NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	852.32
Volume:	812.499
LogP:	6.467
LogD:	3.52
LogS:	-3.4
# Rotatable Bonds:	8
TPSA:	181.32
# H-Bond Aceptor:	12
# H-Bond Donor:	4
# Rings:	7
# Heavy Atoms:	13

MedChem Properties

QED Drug-Likeness Score:	0.132
Synthetic Accessibility Score:	7.799
Fsp3:	0.659
Lipinski Rule-of-5:	Rejected
Pfizer Rule:	Accepted
GSK Rule:	Rejected
BMS Rule:	0
Golden Triangle Rule:	Rejected
Chelating Alert:	1
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-5.682
MDCK Permeability:	2.2213731426745653e-05
Pgp-inhibitor:	0.068
Pgp-substrate:	0.992
Human Intestinal Absorption (HIA):	0.312
20% Bioavailability (F20%):	0.543
30% Bioavailability (F30%):	0.991

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.732
Plasma Protein Binding (PPB):	100.22626495361328%
Volume Distribution (VD):	0.894
Pgp-substrate:	3.4051105976104736%

ADMET: Metabolism

CYP1A2-inhibitor:	0.006
CYP1A2-substrate:	0.363
CYP2C19-inhibitor:	0.195
CYP2C19-substrate:	0.109
CYP2C9-inhibitor:	0.782
CYP2C9-substrate:	0.07
CYP2D6-inhibitor:	0.021
CYP2D6-substrate:	0.036
CYP3A4-inhibitor:	0.928
CYP3A4-substrate:	0.647

ADMET: Excretion

Clearance (CL):	1.582
Half-life (T1/2):	0.091

ADMET: Toxicity

hERG Blockers:	0.335
Human Hepatotoxicity (H-HT):	0.283
Drug-inuced Liver Injury (DILI):	0.953
AMES Toxicity:	0.054
Rat Oral Acute Toxicity:	0.956
Maximum Recommended Daily Dose:	0.98
Skin Sensitization:	0.289
Carcinogencity:	0.314
Eye Corrosion:	0.003
Eye Irritation:	0.01
Respiratory Toxicity:	0.986

Download Data

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

Natural Product: NPC476516

Natural Product ID:	NPC476516
*Common Name:**	Nai414-C
IUPAC Name:	n.a.
Synonyms:
Standard InCHIKey:	BILVAOULNRTMAM-ZPDYJJEJSA-N
Standard InCHI:	InChI=1S/C43H55BrN2O10/c1-5-24-21-43-26(19-28(24)40(51)52)12-10-8-7-9-11-25-14-15-27-29(42(25,6-2)37(48)33(38(43)49)41(53)56-43)16-13-22(3)36(27)55-32-20-31(47)34(23(4)54-32)46-39(50)35-30(44)17-18-45-35/h10,12,14-15,17-19,22-27,29,31-32,34,36,45,47,49H,5-9,11,13,16,20-21H2,1-4H3,(H,46,50)(H,51,52)/b12-10+/t22-,23+,24-,25+,26-,27-,29-,31+,32-,34+,36-,42+,43-/m0/s1
SMILES:	[H][C@]12C=C[C@H]3CCCC/C=C/[C@H]4C=C(C(=O)O)[C@@H](CC)C[C@]45OC(=O)C(=C5O)C(=O)[C@@]3(CC)[C@@]1([H])CC[C@H](C)[C@@H]2O[C@H]1C[C@@H](O)[C@H](NC(=O)C2=C(Br)C=CN2)[C@@H](C)O1
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	n.a.
PubChem CID:	n.a.
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds]

*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
NPO33578	Actinoallomurus sp.	Species	Thermomonosporaceae	Bacteria	n.a.	n.a.	n.a.	PMID[22616554]

☑ 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	2
MIC	8

Activity Type	# Activity
Organism	8
Others	2

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT16	Organism	Staphylococcus aureus	Staphylococcus aureus	MIC	=	2	ug/ml	PMID[22616554]
NPT16	Organism	Staphylococcus aureus	Staphylococcus aureus	MIC	=	4	ug/ml	PMID[22616554]
NPT1118	Organism	Streptococcus pneumoniae	Streptococcus pneumoniae	MIC	=	8	ug/ml	PMID[22616554]
NPT1228	Organism	Streptococcus pyogenes	Streptococcus pyogenes	MIC	=	4	ug/ml	PMID[22616554]
NPT175	Organism	Enterococcus faecalis	Enterococcus faecalis	MIC	=	16	ug/ml	PMID[22616554]
NPT1531	Organism	Enterococcus faecium	Enterococcus faecium	MIC	=	64	ug/ml	PMID[22616554]
NPT2	Others	Unspecified		IC50	=	43000	nM	PMID[22616554]
NPT2	Others	Unspecified		IC50	=	143000	nM	PMID[22616554]

☑ 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 NPC476516 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	345
0.1-0.2	1506
0.2-0.3	4019
0.3-0.4	14568
0.4-0.5	16870
0.5-0.6	4112
0.6-0.7	1099
0.7-0.8	175
0.8-0.85	1
0.85-0.9	0
0.9-0.95	0
0.95-1	2

Similarity Score	Similarity Level	Natural Product ID
0.9638	High Similarity	NPC476517
0.8197	Intermediate Similarity	NPC476514
0.7918	Intermediate Similarity	NPC476515
0.7749	Intermediate Similarity	NPC30570
0.7737	Intermediate Similarity	NPC37473
0.7722	Intermediate Similarity	NPC57690
0.7716	Intermediate Similarity	NPC162812
0.7712	Intermediate Similarity	NPC235885
0.7712	Intermediate Similarity	NPC141428
0.766	Intermediate Similarity	NPC2395
0.7619	Intermediate Similarity	NPC292517
0.7605	Intermediate Similarity	NPC472762
0.7598	Intermediate Similarity	NPC127677
0.7597	Intermediate Similarity	NPC204491
0.7555	Intermediate Similarity	NPC46225
0.7543	Intermediate Similarity	NPC151976
0.7531	Intermediate Similarity	NPC35208
0.7531	Intermediate Similarity	NPC267926
0.7531	Intermediate Similarity	NPC475426
0.7521	Intermediate Similarity	NPC266192
0.75	Intermediate Similarity	NPC476090
0.75	Intermediate Similarity	NPC124029
0.749	Intermediate Similarity	NPC475137
0.749	Intermediate Similarity	NPC475498
0.748	Intermediate Similarity	NPC253482
0.7479	Intermediate Similarity	NPC477906
0.7469	Intermediate Similarity	NPC471190
0.7469	Intermediate Similarity	NPC471977
0.7469	Intermediate Similarity	NPC475644
0.7469	Intermediate Similarity	NPC470486
0.7448	Intermediate Similarity	NPC76565
0.7447	Intermediate Similarity	NPC203614
0.7446	Intermediate Similarity	NPC258062
0.7427	Intermediate Similarity	NPC476110
0.7427	Intermediate Similarity	NPC211920
0.7427	Intermediate Similarity	NPC87152
0.7427	Intermediate Similarity	NPC475631
0.7427	Intermediate Similarity	NPC475600
0.7426	Intermediate Similarity	NPC216428
0.7424	Intermediate Similarity	NPC98715
0.7417	Intermediate Similarity	NPC473850
0.7417	Intermediate Similarity	NPC477902
0.7407	Intermediate Similarity	NPC96801
0.7407	Intermediate Similarity	NPC150698
0.7403	Intermediate Similarity	NPC225821
0.7397	Intermediate Similarity	NPC475362
0.7393	Intermediate Similarity	NPC87856
0.739	Intermediate Similarity	NPC475648
0.7388	Intermediate Similarity	NPC170751
0.7386	Intermediate Similarity	NPC473506
0.7384	Intermediate Similarity	NPC62367
0.7377	Intermediate Similarity	NPC30456
0.7377	Intermediate Similarity	NPC469748
0.7375	Intermediate Similarity	NPC475271
0.7375	Intermediate Similarity	NPC250807
0.7375	Intermediate Similarity	NPC57797
0.7373	Intermediate Similarity	NPC42678
0.7373	Intermediate Similarity	NPC132211
0.7373	Intermediate Similarity	NPC477907
0.7373	Intermediate Similarity	NPC477909
0.7364	Intermediate Similarity	NPC477912
0.7362	Intermediate Similarity	NPC267965
0.7355	Intermediate Similarity	NPC122968
0.7355	Intermediate Similarity	NPC328186
0.7355	Intermediate Similarity	NPC146824
0.7355	Intermediate Similarity	NPC228377
0.7355	Intermediate Similarity	NPC475601
0.7355	Intermediate Similarity	NPC477787
0.7347	Intermediate Similarity	NPC237702
0.7339	Intermediate Similarity	NPC271862
0.7336	Intermediate Similarity	NPC473689
0.7336	Intermediate Similarity	NPC290529
0.7336	Intermediate Similarity	NPC475303
0.7336	Intermediate Similarity	NPC292416
0.7336	Intermediate Similarity	NPC475596
0.7328	Intermediate Similarity	NPC474905
0.7328	Intermediate Similarity	NPC475835
0.7319	Intermediate Similarity	NPC472553
0.7317	Intermediate Similarity	NPC327769
0.7314	Intermediate Similarity	NPC148860
0.7311	Intermediate Similarity	NPC82070
0.7306	Intermediate Similarity	NPC319880
0.7306	Intermediate Similarity	NPC244839
0.7306	Intermediate Similarity	NPC320324
0.73	Intermediate Similarity	NPC477910
0.728	Intermediate Similarity	NPC472555
0.728	Intermediate Similarity	NPC301368
0.728	Intermediate Similarity	NPC84815
0.7273	Intermediate Similarity	NPC328154
0.7273	Intermediate Similarity	NPC26881
0.7269	Intermediate Similarity	NPC477908
0.7269	Intermediate Similarity	NPC206343
0.7269	Intermediate Similarity	NPC471016
0.7269	Intermediate Similarity	NPC475408
0.7269	Intermediate Similarity	NPC471014
0.7265	Intermediate Similarity	NPC48042
0.7265	Intermediate Similarity	NPC316841
0.7265	Intermediate Similarity	NPC304179
0.7265	Intermediate Similarity	NPC472550
0.7261	Intermediate Similarity	NPC477911
0.7257	Intermediate Similarity	NPC264674
0.7257	Intermediate Similarity	NPC228331
0.7257	Intermediate Similarity	NPC319128
0.7247	Intermediate Similarity	NPC475406
0.7238	Intermediate Similarity	NPC294579
0.7238	Intermediate Similarity	NPC144779
0.7231	Intermediate Similarity	NPC147446
0.7231	Intermediate Similarity	NPC471980
0.7227	Intermediate Similarity	NPC470306
0.7227	Intermediate Similarity	NPC476114
0.7222	Intermediate Similarity	NPC63041
0.7218	Intermediate Similarity	NPC38959
0.7218	Intermediate Similarity	NPC327904
0.7208	Intermediate Similarity	NPC52254
0.7206	Intermediate Similarity	NPC238278
0.7198	Intermediate Similarity	NPC476115
0.7197	Intermediate Similarity	NPC6981
0.719	Intermediate Similarity	NPC477788
0.719	Intermediate Similarity	NPC127026
0.719	Intermediate Similarity	NPC235364
0.719	Intermediate Similarity	NPC127720
0.7185	Intermediate Similarity	NPC313640
0.7178	Intermediate Similarity	NPC477901
0.7154	Intermediate Similarity	NPC91125
0.7149	Intermediate Similarity	NPC477903
0.7149	Intermediate Similarity	NPC57453
0.7137	Intermediate Similarity	NPC18661
0.7131	Intermediate Similarity	NPC233727
0.7131	Intermediate Similarity	NPC477899
0.7131	Intermediate Similarity	NPC477900
0.7118	Intermediate Similarity	NPC11445
0.7113	Intermediate Similarity	NPC4421
0.71	Intermediate Similarity	NPC50997
0.71	Intermediate Similarity	NPC160127
0.7094	Intermediate Similarity	NPC477043
0.7088	Intermediate Similarity	NPC473833
0.7074	Intermediate Similarity	NPC157828
0.7074	Intermediate Similarity	NPC195239
0.7068	Intermediate Similarity	NPC70155
0.7056	Intermediate Similarity	NPC477041
0.7056	Intermediate Similarity	NPC477044
0.7046	Intermediate Similarity	NPC472752
0.7042	Intermediate Similarity	NPC471284
0.7039	Intermediate Similarity	NPC300183
0.7029	Intermediate Similarity	NPC207020
0.7029	Intermediate Similarity	NPC235900
0.7028	Intermediate Similarity	NPC213143
0.7025	Intermediate Similarity	NPC158020
0.7025	Intermediate Similarity	NPC6576
0.7025	Intermediate Similarity	NPC473115
0.7025	Intermediate Similarity	NPC212768
0.7025	Intermediate Similarity	NPC473089
0.7025	Intermediate Similarity	NPC75600
0.7009	Intermediate Similarity	NPC476874
0.7004	Intermediate Similarity	NPC209917
0.7	Intermediate Similarity	NPC475301
0.7	Intermediate Similarity	NPC326930
0.6983	Remote Similarity	NPC96131
0.6973	Remote Similarity	NPC13603
0.697	Remote Similarity	NPC471978
0.697	Remote Similarity	NPC328928
0.6958	Remote Similarity	NPC111732
0.6955	Remote Similarity	NPC281049
0.6953	Remote Similarity	NPC477045
0.695	Remote Similarity	NPC181081
0.695	Remote Similarity	NPC473800
0.6942	Remote Similarity	NPC62844
0.6942	Remote Similarity	NPC193361
0.6935	Remote Similarity	NPC244536
0.6935	Remote Similarity	NPC85879
0.6935	Remote Similarity	NPC14116
0.6935	Remote Similarity	NPC53255
0.6935	Remote Similarity	NPC285411
0.6923	Remote Similarity	NPC476818
0.6923	Remote Similarity	NPC470279
0.692	Remote Similarity	NPC472436
0.6908	Remote Similarity	NPC311196
0.6908	Remote Similarity	NPC134384
0.6897	Remote Similarity	NPC77061
0.6897	Remote Similarity	NPC471015
0.6895	Remote Similarity	NPC79107
0.6895	Remote Similarity	NPC475424
0.6892	Remote Similarity	NPC471004
0.6888	Remote Similarity	NPC476467
0.6886	Remote Similarity	NPC328798
0.6885	Remote Similarity	NPC141385
0.6885	Remote Similarity	NPC314270
0.6883	Remote Similarity	NPC103230
0.688	Remote Similarity	NPC471634
0.688	Remote Similarity	NPC473806
0.6875	Remote Similarity	NPC94541
0.6875	Remote Similarity	NPC234999
0.6875	Remote Similarity	NPC470843
0.687	Remote Similarity	NPC127647
0.687	Remote Similarity	NPC472435
0.6867	Remote Similarity	NPC476491
0.686	Remote Similarity	NPC229348
0.6853	Remote Similarity	NPC20593
0.6834	Remote Similarity	NPC324619
0.6834	Remote Similarity	NPC475315

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 NPC476516 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	200
0.1-0.2	530
0.2-0.3	714
0.3-0.4	2273
0.4-0.5	3337
0.5-0.6	1800
0.6-0.7	290
0.7-0.8	6
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
0.7755	Intermediate Similarity	NPD8468	Phase 2
0.7489	Intermediate Similarity	NPD8325	Phase 3
0.7489	Intermediate Similarity	NPD8326	Phase 3
0.7489	Intermediate Similarity	NPD8327	Clinical (unspecified phase)
0.7265	Intermediate Similarity	NPD8372	Clinical (unspecified phase)
0.7027	Intermediate Similarity	NPD8370	Discontinued
0.7004	Intermediate Similarity	NPD7947	Clinical (unspecified phase)
0.6935	Remote Similarity	NPD4086	Phase 1
0.6867	Remote Similarity	NPD5003	Discontinued
0.685	Remote Similarity	NPD8409	Suspended
0.6846	Remote Similarity	NPD7470	Discontinued
0.6813	Remote Similarity	NPD8374	Phase 3
0.6811	Remote Similarity	NPD5891	Approved
0.6803	Remote Similarity	NPD3394	Approved
0.6803	Remote Similarity	NPD3389	Approved
0.6803	Remote Similarity	NPD3393	Approved
0.6792	Remote Similarity	NPD2510	Approved
0.6792	Remote Similarity	NPD2509	Approved
0.6778	Remote Similarity	NPD4862	Clinical (unspecified phase)
0.6778	Remote Similarity	NPD7958	Clinical (unspecified phase)
0.6778	Remote Similarity	NPD7957	Phase 1
0.6777	Remote Similarity	NPD7927	Clinical (unspecified phase)
0.6772	Remote Similarity	NPD8329	Phase 3
0.6765	Remote Similarity	NPD2121	Clinical (unspecified phase)
0.6763	Remote Similarity	NPD6529	Discontinued
0.6762	Remote Similarity	NPD8112	Clinical (unspecified phase)
0.6745	Remote Similarity	NPD3006	Discontinued
0.674	Remote Similarity	NPD3178	Discontinued
0.6704	Remote Similarity	NPD7708	Approved
0.6695	Remote Similarity	NPD7778	Approved
0.6695	Remote Similarity	NPD53	Approved
0.6695	Remote Similarity	NPD7777	Approved
0.6694	Remote Similarity	NPD7707	Approved
0.6681	Remote Similarity	NPD2565	Phase 2
0.6681	Remote Similarity	NPD2564	Approved
0.6654	Remote Similarity	NPD8373	Clinical (unspecified phase)
0.6639	Remote Similarity	NPD4600	Approved
0.6639	Remote Similarity	NPD4601	Approved
0.6638	Remote Similarity	NPD7233	Approved
0.6638	Remote Similarity	NPD7234	Approved
0.6627	Remote Similarity	NPD1996	Discontinued
0.6609	Remote Similarity	NPD8063	Discontinued
0.6605	Remote Similarity	NPD7803	Approved
0.6604	Remote Similarity	NPD7956	Approved
0.6604	Remote Similarity	NPD7955	Approved
0.6585	Remote Similarity	NPD3794	Approved
0.6585	Remote Similarity	NPD3795	Approved
0.6568	Remote Similarity	NPD4427	Phase 2
0.6565	Remote Similarity	NPD2095	Phase 2
0.6565	Remote Similarity	NPD2094	Phase 2
0.6565	Remote Similarity	NPD5728	Clinical (unspecified phase)
0.6565	Remote Similarity	NPD2092	Phase 2
0.6556	Remote Similarity	NPD2920	Discontinued
0.654	Remote Similarity	NPD8375	Approved
0.6537	Remote Similarity	NPD2091	Phase 2
0.6537	Remote Similarity	NPD7558	Phase 2
0.6537	Remote Similarity	NPD2096	Phase 2
0.6531	Remote Similarity	NPD7998	Clinical (unspecified phase)
0.6529	Remote Similarity	NPD5901	Discontinued
0.6516	Remote Similarity	NPD8399	Phase 1
0.6516	Remote Similarity	NPD8423	Phase 2
0.6515	Remote Similarity	NPD5721	Clinical (unspecified phase)
0.6508	Remote Similarity	NPD8356	Approved
0.6502	Remote Similarity	NPD7010	Phase 3
0.65	Remote Similarity	NPD4500	Approved
0.65	Remote Similarity	NPD484	Approved
0.65	Remote Similarity	NPD4501	Approved
0.6491	Remote Similarity	NPD8371	Clinical (unspecified phase)
0.649	Remote Similarity	NPD2125	Clinical (unspecified phase)
0.6489	Remote Similarity	NPD8412	Phase 1
0.648	Remote Similarity	NPD8405	Clinical (unspecified phase)
0.648	Remote Similarity	NPD7878	Phase 2
0.6478	Remote Similarity	NPD8093	Discontinued
0.6477	Remote Similarity	NPD8291	Clinical (unspecified phase)
0.6466	Remote Similarity	NPD5612	Discontinued
0.6454	Remote Similarity	NPD6770	Approved
0.6452	Remote Similarity	NPD8467	Approved
0.6452	Remote Similarity	NPD8465	Approved
0.6452	Remote Similarity	NPD8466	Approved
0.642	Remote Similarity	NPD7824	Approved
0.642	Remote Similarity	NPD8072	Approved
0.642	Remote Similarity	NPD8052	Clinical (unspecified phase)
0.6413	Remote Similarity	NPD8363	Approved
0.6413	Remote Similarity	NPD8364	Approved
0.6412	Remote Similarity	NPD7886	Phase 2
0.6412	Remote Similarity	NPD7885	Phase 2
0.6411	Remote Similarity	NPD7069	Discontinued
0.6406	Remote Similarity	NPD8430	Approved
0.6404	Remote Similarity	NPD6525	Clinical (unspecified phase)
0.6404	Remote Similarity	NPD5482	Discontinued
0.6404	Remote Similarity	NPD8421	Discontinued
0.6393	Remote Similarity	NPD8427	Approved
0.6393	Remote Similarity	NPD8429	Approved
0.6393	Remote Similarity	NPD8428	Approved
0.6386	Remote Similarity	NPD8094	Discontinued
0.6381	Remote Similarity	NPD6503	Clinical (unspecified phase)
0.6379	Remote Similarity	NPD8073	Approved
0.6367	Remote Similarity	NPD8289	Discontinued
0.6367	Remote Similarity	NPD8365	Clinical (unspecified phase)
0.6364	Remote Similarity	NPD8479	Phase 2
0.636	Remote Similarity	NPD8426	Approved
0.636	Remote Similarity	NPD8459	Approved
0.636	Remote Similarity	NPD8460	Approved
0.636	Remote Similarity	NPD4454	Phase 2
0.636	Remote Similarity	NPD8425	Approved
0.635	Remote Similarity	NPD2921	Clinical (unspecified phase)
0.6346	Remote Similarity	NPD7791	Approved
0.6346	Remote Similarity	NPD7789	Approved
0.6346	Remote Similarity	NPD7951	Approved
0.6346	Remote Similarity	NPD7950	Approved
0.6346	Remote Similarity	NPD7952	Approved
0.6346	Remote Similarity	NPD7790	Approved
0.6346	Remote Similarity	NPD7953	Approved
0.6345	Remote Similarity	NPD6657	Clinical (unspecified phase)
0.6345	Remote Similarity	NPD6665	Discontinued
0.6342	Remote Similarity	NPD7730	Approved
0.6342	Remote Similarity	NPD7731	Approved
0.6341	Remote Similarity	NPD6838	Clinical (unspecified phase)
0.6331	Remote Similarity	NPD4900	Clinical (unspecified phase)
0.6327	Remote Similarity	NPD3947	Discontinued
0.6326	Remote Similarity	NPD7576	Discontinued
0.6322	Remote Similarity	NPD6249	Phase 2
0.6322	Remote Similarity	NPD6248	Phase 2
0.632	Remote Similarity	NPD6642	Approved
0.632	Remote Similarity	NPD6641	Approved
0.6316	Remote Similarity	NPD5483	Clinical (unspecified phase)
0.6314	Remote Similarity	NPD6160	Clinical (unspecified phase)
0.631	Remote Similarity	NPD8442	Discontinued
0.6307	Remote Similarity	NPD7948	Phase 1
0.6305	Remote Similarity	NPD5475	Discontinued
0.6304	Remote Similarity	NPD482	Approved
0.6301	Remote Similarity	NPD6732	Clinical (unspecified phase)
0.6301	Remote Similarity	NPD4901	Clinical (unspecified phase)
0.6299	Remote Similarity	NPD3280	Approved
0.6299	Remote Similarity	NPD6242	Discontinued
0.6293	Remote Similarity	NPD8304	Clinical (unspecified phase)
0.6293	Remote Similarity	NPD5022	Discontinued
0.6293	Remote Similarity	NPD7589	Clinical (unspecified phase)
0.6292	Remote Similarity	NPD5975	Clinical (unspecified phase)
0.629	Remote Similarity	NPD4506	Discontinued
0.6289	Remote Similarity	NPD2803	Discontinued
0.6286	Remote Similarity	NPD5487	Phase 1
0.6285	Remote Similarity	NPD5632	Approved
0.6283	Remote Similarity	NPD5088	Discontinued
0.6283	Remote Similarity	NPD6635	Approved
0.6282	Remote Similarity	NPD5596	Phase 2
0.628	Remote Similarity	NPD7594	Clinical (unspecified phase)
0.6277	Remote Similarity	NPD749	Clinical (unspecified phase)
0.6277	Remote Similarity	NPD6530	Approved
0.6277	Remote Similarity	NPD6531	Approved
0.6275	Remote Similarity	NPD1392	Approved
0.6275	Remote Similarity	NPD6298	Discontinued
0.6265	Remote Similarity	NPD7825	Clinical (unspecified phase)
0.6265	Remote Similarity	NPD7271	Approved
0.626	Remote Similarity	NPD8283	Approved
0.626	Remote Similarity	NPD8282	Approved
0.626	Remote Similarity	NPD7396	Approved
0.626	Remote Similarity	NPD56	Approved
0.6255	Remote Similarity	NPD1096	Discontinued
0.6255	Remote Similarity	NPD7781	Approved
0.6255	Remote Similarity	NPD7780	Approved
0.625	Remote Similarity	NPD4528	Approved
0.625	Remote Similarity	NPD4526	Approved
0.625	Remote Similarity	NPD4529	Approved
0.625	Remote Similarity	NPD2144	Approved
0.6245	Remote Similarity	NPD4989	Phase 2
0.6245	Remote Similarity	NPD8406	Clinical (unspecified phase)
0.6241	Remote Similarity	NPD6517	Phase 3
0.624	Remote Similarity	NPD7603	Discontinued
0.624	Remote Similarity	NPD5066	Phase 2
0.624	Remote Similarity	NPD5067	Phase 2
0.6239	Remote Similarity	NPD3038	Discontinued
0.6235	Remote Similarity	NPD7001	Phase 3
0.623	Remote Similarity	NPD8248	Clinical (unspecified phase)
0.623	Remote Similarity	NPD5497	Clinical (unspecified phase)
0.623	Remote Similarity	NPD4897	Phase 2
0.623	Remote Similarity	NPD4667	Clinical (unspecified phase)
0.6222	Remote Similarity	NPD8101	Phase 3
0.622	Remote Similarity	NPD6578	Clinical (unspecified phase)
0.6214	Remote Similarity	NPD7946	Pre-registration
0.6211	Remote Similarity	NPD5506	Approved
0.6211	Remote Similarity	NPD5507	Approved
0.621	Remote Similarity	NPD7562	Approved
0.62	Remote Similarity	NPD8321	Discontinued
0.6198	Remote Similarity	NPD7061	Clinical (unspecified phase)
0.6198	Remote Similarity	NPD7807	Clinical (unspecified phase)
0.6197	Remote Similarity	NPD5897	Approved
0.6197	Remote Similarity	NPD5898	Approved
0.6197	Remote Similarity	NPD5899	Approved
0.6194	Remote Similarity	NPD32	Approved
0.6194	Remote Similarity	NPD4034	Approved
0.6194	Remote Similarity	NPD4038	Approved
0.6194	Remote Similarity	NPD4036	Approved
0.6194	Remote Similarity	NPD31	Approved
0.6194	Remote Similarity	NPD4122	Approved
0.6194	Remote Similarity	NPD4035	Approved
0.6194	Remote Similarity	NPD4033	Approved
0.6194	Remote Similarity	NPD4037	Approved
0.6194	Remote Similarity	NPD4039	Approved
0.6194	Remote Similarity	NPD7967	Discontinued

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