NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	387.87
Volume:	244.689
LogP:	-0.214
LogD:	0.626
LogS:	-1.377
# Rotatable Bonds:	5
TPSA:	88.4
# H-Bond Aceptor:	6
# H-Bond Donor:	2
# Rings:	1
# Heavy Atoms:	9

MedChem Properties

QED Drug-Likeness Score:	0.756
Synthetic Accessibility Score:	2.723
Fsp3:	0.375
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:	-5.623
MDCK Permeability:	1.7719801689963788e-05
Pgp-inhibitor:	0.0
Pgp-substrate:	0.003
Human Intestinal Absorption (HIA):	0.941
20% Bioavailability (F20%):	0.886
30% Bioavailability (F30%):	0.901

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.962
Plasma Protein Binding (PPB):	85.06800079345703%
Volume Distribution (VD):	0.747
Pgp-substrate:	29.10562515258789%

ADMET: Metabolism

CYP1A2-inhibitor:	0.076
CYP1A2-substrate:	0.517
CYP2C19-inhibitor:	0.031
CYP2C19-substrate:	0.064
CYP2C9-inhibitor:	0.023
CYP2C9-substrate:	0.839
CYP2D6-inhibitor:	0.004
CYP2D6-substrate:	0.157
CYP3A4-inhibitor:	0.005
CYP3A4-substrate:	0.068

ADMET: Excretion

Clearance (CL):	2.77
Half-life (T1/2):	0.319

ADMET: Toxicity

hERG Blockers:	0.052
Human Hepatotoxicity (H-HT):	0.36
Drug-inuced Liver Injury (DILI):	0.036
AMES Toxicity:	0.014
Rat Oral Acute Toxicity:	0.186
Maximum Recommended Daily Dose:	0.037
Skin Sensitization:	0.209
Carcinogencity:	0.236
Eye Corrosion:	0.004
Eye Irritation:	0.086
Respiratory Toxicity:	0.191

Download Data

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

Natural Product: NPC306160

Natural Product ID:	NPC306160
*Common Name:**	Mauritamide D
IUPAC Name:	2-[(4,5-dibromo-1-methylpyrrole-2-carbonyl)amino]ethanesulfonic acid
Synonyms:	Mauritamide D
Standard InCHIKey:	XLFZWBFJVVACKA-UHFFFAOYSA-N
Standard InCHI:	InChI=1S/C8H10Br2N2O4S/c1-12-6(4-5(9)7(12)10)8(13)11-2-3-17(14,15)16/h4H,2-3H2,1H3,(H,11,13)(H,14,15,16)
SMILES:	Brc1c(Br)cc(n1C)C(=O)NCCS(=O)(=O)O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL599549
PubChem CID:	46232129
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000264] Organic acids and derivatives [CHEMONTID:0000265] Carboxylic acids and derivatives [CHEMONTID:0001093] Carboxylic acid derivatives [CHEMONTID:0000475] Carboxylic acid amides [CHEMONTID:0004817] 2-heteroaryl carboxamides

*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	1

Activity Type	# Activity
Cell Line	1
Organism	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT1864	Cell Line	L5178Y	Mus musculus	GI	=	117.6	%	PMID[478959]
NPT17	Organism	Staphylococcus epidermidis	Staphylococcus epidermidis	MIC	>	52000.0	nM	PMID[478959]

☑ 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 NPC306160 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	1708
0.1-0.2	16520
0.2-0.3	17186
0.3-0.4	3239
0.4-0.5	2825
0.5-0.6	1028
0.6-0.7	142
0.7-0.8	31
0.8-0.85	13
0.85-0.9	4
0.9-0.95	0
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
0.8765	High Similarity	NPC476413
0.8726	High Similarity	NPC27296
0.8713	High Similarity	NPC476414
0.8509	High Similarity	NPC476418
0.8481	Intermediate Similarity	NPC474236
0.8387	Intermediate Similarity	NPC260041
0.8344	Intermediate Similarity	NPC474383
0.8092	Intermediate Similarity	NPC150592
0.7941	Intermediate Similarity	NPC97106
0.7939	Intermediate Similarity	NPC473706
0.7929	Intermediate Similarity	NPC28096
0.7929	Intermediate Similarity	NPC476421
0.7929	Intermediate Similarity	NPC226835
0.7929	Intermediate Similarity	NPC227489
0.7923	Intermediate Similarity	NPC469716
0.7908	Intermediate Similarity	NPC20021
0.7895	Intermediate Similarity	NPC136441
0.7886	Intermediate Similarity	NPC476423
0.7882	Intermediate Similarity	NPC80528
0.7844	Intermediate Similarity	NPC206148
0.7616	Intermediate Similarity	NPC54214
0.7588	Intermediate Similarity	NPC2414
0.7542	Intermediate Similarity	NPC112489
0.7528	Intermediate Similarity	NPC469814
0.7444	Intermediate Similarity	NPC46022
0.7429	Intermediate Similarity	NPC37268
0.7351	Intermediate Similarity	NPC46811
0.7262	Intermediate Similarity	NPC109158
0.7253	Intermediate Similarity	NPC63571
0.7253	Intermediate Similarity	NPC111566
0.7225	Intermediate Similarity	NPC73687
0.7222	Intermediate Similarity	NPC184932
0.7222	Intermediate Similarity	NPC472861
0.7213	Intermediate Similarity	NPC310633
0.7076	Intermediate Similarity	NPC298288
0.7059	Intermediate Similarity	NPC472260
0.7055	Intermediate Similarity	NPC472288
0.7045	Intermediate Similarity	NPC474696
0.7021	Intermediate Similarity	NPC19342
0.7	Intermediate Similarity	NPC52110
0.6936	Remote Similarity	NPC142688
0.6933	Remote Similarity	NPC291517
0.6927	Remote Similarity	NPC19696
0.6927	Remote Similarity	NPC469976
0.6927	Remote Similarity	NPC136957
0.6902	Remote Similarity	NPC270834
0.6893	Remote Similarity	NPC233380
0.6889	Remote Similarity	NPC271927
0.6885	Remote Similarity	NPC40530
0.6885	Remote Similarity	NPC314281
0.6859	Remote Similarity	NPC476526
0.6859	Remote Similarity	NPC329765
0.6859	Remote Similarity	NPC48117
0.6856	Remote Similarity	NPC9635
0.6832	Remote Similarity	NPC71236
0.6829	Remote Similarity	NPC23215
0.6823	Remote Similarity	NPC174281
0.6823	Remote Similarity	NPC475286
0.665	Remote Similarity	NPC476524
0.665	Remote Similarity	NPC476525
0.6587	Remote Similarity	NPC98156
0.6587	Remote Similarity	NPC195704
0.6587	Remote Similarity	NPC292434
0.6587	Remote Similarity	NPC14448
0.6587	Remote Similarity	NPC138596
0.6587	Remote Similarity	NPC167200
0.6587	Remote Similarity	NPC200397
0.6587	Remote Similarity	NPC64661
0.6562	Remote Similarity	NPC210123
0.6537	Remote Similarity	NPC50562
0.6505	Remote Similarity	NPC67658
0.6497	Remote Similarity	NPC477004
0.6486	Remote Similarity	NPC186068
0.6474	Remote Similarity	NPC133003
0.6461	Remote Similarity	NPC74357
0.6442	Remote Similarity	NPC469717
0.6433	Remote Similarity	NPC59839
0.6433	Remote Similarity	NPC209281
0.6433	Remote Similarity	NPC169308
0.6433	Remote Similarity	NPC3698
0.6433	Remote Similarity	NPC244087
0.6433	Remote Similarity	NPC97230
0.6433	Remote Similarity	NPC205604
0.6433	Remote Similarity	NPC77582
0.6433	Remote Similarity	NPC129753
0.6433	Remote Similarity	NPC302717
0.6433	Remote Similarity	NPC48171
0.6433	Remote Similarity	NPC12831
0.6433	Remote Similarity	NPC286529
0.6433	Remote Similarity	NPC74928
0.6429	Remote Similarity	NPC77061
0.6404	Remote Similarity	NPC33229
0.64	Remote Similarity	NPC100726
0.6395	Remote Similarity	NPC129412
0.6395	Remote Similarity	NPC58268
0.6395	Remote Similarity	NPC114033
0.6395	Remote Similarity	NPC101130
0.6354	Remote Similarity	NPC476527
0.6349	Remote Similarity	NPC182940
0.634	Remote Similarity	NPC268966
0.6337	Remote Similarity	NPC88115
0.6321	Remote Similarity	NPC175150
0.6321	Remote Similarity	NPC243633
0.6318	Remote Similarity	NPC106757
0.6313	Remote Similarity	NPC75135
0.6286	Remote Similarity	NPC467188
0.6277	Remote Similarity	NPC476419
0.6256	Remote Similarity	NPC168209
0.6256	Remote Similarity	NPC324091
0.6244	Remote Similarity	NPC474180
0.6244	Remote Similarity	NPC188821
0.6236	Remote Similarity	NPC473878
0.6236	Remote Similarity	NPC471655
0.6224	Remote Similarity	NPC243716
0.6223	Remote Similarity	NPC469529
0.6222	Remote Similarity	NPC209362
0.6218	Remote Similarity	NPC474258
0.6215	Remote Similarity	NPC105811
0.62	Remote Similarity	NPC474389
0.6169	Remote Similarity	NPC237414
0.6168	Remote Similarity	NPC313823
0.6167	Remote Similarity	NPC251391
0.6166	Remote Similarity	NPC477003
0.6154	Remote Similarity	NPC473946
0.6126	Remote Similarity	NPC11126
0.6114	Remote Similarity	NPC470205
0.6108	Remote Similarity	NPC274981
0.6105	Remote Similarity	NPC151635
0.6102	Remote Similarity	NPC470440
0.61	Remote Similarity	NPC79356
0.61	Remote Similarity	NPC102592
0.6094	Remote Similarity	NPC234403
0.6089	Remote Similarity	NPC13432
0.6089	Remote Similarity	NPC123906
0.6087	Remote Similarity	NPC100104
0.6087	Remote Similarity	NPC470680
0.6085	Remote Similarity	NPC288074
0.6085	Remote Similarity	NPC161861
0.6082	Remote Similarity	NPC110158
0.608	Remote Similarity	NPC477414
0.608	Remote Similarity	NPC221726
0.608	Remote Similarity	NPC225622
0.6077	Remote Similarity	NPC281094
0.6066	Remote Similarity	NPC213914
0.6059	Remote Similarity	NPC166209
0.6059	Remote Similarity	NPC13456
0.6059	Remote Similarity	NPC269203
0.6059	Remote Similarity	NPC77241
0.6057	Remote Similarity	NPC238499
0.605	Remote Similarity	NPC294693
0.6043	Remote Similarity	NPC114637
0.6033	Remote Similarity	NPC474492
0.6029	Remote Similarity	NPC98864
0.6022	Remote Similarity	NPC470679
0.6022	Remote Similarity	NPC217021
0.6022	Remote Similarity	NPC70406
0.602	Remote Similarity	NPC179701
0.601	Remote Similarity	NPC268744
0.601	Remote Similarity	NPC153123
0.601	Remote Similarity	NPC220797
0.601	Remote Similarity	NPC475914
0.601	Remote Similarity	NPC477042
0.601	Remote Similarity	NPC474318
0.601	Remote Similarity	NPC79777
0.601	Remote Similarity	NPC201266
0.6	Remote Similarity	NPC102664
0.6	Remote Similarity	NPC228835
0.599	Remote Similarity	NPC262898
0.598	Remote Similarity	NPC476460
0.5979	Remote Similarity	NPC471943
0.5971	Remote Similarity	NPC317701
0.5961	Remote Similarity	NPC248782
0.596	Remote Similarity	NPC209917
0.5959	Remote Similarity	NPC233050
0.5959	Remote Similarity	NPC276540
0.5957	Remote Similarity	NPC109447
0.5956	Remote Similarity	NPC229055
0.5951	Remote Similarity	NPC471944
0.5942	Remote Similarity	NPC473239
0.5939	Remote Similarity	NPC141612
0.5939	Remote Similarity	NPC135601
0.5939	Remote Similarity	NPC94752
0.5939	Remote Similarity	NPC17273
0.5928	Remote Similarity	NPC91179
0.5918	Remote Similarity	NPC21429
0.5907	Remote Similarity	NPC473380
0.5907	Remote Similarity	NPC240088
0.5904	Remote Similarity	NPC115232
0.5902	Remote Similarity	NPC200214
0.5897	Remote Similarity	NPC191415
0.5897	Remote Similarity	NPC243381
0.5897	Remote Similarity	NPC275292
0.5896	Remote Similarity	NPC477413
0.5896	Remote Similarity	NPC469715
0.5887	Remote Similarity	NPC66642
0.5886	Remote Similarity	NPC65408
0.5879	Remote Similarity	NPC313889
0.5879	Remote Similarity	NPC473628
0.5876	Remote Similarity	NPC265710
0.587	Remote Similarity	NPC34844

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 NPC306160 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	258
0.1-0.2	1160
0.2-0.3	1766
0.3-0.4	2565
0.4-0.5	2693
0.5-0.6	680
0.6-0.7	28
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
0.6788	Remote Similarity	NPD7459	Phase 2
0.6771	Remote Similarity	NPD2289	Phase 3
0.6771	Remote Similarity	NPD2290	Phase 3
0.6766	Remote Similarity	NPD569	Clinical (unspecified phase)
0.6763	Remote Similarity	NPD9343	Clinical (unspecified phase)
0.6463	Remote Similarity	NPD1031	Discontinued
0.6402	Remote Similarity	NPD1783	Clinical (unspecified phase)
0.634	Remote Similarity	NPD5685	Approved
0.634	Remote Similarity	NPD5686	Approved
0.6335	Remote Similarity	NPD1096	Discontinued
0.6332	Remote Similarity	NPD2405	Phase 3
0.625	Remote Similarity	NPD1568	Clinical (unspecified phase)
0.6235	Remote Similarity	NPD272	Approved
0.6223	Remote Similarity	NPD4736	Clinical (unspecified phase)
0.6216	Remote Similarity	NPD4643	Clinical (unspecified phase)
0.6198	Remote Similarity	NPD1745	Approved
0.612	Remote Similarity	NPD1630	Approved
0.6108	Remote Similarity	NPD1631	Approved
0.6105	Remote Similarity	NPD206	Clinical (unspecified phase)
0.6103	Remote Similarity	NPD5198	Approved
0.6103	Remote Similarity	NPD5199	Approved
0.6103	Remote Similarity	NPD5820	Clinical (unspecified phase)
0.6062	Remote Similarity	NPD3178	Discontinued
0.6058	Remote Similarity	NPD7704	Clinical (unspecified phase)
0.6057	Remote Similarity	NPD9599	Approved
0.605	Remote Similarity	NPD953	Approved
0.6021	Remote Similarity	NPD6044	Discontinued
0.6019	Remote Similarity	NPD6288	Clinical (unspecified phase)
0.6011	Remote Similarity	NPD175	Clinical (unspecified phase)
0.6	Remote Similarity	NPD5274	Clinical (unspecified phase)
0.5991	Remote Similarity	NPD6173	Approved
0.5979	Remote Similarity	NPD1573	Approved
0.5979	Remote Similarity	NPD1575	Approved
0.5959	Remote Similarity	NPD3077	Approved
0.5959	Remote Similarity	NPD3076	Approved
0.5959	Remote Similarity	NPD3079	Approved
0.5959	Remote Similarity	NPD3078	Approved
0.5959	Remote Similarity	NPD2590	Clinical (unspecified phase)
0.5951	Remote Similarity	NPD5017	Discontinued
0.595	Remote Similarity	NPD7098	Clinical (unspecified phase)
0.5949	Remote Similarity	NPD3320	Approved
0.5949	Remote Similarity	NPD3319	Phase 1
0.5949	Remote Similarity	NPD3318	Approved
0.5928	Remote Similarity	NPD3927	Phase 2
0.5914	Remote Similarity	NPD1403	Approved
0.5914	Remote Similarity	NPD1404	Approved
0.5913	Remote Similarity	NPD6156	Clinical (unspecified phase)
0.59	Remote Similarity	NPD5592	Clinical (unspecified phase)
0.5886	Remote Similarity	NPD200	Phase 2
0.5886	Remote Similarity	NPD201	Phase 2
0.588	Remote Similarity	NPD6369	Clinical (unspecified phase)
0.5879	Remote Similarity	NPD1284	Clinical (unspecified phase)
0.5874	Remote Similarity	NPD7817	Phase 1
0.5871	Remote Similarity	NPD981	Phase 2
0.587	Remote Similarity	NPD4436	Clinical (unspecified phase)
0.5859	Remote Similarity	NPD4426	Clinical (unspecified phase)
0.5859	Remote Similarity	NPD5809	Phase 3
0.5855	Remote Similarity	NPD4385	Clinical (unspecified phase)
0.5843	Remote Similarity	NPD9598	Discontinued
0.5842	Remote Similarity	NPD1292	Clinical (unspecified phase)
0.5842	Remote Similarity	NPD4348	Clinical (unspecified phase)
0.5833	Remote Similarity	NPD1952	Discontinued
0.5825	Remote Similarity	NPD4398	Clinical (unspecified phase)
0.5824	Remote Similarity	NPD1781	Discontinued
0.5821	Remote Similarity	NPD6180	Clinical (unspecified phase)
0.5816	Remote Similarity	NPD4399	Phase 2
0.5815	Remote Similarity	NPD180	Clinical (unspecified phase)
0.5804	Remote Similarity	NPD6263	Clinical (unspecified phase)
0.5803	Remote Similarity	NPD1586	Approved
0.5803	Remote Similarity	NPD4883	Approved
0.5797	Remote Similarity	NPD3890	Phase 2
0.5797	Remote Similarity	NPD3891	Phase 2
0.5797	Remote Similarity	NPD7727	Phase 2
0.5795	Remote Similarity	NPD1587	Approved
0.5793	Remote Similarity	NPD9392	Approved
0.5793	Remote Similarity	NPD9396	Approved
0.5792	Remote Similarity	NPD7913	Clinical (unspecified phase)
0.5789	Remote Similarity	NPD2639	Approved
0.5789	Remote Similarity	NPD8272	Phase 2
0.5789	Remote Similarity	NPD2642	Approved
0.5789	Remote Similarity	NPD8114	Approved
0.5789	Remote Similarity	NPD8169	Discontinued
0.5789	Remote Similarity	NPD8115	Approved
0.5787	Remote Similarity	NPD5092	Clinical (unspecified phase)
0.5787	Remote Similarity	NPD7401	Clinical (unspecified phase)
0.5784	Remote Similarity	NPD7027	Phase 3
0.5775	Remote Similarity	NPD6152	Phase 1
0.5765	Remote Similarity	NPD1291	Clinical (unspecified phase)
0.5765	Remote Similarity	NPD1618	Phase 2
0.5764	Remote Similarity	NPD460	Discontinued
0.5762	Remote Similarity	NPD4904	Approved
0.5762	Remote Similarity	NPD7289	Clinical (unspecified phase)
0.5761	Remote Similarity	NPD510	Phase 1
0.5761	Remote Similarity	NPD5965	Clinical (unspecified phase)
0.5759	Remote Similarity	NPD2641	Approved
0.5759	Remote Similarity	NPD2185	Clinical (unspecified phase)
0.5759	Remote Similarity	NPD2640	Approved
0.5758	Remote Similarity	NPD1056	Approved
0.5758	Remote Similarity	NPD3607	Clinical (unspecified phase)
0.5758	Remote Similarity	NPD7564	Discontinued
0.5754	Remote Similarity	NPD5020	Approved
0.5753	Remote Similarity	NPD276	Clinical (unspecified phase)
0.5751	Remote Similarity	NPD4524	Discontinued
0.5751	Remote Similarity	NPD750	Phase 2
0.5749	Remote Similarity	NPD4961	Approved
0.5747	Remote Similarity	NPD9100	Approved
0.5744	Remote Similarity	NPD5755	Clinical (unspecified phase)
0.5743	Remote Similarity	NPD1658	Discontinued
0.5735	Remote Similarity	NPD7619	Phase 3
0.5735	Remote Similarity	NPD7618	Phase 3
0.5728	Remote Similarity	NPD7998	Clinical (unspecified phase)
0.5728	Remote Similarity	NPD7204	Clinical (unspecified phase)
0.5721	Remote Similarity	NPD4963	Approved
0.5721	Remote Similarity	NPD4962	Approved
0.5721	Remote Similarity	NPD7903	Clinical (unspecified phase)
0.5714	Remote Similarity	NPD6771	Discontinued
0.5714	Remote Similarity	NPD4903	Approved
0.5714	Remote Similarity	NPD4906	Approved
0.5714	Remote Similarity	NPD5787	Discontinued
0.5714	Remote Similarity	NPD4905	Approved
0.5707	Remote Similarity	NPD4848	Phase 1
0.5699	Remote Similarity	NPD2061	Approved
0.5694	Remote Similarity	NPD4134	Clinical (unspecified phase)
0.5689	Remote Similarity	NPD4811	Discontinued
0.5687	Remote Similarity	NPD5906	Clinical (unspecified phase)
0.5685	Remote Similarity	NPD1643	Phase 3
0.5684	Remote Similarity	NPD3583	Phase 2
0.5678	Remote Similarity	NPD2416	Approved
0.5678	Remote Similarity	NPD2417	Approved
0.5674	Remote Similarity	NPD2323	Clinical (unspecified phase)
0.5672	Remote Similarity	NPD6632	Clinical (unspecified phase)
0.5668	Remote Similarity	NPD4851	Clinical (unspecified phase)
0.5667	Remote Similarity	NPD4133	Approved
0.5652	Remote Similarity	NPD4397	Phase 1
0.5646	Remote Similarity	NPD5333	Clinical (unspecified phase)
0.5642	Remote Similarity	NPD2787	Clinical (unspecified phase)
0.564	Remote Similarity	NPD3947	Discontinued
0.5637	Remote Similarity	NPD3288	Approved
0.5636	Remote Similarity	NPD1057	Approved
0.5636	Remote Similarity	NPD1055	Approved
0.5635	Remote Similarity	NPD4637	Clinical (unspecified phase)
0.5634	Remote Similarity	NPD2443	Approved
0.5634	Remote Similarity	NPD2442	Approved
0.5634	Remote Similarity	NPD4960	Approved
0.5634	Remote Similarity	NPD4959	Approved
0.5631	Remote Similarity	NPD7717	Approved
0.5631	Remote Similarity	NPD7716	Approved
0.5625	Remote Similarity	NPD7049	Clinical (unspecified phase)
0.5625	Remote Similarity	NPD7308	Discontinued
0.5625	Remote Similarity	NPD4174	Clinical (unspecified phase)
0.5625	Remote Similarity	NPD5636	Discontinued
0.5622	Remote Similarity	NPD971	Clinical (unspecified phase)
0.5622	Remote Similarity	NPD7971	Clinical (unspecified phase)
0.5622	Remote Similarity	NPD7970	Approved
0.5619	Remote Similarity	NPD754	Clinical (unspecified phase)
0.5616	Remote Similarity	NPD6578	Clinical (unspecified phase)
0.5613	Remote Similarity	NPD4559	Clinical (unspecified phase)
0.5613	Remote Similarity	NPD3967	Approved
0.5612	Remote Similarity	NPD749	Clinical (unspecified phase)
0.5607	Remote Similarity	NPD1600	Suspended
0.5607	Remote Similarity	NPD3968	Approved
0.5602	Remote Similarity	NPD7195	Clinical (unspecified phase)
0.56	Remote Similarity	NPD803	Phase 1

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