NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	579.31
Volume:	597.787
LogP:	2.205
LogD:	2.529
LogS:	-3.456
# Rotatable Bonds:	11
TPSA:	165.73
# H-Bond Aceptor:	11
# H-Bond Donor:	6
# Rings:	3
# Heavy Atoms:	11

MedChem Properties

QED Drug-Likeness Score:	0.266
Synthetic Accessibility Score:	4.3
Fsp3:	0.452
Lipinski Rule-of-5:	Rejected
Pfizer Rule:	Accepted
GSK Rule:	Rejected
BMS Rule:	0
Golden Triangle Rule:	Rejected
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-6.279
MDCK Permeability:	5.024454367230646e-05
Pgp-inhibitor:	0.004
Pgp-substrate:	0.576
Human Intestinal Absorption (HIA):	0.79
20% Bioavailability (F20%):	0.957
30% Bioavailability (F30%):	0.994

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.037
Plasma Protein Binding (PPB):	91.77117156982422%
Volume Distribution (VD):	0.231
Pgp-substrate:	6.075719356536865%

ADMET: Metabolism

CYP1A2-inhibitor:	0.008
CYP1A2-substrate:	0.01
CYP2C19-inhibitor:	0.147
CYP2C19-substrate:	0.048
CYP2C9-inhibitor:	0.538
CYP2C9-substrate:	0.455
CYP2D6-inhibitor:	0.034
CYP2D6-substrate:	0.147
CYP3A4-inhibitor:	0.346
CYP3A4-substrate:	0.036

ADMET: Excretion

Clearance (CL):	1.698
Half-life (T1/2):	0.834

ADMET: Toxicity

hERG Blockers:	0.009
Human Hepatotoxicity (H-HT):	0.181
Drug-inuced Liver Injury (DILI):	0.717
AMES Toxicity:	0.014
Rat Oral Acute Toxicity:	0.867
Maximum Recommended Daily Dose:	0.663
Skin Sensitization:	0.091
Carcinogencity:	0.141
Eye Corrosion:	0.003
Eye Irritation:	0.006
Respiratory Toxicity:	0.03

Download Data

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

Natural Product: NPC477937

Natural Product ID:	NPC477937
*Common Name:**	Namalide
IUPAC Name:	(2S)-2-[[(3S,6S,9R)-3-benzyl-6-[(2S)-butan-2-yl]-2,5,8-trioxo-1,4,7-triazacyclotridec-9-yl]carbamoylamino]-3-phenylpropanoic acid
Synonyms:	Namalide
Standard InCHIKey:	RQGNHTKSTALCHU-SSKCBDBQSA-N
Standard InCHI:	InChI=1S/C31H41N5O6/c1-3-20(2)26-29(39)33-24(18-21-12-6-4-7-13-21)27(37)32-17-11-10-16-23(28(38)36-26)34-31(42)35-25(30(40)41)19-22-14-8-5-9-15-22/h4-9,12-15,20,23-26H,3,10-11,16-19H2,1-2H3,(H,32,37)(H,33,39)(H,36,38)(H,40,41)(H2,34,35,42)/t20-,23+,24-,25-,26-/m0/s1
SMILES:	CC[C@H](C)[C@H]1C(=O)N[C@H](C(=O)NCCCC[C@H](C(=O)N1)NC(=O)N[C@@H](CC2=CC=CC=C2)C(=O)O)CC3=CC=CC=C3
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	n.a.
PubChem CID:	56950254
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000264] Organic acids and derivatives [CHEMONTID:0000265] Carboxylic acids and derivatives [CHEMONTID:0000013] Amino acids, peptides, and analogues [CHEMONTID:0000348] Peptides [CHEMONTID:0004831] Oligopeptides

*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
NPO33574	Siliquariaspongia mirabilis	Species	n.a.	n.a.	n.a.	n.a.	n.a.	PMID[17963357]
NPO33574	Siliquariaspongia mirabilis	Species	n.a.	n.a.	n.a.	n.a.	n.a.	PMID[18271553]
NPO33574	Siliquariaspongia mirabilis	Species	n.a.	n.a.	n.a.	open reef off Nama Island, southeast of Chuuk lagoon, in the Federated States of Micronesia	1994-AUG	PMID[22168797]

☑ 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	1

Activity Type	# Activity
Individual Protein	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT2979	Individual Protein	Carboxypeptidase A1	Bos taurus	IC50	=	250	nM	PMID[22168797]

☑ 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 NPC477937 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	118
0.1-0.2	875
0.2-0.3	4902
0.3-0.4	19011
0.4-0.5	14743
0.5-0.6	2247
0.6-0.7	605
0.7-0.8	174
0.8-0.85	15
0.85-0.9	5
0.9-0.95	1
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
0.9219	High Similarity	NPC132636
0.8915	High Similarity	NPC314835
0.8814	High Similarity	NPC474584
0.8667	High Similarity	NPC314114
0.8644	High Similarity	NPC319579
0.8333	Intermediate Similarity	NPC71684
0.8305	Intermediate Similarity	NPC327481
0.822	Intermediate Similarity	NPC67043
0.8203	Intermediate Similarity	NPC35996
0.8115	Intermediate Similarity	NPC329011
0.8082	Intermediate Similarity	NPC469243
0.8051	Intermediate Similarity	NPC164859
0.8016	Intermediate Similarity	NPC470545
0.8	Intermediate Similarity	NPC197470
0.7959	Intermediate Similarity	NPC475544
0.7953	Intermediate Similarity	NPC470546
0.7937	Intermediate Similarity	NPC470544
0.7919	Intermediate Similarity	NPC223207
0.7874	Intermediate Similarity	NPC169328
0.7867	Intermediate Similarity	NPC471771
0.7867	Intermediate Similarity	NPC304074
0.7867	Intermediate Similarity	NPC290755
0.7812	Intermediate Similarity	NPC310467
0.7812	Intermediate Similarity	NPC314992
0.7808	Intermediate Similarity	NPC473580
0.7803	Intermediate Similarity	NPC101719
0.7803	Intermediate Similarity	NPC47667
0.7797	Intermediate Similarity	NPC12730
0.7761	Intermediate Similarity	NPC473322
0.7761	Intermediate Similarity	NPC111428
0.7727	Intermediate Similarity	NPC222466
0.7721	Intermediate Similarity	NPC326966
0.7712	Intermediate Similarity	NPC274198
0.7712	Intermediate Similarity	NPC198254
0.7656	Intermediate Similarity	NPC2265
0.7638	Intermediate Similarity	NPC33742
0.7627	Intermediate Similarity	NPC293628
0.7627	Intermediate Similarity	NPC122493
0.7627	Intermediate Similarity	NPC10781
0.7597	Intermediate Similarity	NPC276506
0.7574	Intermediate Similarity	NPC325651
0.7569	Intermediate Similarity	NPC311658
0.7568	Intermediate Similarity	NPC469903
0.7563	Intermediate Similarity	NPC322598
0.7559	Intermediate Similarity	NPC276949
0.7559	Intermediate Similarity	NPC35850
0.7557	Intermediate Similarity	NPC478016
0.7557	Intermediate Similarity	NPC478015
0.7557	Intermediate Similarity	NPC45777
0.7557	Intermediate Similarity	NPC478014
0.7557	Intermediate Similarity	NPC477061
0.7542	Intermediate Similarity	NPC25565
0.7538	Intermediate Similarity	NPC237420
0.7535	Intermediate Similarity	NPC161069
0.7518	Intermediate Similarity	NPC255447
0.7516	Intermediate Similarity	NPC196243
0.7483	Intermediate Similarity	NPC300443
0.7479	Intermediate Similarity	NPC324569
0.7479	Intermediate Similarity	NPC475439
0.7479	Intermediate Similarity	NPC473501
0.7467	Intermediate Similarity	NPC324850
0.7431	Intermediate Similarity	NPC209509
0.7424	Intermediate Similarity	NPC200964
0.7417	Intermediate Similarity	NPC62104
0.7417	Intermediate Similarity	NPC1390
0.7407	Intermediate Similarity	NPC4974
0.7394	Intermediate Similarity	NPC48202
0.7376	Intermediate Similarity	NPC127741
0.7368	Intermediate Similarity	NPC469902
0.7338	Intermediate Similarity	NPC246913
0.7333	Intermediate Similarity	NPC22746
0.7329	Intermediate Similarity	NPC138775
0.7319	Intermediate Similarity	NPC200589
0.7315	Intermediate Similarity	NPC122590
0.731	Intermediate Similarity	NPC315266
0.7293	Intermediate Similarity	NPC190663
0.7267	Intermediate Similarity	NPC153554
0.7259	Intermediate Similarity	NPC6975
0.7252	Intermediate Similarity	NPC239357
0.7246	Intermediate Similarity	NPC311753
0.7226	Intermediate Similarity	NPC210377
0.7226	Intermediate Similarity	NPC22883
0.7226	Intermediate Similarity	NPC5719
0.7226	Intermediate Similarity	NPC217804
0.7222	Intermediate Similarity	NPC263493
0.7222	Intermediate Similarity	NPC269398
0.719	Intermediate Similarity	NPC311242
0.7185	Intermediate Similarity	NPC160493
0.7179	Intermediate Similarity	NPC15068
0.7177	Intermediate Similarity	NPC471317
0.7172	Intermediate Similarity	NPC139326
0.7167	Intermediate Similarity	NPC161972
0.7167	Intermediate Similarity	NPC303045
0.7164	Intermediate Similarity	NPC80150
0.7163	Intermediate Similarity	NPC244866
0.7162	Intermediate Similarity	NPC105717
0.7153	Intermediate Similarity	NPC239762
0.7153	Intermediate Similarity	NPC163392
0.7143	Intermediate Similarity	NPC262077
0.7134	Intermediate Similarity	NPC63040
0.7133	Intermediate Similarity	NPC68865
0.7123	Intermediate Similarity	NPC52748
0.712	Intermediate Similarity	NPC88267
0.712	Intermediate Similarity	NPC113326
0.712	Intermediate Similarity	NPC224610
0.712	Intermediate Similarity	NPC194390
0.7114	Intermediate Similarity	NPC2501
0.7113	Intermediate Similarity	NPC267237
0.7111	Intermediate Similarity	NPC273830
0.7111	Intermediate Similarity	NPC202521
0.7089	Intermediate Similarity	NPC469904
0.7086	Intermediate Similarity	NPC473341
0.7083	Intermediate Similarity	NPC92784
0.7083	Intermediate Similarity	NPC178662
0.7083	Intermediate Similarity	NPC470884
0.7083	Intermediate Similarity	NPC476133
0.7083	Intermediate Similarity	NPC98424
0.7078	Intermediate Similarity	NPC24617
0.7077	Intermediate Similarity	NPC273814
0.7075	Intermediate Similarity	NPC5620
0.7063	Intermediate Similarity	NPC476198
0.7059	Intermediate Similarity	NPC27581
0.7055	Intermediate Similarity	NPC197682
0.7055	Intermediate Similarity	NPC168861
0.705	Intermediate Similarity	NPC71933
0.705	Intermediate Similarity	NPC152850
0.705	Intermediate Similarity	NPC210950
0.705	Intermediate Similarity	NPC239990
0.705	Intermediate Similarity	NPC105114
0.705	Intermediate Similarity	NPC199738
0.705	Intermediate Similarity	NPC89923
0.705	Intermediate Similarity	NPC319766
0.7039	Intermediate Similarity	NPC473002
0.7037	Intermediate Similarity	NPC476990
0.7034	Intermediate Similarity	NPC476259
0.7032	Intermediate Similarity	NPC471527
0.7032	Intermediate Similarity	NPC473003
0.7032	Intermediate Similarity	NPC114806
0.7021	Intermediate Similarity	NPC130309
0.7014	Intermediate Similarity	NPC471265
0.7014	Intermediate Similarity	NPC471264
0.7007	Intermediate Similarity	NPC476978
0.7006	Intermediate Similarity	NPC63931
0.7006	Intermediate Similarity	NPC189116
0.6992	Remote Similarity	NPC285926
0.6992	Remote Similarity	NPC315276
0.6992	Remote Similarity	NPC14672
0.6986	Remote Similarity	NPC168113
0.6981	Remote Similarity	NPC280022
0.6978	Remote Similarity	NPC136453
0.6974	Remote Similarity	NPC286551
0.6967	Remote Similarity	NPC471319
0.6967	Remote Similarity	NPC471320
0.6966	Remote Similarity	NPC287358
0.6957	Remote Similarity	NPC475532
0.6949	Remote Similarity	NPC325441
0.694	Remote Similarity	NPC254088
0.6939	Remote Similarity	NPC77905
0.6939	Remote Similarity	NPC176226
0.6934	Remote Similarity	NPC252878
0.6933	Remote Similarity	NPC471820
0.6933	Remote Similarity	NPC471821
0.6918	Remote Similarity	NPC214988
0.6918	Remote Similarity	NPC307357
0.6918	Remote Similarity	NPC46098
0.6918	Remote Similarity	NPC268841
0.6917	Remote Similarity	NPC226438
0.6914	Remote Similarity	NPC165285
0.6901	Remote Similarity	NPC157311
0.6897	Remote Similarity	NPC43755
0.6887	Remote Similarity	NPC129666
0.6885	Remote Similarity	NPC108339
0.6884	Remote Similarity	NPC46427
0.6879	Remote Similarity	NPC296712
0.6875	Remote Similarity	NPC141050
0.6875	Remote Similarity	NPC473498
0.6875	Remote Similarity	NPC191215
0.6875	Remote Similarity	NPC274089
0.6875	Remote Similarity	NPC248283
0.6871	Remote Similarity	NPC469426
0.6871	Remote Similarity	NPC469427
0.6867	Remote Similarity	NPC225648
0.6867	Remote Similarity	NPC329761
0.6867	Remote Similarity	NPC135121
0.6867	Remote Similarity	NPC16188
0.6853	Remote Similarity	NPC325479
0.6853	Remote Similarity	NPC8761
0.6853	Remote Similarity	NPC44805
0.6846	Remote Similarity	NPC316008
0.6846	Remote Similarity	NPC477217
0.6846	Remote Similarity	NPC313867
0.6846	Remote Similarity	NPC201244
0.6842	Remote Similarity	NPC7817
0.6842	Remote Similarity	NPC475168
0.6838	Remote Similarity	NPC319950
0.6838	Remote Similarity	NPC283760
0.6833	Remote Similarity	NPC258627
0.6833	Remote Similarity	NPC172128
0.6831	Remote Similarity	NPC300315
0.6831	Remote Similarity	NPC478147

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 NPC477937 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	91
0.1-0.2	300
0.2-0.3	727
0.3-0.4	1895
0.4-0.5	3825
0.5-0.6	1766
0.6-0.7	457
0.7-0.8	85
0.8-0.85	3
0.85-0.9	1
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.8926	High Similarity	NPD4504	Clinical (unspecified phase)
0.8138	Intermediate Similarity	NPD7495	Discontinued
0.8106	Intermediate Similarity	NPD6359	Clinical (unspecified phase)
0.8088	Intermediate Similarity	NPD6901	Phase 3
0.8088	Intermediate Similarity	NPD6852	Discontinued
0.8033	Intermediate Similarity	NPD3644	Approved
0.8033	Intermediate Similarity	NPD3642	Approved
0.8033	Intermediate Similarity	NPD3643	Approved
0.803	Intermediate Similarity	NPD7828	Discontinued
0.8015	Intermediate Similarity	NPD3606	Clinical (unspecified phase)
0.8	Intermediate Similarity	NPD1348	Approved
0.7955	Intermediate Similarity	NPD5339	Clinical (unspecified phase)
0.7939	Intermediate Similarity	NPD5367	Discontinued
0.7914	Intermediate Similarity	NPD8076	Discontinued
0.7879	Intermediate Similarity	NPD6302	Clinical (unspecified phase)
0.7863	Intermediate Similarity	NPD4677	Discontinued
0.7829	Intermediate Similarity	NPD7342	Discontinued
0.7812	Intermediate Similarity	NPD2218	Phase 2
0.7812	Intermediate Similarity	NPD2217	Approved
0.777	Intermediate Similarity	NPD5301	Clinical (unspecified phase)
0.7769	Intermediate Similarity	NPD2956	Clinical (unspecified phase)
0.7737	Intermediate Similarity	NPD4791	Clinical (unspecified phase)
0.7737	Intermediate Similarity	NPD5323	Approved
0.7627	Intermediate Similarity	NPD9566	Approved
0.7626	Intermediate Similarity	NPD4782	Clinical (unspecified phase)
0.7591	Intermediate Similarity	NPD5581	Approved
0.7591	Intermediate Similarity	NPD5299	Approved
0.7586	Intermediate Similarity	NPD6088	Approved
0.7574	Intermediate Similarity	NPD5263	Approved
0.7569	Intermediate Similarity	NPD2887	Clinical (unspecified phase)
0.7554	Intermediate Similarity	NPD3908	Approved
0.7551	Intermediate Similarity	NPD7523	Phase 3
0.7533	Intermediate Similarity	NPD8019	Approved
0.7519	Intermediate Similarity	NPD3071	Approved
0.7519	Intermediate Similarity	NPD3072	Approved
0.7519	Intermediate Similarity	NPD5162	Approved
0.7519	Intermediate Similarity	NPD3073	Approved
0.7518	Intermediate Similarity	NPD6919	Clinical (unspecified phase)
0.7517	Intermediate Similarity	NPD8290	Clinical (unspecified phase)
0.75	Intermediate Similarity	NPD747	Discontinued
0.7483	Intermediate Similarity	NPD5341	Clinical (unspecified phase)
0.7482	Intermediate Similarity	NPD6623	Phase 3
0.7481	Intermediate Similarity	NPD5981	Approved
0.748	Intermediate Similarity	NPD1040	Phase 2
0.7464	Intermediate Similarity	NPD3632	Clinical (unspecified phase)
0.7447	Intermediate Similarity	NPD4214	Discontinued
0.7444	Intermediate Similarity	NPD4706	Clinical (unspecified phase)
0.7444	Intermediate Similarity	NPD4761	Approved
0.7444	Intermediate Similarity	NPD4762	Approved
0.7442	Intermediate Similarity	NPD7508	Discontinued
0.7429	Intermediate Similarity	NPD8643	Discontinued
0.7394	Intermediate Similarity	NPD7728	Clinical (unspecified phase)
0.7394	Intermediate Similarity	NPD6864	Phase 2
0.7394	Intermediate Similarity	NPD6865	Phase 2
0.7388	Intermediate Similarity	NPD5108	Clinical (unspecified phase)
0.7376	Intermediate Similarity	NPD6073	Approved
0.7372	Intermediate Similarity	NPD3040	Approved
0.7324	Intermediate Similarity	NPD6295	Approved
0.7324	Intermediate Similarity	NPD6294	Approved
0.7319	Intermediate Similarity	NPD4676	Approved
0.7319	Intermediate Similarity	NPD4125	Approved
0.7305	Intermediate Similarity	NPD4757	Clinical (unspecified phase)
0.7299	Intermediate Similarity	NPD3608	Clinical (unspecified phase)
0.7299	Intermediate Similarity	NPD4151	Approved
0.7292	Intermediate Similarity	NPD7720	Phase 2
0.7288	Intermediate Similarity	NPD1812	Approved
0.7288	Intermediate Similarity	NPD1814	Approved
0.7273	Intermediate Similarity	NPD4158	Clinical (unspecified phase)
0.7273	Intermediate Similarity	NPD6093	Discontinued
0.7259	Intermediate Similarity	NPD2584	Suspended
0.7246	Intermediate Similarity	NPD4175	Approved
0.7246	Intermediate Similarity	NPD4177	Approved
0.7194	Intermediate Similarity	NPD7979	Clinical (unspecified phase)
0.7188	Intermediate Similarity	NPD8022	Clinical (unspecified phase)
0.7154	Intermediate Similarity	NPD1374	Approved
0.7154	Intermediate Similarity	NPD1371	Approved
0.7154	Intermediate Similarity	NPD1370	Approved
0.7154	Intermediate Similarity	NPD1373	Approved
0.7153	Intermediate Similarity	NPD6866	Clinical (unspecified phase)
0.7153	Intermediate Similarity	NPD6867	Clinical (unspecified phase)
0.7152	Intermediate Similarity	NPD6670	Clinical (unspecified phase)
0.7143	Intermediate Similarity	NPD3136	Phase 2
0.7133	Intermediate Similarity	NPD5725	Approved
0.7133	Intermediate Similarity	NPD6078	Clinical (unspecified phase)
0.7131	Intermediate Similarity	NPD253	Approved
0.7123	Intermediate Similarity	NPD6681	Discovery
0.7114	Intermediate Similarity	NPD6631	Clinical (unspecified phase)
0.7113	Intermediate Similarity	NPD4153	Approved
0.7113	Intermediate Similarity	NPD8416	Discontinued
0.7113	Intermediate Similarity	NPD5296	Approved
0.7111	Intermediate Similarity	NPD3881	Discontinued
0.7103	Intermediate Similarity	NPD7450	Phase 2
0.7101	Intermediate Similarity	NPD2585	Clinical (unspecified phase)
0.7095	Intermediate Similarity	NPD7602	Clinical (unspecified phase)
0.7083	Intermediate Similarity	NPD8154	Clinical (unspecified phase)
0.7078	Intermediate Similarity	NPD4517	Clinical (unspecified phase)
0.7067	Intermediate Similarity	NPD5348	Clinical (unspecified phase)
0.7059	Intermediate Similarity	NPD7463	Clinical (unspecified phase)
0.7051	Intermediate Similarity	NPD4564	Clinical (unspecified phase)
0.7051	Intermediate Similarity	NPD4565	Clinical (unspecified phase)
0.7016	Intermediate Similarity	NPD4760	Clinical (unspecified phase)
0.7013	Intermediate Similarity	NPD7749	Clinical (unspecified phase)
0.7013	Intermediate Similarity	NPD7105	Phase 1
0.7007	Intermediate Similarity	NPD6624	Discontinued
0.7007	Intermediate Similarity	NPD3880	Clinical (unspecified phase)
0.7	Intermediate Similarity	NPD5614	Approved
0.7	Intermediate Similarity	NPD5613	Approved
0.6993	Remote Similarity	NPD8265	Approved
0.698	Remote Similarity	NPD8323	Discontinued
0.698	Remote Similarity	NPD6552	Clinical (unspecified phase)
0.6962	Remote Similarity	NPD8303	Discontinued
0.6959	Remote Similarity	NPD5024	Approved
0.6953	Remote Similarity	NPD6038	Clinical (unspecified phase)
0.6929	Remote Similarity	NPD5717	Approved
0.6923	Remote Similarity	NPD3561	Clinical (unspecified phase)
0.6923	Remote Similarity	NPD7634	Clinical (unspecified phase)
0.6913	Remote Similarity	NPD1968	Approved
0.6913	Remote Similarity	NPD1967	Approved
0.6901	Remote Similarity	NPD4738	Phase 2
0.6897	Remote Similarity	NPD3528	Clinical (unspecified phase)
0.6897	Remote Similarity	NPD8172	Phase 2
0.6897	Remote Similarity	NPD8173	Phase 2
0.6892	Remote Similarity	NPD6119	Clinical (unspecified phase)
0.6889	Remote Similarity	NPD4479	Discontinued
0.6887	Remote Similarity	NPD3987	Approved
0.6887	Remote Similarity	NPD3988	Approved
0.6879	Remote Similarity	NPD5759	Approved
0.6863	Remote Similarity	NPD5982	Phase 2
0.686	Remote Similarity	NPD6690	Approved
0.6849	Remote Similarity	NPD4126	Approved
0.6846	Remote Similarity	NPD6860	Clinical (unspecified phase)
0.6828	Remote Similarity	NPD7113	Clinical (unspecified phase)
0.6824	Remote Similarity	NPD2087	Approved
0.6824	Remote Similarity	NPD2088	Approved
0.6806	Remote Similarity	NPD5747	Discontinued
0.68	Remote Similarity	NPD5298	Clinical (unspecified phase)
0.68	Remote Similarity	NPD7066	Clinical (unspecified phase)
0.6797	Remote Similarity	NPD7613	Discontinued
0.6797	Remote Similarity	NPD999	Phase 2
0.6795	Remote Similarity	NPD7091	Discontinued
0.6783	Remote Similarity	NPD4497	Clinical (unspecified phase)
0.6776	Remote Similarity	NPD6682	Clinical (unspecified phase)
0.6772	Remote Similarity	NPD6646	Discontinued
0.6757	Remote Similarity	NPD4172	Approved
0.6757	Remote Similarity	NPD4173	Approved
0.6736	Remote Similarity	NPD1330	Phase 2
0.6736	Remote Similarity	NPD1329	Clinical (unspecified phase)
0.6732	Remote Similarity	NPD5942	Approved
0.6732	Remote Similarity	NPD5941	Approved
0.6732	Remote Similarity	NPD4432	Discontinued
0.6728	Remote Similarity	NPD2350	Clinical (unspecified phase)
0.6711	Remote Similarity	NPD7554	Discontinued
0.6711	Remote Similarity	NPD7978	Discontinued
0.6711	Remote Similarity	NPD6809	Clinical (unspecified phase)
0.6711	Remote Similarity	NPD3519	Discontinued
0.6694	Remote Similarity	NPD2507	Clinical (unspecified phase)
0.6693	Remote Similarity	NPD4119	Approved
0.6693	Remote Similarity	NPD5716	Approved
0.6692	Remote Similarity	NPD480	Approved
0.6691	Remote Similarity	NPD7522	Discontinued
0.6691	Remote Similarity	NPD6360	Discontinued
0.6691	Remote Similarity	NPD5618	Discontinued
0.669	Remote Similarity	NPD5729	Clinical (unspecified phase)
0.669	Remote Similarity	NPD3604	Clinical (unspecified phase)
0.669	Remote Similarity	NPD7451	Discontinued
0.6667	Remote Similarity	NPD4794	Discontinued
0.6667	Remote Similarity	NPD5578	Approved
0.6667	Remote Similarity	NPD2199	Approved
0.6667	Remote Similarity	NPD6839	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD5577	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD4032	Approved
0.6667	Remote Similarity	NPD7892	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD2198	Approved
0.6667	Remote Similarity	NPD4031	Approved
0.6646	Remote Similarity	NPD7591	Clinical (unspecified phase)
0.6644	Remote Similarity	NPD3373	Approved
0.6644	Remote Similarity	NPD6897	Clinical (unspecified phase)
0.6642	Remote Similarity	NPD3598	Phase 3
0.6624	Remote Similarity	NPD7267	Clinical (unspecified phase)
0.6623	Remote Similarity	NPD5264	Approved
0.6623	Remote Similarity	NPD5265	Approved
0.6622	Remote Similarity	NPD4077	Clinical (unspecified phase)
0.6621	Remote Similarity	NPD6076	Approved
0.6621	Remote Similarity	NPD6075	Approved
0.662	Remote Similarity	NPD3029	Clinical (unspecified phase)
0.662	Remote Similarity	NPD6563	Approved
0.662	Remote Similarity	NPD6564	Approved
0.662	Remote Similarity	NPD6565	Approved
0.6618	Remote Similarity	NPD4574	Approved
0.6618	Remote Similarity	NPD9568	Approved
0.6618	Remote Similarity	NPD732	Approved
0.6618	Remote Similarity	NPD733	Approved
0.6618	Remote Similarity	NPD4576	Approved
0.6606	Remote Similarity	NPD6613	Clinical (unspecified phase)
0.6604	Remote Similarity	NPD7599	Phase 2
0.6603	Remote Similarity	NPD7836	Clinical (unspecified phase)
0.66	Remote Similarity	NPD2022	Approved
0.6594	Remote Similarity	NPD4209	Clinical (unspecified phase)
0.6594	Remote Similarity	NPD1922	Discontinued
0.6575	Remote Similarity	NPD8118	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