NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	842.33
Volume:	823.638
LogP:	6.942
LogD:	3.702
LogS:	-3.608
# Rotatable Bonds:	8
TPSA:	181.32
# H-Bond Aceptor:	12
# H-Bond Donor:	4
# Rings:	7
# Heavy Atoms:	14

MedChem Properties

QED Drug-Likeness Score:	0.125
Synthetic Accessibility Score:	7.847
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:	-5.568
MDCK Permeability:	2.1940215447102673e-05
Pgp-inhibitor:	0.698
Pgp-substrate:	0.994
Human Intestinal Absorption (HIA):	0.043
20% Bioavailability (F20%):	0.084
30% Bioavailability (F30%):	0.726

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.579
Plasma Protein Binding (PPB):	100.97818756103516%
Volume Distribution (VD):	1.132
Pgp-substrate:	2.6470775604248047%

ADMET: Metabolism

CYP1A2-inhibitor:	0.009
CYP1A2-substrate:	0.599
CYP2C19-inhibitor:	0.24
CYP2C19-substrate:	0.106
CYP2C9-inhibitor:	0.751
CYP2C9-substrate:	0.056
CYP2D6-inhibitor:	0.013
CYP2D6-substrate:	0.038
CYP3A4-inhibitor:	0.941
CYP3A4-substrate:	0.776

ADMET: Excretion

Clearance (CL):	1.95
Half-life (T1/2):	0.059

ADMET: Toxicity

hERG Blockers:	0.321
Human Hepatotoxicity (H-HT):	0.374
Drug-inuced Liver Injury (DILI):	0.959
AMES Toxicity:	0.025
Rat Oral Acute Toxicity:	0.959
Maximum Recommended Daily Dose:	0.98
Skin Sensitization:	0.246
Carcinogencity:	0.364
Eye Corrosion:	0.003
Eye Irritation:	0.008
Respiratory Toxicity:	0.988

Download Data

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

Natural Product: NPC476514

Natural Product ID:	NPC476514
*Common Name:**	Nai414-A
IUPAC Name:	n.a.
Synonyms:
Standard InCHIKey:	ZBGQPVWPNWNFAG-KRGFMLMKSA-N
Standard InCHI:	InChI=1S/C44H55Cl3N2O10/c1-6-23-19-44-37(52)30(41(56)59-44)36(51)43(7-2)24(12-10-8-9-11-17-42(44,5)20-26(23)40(54)55)14-15-25-27(43)16-13-21(3)35(25)58-29-18-28(50)33(22(4)57-29)49-39(53)34-31(45)32(46)38(47)48-34/h11,14-15,17,20-25,27-29,33,35,48,50,52H,6-10,12-13,16,18-19H2,1-5H3,(H,49,53)(H,54,55)/b17-11+/t21-,22+,23-,24+,25-,27-,28+,29-,33+,35-,42-,43+,44+/m0/s1
SMILES:	[H][C@]12C=C[C@H]3CCCC/C=C/[C@@]4(C)C=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(Cl)C(Cl)=C(Cl)N2)[C@@H](C)O1
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	n.a.
PubChem CID:	n.a.
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000261] Phenylpropanoids and polyketides [CHEMONTID:0000147] Macrolides and analogues

*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	15

Activity Type	# Activity
Organism	15
Others	2

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT16	Organism	Staphylococcus aureus	Staphylococcus aureus	MIC	=	0.5	ug/ml	PMID[22616554]
NPT16	Organism	Staphylococcus aureus	Staphylococcus aureus	MIC	=	0.25	ug/ml	PMID[22616554]
NPT16	Organism	Staphylococcus aureus	Staphylococcus aureus	MIC	=	1	ug/ml	PMID[22616554]
NPT1477	Organism	Staphylococcus haemolyticus	Staphylococcus haemolyticus	MIC	=	1	ug/ml	PMID[22616554]
NPT1118	Organism	Streptococcus pneumoniae	Streptococcus pneumoniae	MIC	=	64	ug/ml	PMID[22616554]
NPT1118	Organism	Streptococcus pneumoniae	Streptococcus pneumoniae	MIC	=	4	ug/ml	PMID[22616554]
NPT1228	Organism	Streptococcus pyogenes	Streptococcus pyogenes	MIC	=	2	ug/ml	PMID[22616554]
NPT175	Organism	Enterococcus faecalis	Enterococcus faecalis	MIC	=	0.5	ug/ml	PMID[22616554]
NPT1531	Organism	Enterococcus faecium	Enterococcus faecium	MIC	=	8	ug/ml	PMID[22616554]
NPT1531	Organism	Enterococcus faecium	Enterococcus faecium	MIC	=	4	ug/ml	PMID[22616554]
NPT2	Others	Unspecified		IC50	=	9000	nM	PMID[22616554]
NPT2	Others	Unspecified		IC50	=	50000	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 NPC476514 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	372
0.1-0.2	1579
0.2-0.3	4717
0.3-0.4	16487
0.4-0.5	14992
0.5-0.6	3745
0.6-0.7	774
0.7-0.8	28
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
0.9604	High Similarity	NPC476515
0.8197	Intermediate Similarity	NPC476516
0.7886	Intermediate Similarity	NPC476517
0.7479	Intermediate Similarity	NPC475271
0.7323	Intermediate Similarity	NPC172355
0.7273	Intermediate Similarity	NPC82070
0.7251	Intermediate Similarity	NPC57453
0.7205	Intermediate Similarity	NPC37473
0.719	Intermediate Similarity	NPC476114
0.7172	Intermediate Similarity	NPC52254
0.7143	Intermediate Similarity	NPC474905
0.7138	Intermediate Similarity	NPC472842
0.7083	Intermediate Similarity	NPC477548
0.705	Intermediate Similarity	NPC473800
0.7017	Intermediate Similarity	NPC476115
0.7007	Intermediate Similarity	NPC472845
0.6992	Remote Similarity	NPC174788
0.6988	Remote Similarity	NPC476090
0.6972	Remote Similarity	NPC57690
0.696	Remote Similarity	NPC141428
0.696	Remote Similarity	NPC235885
0.6958	Remote Similarity	NPC18661
0.6941	Remote Similarity	NPC170751
0.6932	Remote Similarity	NPC472762
0.6908	Remote Similarity	NPC2395
0.6901	Remote Similarity	NPC127677
0.6878	Remote Similarity	NPC477044
0.6878	Remote Similarity	NPC477041
0.6875	Remote Similarity	NPC475426
0.6875	Remote Similarity	NPC35208
0.687	Remote Similarity	NPC471284
0.686	Remote Similarity	NPC46225
0.6857	Remote Similarity	NPC235900
0.6855	Remote Similarity	NPC281049
0.6846	Remote Similarity	NPC477043
0.6842	Remote Similarity	NPC204491
0.6838	Remote Similarity	NPC124029
0.6836	Remote Similarity	NPC323198
0.6834	Remote Similarity	NPC253482
0.6825	Remote Similarity	NPC475137
0.6825	Remote Similarity	NPC475498
0.6824	Remote Similarity	NPC477906
0.6824	Remote Similarity	NPC209917
0.6815	Remote Similarity	NPC96131
0.6811	Remote Similarity	NPC471190
0.6811	Remote Similarity	NPC475644
0.6811	Remote Similarity	NPC470486
0.6811	Remote Similarity	NPC471977
0.6798	Remote Similarity	NPC267926
0.6793	Remote Similarity	NPC9482
0.6792	Remote Similarity	NPC181081
0.6789	Remote Similarity	NPC151976
0.6786	Remote Similarity	NPC76565
0.6786	Remote Similarity	NPC266192
0.6778	Remote Similarity	NPC477045
0.6774	Remote Similarity	NPC30570
0.6772	Remote Similarity	NPC475631
0.6772	Remote Similarity	NPC476110
0.6772	Remote Similarity	NPC87152
0.6772	Remote Similarity	NPC475600
0.6772	Remote Similarity	NPC211920
0.677	Remote Similarity	NPC70155
0.6762	Remote Similarity	NPC258062
0.676	Remote Similarity	NPC116701
0.676	Remote Similarity	NPC216428
0.6759	Remote Similarity	NPC473850
0.6759	Remote Similarity	NPC477902
0.6758	Remote Similarity	NPC96801
0.6758	Remote Similarity	NPC150698
0.6756	Remote Similarity	NPC475648
0.6747	Remote Similarity	NPC312645
0.6747	Remote Similarity	NPC162812
0.6745	Remote Similarity	NPC475362
0.6741	Remote Similarity	NPC472846
0.6736	Remote Similarity	NPC98715
0.6734	Remote Similarity	NPC477979
0.6732	Remote Similarity	NPC473506
0.6732	Remote Similarity	NPC475424
0.6732	Remote Similarity	NPC469748
0.6732	Remote Similarity	NPC30456
0.6732	Remote Similarity	NPC79107
0.6721	Remote Similarity	NPC225821
0.672	Remote Similarity	NPC62367
0.6719	Remote Similarity	NPC250807
0.6719	Remote Similarity	NPC57797
0.6707	Remote Similarity	NPC477909
0.6707	Remote Similarity	NPC234999
0.6707	Remote Similarity	NPC477907
0.6707	Remote Similarity	NPC42678
0.6707	Remote Similarity	NPC203614
0.6706	Remote Similarity	NPC475601
0.6706	Remote Similarity	NPC477912
0.6706	Remote Similarity	NPC122968
0.6706	Remote Similarity	NPC146824
0.6706	Remote Similarity	NPC328186
0.6706	Remote Similarity	NPC228377
0.6706	Remote Similarity	NPC477787
0.6705	Remote Similarity	NPC237702
0.6693	Remote Similarity	NPC475303
0.6693	Remote Similarity	NPC473689
0.6693	Remote Similarity	NPC475596
0.6693	Remote Similarity	NPC292416
0.668	Remote Similarity	NPC277350
0.668	Remote Similarity	NPC327769
0.6679	Remote Similarity	NPC191489
0.6667	Remote Similarity	NPC61813
0.6667	Remote Similarity	NPC244839
0.6667	Remote Similarity	NPC148860
0.6667	Remote Similarity	NPC319880
0.6667	Remote Similarity	NPC320324
0.6653	Remote Similarity	NPC292517
0.6653	Remote Similarity	NPC475778
0.6653	Remote Similarity	NPC309919
0.6653	Remote Similarity	NPC472553
0.6653	Remote Similarity	NPC300183
0.6653	Remote Similarity	NPC87856
0.664	Remote Similarity	NPC477910
0.664	Remote Similarity	NPC132211
0.663	Remote Similarity	NPC1203
0.6628	Remote Similarity	NPC282033
0.6628	Remote Similarity	NPC290529
0.6628	Remote Similarity	NPC316841
0.6627	Remote Similarity	NPC84815
0.6627	Remote Similarity	NPC328154
0.6627	Remote Similarity	NPC267965
0.6627	Remote Similarity	NPC472555
0.6627	Remote Similarity	NPC26881
0.6627	Remote Similarity	NPC301368
0.6627	Remote Similarity	NPC472291
0.6627	Remote Similarity	NPC89508
0.6615	Remote Similarity	NPC475406
0.6614	Remote Similarity	NPC471016
0.6614	Remote Similarity	NPC471014
0.6614	Remote Similarity	NPC477911
0.6614	Remote Similarity	NPC475408
0.6614	Remote Similarity	NPC477908
0.6614	Remote Similarity	NPC206343
0.6612	Remote Similarity	NPC214428
0.6612	Remote Similarity	NPC313985
0.6612	Remote Similarity	NPC249150
0.6612	Remote Similarity	NPC195461
0.6612	Remote Similarity	NPC49196
0.6612	Remote Similarity	NPC81654
0.6612	Remote Similarity	NPC79129
0.6605	Remote Similarity	NPC472843
0.6602	Remote Similarity	NPC89987
0.66	Remote Similarity	NPC264674
0.66	Remote Similarity	NPC319128
0.66	Remote Similarity	NPC313640
0.66	Remote Similarity	NPC228331
0.6599	Remote Similarity	NPC48042
0.6599	Remote Similarity	NPC271862
0.6599	Remote Similarity	NPC304179
0.6599	Remote Similarity	NPC472550
0.659	Remote Similarity	NPC38959
0.659	Remote Similarity	NPC327904
0.6588	Remote Similarity	NPC471980
0.6587	Remote Similarity	NPC144779
0.6587	Remote Similarity	NPC294579
0.6582	Remote Similarity	NPC88923
0.6582	Remote Similarity	NPC315634
0.6582	Remote Similarity	NPC100734
0.6577	Remote Similarity	NPC238278
0.6576	Remote Similarity	NPC476491
0.6574	Remote Similarity	NPC470306
0.657	Remote Similarity	NPC160127
0.657	Remote Similarity	NPC50997
0.6566	Remote Similarity	NPC316224
0.6559	Remote Similarity	NPC470280
0.6559	Remote Similarity	NPC313966
0.6559	Remote Similarity	NPC314254
0.6559	Remote Similarity	NPC63041
0.6557	Remote Similarity	NPC123019
0.6549	Remote Similarity	NPC127026
0.6549	Remote Similarity	NPC477788
0.6549	Remote Similarity	NPC235364
0.6549	Remote Similarity	NPC127720
0.6548	Remote Similarity	NPC6981
0.6548	Remote Similarity	NPC249428
0.6543	Remote Similarity	NPC14812
0.654	Remote Similarity	NPC316405
0.6535	Remote Similarity	NPC477901
0.6534	Remote Similarity	NPC478157
0.6532	Remote Similarity	NPC478158
0.6529	Remote Similarity	NPC50503
0.6525	Remote Similarity	NPC91125
0.6525	Remote Similarity	NPC473806
0.6525	Remote Similarity	NPC471634
0.6523	Remote Similarity	NPC147446
0.6514	Remote Similarity	NPC196449
0.6514	Remote Similarity	NPC314222
0.651	Remote Similarity	NPC477903
0.6498	Remote Similarity	NPC233727
0.6498	Remote Similarity	NPC477900
0.6498	Remote Similarity	NPC477899
0.6498	Remote Similarity	NPC212766
0.6498	Remote Similarity	NPC315467
0.6498	Remote Similarity	NPC289423
0.6496	Remote Similarity	NPC473833
0.6494	Remote Similarity	NPC473441

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 NPC476514 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	205
0.1-0.2	519
0.2-0.3	776
0.3-0.4	2402
0.4-0.5	3467
0.5-0.6	1632
0.6-0.7	148
0.7-0.8	1
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
0.7227	Intermediate Similarity	NPD8468	Phase 2
0.6824	Remote Similarity	NPD8372	Clinical (unspecified phase)
0.6815	Remote Similarity	NPD8327	Clinical (unspecified phase)
0.6815	Remote Similarity	NPD8326	Phase 3
0.6815	Remote Similarity	NPD8325	Phase 3
0.6742	Remote Similarity	NPD8463	Approved
0.668	Remote Similarity	NPD7070	Clinical (unspecified phase)
0.6679	Remote Similarity	NPD7708	Approved
0.6626	Remote Similarity	NPD6376	Discontinued
0.6612	Remote Similarity	NPD4601	Approved
0.6612	Remote Similarity	NPD4600	Approved
0.6584	Remote Similarity	NPD7727	Phase 2
0.6582	Remote Similarity	NPD7803	Approved
0.657	Remote Similarity	NPD6248	Phase 2
0.657	Remote Similarity	NPD6249	Phase 2
0.6544	Remote Similarity	NPD7772	Phase 3
0.6525	Remote Similarity	NPD8374	Phase 3
0.6508	Remote Similarity	NPD7218	Clinical (unspecified phase)
0.6504	Remote Similarity	NPD8115	Approved
0.6504	Remote Similarity	NPD8114	Approved
0.6494	Remote Similarity	NPD8370	Discontinued
0.6494	Remote Similarity	NPD3243	Approved
0.6489	Remote Similarity	NPD8329	Phase 3
0.6475	Remote Similarity	NPD4500	Approved
0.6475	Remote Similarity	NPD4501	Approved
0.6473	Remote Similarity	NPD3263	Phase 3
0.644	Remote Similarity	NPD7998	Clinical (unspecified phase)
0.6429	Remote Similarity	NPD7576	Discontinued
0.6403	Remote Similarity	NPD5450	Discontinued
0.6403	Remote Similarity	NPD4667	Clinical (unspecified phase)
0.64	Remote Similarity	NPD7955	Approved
0.64	Remote Similarity	NPD7956	Approved
0.6397	Remote Similarity	NPD5487	Phase 1
0.6392	Remote Similarity	NPD6578	Clinical (unspecified phase)
0.6392	Remote Similarity	NPD7878	Phase 2
0.636	Remote Similarity	NPD7947	Clinical (unspecified phase)
0.636	Remote Similarity	NPD8399	Phase 1
0.636	Remote Similarity	NPD8423	Phase 2
0.6352	Remote Similarity	NPD5003	Discontinued
0.6346	Remote Similarity	NPD8289	Discontinued
0.6339	Remote Similarity	NPD3757	Clinical (unspecified phase)
0.6336	Remote Similarity	NPD7589	Clinical (unspecified phase)
0.6331	Remote Similarity	NPD6176	Phase 1
0.6316	Remote Similarity	NPD7817	Phase 1
0.6314	Remote Similarity	NPD3393	Approved
0.6314	Remote Similarity	NPD3394	Approved
0.6314	Remote Similarity	NPD3389	Approved
0.6312	Remote Similarity	NPD7688	Phase 1
0.631	Remote Similarity	NPD4900	Clinical (unspecified phase)
0.6304	Remote Similarity	NPD8279	Clinical (unspecified phase)
0.6304	Remote Similarity	NPD6770	Approved
0.6301	Remote Similarity	NPD3800	Clinical (unspecified phase)
0.6293	Remote Similarity	NPD8356	Approved
0.6288	Remote Similarity	NPD4885	Approved
0.6285	Remote Similarity	NPD7927	Clinical (unspecified phase)
0.6285	Remote Similarity	NPD8460	Approved
0.6285	Remote Similarity	NPD7470	Discontinued
0.6285	Remote Similarity	NPD8459	Approved
0.6284	Remote Similarity	NPD6745	Discontinued
0.6281	Remote Similarity	NPD3785	Clinical (unspecified phase)
0.628	Remote Similarity	NPD4901	Clinical (unspecified phase)
0.628	Remote Similarity	NPD2715	Clinical (unspecified phase)
0.6279	Remote Similarity	NPD3280	Approved
0.6278	Remote Similarity	NPD7853	Phase 2
0.6275	Remote Similarity	NPD1638	Discovery
0.6275	Remote Similarity	NPD4897	Phase 2
0.6274	Remote Similarity	NPD7824	Approved
0.6273	Remote Similarity	NPD8375	Approved
0.6269	Remote Similarity	NPD7547	Clinical (unspecified phase)
0.6266	Remote Similarity	NPD4334	Discontinued
0.626	Remote Similarity	NPD4086	Phase 1
0.6255	Remote Similarity	NPD5506	Approved
0.6255	Remote Similarity	NPD5507	Approved
0.6255	Remote Similarity	NPD8409	Suspended
0.624	Remote Similarity	NPD2721	Clinical (unspecified phase)
0.6227	Remote Similarity	NPD7658	Phase 2
0.6227	Remote Similarity	NPD8371	Clinical (unspecified phase)
0.622	Remote Similarity	NPD6206	Phase 1
0.6218	Remote Similarity	NPD3178	Discontinued
0.6213	Remote Similarity	NPD8291	Clinical (unspecified phase)
0.6211	Remote Similarity	NPD7707	Approved
0.6206	Remote Similarity	NPD5835	Phase 3
0.6206	Remote Similarity	NPD5834	Phase 3
0.6203	Remote Similarity	NPD7952	Approved
0.6203	Remote Similarity	NPD7790	Approved
0.6203	Remote Similarity	NPD7791	Approved
0.6203	Remote Similarity	NPD7789	Approved
0.6203	Remote Similarity	NPD7951	Approved
0.6203	Remote Similarity	NPD7953	Approved
0.6203	Remote Similarity	NPD1587	Approved
0.6203	Remote Similarity	NPD7950	Approved
0.6202	Remote Similarity	NPD8466	Approved
0.6202	Remote Similarity	NPD8465	Approved
0.6202	Remote Similarity	NPD8467	Approved
0.6198	Remote Similarity	NPD7730	Approved
0.6198	Remote Similarity	NPD8430	Approved
0.6198	Remote Similarity	NPD7731	Approved
0.6196	Remote Similarity	NPD6657	Clinical (unspecified phase)
0.6194	Remote Similarity	NPD6261	Phase 3
0.6194	Remote Similarity	NPD53	Approved
0.6194	Remote Similarity	NPD7777	Approved
0.6194	Remote Similarity	NPD7778	Approved
0.6178	Remote Similarity	NPD6974	Phase 3
0.6173	Remote Similarity	NPD2564	Approved
0.6173	Remote Similarity	NPD2565	Phase 2
0.6167	Remote Similarity	NPD1096	Discontinued
0.6166	Remote Similarity	NPD2509	Approved
0.6166	Remote Similarity	NPD2510	Approved
0.6163	Remote Similarity	NPD7429	Clinical (unspecified phase)
0.6159	Remote Similarity	NPD7181	Phase 3
0.6154	Remote Similarity	NPD8479	Phase 2
0.6151	Remote Similarity	NPD7958	Clinical (unspecified phase)
0.6151	Remote Similarity	NPD7957	Phase 1
0.6148	Remote Similarity	NPD7885	Phase 2
0.6148	Remote Similarity	NPD5592	Clinical (unspecified phase)
0.6148	Remote Similarity	NPD7886	Phase 2
0.6146	Remote Similarity	NPD8429	Approved
0.6146	Remote Similarity	NPD8428	Approved
0.6146	Remote Similarity	NPD8427	Approved
0.6142	Remote Similarity	NPD4506	Discontinued
0.6138	Remote Similarity	NPD4602	Approved
0.6136	Remote Similarity	NPD4328	Approved
0.6135	Remote Similarity	NPD2121	Clinical (unspecified phase)
0.6128	Remote Similarity	NPD1867	Approved
0.6122	Remote Similarity	NPD4315	Phase 2
0.6122	Remote Similarity	NPD7271	Approved
0.612	Remote Similarity	NPD7903	Clinical (unspecified phase)
0.6117	Remote Similarity	NPD8426	Approved
0.6117	Remote Similarity	NPD7921	Approved
0.6117	Remote Similarity	NPD8425	Approved
0.6113	Remote Similarity	NPD7780	Approved
0.6113	Remote Similarity	NPD7781	Approved
0.6111	Remote Similarity	NPD6288	Clinical (unspecified phase)
0.6111	Remote Similarity	NPD56	Approved
0.6111	Remote Similarity	NPD8282	Approved
0.6111	Remote Similarity	NPD8283	Approved
0.6109	Remote Similarity	NPD2823	Clinical (unspecified phase)
0.6109	Remote Similarity	NPD8350	Clinical (unspecified phase)
0.6109	Remote Similarity	NPD8102	Discontinued
0.6107	Remote Similarity	NPD6824	Clinical (unspecified phase)
0.6107	Remote Similarity	NPD6160	Clinical (unspecified phase)
0.6105	Remote Similarity	NPD8364	Approved
0.6105	Remote Similarity	NPD7796	Approved
0.6105	Remote Similarity	NPD7797	Approved
0.6105	Remote Similarity	NPD8363	Approved
0.6103	Remote Similarity	NPD6716	Phase 1
0.61	Remote Similarity	NPD7482	Phase 2
0.61	Remote Similarity	NPD7483	Phase 2
0.6096	Remote Similarity	NPD7187	Phase 2
0.6087	Remote Similarity	NPD5482	Discontinued
0.6087	Remote Similarity	NPD7010	Phase 3
0.6085	Remote Similarity	NPD8112	Clinical (unspecified phase)
0.6084	Remote Similarity	NPD6173	Approved
0.6078	Remote Similarity	NPD6456	Discontinued
0.6077	Remote Similarity	NPD5632	Approved
0.6077	Remote Similarity	NPD8405	Clinical (unspecified phase)
0.6076	Remote Similarity	NPD4736	Clinical (unspecified phase)
0.6076	Remote Similarity	NPD1586	Approved
0.6075	Remote Similarity	NPD7268	Clinical (unspecified phase)
0.6071	Remote Similarity	NPD2920	Discontinued
0.607	Remote Similarity	NPD5866	Approved
0.607	Remote Similarity	NPD8093	Discontinued
0.607	Remote Similarity	NPD7573	Discontinued
0.607	Remote Similarity	NPD7605	Discovery
0.6069	Remote Similarity	NPD7872	Phase 2
0.6069	Remote Similarity	NPD6615	Clinical (unspecified phase)
0.6063	Remote Similarity	NPD6838	Clinical (unspecified phase)
0.6063	Remote Similarity	NPD7689	Approved
0.6063	Remote Similarity	NPD8365	Clinical (unspecified phase)
0.6061	Remote Similarity	NPD6247	Clinical (unspecified phase)
0.606	Remote Similarity	NPD8421	Discontinued
0.6054	Remote Similarity	NPD3258	Approved
0.605	Remote Similarity	NPD4385	Clinical (unspecified phase)
0.6049	Remote Similarity	NPD5444	Phase 1
0.6047	Remote Similarity	NPD7690	Clinical (unspecified phase)
0.6046	Remote Similarity	NPD6995	Phase 1
0.6045	Remote Similarity	NPD6263	Clinical (unspecified phase)
0.6044	Remote Similarity	NPD6517	Phase 3
0.6038	Remote Similarity	NPD8406	Clinical (unspecified phase)
0.6037	Remote Similarity	NPD3006	Discontinued
0.6037	Remote Similarity	NPD4454	Phase 2
0.6036	Remote Similarity	NPD8255	Phase 2
0.6029	Remote Similarity	NPD2921	Clinical (unspecified phase)
0.6024	Remote Similarity	NPD4862	Clinical (unspecified phase)
0.6023	Remote Similarity	NPD7716	Approved
0.6023	Remote Similarity	NPD7717	Approved
0.6017	Remote Similarity	NPD1783	Clinical (unspecified phase)
0.6016	Remote Similarity	NPD8486	Clinical (unspecified phase)
0.6016	Remote Similarity	NPD6630	Clinical (unspecified phase)
0.6015	Remote Similarity	NPD3259	Approved
0.6015	Remote Similarity	NPD6292	Clinical (unspecified phase)
0.6015	Remote Similarity	NPD7994	Phase 2
0.6008	Remote Similarity	NPD7594	Clinical (unspecified phase)
0.6007	Remote Similarity	NPD8238	Clinical (unspecified phase)
0.6	Remote Similarity	NPD7233	Approved
0.6	Remote Similarity	NPD7234	Approved
0.6	Remote Similarity	NPD5483	Clinical (unspecified phase)
0.6	Remote Similarity	NPD2951	Discontinued
0.5993	Remote Similarity	NPD1936	Clinical (unspecified phase)
0.5992	Remote Similarity	NPD2094	Phase 2

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