NPASS Compound

Structure

NPC472926 OpenBabel07101718192D 40 43 0 0 1 0 0 0 0 0999 V2000 -0.5909 -2.0032 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1653 -4.3212 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -1.5000 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 3.9641 3.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4067 1.9135 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4067 -0.9135 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5472 -2.4190 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2382 -1.4680 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5254 -2.6270 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5388 0.5000 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 3.4641 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9511 1.3090 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 2.9641 3.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2601 -1.2601 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.8344 -3.5780 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 -0.9511 -0.3090 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.8660 2.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.5981 2.5000 0.0000 C 0 0 2 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 0.8660 1.5000 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 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 1 0 0 0 0 0 0 0 0 0 -4.8126 -3.7859 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 1.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 3.4641 3.0000 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 0.0000 -0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.9641 3.8660 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -3.0000 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 5.1962 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.1216 -4.7370 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.4817 -3.0428 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 2 18 1 0 0 0 0 3 19 1 0 0 0 0 6 31 1 0 0 0 0 8 9 1 0 0 0 0 8 10 1 0 0 0 0 9 17 1 0 0 0 0 10 18 2 0 0 0 0 11 14 1 0 0 0 0 11 20 1 0 0 0 0 12 13 1 0 0 0 0 12 23 1 0 0 0 0 13 29 1 0 0 0 0 14 31 1 0 0 0 0 15 21 1 0 0 0 0 15 22 1 0 0 0 0 16 30 1 0 0 0 0 16 33 1 0 0 0 0 17 1 1 6 0 0 0 17 20 1 0 0 0 0 18 28 1 0 0 0 0 19 34 2 0 0 0 0 19 40 1 0 0 0 0 20 32 1 1 0 0 0 21 24 1 0 0 0 0 21 35 1 1 0 0 0 22 29 1 1 0 0 0 22 30 1 0 0 0 0 23 30 1 0 0 0 0 23 36 2 0 0 0 0 24 25 2 0 0 0 0 24 31 1 0 0 0 0 25 26 1 0 0 0 0 25 29 1 0 0 0 0 26 27 1 0 0 0 0 26 37 2 0 0 0 0 27 32 1 6 0 0 0 27 40 1 0 0 0 0 28 38 2 0 0 0 0 28 39 1 0 0 0 0 29 4 1 1 0 0 0 30 5 1 1 0 0 0 31 32 1 6 0 0 0 32 7 1 1 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	558.32
Volume:	582.305
LogP:	3.354
LogD:	1.647
LogS:	-3.419
# Rotatable Bonds:	8
TPSA:	135.04
# H-Bond Aceptor:	8
# H-Bond Donor:	2
# Rings:	4
# Heavy Atoms:	8

MedChem Properties

QED Drug-Likeness Score:	0.346
Synthetic Accessibility Score:	5.527
Fsp3:	0.781
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:	-5.451
MDCK Permeability:	2.8108968763262965e-05
Pgp-inhibitor:	0.039
Pgp-substrate:	0.004
Human Intestinal Absorption (HIA):	0.015
20% Bioavailability (F20%):	0.003
30% Bioavailability (F30%):	0.017

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.712
Plasma Protein Binding (PPB):	85.23436737060547%
Volume Distribution (VD):	0.451
Pgp-substrate:	12.650364875793457%

ADMET: Metabolism

CYP1A2-inhibitor:	0.002
CYP1A2-substrate:	0.374
CYP2C19-inhibitor:	0.006
CYP2C19-substrate:	0.818
CYP2C9-inhibitor:	0.019
CYP2C9-substrate:	0.08
CYP2D6-inhibitor:	0.003
CYP2D6-substrate:	0.08
CYP3A4-inhibitor:	0.206
CYP3A4-substrate:	0.261

ADMET: Excretion

Clearance (CL):	5.012
Half-life (T1/2):	0.898

ADMET: Toxicity

hERG Blockers:	0.005
Human Hepatotoxicity (H-HT):	0.495
Drug-inuced Liver Injury (DILI):	0.402
AMES Toxicity:	0.005
Rat Oral Acute Toxicity:	0.901
Maximum Recommended Daily Dose:	0.129
Skin Sensitization:	0.07
Carcinogencity:	0.046
Eye Corrosion:	0.055
Eye Irritation:	0.049
Respiratory Toxicity:	0.073

Download Data

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

Natural Product: NPC472926

Natural Product ID:	NPC472926
*Common Name:**	IFIDRYXKWRSXFG-ZUJCHVHWSA-N
IUPAC Name:	n.a.
Synonyms:
Standard InCHIKey:	IFIDRYXKWRSXFG-ZUJCHVHWSA-N
Standard InCHI:	InChI=1S/C32H46O8/c1-17(9-8-10-18(2)28(38)39)20-11-14-31(6)24-21(35)15-22-29(4,13-12-23(36)30(22,5)16-33)25(24)26(37)27(32(20,31)7)40-19(3)34/h10,17,20-22,27,33,35H,8-9,11-16H2,1-7H3,(H,38,39)/b18-10+/t17-,20-,21+,22-,27+,29+,30+,31+,32+/m1/s1
SMILES:	OC[C@]1(C)C(=O)CC[C@]2([C@H]1C[C@H](O)C1=C2C(=O)[C@@H]([C@]2([C@@]1(C)CC[C@@H]2[C@@H](CC/C=C(/C(=O)O)C)C)C)OC(=O)C)C
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL3594144
PubChem CID:	n.a.
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
NPO33020	ganoderma leucocontextum	Species	Ganodermataceae	Eukaryota	fruiting bodies	Tibetan	n.a.	PMID[26287401]

☑ 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	4

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

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT1088	Individual Protein	3-hydroxy-3-methylglutaryl-coenzyme A reductase	Sus scrofa	IC50	=	26600.0	nM	PMID[536646]
NPT111	Cell Line	K562	Homo sapiens	IC50	>	200000.0	nM	PMID[536646]
NPT306	Cell Line	PC-3	Homo sapiens	IC50	>	200000.0	nM	PMID[536646]
NPT2	Others	Unspecified		IC50	>	50000.0	nM	PMID[536646]

☑ 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 NPC472926 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	200
0.1-0.2	1207
0.2-0.3	4373
0.3-0.4	8140
0.4-0.5	12908
0.5-0.6	6860
0.6-0.7	6516
0.7-0.8	2256
0.8-0.85	187
0.85-0.9	39
0.9-0.95	8
0.95-1	3

Similarity Score	Similarity Level	Natural Product ID
0.972	High Similarity	NPC472927
0.9541	High Similarity	NPC472933
0.9423	High Similarity	NPC472925
0.9259	High Similarity	NPC472929
0.9252	High Similarity	NPC472928
0.9182	High Similarity	NPC472934
0.9159	High Similarity	NPC129689
0.9074	High Similarity	NPC115303
0.9065	High Similarity	NPC286174
0.9065	High Similarity	NPC77947
0.8942	High Similarity	NPC472924
0.8846	High Similarity	NPC327431
0.8796	High Similarity	NPC295244
0.875	High Similarity	NPC270958
0.8739	High Similarity	NPC202889
0.8692	High Similarity	NPC96268
0.8679	High Similarity	NPC308726
0.8679	High Similarity	NPC119601
0.8673	High Similarity	NPC239273
0.8654	High Similarity	NPC320306
0.8636	High Similarity	NPC197428
0.8611	High Similarity	NPC51452
0.8598	High Similarity	NPC95899
0.8598	High Similarity	NPC159442
0.8598	High Similarity	NPC251017
0.8596	High Similarity	NPC21326
0.8596	High Similarity	NPC118638
0.8585	High Similarity	NPC163372
0.8585	High Similarity	NPC302537
0.8584	High Similarity	NPC148458
0.8558	High Similarity	NPC7124
0.8558	High Similarity	NPC96859
0.8558	High Similarity	NPC328371
0.8558	High Similarity	NPC305483
0.8558	High Similarity	NPC328162
0.8545	High Similarity	NPC304495
0.8534	High Similarity	NPC202051
0.8532	High Similarity	NPC475294
0.8519	High Similarity	NPC2436
0.8519	High Similarity	NPC470251
0.8519	High Similarity	NPC216245
0.8519	High Similarity	NPC135854
0.8509	High Similarity	NPC471854
0.8505	High Similarity	NPC475558
0.8505	High Similarity	NPC136289
0.8505	High Similarity	NPC293753
0.8505	High Similarity	NPC473788
0.8496	Intermediate Similarity	NPC470953
0.8491	Intermediate Similarity	NPC476274
0.8491	Intermediate Similarity	NPC241221
0.8491	Intermediate Similarity	NPC472972
0.8482	Intermediate Similarity	NPC170487
0.8482	Intermediate Similarity	NPC71348
0.8482	Intermediate Similarity	NPC264634
0.8468	Intermediate Similarity	NPC272898
0.8468	Intermediate Similarity	NPC473036
0.8462	Intermediate Similarity	NPC469995
0.8462	Intermediate Similarity	NPC470016
0.8462	Intermediate Similarity	NPC318282
0.8462	Intermediate Similarity	NPC174948
0.8462	Intermediate Similarity	NPC317586
0.8462	Intermediate Similarity	NPC173875
0.8455	Intermediate Similarity	NPC94529
0.8443	Intermediate Similarity	NPC469674
0.844	Intermediate Similarity	NPC323834
0.844	Intermediate Similarity	NPC472935
0.8426	Intermediate Similarity	NPC33973
0.8426	Intermediate Similarity	NPC85742
0.8426	Intermediate Similarity	NPC70967
0.8411	Intermediate Similarity	NPC224720
0.8411	Intermediate Similarity	NPC81530
0.8411	Intermediate Similarity	NPC476240
0.8411	Intermediate Similarity	NPC476223
0.8407	Intermediate Similarity	NPC52634
0.8407	Intermediate Similarity	NPC962
0.8396	Intermediate Similarity	NPC197386
0.8396	Intermediate Similarity	NPC114274
0.8393	Intermediate Similarity	NPC470281
0.8393	Intermediate Similarity	NPC118860
0.8393	Intermediate Similarity	NPC231589
0.8393	Intermediate Similarity	NPC214797
0.839	Intermediate Similarity	NPC120724
0.8376	Intermediate Similarity	NPC46570
0.8365	Intermediate Similarity	NPC166906
0.8365	Intermediate Similarity	NPC474922
0.8365	Intermediate Similarity	NPC184870
0.8349	Intermediate Similarity	NPC28656
0.8333	Intermediate Similarity	NPC281702
0.8333	Intermediate Similarity	NPC473265
0.8333	Intermediate Similarity	NPC470882
0.8333	Intermediate Similarity	NPC53222
0.8333	Intermediate Similarity	NPC234892
0.8319	Intermediate Similarity	NPC280782
0.8319	Intermediate Similarity	NPC147180
0.8319	Intermediate Similarity	NPC470922
0.8319	Intermediate Similarity	NPC221144
0.8319	Intermediate Similarity	NPC475524
0.8319	Intermediate Similarity	NPC100267
0.8318	Intermediate Similarity	NPC307954
0.8318	Intermediate Similarity	NPC306856
0.8318	Intermediate Similarity	NPC287833
0.8318	Intermediate Similarity	NPC471041
0.8305	Intermediate Similarity	NPC269642
0.8305	Intermediate Similarity	NPC107493
0.8305	Intermediate Similarity	NPC222688
0.8302	Intermediate Similarity	NPC43747
0.8302	Intermediate Similarity	NPC108078
0.8302	Intermediate Similarity	NPC141401
0.8291	Intermediate Similarity	NPC109973
0.8291	Intermediate Similarity	NPC476962
0.8276	Intermediate Similarity	NPC311554
0.8276	Intermediate Similarity	NPC257457
0.8273	Intermediate Similarity	NPC196528
0.8273	Intermediate Similarity	NPC278628
0.8273	Intermediate Similarity	NPC231530
0.8273	Intermediate Similarity	NPC475571
0.8269	Intermediate Similarity	NPC69454
0.8264	Intermediate Similarity	NPC245094
0.8261	Intermediate Similarity	NPC49492
0.8261	Intermediate Similarity	NPC476963
0.8261	Intermediate Similarity	NPC266728
0.8257	Intermediate Similarity	NPC236390
0.8257	Intermediate Similarity	NPC469985
0.8257	Intermediate Similarity	NPC55872
0.8246	Intermediate Similarity	NPC159333
0.8246	Intermediate Similarity	NPC250109
0.8241	Intermediate Similarity	NPC124211
0.8241	Intermediate Similarity	NPC99411
0.8241	Intermediate Similarity	NPC146822
0.8241	Intermediate Similarity	NPC473514
0.8235	Intermediate Similarity	NPC469789
0.8224	Intermediate Similarity	NPC471717
0.8224	Intermediate Similarity	NPC478056
0.8214	Intermediate Similarity	NPC20192
0.8214	Intermediate Similarity	NPC241927
0.8214	Intermediate Similarity	NPC258543
0.8208	Intermediate Similarity	NPC249954
0.8208	Intermediate Similarity	NPC456
0.8208	Intermediate Similarity	NPC120708
0.8208	Intermediate Similarity	NPC472941
0.8208	Intermediate Similarity	NPC173272
0.8208	Intermediate Similarity	NPC42042
0.8208	Intermediate Similarity	NPC329910
0.8205	Intermediate Similarity	NPC476960
0.8198	Intermediate Similarity	NPC44063
0.8198	Intermediate Similarity	NPC176949
0.8198	Intermediate Similarity	NPC91034
0.8198	Intermediate Similarity	NPC473037
0.8198	Intermediate Similarity	NPC201908
0.8197	Intermediate Similarity	NPC470880
0.819	Intermediate Similarity	NPC196485
0.819	Intermediate Similarity	NPC476959
0.819	Intermediate Similarity	NPC243065
0.819	Intermediate Similarity	NPC245972
0.8182	Intermediate Similarity	NPC473253
0.8182	Intermediate Similarity	NPC42399
0.8174	Intermediate Similarity	NPC474181
0.8173	Intermediate Similarity	NPC26888
0.8173	Intermediate Similarity	NPC63748
0.8173	Intermediate Similarity	NPC233116
0.8167	Intermediate Similarity	NPC8369
0.8165	Intermediate Similarity	NPC56498
0.8165	Intermediate Similarity	NPC204450
0.8165	Intermediate Similarity	NPC475320
0.8165	Intermediate Similarity	NPC195290
0.8165	Intermediate Similarity	NPC473424
0.8151	Intermediate Similarity	NPC470265
0.8151	Intermediate Similarity	NPC19464
0.8151	Intermediate Similarity	NPC23786
0.8148	Intermediate Similarity	NPC88198
0.8148	Intermediate Similarity	NPC266955
0.8148	Intermediate Similarity	NPC51370
0.8148	Intermediate Similarity	NPC144660
0.8148	Intermediate Similarity	NPC477521
0.8148	Intermediate Similarity	NPC299971
0.8148	Intermediate Similarity	NPC157787
0.8142	Intermediate Similarity	NPC179642
0.8136	Intermediate Similarity	NPC107338
0.8136	Intermediate Similarity	NPC109607
0.8136	Intermediate Similarity	NPC17938
0.8136	Intermediate Similarity	NPC476961
0.8131	Intermediate Similarity	NPC253826
0.8131	Intermediate Similarity	NPC18319
0.8131	Intermediate Similarity	NPC121339
0.8131	Intermediate Similarity	NPC122294
0.813	Intermediate Similarity	NPC220757
0.813	Intermediate Similarity	NPC196921
0.8125	Intermediate Similarity	NPC476802
0.8125	Intermediate Similarity	NPC472218
0.8125	Intermediate Similarity	NPC89171
0.8125	Intermediate Similarity	NPC275539
0.8125	Intermediate Similarity	NPC470269
0.8125	Intermediate Similarity	NPC472217
0.8125	Intermediate Similarity	NPC322903
0.8125	Intermediate Similarity	NPC472219
0.8125	Intermediate Similarity	NPC211224
0.8125	Intermediate Similarity	NPC189075
0.8125	Intermediate Similarity	NPC476479
0.812	Intermediate Similarity	NPC297179
0.812	Intermediate Similarity	NPC251310

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 NPC472926 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	168
0.1-0.2	1523
0.2-0.3	3723
0.3-0.4	2436
0.4-0.5	757
0.5-0.6	239
0.6-0.7	178
0.7-0.8	126
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
0.8319	Intermediate Similarity	NPD8297	Approved
0.8291	Intermediate Similarity	NPD6319	Approved
0.8288	Intermediate Similarity	NPD6899	Approved
0.8288	Intermediate Similarity	NPD6881	Approved
0.8273	Intermediate Similarity	NPD6675	Approved
0.8273	Intermediate Similarity	NPD5739	Approved
0.8273	Intermediate Similarity	NPD6402	Approved
0.8273	Intermediate Similarity	NPD7128	Approved
0.823	Intermediate Similarity	NPD6650	Approved
0.823	Intermediate Similarity	NPD6649	Approved
0.823	Intermediate Similarity	NPD8130	Phase 1
0.8214	Intermediate Similarity	NPD6372	Approved
0.8214	Intermediate Similarity	NPD6373	Approved
0.8198	Intermediate Similarity	NPD5697	Approved
0.8158	Intermediate Similarity	NPD6882	Approved
0.8142	Intermediate Similarity	NPD6883	Approved
0.8142	Intermediate Similarity	NPD7102	Approved
0.8142	Intermediate Similarity	NPD7290	Approved
0.8125	Intermediate Similarity	NPD6011	Approved
0.8125	Intermediate Similarity	NPD7320	Approved
0.807	Intermediate Similarity	NPD6847	Approved
0.807	Intermediate Similarity	NPD6617	Approved
0.807	Intermediate Similarity	NPD6869	Approved
0.8053	Intermediate Similarity	NPD6012	Approved
0.8053	Intermediate Similarity	NPD6013	Approved
0.8053	Intermediate Similarity	NPD6014	Approved
0.8036	Intermediate Similarity	NPD5701	Approved
0.8017	Intermediate Similarity	NPD7492	Approved
0.7983	Intermediate Similarity	NPD6054	Approved
0.7982	Intermediate Similarity	NPD7640	Approved
0.7982	Intermediate Similarity	NPD7639	Approved
0.7967	Intermediate Similarity	NPD7736	Approved
0.7951	Intermediate Similarity	NPD6616	Approved
0.7931	Intermediate Similarity	NPD4632	Approved
0.7913	Intermediate Similarity	NPD6401	Clinical (unspecified phase)
0.789	Intermediate Similarity	NPD7638	Approved
0.7886	Intermediate Similarity	NPD7078	Approved
0.7886	Intermediate Similarity	NPD8293	Discontinued
0.7881	Intermediate Similarity	NPD6009	Approved
0.7881	Intermediate Similarity	NPD7115	Discovery
0.787	Intermediate Similarity	NPD5220	Clinical (unspecified phase)
0.787	Intermediate Similarity	NPD5221	Approved
0.787	Intermediate Similarity	NPD5222	Approved
0.7851	Intermediate Similarity	NPD6370	Approved
0.7838	Intermediate Similarity	NPD5211	Phase 2
0.7833	Intermediate Similarity	NPD6059	Approved
0.783	Intermediate Similarity	NPD6079	Approved
0.781	Intermediate Similarity	NPD5328	Approved
0.7798	Intermediate Similarity	NPD6083	Phase 2
0.7798	Intermediate Similarity	NPD5173	Approved
0.7798	Intermediate Similarity	NPD6084	Phase 2
0.7797	Intermediate Similarity	NPD6868	Approved
0.7787	Intermediate Similarity	NPD7604	Phase 2
0.7778	Intermediate Similarity	NPD5695	Phase 3
0.7769	Intermediate Similarity	NPD5983	Phase 2
0.7769	Intermediate Similarity	NPD6016	Approved
0.7769	Intermediate Similarity	NPD6015	Approved
0.7714	Intermediate Similarity	NPD6672	Approved
0.7714	Intermediate Similarity	NPD5737	Approved
0.7706	Intermediate Similarity	NPD4697	Phase 3
0.7705	Intermediate Similarity	NPD5988	Approved
0.7699	Intermediate Similarity	NPD5141	Approved
0.7672	Intermediate Similarity	NPD4634	Approved
0.7667	Intermediate Similarity	NPD6335	Approved
0.7661	Intermediate Similarity	NPD6336	Discontinued
0.7658	Intermediate Similarity	NPD5285	Approved
0.7658	Intermediate Similarity	NPD5286	Approved
0.7658	Intermediate Similarity	NPD4696	Approved
0.7647	Intermediate Similarity	NPD6274	Approved
0.7642	Intermediate Similarity	NPD8328	Phase 3
0.7636	Intermediate Similarity	NPD4755	Approved
0.7632	Intermediate Similarity	NPD6008	Approved
0.7603	Intermediate Similarity	NPD7101	Approved
0.7603	Intermediate Similarity	NPD7100	Approved
0.7593	Intermediate Similarity	NPD5779	Approved
0.7593	Intermediate Similarity	NPD5778	Approved
0.7593	Intermediate Similarity	NPD6399	Phase 3
0.7589	Intermediate Similarity	NPD5223	Approved
0.7583	Intermediate Similarity	NPD6317	Approved
0.7523	Intermediate Similarity	NPD7748	Approved
0.7522	Intermediate Similarity	NPD5224	Approved
0.7522	Intermediate Similarity	NPD5225	Approved
0.7522	Intermediate Similarity	NPD4633	Approved
0.7522	Intermediate Similarity	NPD5226	Approved
0.7521	Intermediate Similarity	NPD6313	Approved
0.7521	Intermediate Similarity	NPD6314	Approved
0.75	Intermediate Similarity	NPD4700	Approved
0.7456	Intermediate Similarity	NPD5175	Approved
0.7456	Intermediate Similarity	NPD5174	Approved
0.7411	Intermediate Similarity	NPD5696	Approved
0.7402	Intermediate Similarity	NPD6033	Approved
0.7368	Intermediate Similarity	NPD7632	Discontinued
0.7358	Intermediate Similarity	NPD3618	Phase 1
0.7358	Intermediate Similarity	NPD5279	Phase 3
0.735	Intermediate Similarity	NPD4729	Approved
0.735	Intermediate Similarity	NPD4730	Approved
0.7344	Intermediate Similarity	NPD7319	Approved
0.7339	Intermediate Similarity	NPD7515	Phase 2
0.7339	Intermediate Similarity	NPD6050	Approved
0.7339	Intermediate Similarity	NPD6909	Approved
0.7339	Intermediate Similarity	NPD6908	Approved
0.7339	Intermediate Similarity	NPD6411	Approved
0.7333	Intermediate Similarity	NPD4786	Approved
0.7328	Intermediate Similarity	NPD4768	Approved
0.7328	Intermediate Similarity	NPD4767	Approved
0.7321	Intermediate Similarity	NPD7902	Approved
0.7315	Intermediate Similarity	NPD6080	Approved
0.7315	Intermediate Similarity	NPD6904	Approved
0.7315	Intermediate Similarity	NPD6673	Approved
0.7304	Intermediate Similarity	NPD4754	Approved
0.7295	Intermediate Similarity	NPD8295	Clinical (unspecified phase)
0.7257	Intermediate Similarity	NPD4225	Approved
0.725	Intermediate Similarity	NPD6053	Discontinued
0.7248	Intermediate Similarity	NPD5692	Phase 3
0.7244	Intermediate Similarity	NPD7507	Approved
0.7231	Intermediate Similarity	NPD7260	Phase 2
0.7227	Intermediate Similarity	NPD5250	Approved
0.7227	Intermediate Similarity	NPD5248	Approved
0.7227	Intermediate Similarity	NPD5247	Approved
0.7227	Intermediate Similarity	NPD5249	Phase 3
0.7227	Intermediate Similarity	NPD5251	Approved
0.7203	Intermediate Similarity	NPD5128	Approved
0.7203	Intermediate Similarity	NPD5168	Approved
0.72	Intermediate Similarity	NPD6291	Clinical (unspecified phase)
0.7196	Intermediate Similarity	NPD5330	Approved
0.7196	Intermediate Similarity	NPD6409	Approved
0.7196	Intermediate Similarity	NPD6684	Approved
0.7196	Intermediate Similarity	NPD7146	Approved
0.7196	Intermediate Similarity	NPD7334	Approved
0.7196	Intermediate Similarity	NPD7521	Approved
0.7182	Intermediate Similarity	NPD5693	Phase 1
0.7182	Intermediate Similarity	NPD5694	Approved
0.7182	Intermediate Similarity	NPD7637	Suspended
0.7164	Intermediate Similarity	NPD6334	Approved
0.7164	Intermediate Similarity	NPD6333	Approved
0.7156	Intermediate Similarity	NPD5764	Clinical (unspecified phase)
0.7156	Intermediate Similarity	NPD4753	Phase 2
0.7156	Intermediate Similarity	NPD6101	Approved
0.7143	Intermediate Similarity	NPD3667	Approved
0.7117	Intermediate Similarity	NPD4202	Approved
0.7091	Intermediate Similarity	NPD5785	Approved
0.7083	Intermediate Similarity	NPD5134	Clinical (unspecified phase)
0.7083	Intermediate Similarity	NPD5135	Approved
0.7083	Intermediate Similarity	NPD5169	Approved
0.7064	Intermediate Similarity	NPD6903	Approved
0.7064	Intermediate Similarity	NPD7513	Clinical (unspecified phase)
0.7059	Intermediate Similarity	NPD5345	Clinical (unspecified phase)
0.7059	Intermediate Similarity	NPD6686	Approved
0.7054	Intermediate Similarity	NPD7901	Clinical (unspecified phase)
0.7054	Intermediate Similarity	NPD7900	Approved
0.7037	Intermediate Similarity	NPD5690	Phase 2
0.7037	Intermediate Similarity	NPD3574	Clinical (unspecified phase)
0.7037	Intermediate Similarity	NPD6098	Approved
0.7027	Intermediate Similarity	NPD8034	Phase 2
0.7027	Intermediate Similarity	NPD8035	Phase 2
0.7025	Intermediate Similarity	NPD5217	Approved
0.7025	Intermediate Similarity	NPD5215	Approved
0.7025	Intermediate Similarity	NPD5216	Approved
0.7025	Intermediate Similarity	NPD5127	Approved
0.7009	Intermediate Similarity	NPD3666	Approved
0.7009	Intermediate Similarity	NPD3665	Phase 1
0.7009	Intermediate Similarity	NPD3133	Approved
0.6991	Remote Similarity	NPD5210	Approved
0.6991	Remote Similarity	NPD4629	Approved
0.6991	Remote Similarity	NPD6356	Clinical (unspecified phase)
0.6975	Remote Similarity	NPD6412	Phase 2
0.6972	Remote Similarity	NPD3573	Approved
0.6944	Remote Similarity	NPD5329	Approved
0.6944	Remote Similarity	NPD7520	Clinical (unspecified phase)
0.6944	Remote Similarity	NPD5363	Approved
0.6917	Remote Similarity	NPD6845	Suspended
0.6881	Remote Similarity	NPD4694	Approved
0.6881	Remote Similarity	NPD5280	Approved
0.6881	Remote Similarity	NPD5786	Approved
0.6875	Remote Similarity	NPD5284	Approved
0.6875	Remote Similarity	NPD5281	Approved
0.6875	Remote Similarity	NPD7983	Approved
0.686	Remote Similarity	NPD8132	Clinical (unspecified phase)
0.686	Remote Similarity	NPD4061	Clinical (unspecified phase)
0.6855	Remote Similarity	NPD5167	Approved
0.6852	Remote Similarity	NPD4197	Approved
0.6847	Remote Similarity	NPD7285	Clinical (unspecified phase)
0.6842	Remote Similarity	NPD5654	Approved
0.6833	Remote Similarity	NPD7899	Clinical (unspecified phase)
0.6803	Remote Similarity	NPD6371	Approved
0.6803	Remote Similarity	NPD5955	Clinical (unspecified phase)
0.6797	Remote Similarity	NPD8517	Approved
0.6797	Remote Similarity	NPD8515	Approved
0.6797	Remote Similarity	NPD8513	Phase 3
0.6797	Remote Similarity	NPD8516	Approved
0.6797	Remote Similarity	NPD8033	Approved
0.6792	Remote Similarity	NPD4695	Discontinued
0.6789	Remote Similarity	NPD1694	Approved
0.6762	Remote Similarity	NPD5784	Clinical (unspecified phase)
0.6752	Remote Similarity	NPD6404	Discontinued
0.6724	Remote Similarity	NPD5959	Approved
0.6719	Remote Similarity	NPD8377	Approved
0.6719	Remote Similarity	NPD8294	Approved
0.6697	Remote Similarity	NPD3668	Phase 3
0.6696	Remote Similarity	NPD1698	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