NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	337.01
Volume:	276.481
LogP:	-0.269
LogD:	-0.79
LogS:	-0.39
# Rotatable Bonds:	6
TPSA:	88.9
# H-Bond Aceptor:	6
# H-Bond Donor:	2
# Rings:	2
# Heavy Atoms:	7

MedChem Properties

QED Drug-Likeness Score:	0.744
Synthetic Accessibility Score:	3.213
Fsp3:	0.154
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Accepted
GSK Rule:	Accepted
BMS Rule:	0
Golden Triangle Rule:	Accepted
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-5.315
MDCK Permeability:	2.6340485419495963e-05
Pgp-inhibitor:	0.0
Pgp-substrate:	0.973
Human Intestinal Absorption (HIA):	0.911
20% Bioavailability (F20%):	0.034
30% Bioavailability (F30%):	0.129

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.386
Plasma Protein Binding (PPB):	15.384544372558594%
Volume Distribution (VD):	0.61
Pgp-substrate:	86.82465362548828%

ADMET: Metabolism

CYP1A2-inhibitor:	0.066
CYP1A2-substrate:	0.11
CYP2C19-inhibitor:	0.09
CYP2C19-substrate:	0.054
CYP2C9-inhibitor:	0.008
CYP2C9-substrate:	0.066
CYP2D6-inhibitor:	0.121
CYP2D6-substrate:	0.108
CYP3A4-inhibitor:	0.004
CYP3A4-substrate:	0.066

ADMET: Excretion

Clearance (CL):	3.897
Half-life (T1/2):	0.953

ADMET: Toxicity

hERG Blockers:	0.062
Human Hepatotoxicity (H-HT):	0.068
Drug-inuced Liver Injury (DILI):	0.059
AMES Toxicity:	0.013
Rat Oral Acute Toxicity:	0.582
Maximum Recommended Daily Dose:	0.328
Skin Sensitization:	0.298
Carcinogencity:	0.087
Eye Corrosion:	0.003
Eye Irritation:	0.104
Respiratory Toxicity:	0.067

Download Data

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

Natural Product: NPC476419

Natural Product ID:	NPC476419
*Common Name:**	Agelongine
IUPAC Name:	1-[2-[(4-bromo-1H-pyrrole-2-carbonyl)amino]ethyl]pyridin-1-ium-3-carboxylate
Synonyms:	Agelongine
Standard InCHIKey:	GMLGYHVZJCTFGA-UHFFFAOYSA-N
Standard InCHI:	InChI=1S/C13H12BrN3O3/c14-10-6-11(16-7-10)12(18)15-3-5-17-4-1-2-9(8-17)13(19)20/h1-2,4,6-8H,3,5H2,(H2-,15,16,18,19,20)
SMILES:	C1=CC(=C[N+](=C1)CCNC(=O)C2=CC(=CN2)Br)C(=O)[O-]
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL598734
PubChem CID:	46231920
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000279] Alkaloids and derivatives

*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
NPO33334	agelas sponges	Species	Agelasidae	Eukaryota	n.a.	Indonesian	n.a.	PMID[20061160]

☑ 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
MIC	1
Others	5

Activity Type	# Activity
Cell Line	1
Organism	1
Others	4

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT1864	Cell Line	L5178Y	Mus musculus	GI	=	99.1	%	PMID[517734]
NPT27	Others	Unspecified		Dry weight	=	2.5	%	PMID[517733]
NPT27	Others	Unspecified		Dry weight	=	2.3	%	PMID[517733]
NPT27	Others	Unspecified		Dry weight	=	2.2	%	PMID[517733]
NPT17	Organism	Staphylococcus epidermidis	Staphylococcus epidermidis	MIC	>	59000.0	nM	PMID[517734]

☑ 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 NPC476419 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	420
0.1-0.2	6979
0.2-0.3	12969
0.3-0.4	15367
0.4-0.5	3262
0.5-0.6	2637
0.6-0.7	1009
0.7-0.8	48
0.8-0.85	5
0.85-0.9	0
0.9-0.95	0
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
0.8519	High Similarity	NPC263455
0.8481	Intermediate Similarity	NPC159630
0.8481	Intermediate Similarity	NPC230085
0.8457	Intermediate Similarity	NPC312860
0.8428	Intermediate Similarity	NPC167400
0.8121	Intermediate Similarity	NPC107287
0.8098	Intermediate Similarity	NPC112741
0.8036	Intermediate Similarity	NPC113812
0.7809	Intermediate Similarity	NPC317010
0.7771	Intermediate Similarity	NPC273532
0.7702	Intermediate Similarity	NPC29702
0.7654	Intermediate Similarity	NPC114310
0.7571	Intermediate Similarity	NPC249614
0.75	Intermediate Similarity	NPC74357
0.7459	Intermediate Similarity	NPC278434
0.7457	Intermediate Similarity	NPC213914
0.7456	Intermediate Similarity	NPC105811
0.7442	Intermediate Similarity	NPC209362
0.7442	Intermediate Similarity	NPC33229
0.744	Intermediate Similarity	NPC467188
0.7421	Intermediate Similarity	NPC306397
0.7407	Intermediate Similarity	NPC202812
0.7401	Intermediate Similarity	NPC41717
0.7382	Intermediate Similarity	NPC474916
0.7312	Intermediate Similarity	NPC212125
0.7294	Intermediate Similarity	NPC302159
0.7287	Intermediate Similarity	NPC83111
0.7268	Intermediate Similarity	NPC164340
0.7267	Intermediate Similarity	NPC471589
0.7254	Intermediate Similarity	NPC103361
0.7249	Intermediate Similarity	NPC138370
0.7204	Intermediate Similarity	NPC207851
0.7195	Intermediate Similarity	NPC322488
0.7188	Intermediate Similarity	NPC77061
0.7184	Intermediate Similarity	NPC251391
0.7175	Intermediate Similarity	NPC473706
0.7166	Intermediate Similarity	NPC311282
0.7151	Intermediate Similarity	NPC474383
0.7143	Intermediate Similarity	NPC229055
0.7143	Intermediate Similarity	NPC57398
0.7135	Intermediate Similarity	NPC135950
0.7126	Intermediate Similarity	NPC70406
0.7121	Intermediate Similarity	NPC82053
0.7099	Intermediate Similarity	NPC165370
0.7088	Intermediate Similarity	NPC302647
0.7066	Intermediate Similarity	NPC328029
0.7065	Intermediate Similarity	NPC309845
0.7053	Intermediate Similarity	NPC44354
0.7029	Intermediate Similarity	NPC472260
0.7011	Intermediate Similarity	NPC123906
0.699	Remote Similarity	NPC123395
0.6988	Remote Similarity	NPC194541
0.6986	Remote Similarity	NPC229893
0.6984	Remote Similarity	NPC295158
0.6984	Remote Similarity	NPC282103
0.6977	Remote Similarity	NPC471323
0.6974	Remote Similarity	NPC329024
0.6971	Remote Similarity	NPC313889
0.6966	Remote Similarity	NPC138018
0.6965	Remote Similarity	NPC266249
0.6961	Remote Similarity	NPC233380
0.6939	Remote Similarity	NPC59033
0.6939	Remote Similarity	NPC320748
0.6939	Remote Similarity	NPC324245
0.6939	Remote Similarity	NPC317672
0.6935	Remote Similarity	NPC111275
0.6927	Remote Similarity	NPC469489
0.6927	Remote Similarity	NPC154339
0.6923	Remote Similarity	NPC109922
0.6919	Remote Similarity	NPC471944
0.6919	Remote Similarity	NPC469529
0.69	Remote Similarity	NPC472259
0.69	Remote Similarity	NPC289086
0.6897	Remote Similarity	NPC123839
0.6888	Remote Similarity	NPC473814
0.6888	Remote Similarity	NPC90229
0.6888	Remote Similarity	NPC78767
0.6885	Remote Similarity	NPC78020
0.6872	Remote Similarity	NPC93390
0.6872	Remote Similarity	NPC27296
0.6869	Remote Similarity	NPC79223
0.6854	Remote Similarity	NPC75135
0.6845	Remote Similarity	NPC219848
0.6836	Remote Similarity	NPC109158
0.6834	Remote Similarity	NPC328559
0.6834	Remote Similarity	NPC32451
0.6832	Remote Similarity	NPC183777
0.6829	Remote Similarity	NPC118940
0.6828	Remote Similarity	NPC203468
0.6828	Remote Similarity	NPC110500
0.6828	Remote Similarity	NPC149155
0.6824	Remote Similarity	NPC472288
0.6821	Remote Similarity	NPC267343
0.6818	Remote Similarity	NPC284338
0.6816	Remote Similarity	NPC25442
0.6816	Remote Similarity	NPC12944
0.6809	Remote Similarity	NPC256268
0.6804	Remote Similarity	NPC114974
0.6798	Remote Similarity	NPC63041
0.6794	Remote Similarity	NPC74360
0.6791	Remote Similarity	NPC267885
0.6786	Remote Similarity	NPC330326
0.6782	Remote Similarity	NPC309498
0.6778	Remote Similarity	NPC212742
0.6772	Remote Similarity	NPC61011
0.6771	Remote Similarity	NPC62749
0.6765	Remote Similarity	NPC472070
0.6765	Remote Similarity	NPC304179
0.6765	Remote Similarity	NPC48042
0.6765	Remote Similarity	NPC472550
0.6749	Remote Similarity	NPC156044
0.6735	Remote Similarity	NPC473821
0.6726	Remote Similarity	NPC324611
0.672	Remote Similarity	NPC55772
0.672	Remote Similarity	NPC126709
0.672	Remote Similarity	NPC248041
0.672	Remote Similarity	NPC283219
0.672	Remote Similarity	NPC54214
0.6717	Remote Similarity	NPC74153
0.6717	Remote Similarity	NPC106824
0.6716	Remote Similarity	NPC171787
0.6716	Remote Similarity	NPC472069
0.6716	Remote Similarity	NPC472063
0.6716	Remote Similarity	NPC472062
0.6714	Remote Similarity	NPC168209
0.6703	Remote Similarity	NPC131718
0.6703	Remote Similarity	NPC319456
0.6702	Remote Similarity	NPC243058
0.6701	Remote Similarity	NPC146724
0.67	Remote Similarity	NPC315491
0.67	Remote Similarity	NPC213308
0.67	Remote Similarity	NPC45459
0.6699	Remote Similarity	NPC27041
0.6699	Remote Similarity	NPC82370
0.6685	Remote Similarity	NPC42372
0.6684	Remote Similarity	NPC73994
0.6684	Remote Similarity	NPC46022
0.6683	Remote Similarity	NPC67288
0.6683	Remote Similarity	NPC472752
0.6683	Remote Similarity	NPC131887
0.6667	Remote Similarity	NPC472553
0.6667	Remote Similarity	NPC474236
0.6667	Remote Similarity	NPC145885
0.6667	Remote Similarity	NPC179701
0.6667	Remote Similarity	NPC285923
0.6667	Remote Similarity	NPC219087
0.6667	Remote Similarity	NPC84827
0.6667	Remote Similarity	NPC46895
0.6667	Remote Similarity	NPC203635
0.6667	Remote Similarity	NPC14113
0.6667	Remote Similarity	NPC83774
0.6651	Remote Similarity	NPC477910
0.665	Remote Similarity	NPC88315
0.6649	Remote Similarity	NPC71037
0.6649	Remote Similarity	NPC191415
0.6648	Remote Similarity	NPC474492
0.6634	Remote Similarity	NPC476524
0.6633	Remote Similarity	NPC141454
0.6633	Remote Similarity	NPC262898
0.6633	Remote Similarity	NPC156704
0.6631	Remote Similarity	NPC253810
0.663	Remote Similarity	NPC265100
0.663	Remote Similarity	NPC162268
0.663	Remote Similarity	NPC274981
0.662	Remote Similarity	NPC175150
0.662	Remote Similarity	NPC243633
0.6619	Remote Similarity	NPC477908
0.6619	Remote Similarity	NPC472285
0.6619	Remote Similarity	NPC206343
0.6618	Remote Similarity	NPC472065
0.6618	Remote Similarity	NPC472064
0.6615	Remote Similarity	NPC102755
0.6612	Remote Similarity	NPC470680
0.6612	Remote Similarity	NPC100104
0.6608	Remote Similarity	NPC291517
0.6608	Remote Similarity	NPC23215
0.6606	Remote Similarity	NPC279189
0.6606	Remote Similarity	NPC200553
0.6606	Remote Similarity	NPC27740
0.6604	Remote Similarity	NPC276657
0.6603	Remote Similarity	NPC228331
0.6603	Remote Similarity	NPC319128
0.66	Remote Similarity	NPC248782
0.6598	Remote Similarity	NPC315555
0.6598	Remote Similarity	NPC112489
0.6598	Remote Similarity	NPC90415
0.6595	Remote Similarity	NPC471178
0.6592	Remote Similarity	NPC473878
0.6592	Remote Similarity	NPC52110
0.6591	Remote Similarity	NPC477549
0.6588	Remote Similarity	NPC469717
0.6587	Remote Similarity	NPC476467
0.6587	Remote Similarity	NPC111732
0.6584	Remote Similarity	NPC98864
0.6583	Remote Similarity	NPC245916
0.658	Remote Similarity	NPC477003
0.658	Remote Similarity	NPC110158
0.6579	Remote Similarity	NPC284775
0.6575	Remote Similarity	NPC298288
0.6573	Remote Similarity	NPC100726

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 NPC476419 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	197
0.1-0.2	660
0.2-0.3	953
0.3-0.4	1907
0.4-0.5	2812
0.5-0.6	2079
0.6-0.7	506
0.7-0.8	34
0.8-0.85	2
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.8428	Intermediate Similarity	NPD9075	Approved
0.8428	Intermediate Similarity	NPD9074	Approved
0.8408	Intermediate Similarity	NPD107	Approved
0.8098	Intermediate Similarity	NPD9271	Approved
0.7976	Intermediate Similarity	NPD820	Phase 3
0.7844	Intermediate Similarity	NPD510	Phase 1
0.7826	Intermediate Similarity	NPD203	Clinical (unspecified phase)
0.7765	Intermediate Similarity	NPD1783	Clinical (unspecified phase)
0.773	Intermediate Similarity	NPD1173	Approved
0.7582	Intermediate Similarity	NPD1096	Discontinued
0.7423	Intermediate Similarity	NPD272	Approved
0.7421	Intermediate Similarity	NPD9080	Approved
0.7394	Intermediate Similarity	NPD4376	Phase 3
0.7374	Intermediate Similarity	NPD485	Clinical (unspecified phase)
0.7363	Intermediate Similarity	NPD8304	Clinical (unspecified phase)
0.7337	Intermediate Similarity	NPD175	Clinical (unspecified phase)
0.7333	Intermediate Similarity	NPD944	Approved
0.7312	Intermediate Similarity	NPD9284	Approved
0.7283	Intermediate Similarity	NPD3178	Discontinued
0.7225	Intermediate Similarity	NPD5975	Clinical (unspecified phase)
0.7202	Intermediate Similarity	NPD1649	Discontinued
0.7194	Intermediate Similarity	NPD2121	Clinical (unspecified phase)
0.7172	Intermediate Similarity	NPD3371	Approved
0.7157	Intermediate Similarity	NPD3947	Discontinued
0.7126	Intermediate Similarity	NPD9506	Approved
0.7104	Intermediate Similarity	NPD5322	Clinical (unspecified phase)
0.7071	Intermediate Similarity	NPD5901	Discontinued
0.705	Intermediate Similarity	NPD2510	Approved
0.705	Intermediate Similarity	NPD2509	Approved
0.7031	Intermediate Similarity	NPD6665	Discontinued
0.7011	Intermediate Similarity	NPD4883	Approved
0.701	Intermediate Similarity	NPD2290	Phase 3
0.701	Intermediate Similarity	NPD2289	Phase 3
0.7006	Intermediate Similarity	NPD276	Clinical (unspecified phase)
0.7	Intermediate Similarity	NPD9599	Approved
0.7	Intermediate Similarity	NPD4948	Discontinued
0.6979	Remote Similarity	NPD2336	Approved
0.6977	Remote Similarity	NPD1352	Discontinued
0.6957	Remote Similarity	NPD750	Phase 2
0.6952	Remote Similarity	NPD1618	Phase 2
0.6949	Remote Similarity	NPD2061	Approved
0.6943	Remote Similarity	NPD981	Phase 2
0.6941	Remote Similarity	NPD569	Clinical (unspecified phase)
0.6932	Remote Similarity	NPD5965	Clinical (unspecified phase)
0.69	Remote Similarity	NPD7396	Approved
0.6882	Remote Similarity	NPD2896	Discontinued
0.6879	Remote Similarity	NPD3813	Approved
0.6869	Remote Similarity	NPD4491	Clinical (unspecified phase)
0.6863	Remote Similarity	NPD5475	Discontinued
0.6862	Remote Similarity	NPD2481	Approved
0.6862	Remote Similarity	NPD2479	Phase 3
0.6857	Remote Similarity	NPD1270	Approved
0.6853	Remote Similarity	NPD4987	Clinical (unspecified phase)
0.6842	Remote Similarity	NPD1996	Discontinued
0.6842	Remote Similarity	NPD3569	Discontinued
0.6837	Remote Similarity	NPD2307	Discontinued
0.6828	Remote Similarity	NPD482	Approved
0.6827	Remote Similarity	NPD1623	Approved
0.6813	Remote Similarity	NPD5088	Discontinued
0.6813	Remote Similarity	NPD1631	Approved
0.6812	Remote Similarity	NPD3389	Approved
0.6812	Remote Similarity	NPD3394	Approved
0.6812	Remote Similarity	NPD3393	Approved
0.6806	Remote Similarity	NPD2814	Clinical (unspecified phase)
0.6804	Remote Similarity	NPD5592	Clinical (unspecified phase)
0.6796	Remote Similarity	NPD3794	Approved
0.6796	Remote Similarity	NPD3795	Approved
0.6791	Remote Similarity	NPD749	Clinical (unspecified phase)
0.6786	Remote Similarity	NPD9100	Approved
0.6782	Remote Similarity	NPD751	Clinical (unspecified phase)
0.6782	Remote Similarity	NPD4559	Clinical (unspecified phase)
0.6772	Remote Similarity	NPD269	Clinical (unspecified phase)
0.6772	Remote Similarity	NPD1291	Clinical (unspecified phase)
0.6757	Remote Similarity	NPD1573	Approved
0.6757	Remote Similarity	NPD1575	Approved
0.6745	Remote Similarity	NPD6173	Approved
0.6742	Remote Similarity	NPD9343	Clinical (unspecified phase)
0.674	Remote Similarity	NPD1630	Approved
0.674	Remote Similarity	NPD704	Clinical (unspecified phase)
0.6739	Remote Similarity	NPD424	Approved
0.6739	Remote Similarity	NPD425	Approved
0.6739	Remote Similarity	NPD5611	Phase 2
0.6731	Remote Similarity	NPD5490	Discontinued
0.673	Remote Similarity	NPD4301	Approved
0.6714	Remote Similarity	NPD7404	Approved
0.6703	Remote Similarity	NPD687	Clinical (unspecified phase)
0.67	Remote Similarity	NPD8248	Clinical (unspecified phase)
0.67	Remote Similarity	NPD484	Approved
0.67	Remote Similarity	NPD7010	Phase 3
0.6686	Remote Similarity	NPD1627	Clinical (unspecified phase)
0.6685	Remote Similarity	NPD1568	Clinical (unspecified phase)
0.6684	Remote Similarity	NPD3406	Suspended
0.6667	Remote Similarity	NPD721	Approved
0.665	Remote Similarity	NPD2831	Approved
0.665	Remote Similarity	NPD7049	Clinical (unspecified phase)
0.665	Remote Similarity	NPD460	Discontinued
0.6649	Remote Similarity	NPD4011	Clinical (unspecified phase)
0.6618	Remote Similarity	NPD7289	Clinical (unspecified phase)
0.6615	Remote Similarity	NPD2095	Phase 2
0.6615	Remote Similarity	NPD2094	Phase 2
0.6615	Remote Similarity	NPD5092	Clinical (unspecified phase)
0.6615	Remote Similarity	NPD2092	Phase 2
0.6604	Remote Similarity	NPD3280	Approved
0.6602	Remote Similarity	NPD6529	Discontinued
0.6597	Remote Similarity	NPD1643	Phase 3
0.6584	Remote Similarity	NPD5017	Discontinued
0.658	Remote Similarity	NPD2091	Phase 2
0.658	Remote Similarity	NPD2096	Phase 2
0.6575	Remote Similarity	NPD2809	Approved
0.6573	Remote Similarity	NPD4702	Approved
0.6573	Remote Similarity	NPD4703	Approved
0.6571	Remote Similarity	NPD4805	Approved
0.6571	Remote Similarity	NPD5020	Approved
0.6569	Remote Similarity	NPD6987	Phase 1
0.6567	Remote Similarity	NPD7000	Clinical (unspecified phase)
0.6567	Remote Similarity	NPD6999	Discontinued
0.6567	Remote Similarity	NPD6137	Clinical (unspecified phase)
0.6561	Remote Similarity	NPD5065	Approved
0.6559	Remote Similarity	NPD4174	Clinical (unspecified phase)
0.6558	Remote Similarity	NPD7269	Clinical (unspecified phase)
0.6553	Remote Similarity	NPD7232	Discontinued
0.6538	Remote Similarity	NPD4417	Approved
0.6534	Remote Similarity	NPD3717	Discontinued
0.6532	Remote Similarity	NPD200	Phase 2
0.6532	Remote Similarity	NPD201	Phase 2
0.6531	Remote Similarity	NPD1657	Approved
0.6529	Remote Similarity	NPD803	Phase 1
0.6528	Remote Similarity	NPD5728	Clinical (unspecified phase)
0.6524	Remote Similarity	NPD9598	Discontinued
0.6524	Remote Similarity	NPD1292	Clinical (unspecified phase)
0.6522	Remote Similarity	NPD2511	Approved
0.6519	Remote Similarity	NPD180	Clinical (unspecified phase)
0.6516	Remote Similarity	NPD5891	Approved
0.6512	Remote Similarity	NPD6752	Phase 1
0.6512	Remote Similarity	NPD6753	Phase 1
0.651	Remote Similarity	NPD3927	Phase 2
0.651	Remote Similarity	NPD9510	Approved
0.6509	Remote Similarity	NPD6578	Clinical (unspecified phase)
0.6508	Remote Similarity	NPD1599	Approved
0.65	Remote Similarity	NPD6226	Phase 3
0.6498	Remote Similarity	NPD4845	Discontinued
0.6495	Remote Similarity	NPD6178	Phase 3
0.6494	Remote Similarity	NPD9076	Clinical (unspecified phase)
0.6488	Remote Similarity	NPD5426	Phase 3
0.6488	Remote Similarity	NPD4903	Approved
0.6488	Remote Similarity	NPD4906	Approved
0.6488	Remote Similarity	NPD4905	Approved
0.6482	Remote Similarity	NPD2004	Clinical (unspecified phase)
0.6474	Remote Similarity	NPD158	Discontinued
0.6474	Remote Similarity	NPD4736	Clinical (unspecified phase)
0.6473	Remote Similarity	NPD7666	Phase 3
0.6473	Remote Similarity	NPD1367	Phase 2
0.6473	Remote Similarity	NPD7665	Phase 2
0.6471	Remote Similarity	NPD9206	Approved
0.6471	Remote Similarity	NPD3775	Approved
0.6471	Remote Similarity	NPD9207	Approved
0.6471	Remote Similarity	NPD3773	Approved
0.6471	Remote Similarity	NPD3774	Approved
0.6468	Remote Similarity	NPD1571	Phase 2
0.6458	Remote Similarity	NPD1587	Approved
0.6457	Remote Similarity	NPD4804	Approved
0.6456	Remote Similarity	NPD4862	Clinical (unspecified phase)
0.6456	Remote Similarity	NPD4904	Approved
0.645	Remote Similarity	NPD1095	Clinical (unspecified phase)
0.6442	Remote Similarity	NPD3856	Clinical (unspecified phase)
0.6441	Remote Similarity	NPD2007	Clinical (unspecified phase)
0.6436	Remote Similarity	NPD2947	Clinical (unspecified phase)
0.6436	Remote Similarity	NPD2844	Phase 3
0.6436	Remote Similarity	NPD1343	Approved
0.6435	Remote Similarity	NPD2803	Discontinued
0.6432	Remote Similarity	NPD9398	Clinical (unspecified phase)
0.6429	Remote Similarity	NPD706	Phase 1
0.6429	Remote Similarity	NPD6657	Clinical (unspecified phase)
0.6429	Remote Similarity	NPD5820	Clinical (unspecified phase)
0.6425	Remote Similarity	NPD6838	Clinical (unspecified phase)
0.6414	Remote Similarity	NPD5686	Approved
0.6414	Remote Similarity	NPD5685	Approved
0.6414	Remote Similarity	NPD3321	Discontinued
0.6411	Remote Similarity	NPD7998	Clinical (unspecified phase)
0.6408	Remote Similarity	NPD6323	Clinical (unspecified phase)
0.6406	Remote Similarity	NPD4072	Approved
0.6406	Remote Similarity	NPD4071	Approved
0.6404	Remote Similarity	NPD7621	Clinical (unspecified phase)
0.6394	Remote Similarity	NPD6486	Approved
0.6394	Remote Similarity	NPD4960	Approved
0.6394	Remote Similarity	NPD4959	Approved
0.6394	Remote Similarity	NPD4882	Clinical (unspecified phase)
0.6394	Remote Similarity	NPD6487	Approved
0.6392	Remote Similarity	NPD9362	Approved
0.6391	Remote Similarity	NPD991	Phase 2
0.6391	Remote Similarity	NPD992	Clinical (unspecified phase)
0.6387	Remote Similarity	NPD1586	Approved
0.6385	Remote Similarity	NPD3805	Clinical (unspecified phase)
0.6382	Remote Similarity	NPD1977	Clinical (unspecified phase)
0.6381	Remote Similarity	NPD7470	Discontinued
0.638	Remote Similarity	NPD1572	Phase 2
0.638	Remote Similarity	NPD9392	Approved
0.638	Remote Similarity	NPD9396	Approved
0.6379	Remote Similarity	NPD490	Clinical (unspecified phase)
0.6378	Remote Similarity	NPD3082	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