NPASS Compound

Structure

NPC42847 OpenBabel07101718192D 37 41 0 0 1 0 0 0 0 0999 V2000 6.9422 4.9169 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6550 3.7579 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6039 6.4032 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1946 -1.0408 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1946 -1.0408 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8286 1.3252 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3628 3.7387 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3628 0.9116 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3168 5.2442 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0077 4.2932 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0375 2.8252 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5606 1.3252 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9035 3.3252 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6946 1.8252 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9035 0.3252 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0375 -0.1748 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7206 1.5162 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9640 4.7090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2949 5.4521 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0296 4.0853 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 3.3084 2.3252 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.0375 1.8252 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5606 0.3252 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.7206 3.1342 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.3605 4.8284 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6946 -0.1748 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8286 1.3252 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.7695 2.8252 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.7695 1.8252 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.9035 1.3252 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.8286 0.3252 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 4.3084 2.3252 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4266 -0.1748 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.6695 5.7795 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.3823 4.6205 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.7708 0.4450 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 18 1 0 0 0 0 2 18 1 0 0 0 0 3 19 2 0 0 0 0 4 26 1 0 0 0 0 5 26 1 0 0 0 0 6 27 1 0 0 0 0 7 28 1 0 0 0 0 8 29 1 0 0 0 0 9 10 1 0 0 0 0 9 19 1 0 0 0 0 11 13 1 0 0 0 0 11 22 2 0 0 0 0 12 14 1 0 0 0 0 12 23 1 0 0 0 0 13 28 1 0 0 0 0 14 27 1 0 0 0 0 15 16 2 0 0 0 0 17 21 1 0 0 0 0 17 29 1 0 0 0 0 18 19 1 0 0 0 0 20 10 1 6 0 0 0 20 24 1 0 0 0 0 20 25 1 0 0 0 0 21 24 1 0 0 0 0 21 32 1 6 0 0 0 22 27 1 0 0 0 0 22 30 1 0 0 0 0 23 26 1 0 0 0 0 23 33 1 1 0 0 0 24 28 1 1 0 0 0 25 34 2 0 0 0 0 25 35 1 0 0 0 0 26 31 1 0 0 0 0 27 31 1 6 0 0 0 28 29 1 1 0 0 0 29 30 1 1 0 0 0 30 15 1 1 0 0 0 30 36 1 0 0 0 0 31 16 1 1 0 0 0 31 37 1 0 0 0 0 36 37 1 0 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	514.33
Volume:	544.145
LogP:	4.268
LogD:	2.993
LogS:	-4.453
# Rotatable Bonds:	6
TPSA:	96.22
# H-Bond Aceptor:	6
# H-Bond Donor:	3
# Rings:	6
# Heavy Atoms:	6

MedChem Properties

QED Drug-Likeness Score:	0.315
Synthetic Accessibility Score:	7.111
Fsp3:	0.774
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Accepted
GSK Rule:	Rejected
BMS Rule:	1
Golden Triangle Rule:	Rejected
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-5.408
MDCK Permeability:	2.2949088815948926e-05
Pgp-inhibitor:	0.006
Pgp-substrate:	0.004
Human Intestinal Absorption (HIA):	0.008
20% Bioavailability (F20%):	0.278
30% Bioavailability (F30%):	0.018

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.936
Plasma Protein Binding (PPB):	86.43221282958984%
Volume Distribution (VD):	0.519
Pgp-substrate:	10.220978736877441%

ADMET: Metabolism

CYP1A2-inhibitor:	0.003
CYP1A2-substrate:	0.868
CYP2C19-inhibitor:	0.015
CYP2C19-substrate:	0.92
CYP2C9-inhibitor:	0.075
CYP2C9-substrate:	0.104
CYP2D6-inhibitor:	0.003
CYP2D6-substrate:	0.128
CYP3A4-inhibitor:	0.391
CYP3A4-substrate:	0.876

ADMET: Excretion

Clearance (CL):	2.978
Half-life (T1/2):	0.364

ADMET: Toxicity

hERG Blockers:	0.085
Human Hepatotoxicity (H-HT):	0.47
Drug-inuced Liver Injury (DILI):	0.05
AMES Toxicity:	0.008
Rat Oral Acute Toxicity:	0.954
Maximum Recommended Daily Dose:	0.931
Skin Sensitization:	0.104
Carcinogencity:	0.806
Eye Corrosion:	0.003
Eye Irritation:	0.017
Respiratory Toxicity:	0.981

Download Data

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

Natural Product: NPC42847

Natural Product ID:	NPC42847
*Common Name:**	NWPSXIIQUKYLPR-WEBPQRFCSA-N
IUPAC Name:	n.a.
Synonyms:	5R,8R-Peroxydehydrotumulosic Acid
Standard InCHIKey:	NWPSXIIQUKYLPR-WEBPQRFCSA-N
Standard InCHI:	InChI=1S/C31H46O6/c1-18(2)19(3)9-10-20(25(34)35)24-21(32)17-29(8)28(24,7)13-11-22-27(6)14-12-23(33)26(4,5)31(27)16-15-30(22,29)36-37-31/h11,15-16,18,20-21,23-24,32-33H,3,9-10,12-14,17H2,1-2,4-8H3,(H,34,35)/t20-,21-,23+,24+,27-,28-,29-,30-,31-/m1/s1
SMILES:	CC(C(=C)CC[C@H]([C@H]1[C@H](O)C[C@@]2([C@]1(C)CC=C1[C@]32OO[C@]2([C@]1(C)CC[C@@H](C2(C)C)O)C=C3)C)C(=O)O)C
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL1078248
PubChem CID:	46882629
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000259] Prenol lipids [CHEMONTID:0001553] Triterpenoids

*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
NPO23577	Wolfiporia cocos	Species	Coriolaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[11975480]
NPO23577	Wolfiporia cocos	Species	Coriolaceae	Eukaryota	epidermis of the sclerotia	n.a.	n.a.	PMID[19746919]
NPO23577	Wolfiporia cocos	Species	Coriolaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[27808511]
NPO23577	Wolfiporia cocos	Species	Coriolaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[8984162]
NPO23577	Wolfiporia cocos	Species	Coriolaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO23577	Wolfiporia cocos	Species	Coriolaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO23577	Wolfiporia cocos	Species	Coriolaceae	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	6

Activity Type	# Activity
Cell Line	5
NON-MOLECULAR	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT116	Cell Line	HL-60	Homo sapiens	IC50	>	100000.0	nM	PMID[529778]
NPT111	Cell Line	K562	Homo sapiens	IC50	>	40000.0	nM	PMID[529779]
NPT116	Cell Line	HL-60	Homo sapiens	IC50	>	40000.0	nM	PMID[529779]
NPT404	Cell Line	CCRF-CEM	Homo sapiens	IC50	>	40000.0	nM	PMID[529779]
NPT112	Cell Line	MOLT-4	Homo sapiens	IC50	>	40000.0	nM	PMID[529779]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	IC50	>	100000.0	nM	PMID[529778]

☑ 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 NPC42847 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	198
0.1-0.2	1219
0.2-0.3	4252
0.3-0.4	10129
0.4-0.5	11893
0.5-0.6	6344
0.6-0.7	6030
0.7-0.8	2500
0.8-0.85	115
0.85-0.9	14
0.9-0.95	1
0.95-1	2

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC64844
0.8614	High Similarity	NPC57416
0.8586	High Similarity	NPC470376
0.8586	High Similarity	NPC470375
0.8585	High Similarity	NPC472219
0.8585	High Similarity	NPC472217
0.8585	High Similarity	NPC472218
0.8571	High Similarity	NPC14380
0.8571	High Similarity	NPC257353
0.8558	High Similarity	NPC222153
0.8529	High Similarity	NPC477854
0.8529	High Similarity	NPC48647
0.8529	High Similarity	NPC186810
0.8515	High Similarity	NPC173272
0.8515	High Similarity	NPC477853
0.8505	High Similarity	NPC173905
0.8505	High Similarity	NPC5475
0.8505	High Similarity	NPC472216
0.8505	High Similarity	NPC284828
0.8485	Intermediate Similarity	NPC23434
0.8447	Intermediate Similarity	NPC154072
0.8431	Intermediate Similarity	NPC472851
0.8431	Intermediate Similarity	NPC107243
0.8416	Intermediate Similarity	NPC162001
0.8416	Intermediate Similarity	NPC45324
0.8416	Intermediate Similarity	NPC48330
0.8416	Intermediate Similarity	NPC222845
0.8384	Intermediate Similarity	NPC470390
0.8384	Intermediate Similarity	NPC192437
0.8384	Intermediate Similarity	NPC270511
0.8384	Intermediate Similarity	NPC245410
0.8381	Intermediate Similarity	NPC247957
0.8381	Intermediate Similarity	NPC249187
0.8333	Intermediate Similarity	NPC235053
0.8302	Intermediate Similarity	NPC477812
0.8286	Intermediate Similarity	NPC477054
0.8286	Intermediate Similarity	NPC22388
0.8283	Intermediate Similarity	NPC475921
0.8283	Intermediate Similarity	NPC101886
0.8283	Intermediate Similarity	NPC474704
0.8269	Intermediate Similarity	NPC83709
0.8252	Intermediate Similarity	NPC108078
0.8252	Intermediate Similarity	NPC320306
0.8252	Intermediate Similarity	NPC190554
0.8241	Intermediate Similarity	NPC65941
0.8235	Intermediate Similarity	NPC266899
0.8235	Intermediate Similarity	NPC184848
0.8235	Intermediate Similarity	NPC472485
0.8235	Intermediate Similarity	NPC69548
0.823	Intermediate Similarity	NPC146786
0.8224	Intermediate Similarity	NPC231530
0.8224	Intermediate Similarity	NPC278628
0.8218	Intermediate Similarity	NPC243866
0.8208	Intermediate Similarity	NPC55872
0.8208	Intermediate Similarity	NPC36688
0.82	Intermediate Similarity	NPC320026
0.82	Intermediate Similarity	NPC469400
0.819	Intermediate Similarity	NPC256247
0.819	Intermediate Similarity	NPC477051
0.819	Intermediate Similarity	NPC118964
0.819	Intermediate Similarity	NPC477052
0.819	Intermediate Similarity	NPC477053
0.8182	Intermediate Similarity	NPC242864
0.8182	Intermediate Similarity	NPC4574
0.8182	Intermediate Similarity	NPC475605
0.8182	Intermediate Similarity	NPC212596
0.8173	Intermediate Similarity	NPC119036
0.8173	Intermediate Similarity	NPC477813
0.8158	Intermediate Similarity	NPC475041
0.8155	Intermediate Similarity	NPC116457
0.8155	Intermediate Similarity	NPC155676
0.8148	Intermediate Similarity	NPC477916
0.8148	Intermediate Similarity	NPC220229
0.8148	Intermediate Similarity	NPC59530
0.8148	Intermediate Similarity	NPC475060
0.8148	Intermediate Similarity	NPC83744
0.8137	Intermediate Similarity	NPC114159
0.8137	Intermediate Similarity	NPC469406
0.8137	Intermediate Similarity	NPC292793
0.8137	Intermediate Similarity	NPC191412
0.8137	Intermediate Similarity	NPC6818
0.8137	Intermediate Similarity	NPC111015
0.8137	Intermediate Similarity	NPC159365
0.8131	Intermediate Similarity	NPC72255
0.8131	Intermediate Similarity	NPC201763
0.8131	Intermediate Similarity	NPC28656
0.812	Intermediate Similarity	NPC8374
0.8119	Intermediate Similarity	NPC154101
0.8113	Intermediate Similarity	NPC195290
0.8113	Intermediate Similarity	NPC293753
0.8113	Intermediate Similarity	NPC271980
0.8113	Intermediate Similarity	NPC185530
0.8113	Intermediate Similarity	NPC234892
0.8113	Intermediate Similarity	NPC476081
0.8113	Intermediate Similarity	NPC193934
0.8113	Intermediate Similarity	NPC204450
0.81	Intermediate Similarity	NPC155479
0.81	Intermediate Similarity	NPC54689
0.8095	Intermediate Similarity	NPC327431
0.8095	Intermediate Similarity	NPC15390
0.8095	Intermediate Similarity	NPC218383
0.8091	Intermediate Similarity	NPC472215
0.8091	Intermediate Similarity	NPC472214
0.8091	Intermediate Similarity	NPC197428
0.8087	Intermediate Similarity	NPC114939
0.8087	Intermediate Similarity	NPC145074
0.8087	Intermediate Similarity	NPC41123
0.8087	Intermediate Similarity	NPC79579
0.8087	Intermediate Similarity	NPC474370
0.8081	Intermediate Similarity	NPC159046
0.8081	Intermediate Similarity	NPC304083
0.8081	Intermediate Similarity	NPC233836
0.8081	Intermediate Similarity	NPC474684
0.8081	Intermediate Similarity	NPC187376
0.8081	Intermediate Similarity	NPC312215
0.8081	Intermediate Similarity	NPC142361
0.8073	Intermediate Similarity	NPC163216
0.8073	Intermediate Similarity	NPC217201
0.8073	Intermediate Similarity	NPC329417
0.8073	Intermediate Similarity	NPC94529
0.807	Intermediate Similarity	NPC153440
0.8058	Intermediate Similarity	NPC53565
0.8058	Intermediate Similarity	NPC271195
0.8058	Intermediate Similarity	NPC469599
0.8058	Intermediate Similarity	NPC279974
0.8058	Intermediate Similarity	NPC290481
0.8056	Intermediate Similarity	NPC97202
0.8056	Intermediate Similarity	NPC214264
0.8056	Intermediate Similarity	NPC150531
0.8056	Intermediate Similarity	NPC260268
0.8056	Intermediate Similarity	NPC323834
0.8056	Intermediate Similarity	NPC48733
0.8056	Intermediate Similarity	NPC149047
0.8056	Intermediate Similarity	NPC296945
0.8056	Intermediate Similarity	NPC166607
0.8056	Intermediate Similarity	NPC476027
0.8056	Intermediate Similarity	NPC319077
0.8056	Intermediate Similarity	NPC171137
0.8056	Intermediate Similarity	NPC152695
0.8056	Intermediate Similarity	NPC202167
0.8056	Intermediate Similarity	NPC50692
0.8056	Intermediate Similarity	NPC302607
0.8056	Intermediate Similarity	NPC85829
0.8056	Intermediate Similarity	NPC49958
0.8053	Intermediate Similarity	NPC190286
0.8039	Intermediate Similarity	NPC202728
0.8039	Intermediate Similarity	NPC118519
0.8039	Intermediate Similarity	NPC229281
0.8039	Intermediate Similarity	NPC158059
0.8039	Intermediate Similarity	NPC206810
0.8039	Intermediate Similarity	NPC152897
0.8039	Intermediate Similarity	NPC66429
0.8037	Intermediate Similarity	NPC236390
0.8037	Intermediate Similarity	NPC140723
0.8037	Intermediate Similarity	NPC26478
0.8037	Intermediate Similarity	NPC191892
0.8036	Intermediate Similarity	NPC73300
0.8036	Intermediate Similarity	NPC108721
0.8036	Intermediate Similarity	NPC122056
0.8036	Intermediate Similarity	NPC194100
0.8036	Intermediate Similarity	NPC250109
0.8036	Intermediate Similarity	NPC962
0.8034	Intermediate Similarity	NPC204812
0.8034	Intermediate Similarity	NPC473979
0.802	Intermediate Similarity	NPC46281
0.8019	Intermediate Similarity	NPC474327
0.8017	Intermediate Similarity	NPC67569
0.8017	Intermediate Similarity	NPC46570
0.8	Intermediate Similarity	NPC270850
0.8	Intermediate Similarity	NPC5292
0.8	Intermediate Similarity	NPC191565
0.8	Intermediate Similarity	NPC61520
0.8	Intermediate Similarity	NPC285298
0.8	Intermediate Similarity	NPC305260
0.8	Intermediate Similarity	NPC11710
0.8	Intermediate Similarity	NPC114274
0.8	Intermediate Similarity	NPC294480
0.8	Intermediate Similarity	NPC264954
0.8	Intermediate Similarity	NPC174663
0.7982	Intermediate Similarity	NPC475781
0.7982	Intermediate Similarity	NPC144459
0.7982	Intermediate Similarity	NPC263729
0.7982	Intermediate Similarity	NPC476959
0.7981	Intermediate Similarity	NPC253115
0.7981	Intermediate Similarity	NPC322063
0.7981	Intermediate Similarity	NPC132824
0.7981	Intermediate Similarity	NPC476327
0.7981	Intermediate Similarity	NPC476318
0.7981	Intermediate Similarity	NPC304899
0.7981	Intermediate Similarity	NPC49371
0.798	Intermediate Similarity	NPC473226
0.798	Intermediate Similarity	NPC155011
0.798	Intermediate Similarity	NPC212843
0.798	Intermediate Similarity	NPC55309
0.798	Intermediate Similarity	NPC28252
0.7966	Intermediate Similarity	NPC241456
0.7966	Intermediate Similarity	NPC32868
0.7965	Intermediate Similarity	NPC147912
0.7965	Intermediate Similarity	NPC67259
0.7965	Intermediate Similarity	NPC220293

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 NPC42847 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	167
0.1-0.2	1446
0.2-0.3	3880
0.3-0.4	2452
0.4-0.5	704
0.5-0.6	175
0.6-0.7	193
0.7-0.8	132
0.8-0.85	1
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.7909	Intermediate Similarity	NPD6899	Approved
0.7909	Intermediate Similarity	NPD6881	Approved
0.789	Intermediate Similarity	NPD5739	Approved
0.789	Intermediate Similarity	NPD7128	Approved
0.789	Intermediate Similarity	NPD6675	Approved
0.789	Intermediate Similarity	NPD6402	Approved
0.7864	Intermediate Similarity	NPD6399	Phase 3
0.7857	Intermediate Similarity	NPD6649	Approved
0.7857	Intermediate Similarity	NPD6650	Approved
0.7838	Intermediate Similarity	NPD6373	Approved
0.7838	Intermediate Similarity	NPD6372	Approved
0.7826	Intermediate Similarity	NPD7115	Discovery
0.7818	Intermediate Similarity	NPD5697	Approved
0.7778	Intermediate Similarity	NPD5211	Phase 2
0.7768	Intermediate Similarity	NPD7290	Approved
0.7768	Intermediate Similarity	NPD6883	Approved
0.7768	Intermediate Similarity	NPD7102	Approved
0.7757	Intermediate Similarity	NPD4696	Approved
0.7757	Intermediate Similarity	NPD5286	Approved
0.7757	Intermediate Similarity	NPD5285	Approved
0.7748	Intermediate Similarity	NPD7320	Approved
0.7736	Intermediate Similarity	NPD4755	Approved
0.7699	Intermediate Similarity	NPD6869	Approved
0.7699	Intermediate Similarity	NPD6617	Approved
0.7699	Intermediate Similarity	NPD6847	Approved
0.7699	Intermediate Similarity	NPD8130	Phase 1
0.7692	Intermediate Similarity	NPD4202	Approved
0.7679	Intermediate Similarity	NPD6014	Approved
0.7679	Intermediate Similarity	NPD6012	Approved
0.7679	Intermediate Similarity	NPD6013	Approved
0.7664	Intermediate Similarity	NPD7638	Approved
0.7658	Intermediate Similarity	NPD5701	Approved
0.7636	Intermediate Similarity	NPD5141	Approved
0.7632	Intermediate Similarity	NPD6882	Approved
0.7632	Intermediate Similarity	NPD8297	Approved
0.7615	Intermediate Similarity	NPD5224	Approved
0.7615	Intermediate Similarity	NPD4633	Approved
0.7615	Intermediate Similarity	NPD5226	Approved
0.7615	Intermediate Similarity	NPD5225	Approved
0.76	Intermediate Similarity	NPD4786	Approved
0.7596	Intermediate Similarity	NPD5284	Approved
0.7596	Intermediate Similarity	NPD5281	Approved
0.7593	Intermediate Similarity	NPD7639	Approved
0.7593	Intermediate Similarity	NPD7640	Approved
0.7593	Intermediate Similarity	NPD4700	Approved
0.7589	Intermediate Similarity	NPD6011	Approved
0.757	Intermediate Similarity	NPD6083	Phase 2
0.757	Intermediate Similarity	NPD6084	Phase 2
0.7568	Intermediate Similarity	NPD6008	Approved
0.7565	Intermediate Similarity	NPD4632	Approved
0.7545	Intermediate Similarity	NPD5174	Approved
0.7545	Intermediate Similarity	NPD5175	Approved
0.7525	Intermediate Similarity	NPD7520	Clinical (unspecified phase)
0.7523	Intermediate Similarity	NPD5223	Approved
0.7478	Intermediate Similarity	NPD6053	Discontinued
0.7459	Intermediate Similarity	NPD7507	Approved
0.7456	Intermediate Similarity	NPD4634	Approved
0.7451	Intermediate Similarity	NPD3618	Phase 1
0.7429	Intermediate Similarity	NPD6079	Approved
0.7429	Intermediate Similarity	NPD8035	Phase 2
0.7429	Intermediate Similarity	NPD7515	Phase 2
0.7429	Intermediate Similarity	NPD8034	Phase 2
0.7419	Intermediate Similarity	NPD7319	Approved
0.7404	Intermediate Similarity	NPD5328	Approved
0.7404	Intermediate Similarity	NPD4753	Phase 2
0.74	Intermediate Similarity	NPD3667	Approved
0.7391	Intermediate Similarity	NPD6401	Clinical (unspecified phase)
0.7383	Intermediate Similarity	NPD4629	Approved
0.7383	Intermediate Similarity	NPD5210	Approved
0.7383	Intermediate Similarity	NPD5695	Phase 3
0.7373	Intermediate Similarity	NPD6009	Approved
0.7345	Intermediate Similarity	NPD6412	Phase 2
0.7339	Intermediate Similarity	NPD5696	Approved
0.7333	Intermediate Similarity	NPD6319	Approved
0.7311	Intermediate Similarity	NPD7327	Approved
0.7311	Intermediate Similarity	NPD7328	Approved
0.7281	Intermediate Similarity	NPD4730	Approved
0.7281	Intermediate Similarity	NPD4729	Approved
0.7273	Intermediate Similarity	NPD7503	Approved
0.7264	Intermediate Similarity	NPD7637	Suspended
0.7257	Intermediate Similarity	NPD4767	Approved
0.7257	Intermediate Similarity	NPD4768	Approved
0.7255	Intermediate Similarity	NPD3666	Approved
0.7255	Intermediate Similarity	NPD3133	Approved
0.7255	Intermediate Similarity	NPD3665	Phase 1
0.725	Intermediate Similarity	NPD7100	Approved
0.725	Intermediate Similarity	NPD7516	Approved
0.725	Intermediate Similarity	NPD7101	Approved
0.7248	Intermediate Similarity	NPD7902	Approved
0.7236	Intermediate Similarity	NPD7492	Approved
0.7232	Intermediate Similarity	NPD4754	Approved
0.7222	Intermediate Similarity	NPD6356	Clinical (unspecified phase)
0.7212	Intermediate Similarity	NPD4751	Clinical (unspecified phase)
0.72	Intermediate Similarity	NPD4820	Approved
0.72	Intermediate Similarity	NPD7736	Approved
0.72	Intermediate Similarity	NPD4822	Approved
0.72	Intermediate Similarity	NPD4819	Approved
0.72	Intermediate Similarity	NPD7525	Registered
0.72	Intermediate Similarity	NPD4821	Approved
0.719	Intermediate Similarity	NPD6054	Approved
0.7177	Intermediate Similarity	NPD6616	Approved
0.7167	Intermediate Similarity	NPD6335	Approved
0.7157	Intermediate Similarity	NPD5362	Discontinued
0.7156	Intermediate Similarity	NPD5221	Approved
0.7156	Intermediate Similarity	NPD5222	Approved
0.7156	Intermediate Similarity	NPD4697	Phase 3
0.7156	Intermediate Similarity	NPD5220	Clinical (unspecified phase)
0.7155	Intermediate Similarity	NPD5249	Phase 3
0.7155	Intermediate Similarity	NPD5251	Approved
0.7155	Intermediate Similarity	NPD5250	Approved
0.7155	Intermediate Similarity	NPD5248	Approved
0.7155	Intermediate Similarity	NPD5247	Approved
0.7154	Intermediate Similarity	NPD7604	Phase 2
0.7143	Intermediate Similarity	NPD7513	Clinical (unspecified phase)
0.7143	Intermediate Similarity	NPD6274	Approved
0.7131	Intermediate Similarity	NPD8033	Approved
0.7131	Intermediate Similarity	NPD8379	Approved
0.7131	Intermediate Similarity	NPD5983	Phase 2
0.7131	Intermediate Similarity	NPD8296	Approved
0.7131	Intermediate Similarity	NPD8378	Approved
0.7131	Intermediate Similarity	NPD8380	Approved
0.7131	Intermediate Similarity	NPD8335	Approved
0.713	Intermediate Similarity	NPD7748	Approved
0.713	Intermediate Similarity	NPD5128	Approved
0.712	Intermediate Similarity	NPD7078	Approved
0.7115	Intermediate Similarity	NPD7146	Approved
0.7115	Intermediate Similarity	NPD6684	Approved
0.7115	Intermediate Similarity	NPD7521	Approved
0.7115	Intermediate Similarity	NPD7334	Approved
0.7115	Intermediate Similarity	NPD6409	Approved
0.7115	Intermediate Similarity	NPD5330	Approved
0.7103	Intermediate Similarity	NPD6411	Approved
0.7094	Intermediate Similarity	NPD5215	Approved
0.7094	Intermediate Similarity	NPD5217	Approved
0.7094	Intermediate Similarity	NPD5216	Approved
0.7091	Intermediate Similarity	NPD5173	Approved
0.7083	Intermediate Similarity	NPD6317	Approved
0.7073	Intermediate Similarity	NPD6370	Approved
0.7069	Intermediate Similarity	NPD4061	Clinical (unspecified phase)
0.7059	Intermediate Similarity	NPD4269	Approved
0.7059	Intermediate Similarity	NPD4221	Approved
0.7059	Intermediate Similarity	NPD4270	Approved
0.7059	Intermediate Similarity	NPD4223	Phase 3
0.7049	Intermediate Similarity	NPD8377	Approved
0.7049	Intermediate Similarity	NPD8294	Approved
0.7049	Intermediate Similarity	NPD6059	Approved
0.704	Intermediate Similarity	NPD6336	Discontinued
0.7037	Intermediate Similarity	NPD5778	Approved
0.7037	Intermediate Similarity	NPD5779	Approved
0.7025	Intermediate Similarity	NPD6314	Approved
0.7025	Intermediate Similarity	NPD6313	Approved
0.7019	Intermediate Similarity	NPD5329	Approved
0.7009	Intermediate Similarity	NPD5955	Clinical (unspecified phase)
0.7009	Intermediate Similarity	NPD5135	Approved
0.7009	Intermediate Similarity	NPD5169	Approved
0.7009	Intermediate Similarity	NPD5134	Clinical (unspecified phase)
0.7	Intermediate Similarity	NPD4271	Approved
0.7	Intermediate Similarity	NPD5784	Clinical (unspecified phase)
0.7	Intermediate Similarity	NPD6114	Approved
0.7	Intermediate Similarity	NPD6118	Approved
0.7	Intermediate Similarity	NPD6697	Approved
0.7	Intermediate Similarity	NPD6115	Approved
0.7	Intermediate Similarity	NPD4268	Approved
0.6992	Remote Similarity	NPD6291	Clinical (unspecified phase)
0.6992	Remote Similarity	NPD6908	Approved
0.6992	Remote Similarity	NPD6016	Approved
0.6992	Remote Similarity	NPD6909	Approved
0.6992	Remote Similarity	NPD6015	Approved
0.6991	Remote Similarity	NPD7632	Discontinued
0.6984	Remote Similarity	NPD8293	Discontinued
0.6983	Remote Similarity	NPD5345	Clinical (unspecified phase)
0.6981	Remote Similarity	NPD6903	Approved
0.6975	Remote Similarity	NPD8133	Approved
0.6972	Remote Similarity	NPD7900	Approved
0.6972	Remote Similarity	NPD7901	Clinical (unspecified phase)
0.697	Remote Similarity	NPD3701	Clinical (unspecified phase)
0.6961	Remote Similarity	NPD5369	Approved
0.6952	Remote Similarity	NPD3574	Clinical (unspecified phase)
0.6952	Remote Similarity	NPD6098	Approved
0.6952	Remote Similarity	NPD5690	Phase 2
0.6949	Remote Similarity	NPD5127	Approved
0.6935	Remote Similarity	NPD5988	Approved
0.6923	Remote Similarity	NPD4197	Approved
0.6923	Remote Similarity	NPD7338	Clinical (unspecified phase)
0.6923	Remote Similarity	NPD3668	Phase 3
0.6923	Remote Similarity	NPD8132	Clinical (unspecified phase)
0.6916	Remote Similarity	NPD6051	Approved
0.6916	Remote Similarity	NPD6101	Approved
0.6916	Remote Similarity	NPD6673	Approved
0.6916	Remote Similarity	NPD6904	Approved
0.6916	Remote Similarity	NPD5764	Clinical (unspecified phase)
0.6916	Remote Similarity	NPD6080	Approved
0.69	Remote Similarity	NPD6116	Phase 1
0.6869	Remote Similarity	NPD6942	Approved
0.6869	Remote Similarity	NPD7339	Approved
0.6863	Remote Similarity	NPD6931	Approved
0.6863	Remote Similarity	NPD5368	Approved
0.6863	Remote Similarity	NPD6930	Phase 2
0.6863	Remote Similarity	NPD4252	Approved
0.6863	Remote Similarity	NPD7514	Phase 3

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