NPASS Compound

Structure

CID107607 OpenBabel06191715452D 42 48 0 0 1 0 0 0 0 0999 V2000 -3.4290 -1.9798 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.3562 7.0195 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7203 1.9484 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2685 3.4202 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9113 -1.4715 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0005 3.9229 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8490 4.4135 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5476 2.4518 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3971 2.9423 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6991 -1.9619 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1978 2.9492 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8498 2.4519 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8493 1.4710 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3971 5.8840 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9907 4.3224 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5486 -1.4715 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 5.3977 6.8158 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0954 3.9238 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0006 2.9419 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6986 2.9420 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.6986 3.9230 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.8495 1.4715 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.0000 0.9810 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.2461 5.3938 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.8495 -1.4715 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 6.1564 2.7455 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2467 4.4138 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.6991 0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.8490 2.4515 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 3.3972 3.9233 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.5481 4.4135 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.8495 -0.4905 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.7419 7.5440 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.5550 1.8502 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.6821 4.9135 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0309 -0.9988 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0309 -1.9798 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.6464 3.5942 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5486 -0.4905 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.0948 5.8838 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.6991 0.9810 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 2 17 1 0 0 0 0 4 30 1 0 0 0 0 5 37 1 0 0 0 0 6 7 1 0 0 0 0 6 19 1 0 0 0 0 7 21 1 0 0 0 0 8 9 1 0 0 0 0 8 20 1 0 0 0 0 9 30 1 0 0 0 0 10 16 1 0 0 0 0 10 25 1 0 0 0 0 11 18 2 0 0 0 0 11 26 1 0 0 0 0 12 19 2 0 0 0 0 13 29 1 0 0 0 0 14 24 1 0 0 0 0 14 31 1 0 0 0 0 15 18 1 0 0 0 0 15 38 1 0 0 0 0 16 1 1 1 0 0 0 16 39 1 0 0 0 0 17 33 2 0 0 0 0 17 40 1 0 0 0 0 18 27 1 0 0 0 0 19 29 1 0 0 0 0 20 21 1 0 0 0 0 20 29 1 6 0 0 0 21 31 1 1 0 0 0 22 12 1 6 0 0 0 22 23 1 0 0 0 0 22 41 1 0 0 0 0 23 13 1 1 0 0 0 23 42 1 0 0 0 0 24 27 1 0 0 0 0 24 40 1 6 0 0 0 25 32 1 6 0 0 0 25 37 1 0 0 0 0 26 34 2 0 0 0 0 26 38 1 0 0 0 0 27 30 1 6 0 0 0 28 32 1 1 0 0 0 28 39 1 0 0 0 0 28 41 1 0 0 0 0 29 3 1 6 0 0 0 30 31 1 6 0 0 0 31 35 1 6 0 0 0 32 36 1 6 0 0 0 32 42 1 0 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	151.06
Volume:	156.399
LogP:	-0.219
LogD:	-0.088
LogS:	-0.296
# Rotatable Bonds:	2
TPSA:	63.32
# H-Bond Aceptor:	3
# H-Bond Donor:	3
# Rings:	1
# Heavy Atoms:	3

MedChem Properties

QED Drug-Likeness Score:	0.643
Synthetic Accessibility Score:	1.655
Fsp3:	0.125
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Accepted
GSK Rule:	Accepted
BMS Rule:	0
Golden Triangle Rule:	Rejected
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-4.583
MDCK Permeability:	3.269041917519644e-05
Pgp-inhibitor:	0.0
Pgp-substrate:	0.968
Human Intestinal Absorption (HIA):	0.008
20% Bioavailability (F20%):	0.311
30% Bioavailability (F30%):	0.46

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.865
Plasma Protein Binding (PPB):	46.865684509277344%
Volume Distribution (VD):	0.668
Pgp-substrate:	64.34121704101562%

ADMET: Metabolism

CYP1A2-inhibitor:	0.086
CYP1A2-substrate:	0.102
CYP2C19-inhibitor:	0.059
CYP2C19-substrate:	0.067
CYP2C9-inhibitor:	0.04
CYP2C9-substrate:	0.763
CYP2D6-inhibitor:	0.034
CYP2D6-substrate:	0.491
CYP3A4-inhibitor:	0.021
CYP3A4-substrate:	0.234

ADMET: Excretion

Clearance (CL):	14.522
Half-life (T1/2):	0.634

ADMET: Toxicity

hERG Blockers:	0.044
Human Hepatotoxicity (H-HT):	0.139
Drug-inuced Liver Injury (DILI):	0.583
AMES Toxicity:	0.324
Rat Oral Acute Toxicity:	0.047
Maximum Recommended Daily Dose:	0.008
Skin Sensitization:	0.361
Carcinogencity:	0.564
Eye Corrosion:	0.004
Eye Irritation:	0.581
Respiratory Toxicity:	0.016

Download Data

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

Natural Product: NPC107607

Natural Product ID:	NPC107607
*Common Name:**	Elaeodendroside T
IUPAC Name:	n.a.
Synonyms:	Elaeodendroside T
Standard InCHIKey:	CTLHRQFAFGUEQH-HAVIGHGVSA-N
Standard InCHI:	InChI=1S/C32H44O10/c1-16-10-25(37-5)32(36)28(39-16)41-22-12-19-6-7-21-20(29(19,3)13-23(22)42-32)8-9-30(4)27(18-11-26(34)38-15-18)24(40-17(2)33)14-31(21,30)35/h11-12,16,20-25,27-28,35-36H,6-10,13-15H2,1-5H3/t16-,20+,21-,22-,23-,24+,25-,27+,28+,29+,30-,31+,32+/m1/s1
SMILES:	CO[C@@H]1C[C@@H](C)O[C@@H]2[C@@]1(O)O[C@@H]1C[C@@]3(C)C(=C[C@H]1O2)CC[C@@H]1[C@@H]3CC[C@]2([C@]1(O)C[C@@H]([C@@H]2C1=CC(=O)OC1)OC(=O)C)C
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL228831
PubChem CID:	16736470
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000258] Steroids and steroid derivatives [CHEMONTID:0001691] Steroid esters

*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
NPO30836	Elaeodendron tangenala	Species	Celastraceae	Eukaryota	n.a.	xylem	n.a.	PMID[17547460]
NPO32451	elaeodendron sp.	Species	Celastraceae	Eukaryota	n.a.	Madagascar rain forest	n.a.	PMID[17547460]

☑ Note for Reference:
In addition to directly collecting NP source organism data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated them from below databases:
☉ UNPD: Universal Natural Products Database [PMID: 23638153].
☉ StreptomeDB: a database of streptomycetes natural products [PMID: 33051671].
☉ TM-MC: a database of medicinal materials and chemical compounds in Northeast Asian traditional medicine [PMID: 26156871].
☉ TCM@Taiwan: a Traditional Chinese Medicine database [PMID: 21253603].
☉ TCMID: a Traditional Chinese Medicine database [PMID: 29106634].
☉ TCMSP: The traditional Chinese medicine systems pharmacology database and analysis platform [PMID: 24735618].
☉ HerDing: a herb recommendation system to treat diseases using genes and chemicals [PMID: 26980517].
☉ MetaboLights: a metabolomics database [PMID: 27010336].
☉ FooDB: a database of constituents, chemistry and biology of food species [www.foodb.ca].

NP Quantity Composition/Concentration

Organism ID	NP ID	Organism Material Preparation	Organism Part	NP Quantity (Standard)	NP Quantity (Minimum)	NP Quantity (Maximum)	Quantity Unit	Reference

☑ Note for Reference:
In addition to directly collecting NP quantitative data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated NP quantitative records for specific NP domains (e.g., NPS from foods or herbs) from domain-specific databases. These databases include:
☉ DUKE: Dr. Duke's Phytochemical and Ethnobotanical Databases.
☉ PHENOL EXPLORER: is the first comprehensive database on polyphenol content in foods [PMID: 24103452], its homepage can be accessed at here.
☉ FooDB: a database of constituents, chemistry and biology of food species [www.foodb.ca].

Biological Activity

Activity Type	# Activity
IC50	5

Activity Type	# Activity
Cell Line	4
NON-MOLECULAR	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT179	Cell Line	A2780	Homo sapiens	IC50	=	85.0	nM	PMID[489478]
NPT400	Cell Line	MDA-MB-435	Homo sapiens	IC50	=	370.0	nM	PMID[489478]
NPT139	Cell Line	HT-29	Homo sapiens	IC50	=	180.0	nM	PMID[489478]
NPT466	Cell Line	U-937	Homo sapiens	IC50	=	150.0	nM	PMID[489478]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	IC50	=	180.0	nM	PMID[489478]

☑ 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 NPC107607 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	264
0.1-0.2	1769
0.2-0.3	5194
0.3-0.4	11699
0.4-0.5	9703
0.5-0.6	6750
0.6-0.7	4336
0.7-0.8	2281
0.8-0.85	467
0.85-0.9	110
0.9-0.95	104
0.95-1	20

Similarity Score	Similarity Level	Natural Product ID
0.9909	High Similarity	NPC81222
0.9909	High Similarity	NPC291820
0.9818	High Similarity	NPC218093
0.9732	High Similarity	NPC231518
0.9732	High Similarity	NPC475219
0.9646	High Similarity	NPC193893
0.9558	High Similarity	NPC40749
0.9554	High Similarity	NPC470897
0.9554	High Similarity	NPC292467
0.9554	High Similarity	NPC304260
0.9554	High Similarity	NPC5883
0.9554	High Similarity	NPC236973
0.9554	High Similarity	NPC32177
0.9554	High Similarity	NPC55532
0.9554	High Similarity	NPC469756
0.9554	High Similarity	NPC29639
0.9554	High Similarity	NPC44899
0.9554	High Similarity	NPC30483
0.955	High Similarity	NPC203862
0.9469	High Similarity	NPC72260
0.9469	High Similarity	NPC475556
0.9469	High Similarity	NPC475629
0.9386	High Similarity	NPC474908
0.9386	High Similarity	NPC475419
0.9386	High Similarity	NPC173555
0.9386	High Similarity	NPC314535
0.9386	High Similarity	NPC120390
0.9386	High Similarity	NPC475590
0.9381	High Similarity	NPC329905
0.9375	High Similarity	NPC93883
0.9304	High Similarity	NPC264336
0.9304	High Similarity	NPC74259
0.9304	High Similarity	NPC474423
0.9298	High Similarity	NPC474466
0.9298	High Similarity	NPC475136
0.9286	High Similarity	NPC310341
0.9286	High Similarity	NPC99620
0.9286	High Similarity	NPC193382
0.9286	High Similarity	NPC199428
0.9286	High Similarity	NPC5311
0.9224	High Similarity	NPC117445
0.9224	High Similarity	NPC308262
0.9224	High Similarity	NPC208193
0.9204	High Similarity	NPC243196
0.9204	High Similarity	NPC471354
0.9204	High Similarity	NPC152615
0.9204	High Similarity	NPC244402
0.9204	High Similarity	NPC196429
0.9204	High Similarity	NPC77319
0.9204	High Similarity	NPC27507
0.9204	High Similarity	NPC99728
0.9204	High Similarity	NPC471351
0.9204	High Similarity	NPC50305
0.9204	High Similarity	NPC34390
0.9204	High Similarity	NPC84987
0.9204	High Similarity	NPC158344
0.9204	High Similarity	NPC471353
0.9204	High Similarity	NPC309034
0.9204	High Similarity	NPC474418
0.9204	High Similarity	NPC142066
0.9204	High Similarity	NPC157376
0.9204	High Similarity	NPC471355
0.9204	High Similarity	NPC87250
0.9204	High Similarity	NPC473852
0.9196	High Similarity	NPC69576
0.9196	High Similarity	NPC471633
0.9196	High Similarity	NPC31354
0.9196	High Similarity	NPC84949
0.9138	High Similarity	NPC115349
0.9123	High Similarity	NPC83287
0.9035	High Similarity	NPC290693
0.8992	High Similarity	NPC240070
0.8992	High Similarity	NPC329784
0.8957	High Similarity	NPC475403
0.8957	High Similarity	NPC160888
0.8947	High Similarity	NPC207637
0.8934	High Similarity	NPC142756
0.8929	High Similarity	NPC114188
0.8879	High Similarity	NPC229962
0.8879	High Similarity	NPC195560
0.8879	High Similarity	NPC473633
0.8879	High Similarity	NPC476085
0.8843	High Similarity	NPC329986
0.8843	High Similarity	NPC232785
0.8843	High Similarity	NPC125077
0.8843	High Similarity	NPC140092
0.8843	High Similarity	NPC276838
0.8843	High Similarity	NPC188234
0.8829	High Similarity	NPC295980
0.8814	High Similarity	NPC43842
0.8803	High Similarity	NPC50689
0.8803	High Similarity	NPC135369
0.8803	High Similarity	NPC198325
0.8803	High Similarity	NPC233391
0.8803	High Similarity	NPC207243
0.8783	High Similarity	NPC146652
0.878	High Similarity	NPC225385
0.878	High Similarity	NPC298783
0.878	High Similarity	NPC157817
0.878	High Similarity	NPC104585
0.8772	High Similarity	NPC144068
0.877	High Similarity	NPC173347
0.8761	High Similarity	NPC13190
0.876	High Similarity	NPC311534
0.875	High Similarity	NPC250089
0.875	High Similarity	NPC14630
0.875	High Similarity	NPC157530
0.875	High Similarity	NPC179261
0.8739	High Similarity	NPC106589
0.8739	High Similarity	NPC27363
0.8739	High Similarity	NPC295133
0.8739	High Similarity	NPC257207
0.8739	High Similarity	NPC202261
0.8718	High Similarity	NPC268326
0.8718	High Similarity	NPC153085
0.8689	High Similarity	NPC91
0.8684	High Similarity	NPC19888
0.8684	High Similarity	NPC112274
0.8661	High Similarity	NPC38217
0.8661	High Similarity	NPC472988
0.8655	High Similarity	NPC471082
0.8649	High Similarity	NPC242748
0.8644	High Similarity	NPC470312
0.8644	High Similarity	NPC473566
0.8644	High Similarity	NPC475358
0.8632	High Similarity	NPC475357
0.8629	High Similarity	NPC477709
0.8629	High Similarity	NPC469749
0.8629	High Similarity	NPC116075
0.8629	High Similarity	NPC146857
0.8629	High Similarity	NPC32793
0.8629	High Similarity	NPC247190
0.8629	High Similarity	NPC476221
0.8621	High Similarity	NPC477031
0.8621	High Similarity	NPC148965
0.8621	High Similarity	NPC212660
0.8621	High Similarity	NPC63609
0.8618	High Similarity	NPC16569
0.8618	High Similarity	NPC159338
0.8618	High Similarity	NPC253456
0.8609	High Similarity	NPC51154
0.8596	High Similarity	NPC197231
0.8596	High Similarity	NPC472987
0.8596	High Similarity	NPC473021
0.8596	High Similarity	NPC470748
0.8595	High Similarity	NPC469750
0.8595	High Similarity	NPC250556
0.8584	High Similarity	NPC51925
0.8584	High Similarity	NPC43976
0.8584	High Similarity	NPC475030
0.8584	High Similarity	NPC296761
0.8584	High Similarity	NPC154085
0.8584	High Similarity	NPC125361
0.8583	High Similarity	NPC219804
0.8571	High Similarity	NPC33053
0.8571	High Similarity	NPC234160
0.856	High Similarity	NPC329636
0.8559	High Similarity	NPC93352
0.8559	High Similarity	NPC477071
0.8559	High Similarity	NPC187400
0.8559	High Similarity	NPC470885
0.8559	High Similarity	NPC221562
0.8559	High Similarity	NPC470914
0.8548	High Similarity	NPC19124
0.8548	High Similarity	NPC42670
0.8548	High Similarity	NPC93416
0.8547	High Similarity	NPC100048
0.8547	High Similarity	NPC20979
0.8547	High Similarity	NPC476690
0.8547	High Similarity	NPC477807
0.8537	High Similarity	NPC471407
0.8534	High Similarity	NPC11548
0.8534	High Similarity	NPC477810
0.8534	High Similarity	NPC477808
0.8525	High Similarity	NPC469757
0.8525	High Similarity	NPC146456
0.8525	High Similarity	NPC179412
0.8525	High Similarity	NPC471357
0.8525	High Similarity	NPC117702
0.8525	High Similarity	NPC471356
0.8522	High Similarity	NPC216595
0.8522	High Similarity	NPC42171
0.8522	High Similarity	NPC473567
0.8509	High Similarity	NPC103627
0.8509	High Similarity	NPC170974
0.8509	High Similarity	NPC191439
0.8509	High Similarity	NPC141433
0.8496	Intermediate Similarity	NPC476540
0.8496	Intermediate Similarity	NPC476538
0.8496	Intermediate Similarity	NPC476539
0.8496	Intermediate Similarity	NPC476541
0.8492	Intermediate Similarity	NPC194716
0.8482	Intermediate Similarity	NPC119855
0.8482	Intermediate Similarity	NPC474569
0.8482	Intermediate Similarity	NPC220217
0.8482	Intermediate Similarity	NPC473199
0.8482	Intermediate Similarity	NPC181845
0.8482	Intermediate Similarity	NPC473476
0.8482	Intermediate Similarity	NPC473923
0.8475	Intermediate Similarity	NPC10366

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 NPC107607 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	222
0.1-0.2	1864
0.2-0.3	4114
0.3-0.4	1985
0.4-0.5	511
0.5-0.6	280
0.6-0.7	143
0.7-0.8	18
0.8-0.85	0
0.85-0.9	2
0.9-0.95	10
0.95-1	1

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.9732	High Similarity	NPD8033	Approved
0.9469	High Similarity	NPD8294	Approved
0.9469	High Similarity	NPD8377	Approved
0.9386	High Similarity	NPD8296	Approved
0.9386	High Similarity	NPD8335	Approved
0.9386	High Similarity	NPD8378	Approved
0.9386	High Similarity	NPD8380	Approved
0.9386	High Similarity	NPD8379	Approved
0.9123	High Similarity	NPD7328	Approved
0.9123	High Similarity	NPD7327	Approved
0.9043	High Similarity	NPD7516	Approved
0.8729	High Similarity	NPD7503	Approved
0.8595	High Similarity	NPD7507	Approved
0.8387	Intermediate Similarity	NPD7319	Approved
0.7983	Intermediate Similarity	NPD8133	Approved
0.7863	Intermediate Similarity	NPD6686	Approved
0.7778	Intermediate Similarity	NPD6412	Phase 2
0.7597	Intermediate Similarity	NPD7736	Approved
0.7554	Intermediate Similarity	NPD7625	Phase 1
0.7519	Intermediate Similarity	NPD8293	Discontinued
0.7478	Intermediate Similarity	NPD7638	Approved
0.7422	Intermediate Similarity	NPD8328	Phase 3
0.7414	Intermediate Similarity	NPD7640	Approved
0.7414	Intermediate Similarity	NPD7639	Approved
0.7355	Intermediate Similarity	NPD8132	Clinical (unspecified phase)
0.7344	Intermediate Similarity	NPD6370	Approved
0.7266	Intermediate Similarity	NPD8517	Approved
0.7266	Intermediate Similarity	NPD8513	Phase 3
0.7266	Intermediate Similarity	NPD8516	Approved
0.7266	Intermediate Similarity	NPD8515	Approved
0.7231	Intermediate Similarity	NPD7492	Approved
0.7222	Intermediate Similarity	NPD7115	Discovery
0.7222	Intermediate Similarity	NPD8295	Clinical (unspecified phase)
0.7193	Intermediate Similarity	NPD8171	Discontinued
0.7188	Intermediate Similarity	NPD6054	Approved
0.7188	Intermediate Similarity	NPD6059	Approved
0.7177	Intermediate Similarity	NPD8297	Approved
0.7177	Intermediate Similarity	NPD6882	Approved
0.7176	Intermediate Similarity	NPD6616	Approved
0.7121	Intermediate Similarity	NPD7078	Approved
0.7087	Intermediate Similarity	NPD6009	Approved
0.7073	Intermediate Similarity	NPD4061	Clinical (unspecified phase)
0.7054	Intermediate Similarity	NPD6319	Approved
0.704	Intermediate Similarity	NPD6053	Discontinued
0.7016	Intermediate Similarity	NPD5955	Clinical (unspecified phase)
0.7	Intermediate Similarity	NPD6015	Approved
0.7	Intermediate Similarity	NPD6016	Approved
0.6992	Remote Similarity	NPD7320	Approved
0.6985	Remote Similarity	NPD8449	Approved
0.6984	Remote Similarity	NPD4632	Approved
0.6967	Remote Similarity	NPD5739	Approved
0.6967	Remote Similarity	NPD6008	Approved
0.6967	Remote Similarity	NPD6675	Approved
0.6967	Remote Similarity	NPD6402	Approved
0.6967	Remote Similarity	NPD7128	Approved
0.6947	Remote Similarity	NPD5988	Approved
0.6935	Remote Similarity	NPD6373	Approved
0.6935	Remote Similarity	NPD6372	Approved
0.6934	Remote Similarity	NPD8450	Suspended
0.693	Remote Similarity	NPD6051	Approved
0.6894	Remote Similarity	NPD6067	Discontinued
0.6891	Remote Similarity	NPD4225	Approved
0.6885	Remote Similarity	NPD8170	Clinical (unspecified phase)
0.686	Remote Similarity	NPD7632	Discontinued
0.6855	Remote Similarity	NPD6899	Approved
0.6855	Remote Similarity	NPD6881	Approved
0.6825	Remote Similarity	NPD8413	Clinical (unspecified phase)
0.6825	Remote Similarity	NPD6650	Approved
0.6825	Remote Similarity	NPD6649	Approved
0.6825	Remote Similarity	NPD8130	Phase 1
0.6777	Remote Similarity	NPD5344	Discontinued
0.6774	Remote Similarity	NPD5697	Approved
0.6774	Remote Similarity	NPD5954	Clinical (unspecified phase)
0.6774	Remote Similarity	NPD5701	Approved
0.675	Remote Similarity	NPD8029	Clinical (unspecified phase)
0.6746	Remote Similarity	NPD6883	Approved
0.6746	Remote Similarity	NPD7102	Approved
0.6746	Remote Similarity	NPD7290	Approved
0.6695	Remote Similarity	NPD7748	Approved
0.6693	Remote Similarity	NPD6847	Approved
0.6693	Remote Similarity	NPD6617	Approved
0.6693	Remote Similarity	NPD6869	Approved
0.6691	Remote Similarity	NPD6033	Approved
0.6667	Remote Similarity	NPD6083	Phase 2
0.6667	Remote Similarity	NPD6084	Phase 2
0.6667	Remote Similarity	NPD6014	Approved
0.6667	Remote Similarity	NPD6013	Approved
0.6667	Remote Similarity	NPD6012	Approved
0.6667	Remote Similarity	NPD7902	Approved
0.6642	Remote Similarity	NPD7604	Phase 2
0.664	Remote Similarity	NPD7899	Clinical (unspecified phase)
0.6637	Remote Similarity	NPD6400	Clinical (unspecified phase)
0.6617	Remote Similarity	NPD5983	Phase 2
0.661	Remote Similarity	NPD6399	Phase 3
0.6587	Remote Similarity	NPD6011	Approved
0.6562	Remote Similarity	NPD6401	Clinical (unspecified phase)
0.6557	Remote Similarity	NPD6648	Approved
0.6544	Remote Similarity	NPD6336	Discontinued
0.6529	Remote Similarity	NPD4755	Approved
0.65	Remote Similarity	NPD6356	Clinical (unspecified phase)
0.65	Remote Similarity	NPD5695	Phase 3
0.6496	Remote Similarity	NPD8074	Phase 3
0.6484	Remote Similarity	NPD4634	Approved
0.6475	Remote Similarity	NPD5696	Approved
0.6471	Remote Similarity	NPD4202	Approved
0.6466	Remote Similarity	NPD4751	Clinical (unspecified phase)
0.6466	Remote Similarity	NPD7524	Approved
0.6452	Remote Similarity	NPD5211	Phase 2
0.6441	Remote Similarity	NPD6698	Approved
0.6441	Remote Similarity	NPD46	Approved
0.6441	Remote Similarity	NPD7838	Discovery
0.6429	Remote Similarity	NPD7525	Registered
0.6423	Remote Similarity	NPD5286	Approved
0.6423	Remote Similarity	NPD4700	Approved
0.6423	Remote Similarity	NPD4696	Approved
0.6423	Remote Similarity	NPD5285	Approved
0.6417	Remote Similarity	NPD7900	Approved
0.6417	Remote Similarity	NPD7901	Clinical (unspecified phase)
0.641	Remote Similarity	NPD6903	Approved
0.641	Remote Similarity	NPD7513	Clinical (unspecified phase)
0.6387	Remote Similarity	NPD5693	Phase 1
0.6387	Remote Similarity	NPD7515	Phase 2
0.6387	Remote Similarity	NPD8035	Phase 2
0.6387	Remote Similarity	NPD8034	Phase 2
0.638	Remote Similarity	NPD7799	Discontinued
0.6379	Remote Similarity	NPD7521	Approved
0.6379	Remote Similarity	NPD5330	Approved
0.6379	Remote Similarity	NPD7146	Approved
0.6379	Remote Similarity	NPD6684	Approved
0.6379	Remote Similarity	NPD7334	Approved
0.6379	Remote Similarity	NPD6409	Approved
0.6371	Remote Similarity	NPD4159	Approved
0.6364	Remote Similarity	NPD6274	Approved
0.6357	Remote Similarity	NPD6371	Approved
0.6349	Remote Similarity	NPD5141	Approved
0.6348	Remote Similarity	NPD7338	Clinical (unspecified phase)
0.6343	Remote Similarity	NPD7101	Approved
0.6343	Remote Similarity	NPD7100	Approved
0.6331	Remote Similarity	NPD8337	Approved
0.6331	Remote Similarity	NPD8336	Approved
0.6328	Remote Similarity	NPD5345	Clinical (unspecified phase)
0.632	Remote Similarity	NPD5226	Approved
0.632	Remote Similarity	NPD4633	Approved
0.632	Remote Similarity	NPD5224	Approved
0.632	Remote Similarity	NPD5225	Approved
0.6299	Remote Similarity	NPD4768	Approved
0.6299	Remote Similarity	NPD4767	Approved
0.6283	Remote Similarity	NPD6928	Phase 2
0.627	Remote Similarity	NPD5174	Approved
0.627	Remote Similarity	NPD5175	Approved
0.6269	Remote Similarity	NPD6335	Approved
0.6261	Remote Similarity	NPD6695	Phase 3
0.625	Remote Similarity	NPD6909	Approved
0.625	Remote Similarity	NPD6908	Approved
0.625	Remote Similarity	NPD7637	Suspended
0.6241	Remote Similarity	NPD5956	Approved
0.624	Remote Similarity	NPD5223	Approved
0.6218	Remote Similarity	NPD6673	Approved
0.6218	Remote Similarity	NPD6080	Approved
0.6218	Remote Similarity	NPD4753	Phase 2
0.6218	Remote Similarity	NPD5328	Approved
0.6218	Remote Similarity	NPD6904	Approved
0.6216	Remote Similarity	NPD3701	Clinical (unspecified phase)
0.6202	Remote Similarity	NPD4730	Approved
0.6202	Remote Similarity	NPD4729	Approved
0.6197	Remote Similarity	NPD7260	Phase 2
0.6195	Remote Similarity	NPD4195	Approved
0.6195	Remote Similarity	NPD7645	Phase 2
0.6194	Remote Similarity	NPD6317	Approved
0.6186	Remote Similarity	NPD7750	Discontinued
0.6154	Remote Similarity	NPD8338	Approved
0.6148	Remote Similarity	NPD6001	Approved
0.6148	Remote Similarity	NPD6313	Approved
0.6148	Remote Similarity	NPD6314	Approved
0.6142	Remote Similarity	NPD4754	Approved
0.6134	Remote Similarity	NPD6672	Approved
0.6134	Remote Similarity	NPD5737	Approved
0.6131	Remote Similarity	NPD6291	Clinical (unspecified phase)
0.6126	Remote Similarity	NPD6942	Approved
0.6126	Remote Similarity	NPD7339	Approved
0.6116	Remote Similarity	NPD5281	Approved
0.6116	Remote Similarity	NPD6079	Approved
0.6116	Remote Similarity	NPD5284	Approved
0.6107	Remote Similarity	NPD5247	Approved
0.6107	Remote Similarity	NPD5248	Approved
0.6107	Remote Similarity	NPD5249	Phase 3
0.6107	Remote Similarity	NPD5250	Approved
0.6107	Remote Similarity	NPD5251	Approved
0.6102	Remote Similarity	NPD3618	Phase 1
0.6077	Remote Similarity	NPD5128	Approved
0.6068	Remote Similarity	NPD3666	Approved
0.6068	Remote Similarity	NPD4786	Approved
0.6068	Remote Similarity	NPD3665	Phase 1
0.6068	Remote Similarity	NPD3133	Approved
0.605	Remote Similarity	NPD4251	Approved
0.605	Remote Similarity	NPD4250	Approved
0.6042	Remote Similarity	NPD6845	Suspended
0.6036	Remote Similarity	NPD4784	Approved
0.6036	Remote Similarity	NPD4785	Approved
0.6034	Remote Similarity	NPD4752	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