899	Clinical (unspecified phase)
0.7396	Intermediate Similarity	NPD7838	Discovery
0.7273	Intermediate Similarity	NPD1698	Clinical (unspecified phase)
0.7196	Intermediate Similarity	NPD6371	Approved
0.7143	Intermediate Similarity	NPD7983	Approved
0.6981	Remote Similarity	NPD6008	Approved
0.6827	Remote Similarity	NPD6648	Approved
0.6824	Remote Similarity	NPD2685	Clinical (unspecified phase)
0.6818	Remote Similarity	NPD8413	Clinical (unspecified phase)
0.6762	Remote Similarity	NPD5344	Discontinued
0.6759	Remote Similarity	NPD5954	Clinical (unspecified phase)
0.6737	Remote Similarity	NPD4752	Clinical (unspecified phase)
0.6731	Remote Similarity	NPD8029	Clinical (unspecified phase)
0.6701	Remote Similarity	NPD1694	Approved
0.6697	Remote Similarity	NPD6686	Approved
0.6667	Remote Similarity	NPD5282	Discontinued
0.6607	Remote Similarity	NPD6053	Discontinued
0.6577	Remote Similarity	NPD5955	Clinical (unspecified phase)
0.6571	Remote Similarity	NPD4225	Approved
0.6569	Remote Similarity	NPD5779	Approved
0.6569	Remote Similarity	NPD5778	Approved
0.6562	Remote Similarity	NPD6435	Approved
0.6495	Remote Similarity	NPD7154	Phase 3
0.6486	Remote Similarity	NPD4061	Clinical (unspecified phase)
0.6465	Remote Similarity	NPD4249	Approved
0.6441	Remote Similarity	NPD8515	Approved
0.6441	Remote Similarity	NPD8517	Approved
0.6441	Remote Similarity	NPD8516	Approved
0.6441	Remote Similarity	NPD8513	Phase 3
0.64	Remote Similarity	NPD4251	Approved
0.64	Remote Similarity	NPD4250	Approved
0.6392	Remote Similarity	NPD5209	Approved
0.6379	Remote Similarity	NPD7115	Discovery
0.6373	Remote Similarity	NPD5785	Approved
0.6354	Remote Similarity	NPD5368	Approved
0.6333	Remote Similarity	NPD7642	Approved
0.63	Remote Similarity	NPD5786	Approved
0.6289	Remote Similarity	NPD5369	Approved
0.6275	Remote Similarity	NPD6101	Approved
0.6275	Remote Similarity	NPD5764	Clinical (unspecified phase)
0.6226	Remote Similarity	NPD7839	Suspended
0.62	Remote Similarity	NPD5363	Approved
0.62	Remote Similarity	NPD6082	Clinical (unspecified phase)
0.6198	Remote Similarity	NPD7830	Approved
0.6198	Remote Similarity	NPD7829	Approved
0.6186	Remote Similarity	NPD4822	Approved
0.6186	Remote Similarity	NPD5790	Clinical (unspecified phase)
0.6186	Remote Similarity	NPD4819	Approved
0.6186	Remote Similarity	NPD4821	Approved
0.6186	Remote Similarity	NPD4820	Approved
0.6179	Remote Similarity	NPD8074	Phase 3
0.617	Remote Similarity	NPD8039	Approved
0.6162	Remote Similarity	NPD5362	Discontinued
0.6154	Remote Similarity	NPD6411	Approved
0.6121	Remote Similarity	NPD4632	Approved
0.6111	Remote Similarity	NPD7638	Approved
0.6106	Remote Similarity	NPD5345	Clinical (unspecified phase)
0.6098	Remote Similarity	NPD7507	Approved
0.6095	Remote Similarity	NPD6399	Phase 3
0.6083	Remote Similarity	NPD6319	Approved
0.6061	Remote Similarity	NPD4270	Approved
0.6061	Remote Similarity	NPD4269	Approved
0.6055	Remote Similarity	NPD7639	Approved
0.6055	Remote Similarity	NPD7640	Approved
0.605	Remote Similarity	NPD7641	Discontinued
0.6034	Remote Similarity	NPD8297	Approved
0.6018	Remote Similarity	NPD5697	Approved
0.6016	Remote Similarity	NPD7492	Approved
0.6	Remote Similarity	NPD7966	Clinical (unspecified phase)
0.6	Remote Similarity	NPD5693	Phase 1
0.5984	Remote Similarity	NPD7260	Phase 2
0.5981	Remote Similarity	NPD6356	Clinical (unspecified phase)
0.598	Remote Similarity	NPD7334	Approved
0.598	Remote Similarity	NPD6422	Discontinued
0.598	Remote Similarity	NPD5330	Approved
0.598	Remote Similarity	NPD6684	Approved
0.598	Remote Similarity	NPD7146	Approved
0.598	Remote Similarity	NPD6409	Approved
0.598	Remote Similarity	NPD7521	Approved
0.5979	Remote Similarity	NPD4268	Approved
0.5979	Remote Similarity	NPD4271	Approved
0.5968	Remote Similarity	NPD8451	Approved
0.5968	Remote Similarity	NPD8273	Phase 1
0.5968	Remote Similarity	NPD6616	Approved
0.5966	Remote Similarity	NPD6009	Approved
0.5965	Remote Similarity	NPD6899	Approved
0.5965	Remote Similarity	NPD6881	Approved
0.5952	Remote Similarity	NPD7319	Approved
0.595	Remote Similarity	NPD6054	Approved
0.5948	Remote Similarity	NPD6649	Approved
0.5948	Remote Similarity	NPD6650	Approved
0.5935	Remote Similarity	NPD7604	Phase 2
0.5929	Remote Similarity	NPD5739	Approved
0.5929	Remote Similarity	NPD6675	Approved
0.5929	Remote Similarity	NPD7128	Approved
0.5929	Remote Similarity	NPD6402	Approved
0.5922	Remote Similarity	NPD3573	Approved
0.592	Remote Similarity	NPD8448	Approved
0.592	Remote Similarity	NPD7078	Approved
0.5913	Remote Similarity	NPD6373	Approved
0.5913	Remote Similarity	NPD6014	Approved
0.5913	Remote Similarity	NPD6012	Approved
0.5913	Remote Similarity	NPD6372	Approved
0.5913	Remote Similarity	NPD6013	Approved
0.5905	Remote Similarity	NPD3168	Discontinued
0.5902	Remote Similarity	NPD6015	Approved
0.5902	Remote Similarity	NPD5983	Phase 2
0.5902	Remote Similarity	NPD6016	Approved
0.5888	Remote Similarity	NPD7901	Clinical (unspecified phase)
0.5888	Remote Similarity	NPD7900	Approved
0.5877	Remote Similarity	NPD6412	Phase 2
0.5877	Remote Similarity	NPD5701	Approved
0.5873	Remote Similarity	NPD7736	Approved
0.5865	Remote Similarity	NPD6672	Approved
0.5865	Remote Similarity	NPD5737	Approved
0.5865	Remote Similarity	NPD7513	Clinical (unspecified phase)
0.5865	Remote Similarity	NPD6903	Approved
0.5862	Remote Similarity	NPD6883	Approved
0.5862	Remote Similarity	NPD7290	Approved
0.5862	Remote Similarity	NPD7102	Approved
0.5862	Remote Similarity	NPD2067	Discontinued
0.5859	Remote Similarity	NPD4252	Approved
0.5854	Remote Similarity	NPD5988	Approved
0.5854	Remote Similarity	NPD6370	Approved
0.5833	Remote Similarity	NPD5695	Phase 3
0.5826	Remote Similarity	NPD6011	Approved
0.5826	Remote Similarity	NPD7320	Approved
0.5824	Remote Similarity	NPD7331	Phase 2
0.582	Remote Similarity	NPD6059	Approved
0.5818	Remote Similarity	NPD5696	Approved
0.5816	Remote Similarity	NPD5784	Clinical (unspecified phase)
0.5814	Remote Similarity	NPD6845	Suspended
0.5812	Remote Similarity	NPD2204	Approved
0.5812	Remote Similarity	NPD6847	Approved
0.5812	Remote Similarity	NPD8130	Phase 1
0.5812	Remote Similarity	NPD6869	Approved
0.5812	Remote Similarity	NPD6617	Approved
0.5794	Remote Similarity	NPD8293	Discontinued
0.5781	Remote Similarity	NPD8390	Approved
0.5781	Remote Similarity	NPD8391	Approved
0.5781	Remote Similarity	NPD8392	Approved
0.5772	Remote Similarity	NPD8444	Approved
0.5763	Remote Similarity	NPD6882	Approved
0.576	Remote Similarity	NPD8341	Approved
0.576	Remote Similarity	NPD8342	Approved
0.576	Remote Similarity	NPD8340	Approved
0.576	Remote Similarity	NPD8299	Approved
0.5755	Remote Similarity	NPD5207	Approved
0.5741	Remote Similarity	NPD6001	Approved
0.5727	Remote Similarity	NPD7902	Approved
0.5727	Remote Similarity	NPD6083	Phase 2
0.5727	Remote Similarity	NPD6084	Phase 2
0.5714	Remote Similarity	NPD8133	Approved
0.5714	Remote Similarity	NPD6336	Discontinued
0.5714	Remote Similarity	NPD7341	Phase 2
0.5702	Remote Similarity	NPD8137	Clinical (unspecified phase)
0.5701	Remote Similarity	NPD7637	Suspended
0.5686	Remote Similarity	NPD5332	Approved
0.5686	Remote Similarity	NPD5331	Approved
0.5686	Remote Similarity	NPD6110	Phase 1
0.568	Remote Similarity	NPD8328	Phase 3
0.5664	Remote Similarity	NPD5211	Phase 2
0.5664	Remote Similarity	NPD3653	Clinical (unspecified phase)
0.566	Remote Similarity	NPD6051	Approved
0.566	Remote Similarity	NPD6080	Approved
0.566	Remote Similarity	NPD6673	Approved
0.566	Remote Similarity	NPD6904	Approved
0.5645	Remote Similarity	NPD8268	Approved
0.5645	Remote Similarity	NPD8269	Approved
0.5645	Remote Similarity	NPD8267	Approved
0.5645	Remote Similarity	NPD8266	Approved
0.5644	Remote Similarity	NPD4790	Discontinued
0.5631	Remote Similarity	NPD7338	Clinical (unspecified phase)
0.5631	Remote Similarity	NPD6400	Clinical (unspecified phase)
0.5625	Remote Similarity	NPD4696	Approved
0.5625	Remote Similarity	NPD5285	Approved
0.5625	Remote Similarity	NPD5286	Approved
0.562	Remote Similarity	NPD6274	Approved
0.5619	Remote Similarity	NPD7524	Approved
0.5607	Remote Similarity	NPD5692	Phase 3
0.56	Remote Similarity	NPD8080	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