NPASS Compound

Structure

NPC292206 OpenBabel07101718192D 45 50 0 0 1 0 0 0 0 0999 V2000 3.7624 -0.5102 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6686 -4.6688 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.4118 -3.9997 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0981 -0.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5981 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3198 -0.1910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1285 -1.6045 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1006 -1.9965 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1225 -2.2044 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0685 -2.5827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7698 -2.7396 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0739 -2.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4533 -1.4612 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -5.1962 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4752 -1.6691 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -5.1962 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.0000 -1.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.5981 1.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -4.3301 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.4607 -3.6907 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -1.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.8660 0.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -5.1962 -4.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.4826 -3.8986 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2 35 1 0 0 0 0 3 35 1 0 0 0 0 4 36 1 0 0 0 0 5 36 1 0 0 0 0 6 37 1 0 0 0 0 8 44 1 0 0 0 0 9 10 1 0 0 0 0 9 19 2 0 0 0 0 10 26 1 0 0 0 0 11 13 2 0 0 0 0 11 27 1 0 0 0 0 12 16 2 0 0 0 0 12 27 1 0 0 0 0 13 29 1 0 0 0 0 14 15 1 0 0 0 0 14 31 1 0 0 0 0 15 32 1 0 0 0 0 16 34 1 0 0 0 0 17 20 1 0 0 0 0 17 28 1 0 0 0 0 18 21 1 0 0 0 0 18 33 1 0 0 0 0 19 35 1 0 0 0 0 20 38 1 0 0 0 0 21 39 1 0 0 0 0 22 23 1 0 0 0 0 22 37 1 0 0 0 0 24 27 2 0 0 0 0 24 30 1 0 0 0 0 25 39 1 0 0 0 0 25 40 1 0 0 0 0 26 1 1 6 0 0 0 26 28 1 0 0 0 0 28 37 1 1 0 0 0 29 30 2 0 0 0 0 29 41 1 0 0 0 0 30 44 1 0 0 0 0 31 36 1 0 0 0 0 31 39 1 1 0 0 0 32 38 1 6 0 0 0 32 40 1 0 0 0 0 33 36 1 0 0 0 0 33 45 1 1 0 0 0 34 42 2 0 0 0 0 34 45 1 0 0 0 0 35 43 1 0 0 0 0 37 38 1 1 0 0 0 38 7 1 6 0 0 0 39 40 1 6 0 0 0 40 23 1 6 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	618.43
Volume:	677.189
LogP:	7.677
LogD:	5.484
LogS:	-4.605
# Rotatable Bonds:	9
TPSA:	75.99
# H-Bond Aceptor:	5
# H-Bond Donor:	2
# Rings:	6
# Heavy Atoms:	5

MedChem Properties

QED Drug-Likeness Score:	0.173
Synthetic Accessibility Score:	5.71
Fsp3:	0.725
Lipinski Rule-of-5:	Rejected
Pfizer Rule:	Accepted
GSK Rule:	Rejected
BMS Rule:	0
Golden Triangle Rule:	Rejected
Chelating Alert:	1
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-4.934
MDCK Permeability:	1.5774725397932343e-05
Pgp-inhibitor:	0.972
Pgp-substrate:	0.0
Human Intestinal Absorption (HIA):	0.005
20% Bioavailability (F20%):	0.011
30% Bioavailability (F30%):	0.922

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.108
Plasma Protein Binding (PPB):	100.4203109741211%
Volume Distribution (VD):	1.37
Pgp-substrate:	2.8227436542510986%

ADMET: Metabolism

CYP1A2-inhibitor:	0.035
CYP1A2-substrate:	0.446
CYP2C19-inhibitor:	0.249
CYP2C19-substrate:	0.872
CYP2C9-inhibitor:	0.246
CYP2C9-substrate:	0.908
CYP2D6-inhibitor:	0.79
CYP2D6-substrate:	0.892
CYP3A4-inhibitor:	0.863
CYP3A4-substrate:	0.792

ADMET: Excretion

Clearance (CL):	6.897
Half-life (T1/2):	0.434

ADMET: Toxicity

hERG Blockers:	0.831
Human Hepatotoxicity (H-HT):	0.353
Drug-inuced Liver Injury (DILI):	0.103
AMES Toxicity:	0.005
Rat Oral Acute Toxicity:	0.091
Maximum Recommended Daily Dose:	0.929
Skin Sensitization:	0.965
Carcinogencity:	0.046
Eye Corrosion:	0.005
Eye Irritation:	0.028
Respiratory Toxicity:	0.95

Download Data

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

Natural Product: NPC292206

Natural Product ID:	NPC292206
*Common Name:**	IQZFGPJVZJWNJS-ZQUALURYSA-N
IUPAC Name:	n.a.
Synonyms:
Standard InCHIKey:	IQZFGPJVZJWNJS-ZQUALURYSA-N
Standard InCHI:	InChI=1S/C40H58O5/c1-26(10-9-19-35(2,3)43)28-17-20-38(7)32-15-14-31-36(4,5)33(18-21-39(31)25-40(32,39)23-22-37(28,38)6)45-34(42)16-12-27-11-13-29(41)30(24-27)44-8/h9,11-13,16,19,24,26,28,31-33,41,43H,10,14-15,17-18,20-23,25H2,1-8H3/b16-12+,19-9-/t26-,28-,31+,32+,33+,37-,38+,39-,40+/m1/s1
SMILES:	C[C@H](C/C=CC(C)(C)O)[C@H]1CC[C@@]2(C)[C@@H]3CC[C@H]4C(C)(C)[C@H](CC[C@]54C[C@@]35CC[C@]12C)OC(=O)/C=C/c1ccc(c(c1)OC)O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL449053
PubChem CID:	11387969
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000258] Steroids and steroid derivatives [CHEMONTID:0002321] Cycloartanols 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
NPO33293	rice bran	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	PMID[15679326]
NPO33293	rice bran	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	PMID[17503850]

☑ 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
NPT83	Cell Line	MCF7	Homo sapiens	IC50	=	79000.0	nM	PMID[515668]

☑ 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 NPC292206 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	353
0.1-0.2	1462
0.2-0.3	2913
0.3-0.4	6018
0.4-0.5	10564
0.5-0.6	9816
0.6-0.7	9792
0.7-0.8	1680
0.8-0.85	50
0.85-0.9	32
0.9-0.95	10
0.95-1	7

Similarity Score	Similarity Level	Natural Product ID
0.9929	High Similarity	NPC32017
0.9929	High Similarity	NPC96930
0.9859	High Similarity	NPC273358
0.9859	High Similarity	NPC298647
0.9716	High Similarity	NPC235195
0.9716	High Similarity	NPC19862
0.9577	High Similarity	NPC280717
0.9577	High Similarity	NPC271607
0.9384	High Similarity	NPC145527
0.9384	High Similarity	NPC470618
0.9384	High Similarity	NPC470619
0.9384	High Similarity	NPC208785
0.9324	High Similarity	NPC205392
0.9324	High Similarity	NPC105942
0.9306	High Similarity	NPC307205
0.9291	High Similarity	NPC132723
0.9291	High Similarity	NPC76032
0.9167	High Similarity	NPC252133
0.9161	High Similarity	NPC473612
0.9097	High Similarity	NPC35212
0.9034	High Similarity	NPC310621
0.8973	High Similarity	NPC26045
0.8933	High Similarity	NPC118033
0.8904	High Similarity	NPC235557
0.8874	High Similarity	NPC473773
0.8874	High Similarity	NPC475579
0.8851	High Similarity	NPC8102
0.8851	High Similarity	NPC66894
0.8808	High Similarity	NPC475311
0.8808	High Similarity	NPC473579
0.8808	High Similarity	NPC475454
0.8808	High Similarity	NPC473680
0.8759	High Similarity	NPC182249
0.8742	High Similarity	NPC286809
0.8699	High Similarity	NPC271494
0.8699	High Similarity	NPC473591
0.8699	High Similarity	NPC110699
0.8699	High Similarity	NPC470617
0.8699	High Similarity	NPC155192
0.8699	High Similarity	NPC106055
0.8699	High Similarity	NPC470616
0.8679	High Similarity	NPC200726
0.8652	High Similarity	NPC30174
0.863	High Similarity	NPC116742
0.863	High Similarity	NPC139243
0.8625	High Similarity	NPC177362
0.8621	High Similarity	NPC476699
0.8611	High Similarity	NPC11266
0.8571	High Similarity	NPC266545
0.8571	High Similarity	NPC202428
0.8523	High Similarity	NPC477873
0.8523	High Similarity	NPC469447
0.8493	Intermediate Similarity	NPC120852
0.8467	Intermediate Similarity	NPC471876
0.8452	Intermediate Similarity	NPC115203
0.8411	Intermediate Similarity	NPC53520
0.8392	Intermediate Similarity	NPC83062
0.8378	Intermediate Similarity	NPC234548
0.8378	Intermediate Similarity	NPC248287
0.8345	Intermediate Similarity	NPC321502
0.8333	Intermediate Similarity	NPC67467
0.8311	Intermediate Similarity	NPC471152
0.831	Intermediate Similarity	NPC120225
0.831	Intermediate Similarity	NPC213552
0.8298	Intermediate Similarity	NPC60517
0.8298	Intermediate Similarity	NPC20443
0.8298	Intermediate Similarity	NPC146886
0.8298	Intermediate Similarity	NPC265413
0.8298	Intermediate Similarity	NPC10154
0.8267	Intermediate Similarity	NPC304110
0.8267	Intermediate Similarity	NPC27518
0.8267	Intermediate Similarity	NPC29599
0.8264	Intermediate Similarity	NPC86257
0.8247	Intermediate Similarity	NPC102934
0.8247	Intermediate Similarity	NPC252402
0.8239	Intermediate Similarity	NPC125495
0.8239	Intermediate Similarity	NPC289459
0.8224	Intermediate Similarity	NPC96447
0.8224	Intermediate Similarity	NPC25491
0.82	Intermediate Similarity	NPC471875
0.8194	Intermediate Similarity	NPC478215
0.8193	Intermediate Similarity	NPC475197
0.8193	Intermediate Similarity	NPC473467
0.8182	Intermediate Similarity	NPC472803
0.8176	Intermediate Similarity	NPC252343
0.817	Intermediate Similarity	NPC274960
0.817	Intermediate Similarity	NPC163898
0.817	Intermediate Similarity	NPC143120
0.817	Intermediate Similarity	NPC473909
0.8169	Intermediate Similarity	NPC246704
0.8165	Intermediate Similarity	NPC473736
0.8153	Intermediate Similarity	NPC478268
0.8138	Intermediate Similarity	NPC288290
0.8121	Intermediate Similarity	NPC90431
0.8121	Intermediate Similarity	NPC471988
0.8112	Intermediate Similarity	NPC266705
0.8112	Intermediate Similarity	NPC29008
0.8112	Intermediate Similarity	NPC228771
0.8108	Intermediate Similarity	NPC471942
0.8108	Intermediate Similarity	NPC67247
0.8105	Intermediate Similarity	NPC209085
0.8105	Intermediate Similarity	NPC224884
0.8101	Intermediate Similarity	NPC475141
0.8092	Intermediate Similarity	NPC472410
0.8089	Intermediate Similarity	NPC178048
0.8085	Intermediate Similarity	NPC70752
0.8075	Intermediate Similarity	NPC478269
0.8069	Intermediate Similarity	NPC277458
0.8069	Intermediate Similarity	NPC201069
0.8069	Intermediate Similarity	NPC307050
0.8067	Intermediate Similarity	NPC281780
0.8065	Intermediate Similarity	NPC472936
0.8065	Intermediate Similarity	NPC472938
0.8065	Intermediate Similarity	NPC472937
0.8063	Intermediate Similarity	NPC478248
0.8061	Intermediate Similarity	NPC208818
0.8054	Intermediate Similarity	NPC477874
0.8054	Intermediate Similarity	NPC173569
0.805	Intermediate Similarity	NPC62051
0.8041	Intermediate Similarity	NPC475468
0.8041	Intermediate Similarity	NPC227719
0.8038	Intermediate Similarity	NPC124842
0.8025	Intermediate Similarity	NPC478265
0.8025	Intermediate Similarity	NPC261322
0.8024	Intermediate Similarity	NPC469778
0.8024	Intermediate Similarity	NPC469773
0.8024	Intermediate Similarity	NPC469776
0.8024	Intermediate Similarity	NPC469772
0.8024	Intermediate Similarity	NPC469777
0.8024	Intermediate Similarity	NPC32723
0.8024	Intermediate Similarity	NPC295941
0.8024	Intermediate Similarity	NPC135334
0.8024	Intermediate Similarity	NPC469775
0.8024	Intermediate Similarity	NPC469774
0.8024	Intermediate Similarity	NPC100925
0.8014	Intermediate Similarity	NPC204466
0.8013	Intermediate Similarity	NPC95990
0.8013	Intermediate Similarity	NPC236166
0.8013	Intermediate Similarity	NPC318575
0.8	Intermediate Similarity	NPC68292
0.8	Intermediate Similarity	NPC249817
0.8	Intermediate Similarity	NPC470733
0.7988	Intermediate Similarity	NPC100420
0.7987	Intermediate Similarity	NPC135127
0.7987	Intermediate Similarity	NPC185388
0.7987	Intermediate Similarity	NPC4982
0.7987	Intermediate Similarity	NPC471110
0.7987	Intermediate Similarity	NPC238216
0.7987	Intermediate Similarity	NPC84684
0.7987	Intermediate Similarity	NPC176814
0.7987	Intermediate Similarity	NPC68779
0.7987	Intermediate Similarity	NPC5310
0.7987	Intermediate Similarity	NPC300776
0.7987	Intermediate Similarity	NPC208994
0.7987	Intermediate Similarity	NPC311256
0.7986	Intermediate Similarity	NPC9067
0.7975	Intermediate Similarity	NPC478267
0.7975	Intermediate Similarity	NPC261659
0.7975	Intermediate Similarity	NPC478249
0.7975	Intermediate Similarity	NPC216916
0.7975	Intermediate Similarity	NPC269914
0.7974	Intermediate Similarity	NPC131971
0.7973	Intermediate Similarity	NPC227002
0.7972	Intermediate Similarity	NPC317769
0.7972	Intermediate Similarity	NPC31344
0.7962	Intermediate Similarity	NPC279442
0.7962	Intermediate Similarity	NPC253591
0.7962	Intermediate Similarity	NPC475250
0.795	Intermediate Similarity	NPC11411
0.7947	Intermediate Similarity	NPC216940
0.7947	Intermediate Similarity	NPC475482
0.7947	Intermediate Similarity	NPC22676
0.7947	Intermediate Similarity	NPC126206
0.7947	Intermediate Similarity	NPC198621
0.7945	Intermediate Similarity	NPC110313
0.7943	Intermediate Similarity	NPC202474
0.7937	Intermediate Similarity	NPC305710
0.7933	Intermediate Similarity	NPC43353
0.7929	Intermediate Similarity	NPC475244
0.7925	Intermediate Similarity	NPC157783
0.7922	Intermediate Similarity	NPC470273
0.7911	Intermediate Similarity	NPC195561
0.7911	Intermediate Similarity	NPC472939
0.7911	Intermediate Similarity	NPC188393
0.7911	Intermediate Similarity	NPC470934
0.7911	Intermediate Similarity	NPC470916
0.7908	Intermediate Similarity	NPC470372
0.7908	Intermediate Similarity	NPC82336
0.7908	Intermediate Similarity	NPC172311
0.7908	Intermediate Similarity	NPC78987
0.7901	Intermediate Similarity	NPC471878
0.7901	Intermediate Similarity	NPC470827
0.7895	Intermediate Similarity	NPC475757
0.7895	Intermediate Similarity	NPC474640
0.7887	Intermediate Similarity	NPC470849
0.7887	Intermediate Similarity	NPC470848
0.7881	Intermediate Similarity	NPC154485
0.7881	Intermediate Similarity	NPC471665
0.7881	Intermediate Similarity	NPC471664
0.7881	Intermediate Similarity	NPC471872

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 NPC292206 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	292
0.1-0.2	865
0.2-0.3	1645
0.3-0.4	2678
0.4-0.5	2096
0.5-0.6	1157
0.6-0.7	378
0.7-0.8	37
0.8-0.85	2
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.8428	Intermediate Similarity	NPD8127	Discontinued
0.8345	Intermediate Similarity	NPD3620	Phase 2
0.8345	Intermediate Similarity	NPD3619	Clinical (unspecified phase)
0.8333	Intermediate Similarity	NPD8166	Discontinued
0.7973	Intermediate Similarity	NPD4140	Approved
0.7834	Intermediate Similarity	NPD6273	Approved
0.7791	Intermediate Similarity	NPD8055	Clinical (unspecified phase)
0.7778	Intermediate Similarity	NPD5763	Approved
0.7778	Intermediate Similarity	NPD5762	Approved
0.7755	Intermediate Similarity	NPD5736	Approved
0.775	Intermediate Similarity	NPD7028	Phase 2
0.7742	Intermediate Similarity	NPD4109	Clinical (unspecified phase)
0.7742	Intermediate Similarity	NPD4110	Phase 3
0.7733	Intermediate Similarity	NPD4060	Phase 1
0.7682	Intermediate Similarity	NPD5735	Approved
0.7651	Intermediate Similarity	NPD7095	Approved
0.7632	Intermediate Similarity	NPD6353	Approved
0.7603	Intermediate Similarity	NPD4379	Clinical (unspecified phase)
0.7603	Intermediate Similarity	NPD5327	Phase 3
0.7576	Intermediate Similarity	NPD7831	Phase 2
0.7576	Intermediate Similarity	NPD7832	Clinical (unspecified phase)
0.7576	Intermediate Similarity	NPD7833	Phase 2
0.7568	Intermediate Similarity	NPD4624	Approved
0.7566	Intermediate Similarity	NPD3657	Discovery
0.7558	Intermediate Similarity	NPD7685	Pre-registration
0.755	Intermediate Similarity	NPD8032	Phase 2
0.755	Intermediate Similarity	NPD6663	Approved
0.753	Intermediate Similarity	NPD6234	Discontinued
0.7469	Intermediate Similarity	NPD7458	Discontinued
0.7468	Intermediate Similarity	NPD7097	Phase 1
0.7451	Intermediate Similarity	NPD6355	Discontinued
0.7448	Intermediate Similarity	NPD4626	Approved
0.7436	Intermediate Similarity	NPD7266	Discontinued
0.7427	Intermediate Similarity	NPD7228	Approved
0.7405	Intermediate Similarity	NPD7003	Approved
0.7379	Intermediate Similarity	NPD5691	Approved
0.736	Intermediate Similarity	NPD8397	Clinical (unspecified phase)
0.7347	Intermediate Similarity	NPD3092	Approved
0.7342	Intermediate Similarity	NPD6674	Discontinued
0.7333	Intermediate Similarity	NPD37	Approved
0.7329	Intermediate Similarity	NPD7446	Clinical (unspecified phase)
0.7324	Intermediate Similarity	NPD5283	Phase 1
0.731	Intermediate Similarity	NPD3091	Approved
0.7305	Intermediate Similarity	NPD4965	Approved
0.7305	Intermediate Similarity	NPD228	Approved
0.7305	Intermediate Similarity	NPD4966	Approved
0.7305	Intermediate Similarity	NPD4967	Phase 2
0.7303	Intermediate Similarity	NPD3027	Phase 3
0.7296	Intermediate Similarity	NPD4628	Phase 3
0.7267	Intermediate Similarity	NPD6143	Clinical (unspecified phase)
0.7267	Intermediate Similarity	NPD3094	Phase 2
0.7235	Intermediate Similarity	NPD7199	Phase 2
0.7202	Intermediate Similarity	NPD4868	Clinical (unspecified phase)
0.7188	Intermediate Similarity	NPD6398	Clinical (unspecified phase)
0.7184	Intermediate Similarity	NPD5844	Phase 1
0.7179	Intermediate Similarity	NPD6653	Approved
0.7171	Intermediate Similarity	NPD2861	Phase 2
0.7151	Intermediate Similarity	NPD7184	Clinical (unspecified phase)
0.7143	Intermediate Similarity	NPD1357	Approved
0.7143	Intermediate Similarity	NPD6798	Discontinued
0.7123	Intermediate Similarity	NPD5536	Phase 2
0.7117	Intermediate Similarity	NPD7004	Clinical (unspecified phase)
0.711	Intermediate Similarity	NPD2898	Approved
0.7103	Intermediate Similarity	NPD7157	Approved
0.7095	Intermediate Similarity	NPD3095	Discontinued
0.7095	Intermediate Similarity	NPD4059	Approved
0.7095	Intermediate Similarity	NPD3019	Approved
0.7091	Intermediate Similarity	NPD1653	Approved
0.7079	Intermediate Similarity	NPD7310	Approved
0.7079	Intermediate Similarity	NPD7311	Approved
0.7079	Intermediate Similarity	NPD7312	Approved
0.7079	Intermediate Similarity	NPD7313	Approved
0.7073	Intermediate Similarity	NPD7314	Clinical (unspecified phase)
0.7069	Intermediate Similarity	NPD7473	Discontinued
0.7051	Intermediate Similarity	NPD1613	Approved
0.7051	Intermediate Similarity	NPD1612	Clinical (unspecified phase)
0.7048	Intermediate Similarity	NPD5808	Clinical (unspecified phase)
0.7047	Intermediate Similarity	NPD3496	Discontinued
0.7042	Intermediate Similarity	NPD3021	Approved
0.7042	Intermediate Similarity	NPD3022	Approved
0.7039	Intermediate Similarity	NPD7309	Approved
0.7037	Intermediate Similarity	NPD6190	Approved
0.7027	Intermediate Similarity	NPD5585	Approved
0.7021	Intermediate Similarity	NPD1358	Approved
0.702	Intermediate Similarity	NPD3600	Clinical (unspecified phase)
0.7012	Intermediate Similarity	NPD4160	Clinical (unspecified phase)
0.7011	Intermediate Similarity	NPD2489	Approved
0.7011	Intermediate Similarity	NPD27	Approved
0.6994	Remote Similarity	NPD7236	Approved
0.6994	Remote Similarity	NPD6232	Discontinued
0.6986	Remote Similarity	NPD4198	Discontinued
0.6983	Remote Similarity	NPD4578	Approved
0.6983	Remote Similarity	NPD4577	Approved
0.698	Remote Similarity	NPD2932	Approved
0.6975	Remote Similarity	NPD6331	Phase 2
0.6974	Remote Similarity	NPD8651	Approved
0.6974	Remote Similarity	NPD1283	Approved
0.6966	Remote Similarity	NPD7240	Approved
0.6962	Remote Similarity	NPD4097	Suspended
0.6959	Remote Similarity	NPD7741	Discontinued
0.695	Remote Similarity	NPD3134	Approved
0.6948	Remote Similarity	NPD9494	Approved
0.6937	Remote Similarity	NPD2438	Suspended
0.6937	Remote Similarity	NPD2935	Discontinued
0.6928	Remote Similarity	NPD5699	Approved
0.6923	Remote Similarity	NPD1934	Approved
0.6923	Remote Similarity	NPD7906	Approved
0.6923	Remote Similarity	NPD6410	Clinical (unspecified phase)
0.6923	Remote Similarity	NPD4907	Clinical (unspecified phase)
0.6914	Remote Similarity	NPD4481	Phase 3
0.691	Remote Similarity	NPD7993	Clinical (unspecified phase)
0.6903	Remote Similarity	NPD1529	Clinical (unspecified phase)
0.6903	Remote Similarity	NPD4908	Phase 1
0.6901	Remote Similarity	NPD7768	Phase 2
0.6899	Remote Similarity	NPD5123	Clinical (unspecified phase)
0.6899	Remote Similarity	NPD5124	Phase 1
0.6897	Remote Similarity	NPD3051	Approved
0.6897	Remote Similarity	NPD5535	Approved
0.6897	Remote Similarity	NPD7843	Approved
0.6895	Remote Similarity	NPD7497	Discontinued
0.6889	Remote Similarity	NPD8312	Approved
0.6889	Remote Similarity	NPD8313	Approved
0.6889	Remote Similarity	NPD3534	Clinical (unspecified phase)
0.6887	Remote Similarity	NPD3705	Approved
0.6882	Remote Similarity	NPD2393	Clinical (unspecified phase)
0.6879	Remote Similarity	NPD6233	Phase 2
0.6871	Remote Similarity	NPD7982	Clinical (unspecified phase)
0.6868	Remote Similarity	NPD8434	Phase 2
0.6864	Remote Similarity	NPD6873	Phase 2
0.6864	Remote Similarity	NPD6677	Suspended
0.6857	Remote Similarity	NPD2970	Approved
0.6857	Remote Similarity	NPD2969	Approved
0.6855	Remote Similarity	NPD4579	Clinical (unspecified phase)
0.6852	Remote Similarity	NPD7037	Approved
0.6851	Remote Similarity	NPD7090	Clinical (unspecified phase)
0.6839	Remote Similarity	NPD1530	Clinical (unspecified phase)
0.6835	Remote Similarity	NPD2979	Phase 3
0.6833	Remote Similarity	NPD7549	Discontinued
0.6824	Remote Similarity	NPD7945	Clinical (unspecified phase)
0.6818	Remote Similarity	NPD6167	Clinical (unspecified phase)
0.6818	Remote Similarity	NPD2797	Approved
0.6818	Remote Similarity	NPD6168	Clinical (unspecified phase)
0.6818	Remote Similarity	NPD987	Approved
0.6818	Remote Similarity	NPD6166	Phase 2
0.6815	Remote Similarity	NPD3764	Approved
0.6815	Remote Similarity	NPD7985	Registered
0.6811	Remote Similarity	NPD7879	Clinical (unspecified phase)
0.681	Remote Similarity	NPD7421	Clinical (unspecified phase)
0.6802	Remote Similarity	NPD3882	Suspended
0.6797	Remote Similarity	NPD4359	Approved
0.6786	Remote Similarity	NPD7239	Suspended
0.6784	Remote Similarity	NPD8455	Phase 2
0.6784	Remote Similarity	NPD1465	Phase 2
0.6784	Remote Similarity	NPD7819	Suspended
0.6776	Remote Similarity	NPD4663	Approved
0.6776	Remote Similarity	NPD1281	Approved
0.6774	Remote Similarity	NPD5647	Approved
0.6774	Remote Similarity	NPD6917	Clinical (unspecified phase)
0.677	Remote Similarity	NPD2799	Discontinued
0.6763	Remote Similarity	NPD7075	Discontinued
0.676	Remote Similarity	NPD7074	Phase 3
0.6757	Remote Similarity	NPD2490	Approved
0.6757	Remote Similarity	NPD2488	Approved
0.6757	Remote Similarity	NPD6671	Approved
0.6755	Remote Similarity	NPD1778	Approved
0.6753	Remote Similarity	NPD1876	Approved
0.6753	Remote Similarity	NPD6696	Suspended
0.6752	Remote Similarity	NPD5952	Clinical (unspecified phase)
0.6748	Remote Similarity	NPD2424	Discontinued
0.6748	Remote Similarity	NPD5958	Discontinued
0.6748	Remote Similarity	NPD4534	Discontinued
0.6747	Remote Similarity	NPD7041	Phase 2
0.6747	Remote Similarity	NPD7040	Clinical (unspecified phase)
0.6746	Remote Similarity	NPD3455	Phase 2
0.6742	Remote Similarity	NPD3818	Discontinued
0.6736	Remote Similarity	NPD2684	Approved
0.6728	Remote Similarity	NPD6099	Approved
0.6728	Remote Similarity	NPD2161	Phase 2
0.6728	Remote Similarity	NPD6100	Approved
0.6726	Remote Similarity	NPD6980	Clinical (unspecified phase)
0.6725	Remote Similarity	NPD5714	Approved
0.6725	Remote Similarity	NPD5722	Discontinued
0.6719	Remote Similarity	NPD7680	Approved
0.6711	Remote Similarity	NPD3026	Approved
0.6711	Remote Similarity	NPD3023	Approved
0.6709	Remote Similarity	NPD3268	Approved
0.6707	Remote Similarity	NPD7422	Clinical (unspecified phase)
0.6707	Remote Similarity	NPD5698	Clinical (unspecified phase)
0.6704	Remote Similarity	NPD7054	Approved
0.6689	Remote Similarity	NPD3024	Approved
0.6689	Remote Similarity	NPD3025	Approved
0.6687	Remote Similarity	NPD4340	Discontinued
0.6687	Remote Similarity	NPD2346	Discontinued
0.6687	Remote Similarity	NPD447	Suspended
0.6686	Remote Similarity	NPD4666	Phase 3
0.6686	Remote Similarity	NPD5761	Phase 2
0.6686	Remote Similarity	NPD7096	Clinical (unspecified phase)
0.6686	Remote Similarity	NPD2801	Approved
0.6686	Remote Similarity	NPD5760	Phase 2
0.6686	Remote Similarity	NPD5494	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