NPASS Compound

Structure

NPC107828 OpenBabel07101719152D 38 42 0 0 1 0 0 0 0 0999 V2000 3.5663 -3.9874 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1123 1.1828 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -2.5000 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 -0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4242 -2.6195 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5139 0.6235 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3438 -3.0125 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4888 0.4010 0.0000 C 0 0 0 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 -1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5139 -1.6235 0.0000 C 0 0 2 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 -2.5981 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4888 -1.4010 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.0017 -2.2594 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9227 -0.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.8660 0.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.0000 -1.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.8660 -2.5000 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 1.7321 -1.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.5981 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.9977 -2.3491 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.9227 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.2954 -0.1738 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 14 1 0 0 0 0 2 15 1 0 0 0 0 3 16 1 0 0 0 0 4 17 1 0 0 0 0 5 28 1 0 0 0 0 6 28 1 0 0 0 0 7 31 1 0 0 0 0 8 9 2 0 0 0 0 8 10 1 0 0 0 0 9 11 1 0 0 0 0 10 18 2 0 0 0 0 11 21 2 0 0 0 0 12 14 2 0 0 0 0 12 19 1 0 0 0 0 13 15 2 0 0 0 0 13 20 1 0 0 0 0 14 23 1 0 0 0 0 15 24 1 0 0 0 0 16 26 1 0 0 0 0 16 29 1 6 0 0 0 17 32 2 0 0 0 0 17 38 1 0 0 0 0 18 21 1 0 0 0 0 18 27 1 0 0 0 0 19 22 1 0 0 0 0 19 29 1 1 0 0 0 20 25 1 0 0 0 0 20 29 1 6 0 0 0 21 31 1 0 0 0 0 22 23 1 1 0 0 0 22 24 1 0 0 0 0 23 33 2 0 0 0 0 24 34 1 1 0 0 0 25 28 1 0 0 0 0 25 30 1 1 0 0 0 26 30 1 1 0 0 0 26 37 1 0 0 0 0 27 35 2 0 0 0 0 27 37 1 0 0 0 0 28 30 1 0 0 0 0 29 36 1 6 0 0 0 30 38 1 6 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	523.26
Volume:	536.09
LogP:	3.96
LogD:	2.428
LogS:	-4.436
# Rotatable Bonds:	6
TPSA:	122.16
# H-Bond Aceptor:	8
# H-Bond Donor:	3
# Rings:	5
# Heavy Atoms:	8

MedChem Properties

QED Drug-Likeness Score:	0.406
Synthetic Accessibility Score:	5.072
Fsp3:	0.567
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Accepted
GSK Rule:	Rejected
BMS Rule:	0
Golden Triangle Rule:	Rejected
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-5.25
MDCK Permeability:	7.742695743218064e-05
Pgp-inhibitor:	0.988
Pgp-substrate:	0.789
Human Intestinal Absorption (HIA):	0.307
20% Bioavailability (F20%):	0.431
30% Bioavailability (F30%):	0.963

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.199
Plasma Protein Binding (PPB):	68.43338012695312%
Volume Distribution (VD):	1.639
Pgp-substrate:	24.70179557800293%

ADMET: Metabolism

CYP1A2-inhibitor:	0.09
CYP1A2-substrate:	0.097
CYP2C19-inhibitor:	0.437
CYP2C19-substrate:	0.385
CYP2C9-inhibitor:	0.83
CYP2C9-substrate:	0.056
CYP2D6-inhibitor:	0.115
CYP2D6-substrate:	0.144
CYP3A4-inhibitor:	0.869
CYP3A4-substrate:	0.245

ADMET: Excretion

Clearance (CL):	5.758
Half-life (T1/2):	0.348

ADMET: Toxicity

hERG Blockers:	0.863
Human Hepatotoxicity (H-HT):	0.991
Drug-inuced Liver Injury (DILI):	0.613
AMES Toxicity:	0.016
Rat Oral Acute Toxicity:	0.677
Maximum Recommended Daily Dose:	0.938
Skin Sensitization:	0.228
Carcinogencity:	0.01
Eye Corrosion:	0.003
Eye Irritation:	0.01
Respiratory Toxicity:	0.96

Download Data

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

Natural Product: NPC107828

Natural Product ID:	NPC107828
*Common Name:**	KESIQXYRXFIECZ-JGLDMBJASA-N
IUPAC Name:	n.a.
Synonyms:
Standard InCHIKey:	KESIQXYRXFIECZ-JGLDMBJASA-N
Standard InCHI:	InChI=1S/C30H37NO7/c1-14-12-19-22(23(14)33)24(34)15(2)13-20-25-28(5,6)30(25,38-17(4)32)26(16(3)29(19,20)36)37-27(35)18-10-8-9-11-21(18)31-7/h8-13,16,19-20,22,24-26,31,34,36H,1-7H3/t16-,19-,20+,22-,24-,25-,26-,29+,30-/m1/s1
SMILES:	CC1=C[C@@H]2[C@H](C1=O)[C@@H](C(=C[C@H]1[C@@H]3C(C)(C)[C@@]3([C@@H]([C@@H](C)[C@]21O)OC(=O)c1ccccc1NC)OC(=O)C)C)O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL496712
PubChem CID:	11734084
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000259] Prenol lipids [CHEMONTID:0001551] Diterpenoids [CHEMONTID:0002875] Tigliane and ingenane diterpenoids

*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
NPO25366	Sapium indicum	Species	Euphorbiaceae	Eukaryota	Fruits	n.a.	n.a.	PMID[12713411]
NPO25366	Sapium indicum	Species	Euphorbiaceae	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

Activity Type	# Activity
Organism	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT88	Organism	Mycobacterium tuberculosis	Mycobacterium tuberculosis	MIC	>	200.0	ug.mL-1	PMID[542025]

☑ 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 NPC107828 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	249
0.1-0.2	1138
0.2-0.3	2802
0.3-0.4	7866
0.4-0.5	14660
0.5-0.6	14193
0.6-0.7	1703
0.7-0.8	64
0.8-0.85	13
0.85-0.9	0
0.9-0.95	0
0.95-1	9

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC90358
0.9888	High Similarity	NPC176371
0.9888	High Similarity	NPC136573
0.9831	High Similarity	NPC311054
0.9831	High Similarity	NPC112752
0.9773	High Similarity	NPC198205
0.9773	High Similarity	NPC21483
0.9663	High Similarity	NPC198390
0.8684	High Similarity	NPC475223
0.8639	High Similarity	NPC475448
0.8639	High Similarity	NPC246983
0.8272	Intermediate Similarity	NPC476218
0.8272	Intermediate Similarity	NPC108804
0.822	Intermediate Similarity	NPC259791
0.822	Intermediate Similarity	NPC476257
0.822	Intermediate Similarity	NPC476212
0.822	Intermediate Similarity	NPC476207
0.822	Intermediate Similarity	NPC476256
0.822	Intermediate Similarity	NPC476129
0.822	Intermediate Similarity	NPC476205
0.822	Intermediate Similarity	NPC476206
0.7841	Intermediate Similarity	NPC132652
0.7608	Intermediate Similarity	NPC473837
0.7541	Intermediate Similarity	NPC11410
0.7473	Intermediate Similarity	NPC233581
0.7473	Intermediate Similarity	NPC469647
0.7473	Intermediate Similarity	NPC22571
0.7473	Intermediate Similarity	NPC138641
0.7473	Intermediate Similarity	NPC145649
0.7473	Intermediate Similarity	NPC283875
0.7473	Intermediate Similarity	NPC469648
0.7453	Intermediate Similarity	NPC223590
0.736	Intermediate Similarity	NPC140021
0.7322	Intermediate Similarity	NPC472398
0.7263	Intermediate Similarity	NPC470971
0.7256	Intermediate Similarity	NPC140311
0.725	Intermediate Similarity	NPC475336
0.725	Intermediate Similarity	NPC317882
0.725	Intermediate Similarity	NPC471754
0.725	Intermediate Similarity	NPC453583
0.725	Intermediate Similarity	NPC473300
0.7241	Intermediate Similarity	NPC36607
0.724	Intermediate Similarity	NPC475316
0.724	Intermediate Similarity	NPC473486
0.7235	Intermediate Similarity	NPC473667
0.7215	Intermediate Similarity	NPC475601
0.7214	Intermediate Similarity	NPC67246
0.7214	Intermediate Similarity	NPC33372
0.7204	Intermediate Similarity	NPC251139
0.7202	Intermediate Similarity	NPC477902
0.7202	Intermediate Similarity	NPC475137
0.7202	Intermediate Similarity	NPC473850
0.7202	Intermediate Similarity	NPC475498
0.72	Intermediate Similarity	NPC471623
0.7196	Intermediate Similarity	NPC471014
0.7196	Intermediate Similarity	NPC475408
0.7196	Intermediate Similarity	NPC471016
0.7195	Intermediate Similarity	NPC96801
0.7195	Intermediate Similarity	NPC150698
0.7195	Intermediate Similarity	NPC473781
0.7195	Intermediate Similarity	NPC35390
0.7195	Intermediate Similarity	NPC470631
0.7189	Intermediate Similarity	NPC106593
0.7175	Intermediate Similarity	NPC35208
0.7175	Intermediate Similarity	NPC475426
0.7167	Intermediate Similarity	NPC183540
0.7164	Intermediate Similarity	NPC275170
0.7164	Intermediate Similarity	NPC324251
0.7164	Intermediate Similarity	NPC471629
0.7164	Intermediate Similarity	NPC206211
0.7164	Intermediate Similarity	NPC473400
0.7164	Intermediate Similarity	NPC306001
0.7162	Intermediate Similarity	NPC469748
0.7159	Intermediate Similarity	NPC173295
0.7156	Intermediate Similarity	NPC76565
0.7156	Intermediate Similarity	NPC57797
0.7156	Intermediate Similarity	NPC250807
0.715	Intermediate Similarity	NPC470306
0.715	Intermediate Similarity	NPC316405
0.7136	Intermediate Similarity	NPC211920
0.7136	Intermediate Similarity	NPC124029
0.713	Intermediate Similarity	NPC84815
0.713	Intermediate Similarity	NPC301368
0.713	Intermediate Similarity	NPC216428
0.7108	Intermediate Similarity	NPC191193
0.7108	Intermediate Similarity	NPC242662
0.7108	Intermediate Similarity	NPC215892
0.7108	Intermediate Similarity	NPC321072
0.7104	Intermediate Similarity	NPC471190
0.7104	Intermediate Similarity	NPC470486
0.7104	Intermediate Similarity	NPC475644
0.7104	Intermediate Similarity	NPC475362
0.7104	Intermediate Similarity	NPC471977
0.7103	Intermediate Similarity	NPC264674
0.7102	Intermediate Similarity	NPC253476
0.7088	Intermediate Similarity	NPC34943
0.7083	Intermediate Similarity	NPC294579
0.7083	Intermediate Similarity	NPC144779
0.7083	Intermediate Similarity	NPC62367
0.7078	Intermediate Similarity	NPC471980
0.7073	Intermediate Similarity	NPC181964
0.7073	Intermediate Similarity	NPC471606
0.7073	Intermediate Similarity	NPC208553
0.707	Intermediate Similarity	NPC477907
0.707	Intermediate Similarity	NPC477909
0.707	Intermediate Similarity	NPC42678
0.7068	Intermediate Similarity	NPC253738
0.7065	Intermediate Similarity	NPC217918
0.7065	Intermediate Similarity	NPC477998
0.7059	Intermediate Similarity	NPC475600
0.7059	Intermediate Similarity	NPC475631
0.7059	Intermediate Similarity	NPC114808
0.7059	Intermediate Similarity	NPC228377
0.7059	Intermediate Similarity	NPC146824
0.7059	Intermediate Similarity	NPC477787
0.7059	Intermediate Similarity	NPC122968
0.7059	Intermediate Similarity	NPC328186
0.7059	Intermediate Similarity	NPC87152
0.7059	Intermediate Similarity	NPC476110
0.7056	Intermediate Similarity	NPC90614
0.7056	Intermediate Similarity	NPC100913
0.7056	Intermediate Similarity	NPC275592
0.7049	Intermediate Similarity	NPC311825
0.7049	Intermediate Similarity	NPC134131
0.7049	Intermediate Similarity	NPC25043
0.7049	Intermediate Similarity	NPC125882
0.7049	Intermediate Similarity	NPC92867
0.7048	Intermediate Similarity	NPC253482
0.7043	Intermediate Similarity	NPC197037
0.7043	Intermediate Similarity	NPC471103
0.7039	Intermediate Similarity	NPC473558
0.7037	Intermediate Similarity	NPC6981
0.7033	Intermediate Similarity	NPC95449
0.7033	Intermediate Similarity	NPC477894
0.7032	Intermediate Similarity	NPC127026
0.7032	Intermediate Similarity	NPC127720
0.7028	Intermediate Similarity	NPC48042
0.7028	Intermediate Similarity	NPC472550
0.7028	Intermediate Similarity	NPC304179
0.7023	Intermediate Similarity	NPC4421
0.7017	Intermediate Similarity	NPC27377
0.7017	Intermediate Similarity	NPC472576
0.7017	Intermediate Similarity	NPC87448
0.7017	Intermediate Similarity	NPC291599
0.7017	Intermediate Similarity	NPC97947
0.7017	Intermediate Similarity	NPC41481
0.7017	Intermediate Similarity	NPC118080
0.7014	Intermediate Similarity	NPC473506
0.7011	Intermediate Similarity	NPC240115
0.7011	Intermediate Similarity	NPC20255
0.7009	Intermediate Similarity	NPC30456
0.7009	Intermediate Similarity	NPC472553
0.7	Intermediate Similarity	NPC9905
0.6995	Remote Similarity	NPC25961
0.6991	Remote Similarity	NPC477910
0.6989	Remote Similarity	NPC91730
0.6986	Remote Similarity	NPC477903
0.6986	Remote Similarity	NPC477912
0.6982	Remote Similarity	NPC14116
0.6982	Remote Similarity	NPC285411
0.6981	Remote Similarity	NPC63041
0.698	Remote Similarity	NPC327699
0.6978	Remote Similarity	NPC237702
0.6978	Remote Similarity	NPC192658
0.6977	Remote Similarity	NPC217903
0.6977	Remote Similarity	NPC321166
0.6971	Remote Similarity	NPC472392
0.6971	Remote Similarity	NPC472375
0.6968	Remote Similarity	NPC134685
0.6968	Remote Similarity	NPC248265
0.6968	Remote Similarity	NPC328154
0.6968	Remote Similarity	NPC11588
0.6968	Remote Similarity	NPC229545
0.6964	Remote Similarity	NPC477906
0.6964	Remote Similarity	NPC292416
0.6964	Remote Similarity	NPC473689
0.6964	Remote Similarity	NPC316841
0.6964	Remote Similarity	NPC475303
0.6964	Remote Similarity	NPC475596
0.6961	Remote Similarity	NPC171207
0.6961	Remote Similarity	NPC472547
0.6961	Remote Similarity	NPC162613
0.6961	Remote Similarity	NPC87934
0.6961	Remote Similarity	NPC97667
0.6959	Remote Similarity	NPC30171
0.6957	Remote Similarity	NPC473490
0.6957	Remote Similarity	NPC127857
0.6957	Remote Similarity	NPC475648
0.6955	Remote Similarity	NPC477788
0.6952	Remote Similarity	NPC51602
0.6952	Remote Similarity	NPC470153
0.6951	Remote Similarity	NPC134384
0.6951	Remote Similarity	NPC311196
0.695	Remote Similarity	NPC97584
0.6947	Remote Similarity	NPC170751
0.6946	Remote Similarity	NPC474059
0.6944	Remote Similarity	NPC39549
0.6944	Remote Similarity	NPC228331
0.694	Remote Similarity	NPC163087
0.6938	Remote Similarity	NPC472391

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 NPC107828 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	170
0.1-0.2	541
0.2-0.3	823
0.3-0.4	1785
0.4-0.5	3598
0.5-0.6	2006
0.6-0.7	224
0.7-0.8	3
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
0.7286	Intermediate Similarity	NPD8360	Approved
0.7286	Intermediate Similarity	NPD8361	Approved
0.7213	Intermediate Similarity	NPD2737	Clinical (unspecified phase)
0.7204	Intermediate Similarity	NPD2836	Approved
0.72	Intermediate Similarity	NPD8435	Approved
0.71	Intermediate Similarity	NPD8424	Clinical (unspecified phase)
0.7073	Intermediate Similarity	NPD8485	Approved
0.7039	Intermediate Similarity	NPD4668	Phase 2
0.7021	Intermediate Similarity	NPD2672	Discontinued
0.7	Intermediate Similarity	NPD8407	Phase 2
0.699	Remote Similarity	NPD7238	Clinical (unspecified phase)
0.6978	Remote Similarity	NPD1625	Approved
0.6973	Remote Similarity	NPD4888	Discontinued
0.6971	Remote Similarity	NPD8486	Clinical (unspecified phase)
0.6935	Remote Similarity	NPD8368	Discontinued
0.6882	Remote Similarity	NPD7528	Approved
0.6863	Remote Similarity	NPD5928	Phase 1
0.6842	Remote Similarity	NPD6874	Approved
0.6825	Remote Similarity	NPD5086	Approved
0.6794	Remote Similarity	NPD5196	Approved
0.6794	Remote Similarity	NPD5194	Approved
0.6794	Remote Similarity	NPD5197	Approved
0.6784	Remote Similarity	NPD8470	Clinical (unspecified phase)
0.6779	Remote Similarity	NPD7880	Clinical (unspecified phase)
0.6768	Remote Similarity	NPD5466	Approved
0.6758	Remote Similarity	NPD1626	Approved
0.6733	Remote Similarity	NPD8658	Clinical (unspecified phase)
0.6733	Remote Similarity	NPD7962	Phase 2
0.6718	Remote Similarity	NPD5430	Discontinued
0.6715	Remote Similarity	NPD5937	Approved
0.6714	Remote Similarity	NPD7597	Clinical (unspecified phase)
0.6712	Remote Similarity	NPD5433	Clinical (unspecified phase)
0.6649	Remote Similarity	NPD1189	Approved
0.6635	Remote Similarity	NPD8146	Phase 2
0.6633	Remote Similarity	NPD5997	Discontinued
0.6632	Remote Similarity	NPD7606	Phase 3
0.6631	Remote Similarity	NPD7295	Approved
0.6621	Remote Similarity	NPD8462	Phase 1
0.6607	Remote Similarity	NPD8155	Clinical (unspecified phase)
0.66	Remote Similarity	NPD5919	Clinical (unspecified phase)
0.659	Remote Similarity	NPD7302	Phase 3
0.659	Remote Similarity	NPD7300	Phase 3
0.6577	Remote Similarity	NPD8404	Phase 2
0.6566	Remote Similarity	NPD2821	Approved
0.6559	Remote Similarity	NPD6414	Clinical (unspecified phase)
0.6557	Remote Similarity	NPD3528	Clinical (unspecified phase)
0.654	Remote Similarity	NPD5411	Discontinued
0.6537	Remote Similarity	NPD7922	Phase 1
0.6535	Remote Similarity	NPD5498	Phase 2
0.6526	Remote Similarity	NPD5609	Approved
0.6526	Remote Similarity	NPD5608	Approved
0.6522	Remote Similarity	NPD2670	Approved
0.6514	Remote Similarity	NPD4082	Approved
0.6509	Remote Similarity	NPD5195	Discontinued
0.65	Remote Similarity	NPD1945	Phase 1
0.65	Remote Similarity	NPD4493	Discontinued
0.6476	Remote Similarity	NPD7570	Approved
0.6476	Remote Similarity	NPD7569	Approved
0.6474	Remote Similarity	NPD7478	Approved
0.6474	Remote Similarity	NPD1802	Approved
0.6474	Remote Similarity	NPD1801	Approved
0.6471	Remote Similarity	NPD6657	Clinical (unspecified phase)
0.6458	Remote Similarity	NPD1230	Approved
0.6455	Remote Similarity	NPD7274	Clinical (unspecified phase)
0.6444	Remote Similarity	NPD2899	Discontinued
0.6441	Remote Similarity	NPD3795	Approved
0.6441	Remote Similarity	NPD3794	Approved
0.6418	Remote Similarity	NPD1913	Phase 1
0.6413	Remote Similarity	NPD4562	Clinical (unspecified phase)
0.6407	Remote Similarity	NPD4981	Phase 2
0.6406	Remote Similarity	NPD7497	Discontinued
0.6402	Remote Similarity	NPD7487	Discontinued
0.6402	Remote Similarity	NPD8468	Phase 2
0.6398	Remote Similarity	NPD3170	Approved
0.6393	Remote Similarity	NPD4596	Phase 1
0.6393	Remote Similarity	NPD6973	Clinical (unspecified phase)
0.6392	Remote Similarity	NPD6591	Clinical (unspecified phase)
0.638	Remote Similarity	NPD3893	Discontinued
0.6377	Remote Similarity	NPD7546	Discontinued
0.6359	Remote Similarity	NPD956	Clinical (unspecified phase)
0.6349	Remote Similarity	NPD7082	Approved
0.6346	Remote Similarity	NPD8167	Discontinued
0.6346	Remote Similarity	NPD6021	Clinical (unspecified phase)
0.6338	Remote Similarity	NPD7256	Discontinued
0.6338	Remote Similarity	NPD6535	Approved
0.6338	Remote Similarity	NPD6534	Approved
0.6335	Remote Similarity	NPD4506	Discontinued
0.6335	Remote Similarity	NPD7236	Approved
0.6333	Remote Similarity	NPD7693	Approved
0.6329	Remote Similarity	NPD3253	Clinical (unspecified phase)
0.6326	Remote Similarity	NPD7700	Phase 2
0.6326	Remote Similarity	NPD7699	Phase 2
0.6325	Remote Similarity	NPD6723	Discontinued
0.6324	Remote Similarity	NPD7799	Discontinued
0.6323	Remote Similarity	NPD4492	Approved
0.6323	Remote Similarity	NPD3888	Discontinued
0.6323	Remote Similarity	NPD7301	Phase 3
0.6323	Remote Similarity	NPD4494	Approved
0.6316	Remote Similarity	NPD2387	Approved
0.6316	Remote Similarity	NPD3153	Approved
0.6316	Remote Similarity	NPD7259	Approved
0.6316	Remote Similarity	NPD3154	Approved
0.6313	Remote Similarity	NPD7476	Discontinued
0.6305	Remote Similarity	NPD3451	Clinical (unspecified phase)
0.6298	Remote Similarity	NPD4412	Phase 2
0.6295	Remote Similarity	NPD4455	Discontinued
0.629	Remote Similarity	NPD4022	Approved
0.629	Remote Similarity	NPD3472	Approved
0.6286	Remote Similarity	NPD6793	Clinical (unspecified phase)
0.6286	Remote Similarity	NPD8434	Phase 2
0.6286	Remote Similarity	NPD8150	Discontinued
0.6283	Remote Similarity	NPD3949	Clinical (unspecified phase)
0.628	Remote Similarity	NPD3471	Approved
0.628	Remote Similarity	NPD7038	Approved
0.628	Remote Similarity	NPD7039	Approved
0.628	Remote Similarity	NPD3470	Approved
0.6278	Remote Similarity	NPD1574	Approved
0.6276	Remote Similarity	NPD3684	Discontinued
0.6274	Remote Similarity	NPD5042	Phase 1
0.6267	Remote Similarity	NPD7930	Approved
0.6263	Remote Similarity	NPD2820	Phase 3
0.6262	Remote Similarity	NPD2869	Clinical (unspecified phase)
0.6256	Remote Similarity	NPD7239	Suspended
0.6256	Remote Similarity	NPD7435	Discontinued
0.6256	Remote Similarity	NPD5242	Approved
0.6256	Remote Similarity	NPD7878	Phase 2
0.6256	Remote Similarity	NPD7292	Approved
0.625	Remote Similarity	NPD4607	Approved
0.6243	Remote Similarity	NPD7702	Clinical (unspecified phase)
0.6239	Remote Similarity	NPD8067	Phase 3
0.6237	Remote Similarity	NPD4513	Discontinued
0.6233	Remote Similarity	NPD3372	Discontinued
0.6231	Remote Similarity	NPD7244	Discontinued
0.623	Remote Similarity	NPD2575	Approved
0.6228	Remote Similarity	NPD5496	Approved
0.6227	Remote Similarity	NPD4456	Clinical (unspecified phase)
0.6227	Remote Similarity	NPD8320	Phase 1
0.6227	Remote Similarity	NPD8319	Approved
0.6226	Remote Similarity	NPD4258	Approved
0.6226	Remote Similarity	NPD4259	Approved
0.6215	Remote Similarity	NPD5610	Approved
0.6211	Remote Similarity	NPD2365	Approved
0.6211	Remote Similarity	NPD3940	Clinical (unspecified phase)
0.621	Remote Similarity	NPD6823	Phase 2
0.6209	Remote Similarity	NPD6484	Approved
0.6209	Remote Similarity	NPD6891	Phase 2
0.6209	Remote Similarity	NPD6483	Approved
0.6207	Remote Similarity	NPD7186	Phase 3
0.6207	Remote Similarity	NPD1839	Phase 1
0.6204	Remote Similarity	NPD3828	Approved
0.62	Remote Similarity	NPD1210	Approved
0.6199	Remote Similarity	NPD7999	Approved
0.6197	Remote Similarity	NPD5504	Discontinued
0.6193	Remote Similarity	NPD6779	Approved
0.6193	Remote Similarity	NPD6778	Approved
0.6193	Remote Similarity	NPD6776	Approved
0.6193	Remote Similarity	NPD6782	Approved
0.6193	Remote Similarity	NPD6780	Approved
0.6193	Remote Similarity	NPD6781	Approved
0.6193	Remote Similarity	NPD6777	Approved
0.6193	Remote Similarity	NPD6519	Phase 2
0.6186	Remote Similarity	NPD4161	Discontinued
0.6185	Remote Similarity	NPD7708	Approved
0.6182	Remote Similarity	NPD7064	Clinical (unspecified phase)
0.6182	Remote Similarity	NPD6176	Phase 1
0.6182	Remote Similarity	NPD7697	Approved
0.6182	Remote Similarity	NPD7698	Approved
0.6182	Remote Similarity	NPD7696	Phase 3
0.6181	Remote Similarity	NPD7599	Phase 2
0.6176	Remote Similarity	NPD2431	Approved
0.6176	Remote Similarity	NPD2432	Approved
0.6171	Remote Similarity	NPD7584	Approved
0.6171	Remote Similarity	NPD5143	Clinical (unspecified phase)
0.6162	Remote Similarity	NPD7105	Phase 1
0.6158	Remote Similarity	NPD2037	Approved
0.6154	Remote Similarity	NPD7870	Phase 2
0.6154	Remote Similarity	NPD6496	Clinical (unspecified phase)
0.6154	Remote Similarity	NPD9567	Approved
0.6154	Remote Similarity	NPD553	Approved
0.6154	Remote Similarity	NPD4330	Approved
0.6154	Remote Similarity	NPD7871	Phase 2
0.6154	Remote Similarity	NPD552	Approved
0.6154	Remote Similarity	NPD3298	Approved
0.6154	Remote Similarity	NPD7891	Discontinued
0.6154	Remote Similarity	NPD1294	Discontinued
0.6154	Remote Similarity	NPD4329	Approved
0.6151	Remote Similarity	NPD7803	Approved
0.615	Remote Similarity	NPD7600	Phase 2
0.6147	Remote Similarity	NPD7565	Approved
0.6146	Remote Similarity	NPD4575	Clinical (unspecified phase)
0.6146	Remote Similarity	NPD7997	Clinical (unspecified phase)
0.6143	Remote Similarity	NPD2509	Approved
0.6143	Remote Similarity	NPD2510	Approved
0.6138	Remote Similarity	NPD1110	Approved
0.6138	Remote Similarity	NPD1109	Approved
0.6135	Remote Similarity	NPD3792	Approved
0.6134	Remote Similarity	NPD6758	Approved
0.6133	Remote Similarity	NPD7801	Approved
0.6132	Remote Similarity	NPD4948	Discontinued
0.6132	Remote Similarity	NPD3863	Clinical (unspecified phase)

Bioactivity similarity: Similar Natural Products in NPASS

Bioactivity similarity was calculated based on bioactivity descriptors of compounds. The bioactivity descriptors were calculated by a recently developed AI algorithm Chemical Checker (CC) [Nature Biotechnology, 38:1087–1096, 2020; Nature Communications, 12:3932, 2021], which evaluated bioactivity similarities at five levels:
☉ A: chemistry similarity;
☉ B: biological targets similarity;
☉ C: networks similarity;
☉ D: cell-based bioactivity similarity;
☉ E: similarity based on clinical data.

Those 5 categories of CC bioactivity descriptors were calculated and then subjected to manifold projection using UMAP algorithm, to project all NPs on a 2-Dimensional space. The current NP was highlighted with a small circle in the 2-D map. Below figures: left-to-right, A-to-E.

A: chemistry similarity

B: biological targets similarity

C: networks similarity

D: cell-based bioactivity similarity

E: similarity based on clinical data