NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	876.29
Volume:	838.849
LogP:	7.328
LogD:	4.025
LogS:	-3.664
# Rotatable Bonds:	8
TPSA:	181.32
# H-Bond Aceptor:	12
# H-Bond Donor:	4
# Rings:	7
# Heavy Atoms:	15

MedChem Properties

QED Drug-Likeness Score:	0.12
Synthetic Accessibility Score:	7.858
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:	-5.364
MDCK Permeability:	1.6107791452668607e-05
Pgp-inhibitor:	0.806
Pgp-substrate:	0.976
Human Intestinal Absorption (HIA):	0.013
20% Bioavailability (F20%):	0.019
30% Bioavailability (F30%):	0.178

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.845
Plasma Protein Binding (PPB):	102.0589370727539%
Volume Distribution (VD):	1.413
Pgp-substrate:	2.3926429748535156%

ADMET: Metabolism

CYP1A2-inhibitor:	0.01
CYP1A2-substrate:	0.735
CYP2C19-inhibitor:	0.27
CYP2C19-substrate:	0.102
CYP2C9-inhibitor:	0.843
CYP2C9-substrate:	0.058
CYP2D6-inhibitor:	0.018
CYP2D6-substrate:	0.032
CYP3A4-inhibitor:	0.939
CYP3A4-substrate:	0.86

ADMET: Excretion

Clearance (CL):	2.729
Half-life (T1/2):	0.057

ADMET: Toxicity

hERG Blockers:	0.279
Human Hepatotoxicity (H-HT):	0.36
Drug-inuced Liver Injury (DILI):	0.959
AMES Toxicity:	0.013
Rat Oral Acute Toxicity:	0.95
Maximum Recommended Daily Dose:	0.984
Skin Sensitization:	0.26
Carcinogencity:	0.387
Eye Corrosion:	0.003
Eye Irritation:	0.009
Respiratory Toxicity:	0.99

Download Data

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

Natural Product: NPC476515

Natural Product ID:	NPC476515
*Common Name:**	Nai414-B
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	=	2	ug/ml	PMID[22616554]
NPT16	Organism	Staphylococcus aureus	Staphylococcus aureus	MIC	=	4	ug/ml	PMID[22616554]
NPT1477	Organism	Staphylococcus haemolyticus	Staphylococcus haemolyticus	MIC	=	4	ug/ml	PMID[22616554]
NPT1118	Organism	Streptococcus pneumoniae	Streptococcus pneumoniae	MIC	>	128	ug/ml	PMID[22616554]
NPT1118	Organism	Streptococcus pneumoniae	Streptococcus pneumoniae	MIC	=	8	ug/ml	PMID[22616554]
NPT1228	Organism	Streptococcus pyogenes	Streptococcus pyogenes	MIC	=	8	ug/ml	PMID[22616554]
NPT175	Organism	Enterococcus faecalis	Enterococcus faecalis	MIC	=	2	ug/ml	PMID[22616554]
NPT1531	Organism	Enterococcus faecium	Enterococcus faecium	MIC	=	16	ug/ml	PMID[22616554]
NPT1531	Organism	Enterococcus faecium	Enterococcus faecium	MIC	=	8	ug/ml	PMID[22616554]
NPT2	Others	Unspecified		IC50	=	2000	nM	PMID[22616554]
NPT2	Others	Unspecified		IC50	=	47000	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 NPC476515 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	349
0.1-0.2	1523
0.2-0.3	4457
0.3-0.4	16947
0.4-0.5	15527
0.5-0.6	3424
0.6-0.7	460
0.7-0.8	8
0.8-0.85	0
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	NPC476514
0.7975	Intermediate Similarity	NPC476517
0.7918	Intermediate Similarity	NPC476516
0.7202	Intermediate Similarity	NPC475271
0.7074	Intermediate Similarity	NPC172355
0.6996	Remote Similarity	NPC82070
0.6984	Remote Similarity	NPC57453
0.6941	Remote Similarity	NPC37473
0.6914	Remote Similarity	NPC476114
0.6898	Remote Similarity	NPC52254
0.6862	Remote Similarity	NPC474905
0.6835	Remote Similarity	NPC472842
0.6805	Remote Similarity	NPC477548
0.6794	Remote Similarity	NPC473800
0.6736	Remote Similarity	NPC476115
0.6731	Remote Similarity	NPC476090
0.6721	Remote Similarity	NPC174788
0.6706	Remote Similarity	NPC57690
0.6703	Remote Similarity	NPC472845
0.6693	Remote Similarity	NPC141428
0.6693	Remote Similarity	NPC235885
0.668	Remote Similarity	NPC170751
0.668	Remote Similarity	NPC18661
0.6667	Remote Similarity	NPC472762
0.664	Remote Similarity	NPC2395
0.6626	Remote Similarity	NPC127677
0.6615	Remote Similarity	NPC475426
0.6615	Remote Similarity	NPC35208
0.6599	Remote Similarity	NPC471284
0.6597	Remote Similarity	NPC477041
0.6597	Remote Similarity	NPC477044
0.6586	Remote Similarity	NPC281049
0.6585	Remote Similarity	NPC116701
0.6585	Remote Similarity	NPC235900
0.6584	Remote Similarity	NPC46225
0.6577	Remote Similarity	NPC253482
0.6576	Remote Similarity	NPC323198
0.6575	Remote Similarity	NPC124029
0.6573	Remote Similarity	NPC204491
0.657	Remote Similarity	NPC477043
0.6562	Remote Similarity	NPC477906
0.6561	Remote Similarity	NPC475498
0.6561	Remote Similarity	NPC475137
0.6549	Remote Similarity	NPC470486
0.6549	Remote Similarity	NPC471977
0.6549	Remote Similarity	NPC471190
0.6549	Remote Similarity	NPC475644
0.6546	Remote Similarity	NPC96131
0.6541	Remote Similarity	NPC181081
0.6538	Remote Similarity	NPC209917
0.6535	Remote Similarity	NPC267926
0.6522	Remote Similarity	NPC266192
0.6522	Remote Similarity	NPC76565
0.6518	Remote Similarity	NPC151976
0.6512	Remote Similarity	NPC70155
0.651	Remote Similarity	NPC476110
0.651	Remote Similarity	NPC211920
0.651	Remote Similarity	NPC87152
0.651	Remote Similarity	NPC475600
0.651	Remote Similarity	NPC475631
0.6507	Remote Similarity	NPC9482
0.6507	Remote Similarity	NPC1203
0.6506	Remote Similarity	NPC30570
0.6502	Remote Similarity	NPC475648
0.65	Remote Similarity	NPC477045
0.6498	Remote Similarity	NPC150698
0.6498	Remote Similarity	NPC96801
0.6496	Remote Similarity	NPC473850
0.6496	Remote Similarity	NPC477902
0.6494	Remote Similarity	NPC472846
0.6494	Remote Similarity	NPC216428
0.649	Remote Similarity	NPC258062
0.6484	Remote Similarity	NPC475362
0.648	Remote Similarity	NPC312645
0.648	Remote Similarity	NPC162812
0.6473	Remote Similarity	NPC469748
0.6473	Remote Similarity	NPC30456
0.6471	Remote Similarity	NPC79107
0.6471	Remote Similarity	NPC473506
0.6471	Remote Similarity	NPC475424
0.6466	Remote Similarity	NPC477979
0.6461	Remote Similarity	NPC98715
0.6459	Remote Similarity	NPC471634
0.6459	Remote Similarity	NPC473806
0.6457	Remote Similarity	NPC250807
0.6457	Remote Similarity	NPC57797
0.6454	Remote Similarity	NPC62367
0.6449	Remote Similarity	NPC225821
0.6448	Remote Similarity	NPC237702
0.6445	Remote Similarity	NPC122968
0.6445	Remote Similarity	NPC146824
0.6445	Remote Similarity	NPC228377
0.6445	Remote Similarity	NPC328186
0.6445	Remote Similarity	NPC475601
0.6445	Remote Similarity	NPC477787
0.6443	Remote Similarity	NPC477912
0.644	Remote Similarity	NPC42678
0.644	Remote Similarity	NPC203614
0.644	Remote Similarity	NPC477907
0.644	Remote Similarity	NPC477909
0.6437	Remote Similarity	NPC234999
0.6434	Remote Similarity	NPC292416
0.6434	Remote Similarity	NPC475596
0.6434	Remote Similarity	NPC473689
0.6434	Remote Similarity	NPC191489
0.6434	Remote Similarity	NPC475303
0.6431	Remote Similarity	NPC131273
0.6431	Remote Similarity	NPC473441
0.6423	Remote Similarity	NPC327769
0.6409	Remote Similarity	NPC320324
0.6409	Remote Similarity	NPC244839
0.6409	Remote Similarity	NPC319880
0.6408	Remote Similarity	NPC277350
0.6406	Remote Similarity	NPC148860
0.6403	Remote Similarity	NPC61813
0.6398	Remote Similarity	NPC316405
0.6386	Remote Similarity	NPC111732
0.6386	Remote Similarity	NPC472553
0.6386	Remote Similarity	NPC292517
0.6386	Remote Similarity	NPC87856
0.6386	Remote Similarity	NPC475778
0.6379	Remote Similarity	NPC300183
0.6375	Remote Similarity	NPC477910
0.6375	Remote Similarity	NPC132211
0.6371	Remote Similarity	NPC316841
0.6371	Remote Similarity	NPC282033
0.6371	Remote Similarity	NPC290529
0.6367	Remote Similarity	NPC328154
0.6367	Remote Similarity	NPC26881
0.6364	Remote Similarity	NPC472555
0.6364	Remote Similarity	NPC301368
0.6364	Remote Similarity	NPC84815
0.636	Remote Similarity	NPC475406
0.636	Remote Similarity	NPC267965
0.636	Remote Similarity	NPC89508
0.636	Remote Similarity	NPC472291
0.6353	Remote Similarity	NPC477911
0.6349	Remote Similarity	NPC471016
0.6349	Remote Similarity	NPC206343
0.6349	Remote Similarity	NPC471014
0.6349	Remote Similarity	NPC477908
0.6349	Remote Similarity	NPC475408
0.6346	Remote Similarity	NPC89987
0.6341	Remote Similarity	NPC315634
0.6341	Remote Similarity	NPC100734
0.6341	Remote Similarity	NPC88923
0.6337	Remote Similarity	NPC249150
0.6337	Remote Similarity	NPC81654
0.6337	Remote Similarity	NPC214428
0.6337	Remote Similarity	NPC313985
0.6337	Remote Similarity	NPC49196
0.6337	Remote Similarity	NPC195461
0.6337	Remote Similarity	NPC79129
0.6336	Remote Similarity	NPC327904
0.6336	Remote Similarity	NPC38959
0.6335	Remote Similarity	NPC313640
0.6335	Remote Similarity	NPC319128
0.6335	Remote Similarity	NPC228331
0.6335	Remote Similarity	NPC264674
0.6331	Remote Similarity	NPC472550
0.6331	Remote Similarity	NPC304179
0.6331	Remote Similarity	NPC48042
0.6331	Remote Similarity	NPC271862
0.6328	Remote Similarity	NPC471980
0.6324	Remote Similarity	NPC294579
0.6324	Remote Similarity	NPC144779
0.6324	Remote Similarity	NPC309919
0.6322	Remote Similarity	NPC238278
0.6321	Remote Similarity	NPC313966
0.6321	Remote Similarity	NPC314254
0.6318	Remote Similarity	NPC476491
0.6316	Remote Similarity	NPC316224
0.631	Remote Similarity	NPC470306
0.6304	Remote Similarity	NPC245756
0.63	Remote Similarity	NPC472843
0.6296	Remote Similarity	NPC14812
0.6296	Remote Similarity	NPC50997
0.6296	Remote Similarity	NPC160127
0.629	Remote Similarity	NPC63041
0.629	Remote Similarity	NPC470280
0.6289	Remote Similarity	NPC235364
0.6289	Remote Similarity	NPC477788
0.6289	Remote Similarity	NPC127026
0.6289	Remote Similarity	NPC127720
0.6286	Remote Similarity	NPC123019
0.6285	Remote Similarity	NPC249428
0.6285	Remote Similarity	NPC6981
0.6281	Remote Similarity	NPC196449
0.6281	Remote Similarity	NPC314222
0.6275	Remote Similarity	NPC477901
0.627	Remote Similarity	NPC478157
0.6269	Remote Similarity	NPC91125
0.6265	Remote Similarity	NPC147446
0.6265	Remote Similarity	NPC478158
0.626	Remote Similarity	NPC246983
0.626	Remote Similarity	NPC475448
0.6259	Remote Similarity	NPC315467
0.6255	Remote Similarity	NPC50503
0.6255	Remote Similarity	NPC473833
0.625	Remote Similarity	NPC477903

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 NPC476515 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	201
0.1-0.2	515
0.2-0.3	816
0.3-0.4	2759
0.4-0.5	3537
0.5-0.6	1265
0.6-0.7	57
0.7-0.8	0
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
0.6965	Remote Similarity	NPD8468	Phase 2
0.6562	Remote Similarity	NPD8372	Clinical (unspecified phase)
0.6557	Remote Similarity	NPD6376	Discontinued
0.6546	Remote Similarity	NPD8326	Phase 3
0.6546	Remote Similarity	NPD8327	Clinical (unspecified phase)
0.6546	Remote Similarity	NPD8325	Phase 3
0.6434	Remote Similarity	NPD7708	Approved
0.6431	Remote Similarity	NPD8463	Approved
0.6421	Remote Similarity	NPD7772	Phase 3
0.6411	Remote Similarity	NPD7070	Clinical (unspecified phase)
0.6342	Remote Similarity	NPD3263	Phase 3
0.6341	Remote Similarity	NPD7803	Approved
0.6337	Remote Similarity	NPD4601	Approved
0.6337	Remote Similarity	NPD4600	Approved
0.6311	Remote Similarity	NPD7727	Phase 2
0.6296	Remote Similarity	NPD6249	Phase 2
0.6296	Remote Similarity	NPD6248	Phase 2
0.627	Remote Similarity	NPD4667	Clinical (unspecified phase)
0.6269	Remote Similarity	NPD8374	Phase 3
0.625	Remote Similarity	NPD8370	Discontinued
0.6236	Remote Similarity	NPD8329	Phase 3
0.6235	Remote Similarity	NPD8114	Approved
0.6235	Remote Similarity	NPD8115	Approved
0.6204	Remote Similarity	NPD4500	Approved
0.6204	Remote Similarity	NPD4501	Approved
0.6181	Remote Similarity	NPD7218	Clinical (unspecified phase)
0.6175	Remote Similarity	NPD7998	Clinical (unspecified phase)
0.6166	Remote Similarity	NPD3243	Approved
0.616	Remote Similarity	NPD8399	Phase 1
0.616	Remote Similarity	NPD8423	Phase 2
0.6159	Remote Similarity	NPD7955	Approved
0.6159	Remote Similarity	NPD7956	Approved
0.6133	Remote Similarity	NPD7878	Phase 2
0.6133	Remote Similarity	NPD6578	Clinical (unspecified phase)
0.6129	Remote Similarity	NPD5487	Phase 1
0.6119	Remote Similarity	NPD7576	Discontinued
0.6107	Remote Similarity	NPD5450	Discontinued
0.61	Remote Similarity	NPD2564	Approved
0.61	Remote Similarity	NPD2565	Phase 2
0.6096	Remote Similarity	NPD7947	Clinical (unspecified phase)
0.6092	Remote Similarity	NPD8289	Discontinued
0.6086	Remote Similarity	NPD8279	Clinical (unspecified phase)
0.6084	Remote Similarity	NPD7589	Clinical (unspecified phase)
0.6082	Remote Similarity	NPD5003	Discontinued
0.6078	Remote Similarity	NPD3757	Clinical (unspecified phase)
0.6078	Remote Similarity	NPD1638	Discovery
0.6077	Remote Similarity	NPD7547	Clinical (unspecified phase)
0.6064	Remote Similarity	NPD6176	Phase 1
0.6061	Remote Similarity	NPD7688	Phase 1
0.6055	Remote Similarity	NPD3393	Approved
0.6055	Remote Similarity	NPD3394	Approved
0.6055	Remote Similarity	NPD8460	Approved
0.6055	Remote Similarity	NPD3389	Approved
0.6055	Remote Similarity	NPD8459	Approved
0.6048	Remote Similarity	NPD7817	Phase 1
0.6047	Remote Similarity	NPD4900	Clinical (unspecified phase)
0.6047	Remote Similarity	NPD6770	Approved
0.6047	Remote Similarity	NPD6974	Phase 3
0.6038	Remote Similarity	NPD8356	Approved
0.6038	Remote Similarity	NPD4885	Approved
0.6032	Remote Similarity	NPD3800	Clinical (unspecified phase)
0.603	Remote Similarity	NPD7853	Phase 2
0.6029	Remote Similarity	NPD8375	Approved
0.6024	Remote Similarity	NPD7470	Discontinued
0.6024	Remote Similarity	NPD7927	Clinical (unspecified phase)
0.6023	Remote Similarity	NPD7824	Approved
0.6016	Remote Similarity	NPD2715	Clinical (unspecified phase)
0.6016	Remote Similarity	NPD4901	Clinical (unspecified phase)
0.6016	Remote Similarity	NPD4897	Phase 2
0.6014	Remote Similarity	NPD6456	Discontinued
0.6008	Remote Similarity	NPD4086	Phase 1
0.6008	Remote Similarity	NPD5834	Phase 3
0.6008	Remote Similarity	NPD5835	Phase 3
0.6008	Remote Similarity	NPD3785	Clinical (unspecified phase)
0.6007	Remote Similarity	NPD6745	Discontinued
0.6007	Remote Similarity	NPD8409	Suspended
0.6	Remote Similarity	NPD5506	Approved
0.6	Remote Similarity	NPD2920	Discontinued
0.6	Remote Similarity	NPD5507	Approved
0.5992	Remote Similarity	NPD4334	Discontinued
0.5985	Remote Similarity	NPD8371	Clinical (unspecified phase)
0.5976	Remote Similarity	NPD2721	Clinical (unspecified phase)
0.5972	Remote Similarity	NPD8465	Approved
0.5972	Remote Similarity	NPD8467	Approved
0.5972	Remote Similarity	NPD8466	Approved
0.5971	Remote Similarity	NPD8291	Clinical (unspecified phase)
0.597	Remote Similarity	NPD3006	Discontinued
0.5962	Remote Similarity	NPD3280	Approved
0.5959	Remote Similarity	NPD7429	Clinical (unspecified phase)
0.5955	Remote Similarity	NPD7953	Approved
0.5955	Remote Similarity	NPD7791	Approved
0.5955	Remote Similarity	NPD7789	Approved
0.5955	Remote Similarity	NPD7790	Approved
0.5955	Remote Similarity	NPD7951	Approved
0.5955	Remote Similarity	NPD7952	Approved
0.5955	Remote Similarity	NPD7950	Approved
0.5953	Remote Similarity	NPD7707	Approved
0.5951	Remote Similarity	NPD6206	Phase 1
0.5947	Remote Similarity	NPD8430	Approved
0.5947	Remote Similarity	NPD7730	Approved
0.5947	Remote Similarity	NPD7731	Approved
0.5944	Remote Similarity	NPD8486	Clinical (unspecified phase)
0.5943	Remote Similarity	NPD5592	Clinical (unspecified phase)
0.5941	Remote Similarity	NPD3178	Discontinued
0.5938	Remote Similarity	NPD3916	Clinical (unspecified phase)
0.5938	Remote Similarity	NPD6657	Clinical (unspecified phase)
0.5938	Remote Similarity	NPD3917	Approved
0.5938	Remote Similarity	NPD3918	Approved
0.5931	Remote Similarity	NPD7181	Phase 3
0.5927	Remote Similarity	NPD7777	Approved
0.5927	Remote Similarity	NPD6261	Phase 3
0.5927	Remote Similarity	NPD53	Approved
0.5927	Remote Similarity	NPD7658	Phase 2
0.5927	Remote Similarity	NPD7778	Approved
0.5917	Remote Similarity	NPD8427	Approved
0.5917	Remote Similarity	NPD8429	Approved
0.5917	Remote Similarity	NPD8428	Approved
0.5913	Remote Similarity	NPD56	Approved
0.5913	Remote Similarity	NPD8283	Approved
0.5913	Remote Similarity	NPD8282	Approved
0.5911	Remote Similarity	NPD4454	Phase 2
0.5906	Remote Similarity	NPD2509	Approved
0.5906	Remote Similarity	NPD2510	Approved
0.5904	Remote Similarity	NPD7885	Phase 2
0.5904	Remote Similarity	NPD7886	Phase 2
0.5902	Remote Similarity	NPD8361	Approved
0.5902	Remote Similarity	NPD8360	Approved
0.59	Remote Similarity	NPD8479	Phase 2
0.5898	Remote Similarity	NPD3915	Approved
0.5892	Remote Similarity	NPD1096	Discontinued
0.589	Remote Similarity	NPD8426	Approved
0.589	Remote Similarity	NPD8425	Approved
0.5889	Remote Similarity	NPD7957	Phase 1
0.5889	Remote Similarity	NPD7958	Clinical (unspecified phase)
0.5887	Remote Similarity	NPD8059	Phase 3
0.5887	Remote Similarity	NPD8058	Clinical (unspecified phase)
0.5882	Remote Similarity	NPD4506	Discontinued
0.5876	Remote Similarity	NPD7921	Approved
0.5875	Remote Similarity	NPD7605	Discovery
0.5874	Remote Similarity	NPD8363	Approved
0.5874	Remote Similarity	NPD8364	Approved
0.5873	Remote Similarity	NPD2121	Clinical (unspecified phase)
0.5871	Remote Similarity	NPD7271	Approved
0.587	Remote Similarity	NPD4602	Approved
0.5866	Remote Similarity	NPD7583	Approved
0.5865	Remote Similarity	NPD7780	Approved
0.5865	Remote Similarity	NPD7781	Approved
0.5861	Remote Similarity	NPD6716	Phase 1
0.5858	Remote Similarity	NPD7796	Approved
0.5858	Remote Similarity	NPD7797	Approved
0.5858	Remote Similarity	NPD1587	Approved
0.5857	Remote Similarity	NPD7903	Clinical (unspecified phase)
0.5856	Remote Similarity	NPD6160	Clinical (unspecified phase)
0.5856	Remote Similarity	NPD6824	Clinical (unspecified phase)
0.5854	Remote Similarity	NPD4315	Phase 2
0.5848	Remote Similarity	NPD5482	Discontinued
0.5844	Remote Similarity	NPD2213	Approved
0.5844	Remote Similarity	NPD2214	Approved
0.5843	Remote Similarity	NPD4898	Clinical (unspecified phase)
0.5843	Remote Similarity	NPD7585	Approved
0.5842	Remote Similarity	NPD8421	Discontinued
0.584	Remote Similarity	NPD1996	Discontinued
0.5837	Remote Similarity	NPD8435	Approved
0.5833	Remote Similarity	NPD7689	Approved
0.5833	Remote Similarity	NPD8365	Clinical (unspecified phase)
0.5833	Remote Similarity	NPD7187	Phase 2
0.5833	Remote Similarity	NPD6173	Approved
0.583	Remote Similarity	NPD8112	Clinical (unspecified phase)
0.5828	Remote Similarity	NPD7690	Clinical (unspecified phase)
0.5827	Remote Similarity	NPD8469	Approved
0.5827	Remote Similarity	NPD7010	Phase 3
0.5827	Remote Similarity	NPD7268	Clinical (unspecified phase)
0.5827	Remote Similarity	NPD4328	Approved
0.5826	Remote Similarity	NPD7482	Phase 2
0.5826	Remote Similarity	NPD7483	Phase 2
0.5824	Remote Similarity	NPD5632	Approved
0.5824	Remote Similarity	NPD8405	Clinical (unspecified phase)
0.5823	Remote Similarity	NPD8485	Approved
0.5821	Remote Similarity	NPD1867	Approved
0.5821	Remote Similarity	NPD8238	Clinical (unspecified phase)
0.5817	Remote Similarity	NPD8155	Clinical (unspecified phase)
0.5816	Remote Similarity	NPD6642	Approved
0.5816	Remote Similarity	NPD6641	Approved
0.5814	Remote Similarity	NPD5866	Approved
0.5814	Remote Similarity	NPD7573	Discontinued
0.5814	Remote Similarity	NPD8093	Discontinued
0.5812	Remote Similarity	NPD8350	Clinical (unspecified phase)
0.5812	Remote Similarity	NPD8102	Discontinued
0.5811	Remote Similarity	NPD6247	Clinical (unspecified phase)
0.5804	Remote Similarity	NPD7584	Approved
0.5804	Remote Similarity	NPD6838	Clinical (unspecified phase)
0.5803	Remote Similarity	NPD6517	Phase 3
0.5801	Remote Similarity	NPD8255	Phase 2
0.5799	Remote Similarity	NPD6263	Clinical (unspecified phase)
0.5798	Remote Similarity	NPD4736	Clinical (unspecified phase)
0.5795	Remote Similarity	NPD6995	Phase 1
0.5792	Remote Similarity	NPD2823	Clinical (unspecified phase)
0.5789	Remote Similarity	NPD7569	Approved
0.5789	Remote Similarity	NPD7570	Approved
0.5788	Remote Similarity	NPD7872	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