NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	351.07
Volume:	319.404
LogP:	2.648
LogD:	1.348
LogS:	-3.856
# Rotatable Bonds:	0
TPSA:	88.59
# H-Bond Aceptor:	6
# H-Bond Donor:	4
# Rings:	7
# Heavy Atoms:	7

MedChem Properties

QED Drug-Likeness Score:	0.543
Synthetic Accessibility Score:	6.819
Fsp3:	0.278
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:	-5.523
MDCK Permeability:	2.8332556212262716e-06
Pgp-inhibitor:	0.002
Pgp-substrate:	0.919
Human Intestinal Absorption (HIA):	0.054
20% Bioavailability (F20%):	0.005
30% Bioavailability (F30%):	0.073

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.027
Plasma Protein Binding (PPB):	93.5782699584961%
Volume Distribution (VD):	0.954
Pgp-substrate:	5.005738258361816%

ADMET: Metabolism

CYP1A2-inhibitor:	0.145
CYP1A2-substrate:	0.259
CYP2C19-inhibitor:	0.38
CYP2C19-substrate:	0.234
CYP2C9-inhibitor:	0.536
CYP2C9-substrate:	0.958
CYP2D6-inhibitor:	0.344
CYP2D6-substrate:	0.266
CYP3A4-inhibitor:	0.389
CYP3A4-substrate:	0.493

ADMET: Excretion

Clearance (CL):	5.91
Half-life (T1/2):	0.843

ADMET: Toxicity

hERG Blockers:	0.011
Human Hepatotoxicity (H-HT):	0.542
Drug-inuced Liver Injury (DILI):	0.931
AMES Toxicity:	0.468
Rat Oral Acute Toxicity:	0.963
Maximum Recommended Daily Dose:	0.929
Skin Sensitization:	0.516
Carcinogencity:	0.726
Eye Corrosion:	0.003
Eye Irritation:	0.011
Respiratory Toxicity:	0.843

Download Data

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

Natural Product: NPC477416

Natural Product ID:	NPC477416
*Common Name:**	Discorhabdin L
IUPAC Name:	n.a.
Synonyms:	1R-Hydroxydiscorhabdin D; Discorhabdin L
Standard InCHIKey:	OKKHNEKJIKRSMN-PLZSGHJKSA-N
Standard InCHI:	InChI=1S/C18H13N3O3S.C2HF3O2/c22-7-3-8-18-4-9(25-8)20-13-11(18)15-10-6(5-19-12(10)16(13)23)1-2-21(15)14(7)17(18)24;3-2(4,5)1(6)7/h3,5,9,14,17,24H,1-2,4H2,(H,19,20,23);(H,6,7)/t9-,14+,17-,18+;/m0./s1
SMILES:	OC(=O)C(F)(F)F.O=C1C=C2S[C@H]3C[C@]42[C@H]([C@@H]1N1CCc2c5C1=C4C(=[NH+]3)C(=O)c5[n-]c2)O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL553245
PubChem CID:	11784553
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000002] Organoheterocyclic compounds [CHEMONTID:0001626] Phenanthrolines

*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
NPO10474	Latrunculia brevis	Species	Latrunculiidae	Eukaryota	n.a.	n.a.	n.a.	PMID[15043433]
NPO32733	latrunculia sp.	Species	Latrunculiidae	Eukaryota	n.a.	Anita Bay, in Milford Sound, Fiordland, New Zealand, at a depth of ~22 m	2003-NOV	PMID[16378380]
NPO32733	latrunculia sp.	Species	Latrunculiidae	Eukaryota	n.a.	n.a.	n.a.	PMID[20337497]
NPO32733	latrunculia sp.	Species	Latrunculiidae	Eukaryota	n.a.	New Zealand	n.a.	PMID[20860391]
NPO10474	Latrunculia brevis	Species	Latrunculiidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]

☑ 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
GI50	1
IC50	4
Ki	1

Activity Type	# Activity
Cell Line	2
Individual Protein	4

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT168	Cell Line	P388	Mus musculus	IC50	=	1100.0	nM	PMID[548053]
NPT139	Cell Line	HT-29	Homo sapiens	GI50	=	120.0	nM	PMID[548054]
NPT66	Individual Protein	Acetylcholinesterase	Electrophorus electricus	IC50	=	25700.0	nM	PMID[548055]
NPT204	Individual Protein	Acetylcholinesterase	Homo sapiens	IC50	=	158000.0	nM	PMID[548055]
NPT66	Individual Protein	Acetylcholinesterase	Electrophorus electricus	Ki	=	15000.0	nM	PMID[548055]
NPT67	Individual Protein	Cholinesterase	Equus caballus	IC50	=	531000.0	nM	PMID[548055]

☑ 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 NPC477416 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	300
0.1-0.2	1848
0.2-0.3	12625
0.3-0.4	20878
0.4-0.5	4012
0.5-0.6	2589
0.6-0.7	408
0.7-0.8	22
0.8-0.85	2
0.85-0.9	3
0.9-0.95	6
0.95-1	4

Similarity Score	Similarity Level	Natural Product ID
0.9583	High Similarity	NPC469578
0.9286	High Similarity	NPC469562
0.9286	High Similarity	NPC220594
0.9231	High Similarity	NPC475410
0.9231	High Similarity	NPC469577
0.9128	High Similarity	NPC469563
0.9115	High Similarity	NPC476143
0.8788	High Similarity	NPC476252
0.8594	High Similarity	NPC469359
0.8095	Intermediate Similarity	NPC469544
0.799	Intermediate Similarity	NPC143075
0.7723	Intermediate Similarity	NPC474259
0.7723	Intermediate Similarity	NPC23476
0.7723	Intermediate Similarity	NPC477415
0.7536	Intermediate Similarity	NPC221726
0.7536	Intermediate Similarity	NPC477414
0.7536	Intermediate Similarity	NPC225622
0.7308	Intermediate Similarity	NPC268966
0.726	Intermediate Similarity	NPC473628
0.7214	Intermediate Similarity	NPC262338
0.7143	Intermediate Similarity	NPC477418
0.7143	Intermediate Similarity	NPC477420
0.7143	Intermediate Similarity	NPC475874
0.7136	Intermediate Similarity	NPC292361
0.7087	Intermediate Similarity	NPC182940
0.7032	Intermediate Similarity	NPC88115
0.7018	Intermediate Similarity	NPC106757
0.7005	Intermediate Similarity	NPC79777
0.7005	Intermediate Similarity	NPC234403
0.6895	Remote Similarity	NPC98864
0.6816	Remote Similarity	NPC474492
0.6782	Remote Similarity	NPC100104
0.6782	Remote Similarity	NPC470680
0.674	Remote Similarity	NPC477413
0.6714	Remote Similarity	NPC474258
0.6683	Remote Similarity	NPC473878
0.6682	Remote Similarity	NPC477044
0.6682	Remote Similarity	NPC477041
0.6652	Remote Similarity	NPC473239
0.6651	Remote Similarity	NPC473946
0.665	Remote Similarity	NPC470679
0.665	Remote Similarity	NPC217021
0.6607	Remote Similarity	NPC98715
0.6606	Remote Similarity	NPC248782
0.6593	Remote Similarity	NPC225821
0.6593	Remote Similarity	NPC46225
0.6583	Remote Similarity	NPC63279
0.6578	Remote Similarity	NPC477043
0.6577	Remote Similarity	NPC477045
0.6577	Remote Similarity	NPC474767
0.6564	Remote Similarity	NPC258062
0.6564	Remote Similarity	NPC127677
0.6556	Remote Similarity	NPC297642
0.6555	Remote Similarity	NPC302647
0.6553	Remote Similarity	NPC274981
0.6544	Remote Similarity	NPC103119
0.6524	Remote Similarity	NPC477976
0.6517	Remote Similarity	NPC471655
0.6502	Remote Similarity	NPC123395
0.65	Remote Similarity	NPC100726
0.6486	Remote Similarity	NPC473814
0.6486	Remote Similarity	NPC78767
0.6481	Remote Similarity	NPC311282
0.6471	Remote Similarity	NPC157828
0.6471	Remote Similarity	NPC195239
0.6468	Remote Similarity	NPC255909
0.6468	Remote Similarity	NPC75544
0.645	Remote Similarity	NPC151976
0.645	Remote Similarity	NPC87856
0.6441	Remote Similarity	NPC2395
0.6441	Remote Similarity	NPC11445
0.6435	Remote Similarity	NPC207851
0.6422	Remote Similarity	NPC267965
0.6416	Remote Similarity	NPC328596
0.6416	Remote Similarity	NPC328318
0.6415	Remote Similarity	NPC186068
0.6413	Remote Similarity	NPC74153
0.6405	Remote Similarity	NPC165743
0.6404	Remote Similarity	NPC175602
0.6396	Remote Similarity	NPC294693
0.6396	Remote Similarity	NPC93390
0.6394	Remote Similarity	NPC476446
0.6394	Remote Similarity	NPC469813
0.6394	Remote Similarity	NPC78375
0.6391	Remote Similarity	NPC61038
0.6391	Remote Similarity	NPC271862
0.6386	Remote Similarity	NPC102664
0.6372	Remote Similarity	NPC471997
0.6372	Remote Similarity	NPC300183
0.6368	Remote Similarity	NPC132211
0.6364	Remote Similarity	NPC475859
0.6364	Remote Similarity	NPC475969
0.6364	Remote Similarity	NPC469489
0.6359	Remote Similarity	NPC213914
0.6356	Remote Similarity	NPC103361
0.6352	Remote Similarity	NPC317752
0.6351	Remote Similarity	NPC473821
0.6326	Remote Similarity	NPC283219
0.6322	Remote Similarity	NPC470730
0.6322	Remote Similarity	NPC477175
0.6318	Remote Similarity	NPC209917
0.6314	Remote Similarity	NPC281049
0.6309	Remote Similarity	NPC318299
0.6307	Remote Similarity	NPC476491
0.6298	Remote Similarity	NPC203614
0.6298	Remote Similarity	NPC476161
0.6298	Remote Similarity	NPC204491
0.6296	Remote Similarity	NPC474877
0.6296	Remote Similarity	NPC477042
0.6292	Remote Similarity	NPC235885
0.6292	Remote Similarity	NPC19170
0.6286	Remote Similarity	NPC475635
0.6282	Remote Similarity	NPC207866
0.6281	Remote Similarity	NPC297862
0.6271	Remote Similarity	NPC472285
0.6267	Remote Similarity	NPC167710
0.6262	Remote Similarity	NPC209362
0.6261	Remote Similarity	NPC317373
0.6256	Remote Similarity	NPC41717
0.6255	Remote Similarity	NPC470729
0.6255	Remote Similarity	NPC477176
0.625	Remote Similarity	NPC229893
0.625	Remote Similarity	NPC472070
0.625	Remote Similarity	NPC126709
0.625	Remote Similarity	NPC314254
0.625	Remote Similarity	NPC248041
0.625	Remote Similarity	NPC135950
0.625	Remote Similarity	NPC313966
0.625	Remote Similarity	NPC476817
0.625	Remote Similarity	NPC202812
0.6239	Remote Similarity	NPC471193
0.6239	Remote Similarity	NPC471194
0.6233	Remote Similarity	NPC216550
0.623	Remote Similarity	NPC477177
0.6229	Remote Similarity	NPC471192
0.6225	Remote Similarity	NPC123906
0.6224	Remote Similarity	NPC141428
0.6217	Remote Similarity	NPC327592
0.6216	Remote Similarity	NPC154339
0.6215	Remote Similarity	NPC476517
0.6214	Remote Similarity	NPC251391
0.621	Remote Similarity	NPC46895
0.6208	Remote Similarity	NPC478141
0.6205	Remote Similarity	NPC267343
0.6204	Remote Similarity	NPC157583
0.6198	Remote Similarity	NPC267926
0.6197	Remote Similarity	NPC82370
0.6195	Remote Similarity	NPC469736
0.6195	Remote Similarity	NPC272483
0.6186	Remote Similarity	NPC203468
0.6186	Remote Similarity	NPC149155
0.6186	Remote Similarity	NPC110500
0.6184	Remote Similarity	NPC252338
0.6184	Remote Similarity	NPC121327
0.6183	Remote Similarity	NPC147446
0.6183	Remote Similarity	NPC266192
0.6181	Remote Similarity	NPC476516
0.6173	Remote Similarity	NPC57690
0.617	Remote Similarity	NPC110182
0.6164	Remote Similarity	NPC323927
0.6164	Remote Similarity	NPC163055
0.6161	Remote Similarity	NPC472292
0.6157	Remote Similarity	NPC267885
0.6154	Remote Similarity	NPC315555
0.6154	Remote Similarity	NPC235684
0.6151	Remote Similarity	NPC269270
0.615	Remote Similarity	NPC472293
0.6147	Remote Similarity	NPC185742
0.6147	Remote Similarity	NPC475847
0.6144	Remote Similarity	NPC229348
0.614	Remote Similarity	NPC472296
0.614	Remote Similarity	NPC472297
0.6134	Remote Similarity	NPC477715
0.613	Remote Similarity	NPC143977
0.613	Remote Similarity	NPC476874
0.6129	Remote Similarity	NPC111275
0.6129	Remote Similarity	NPC84827
0.6129	Remote Similarity	NPC145885
0.6129	Remote Similarity	NPC14113
0.6128	Remote Similarity	NPC72956
0.6125	Remote Similarity	NPC14686
0.6123	Remote Similarity	NPC227582
0.6121	Remote Similarity	NPC472065
0.6118	Remote Similarity	NPC478157
0.6113	Remote Similarity	NPC70155
0.6111	Remote Similarity	NPC139763
0.6111	Remote Similarity	NPC478158
0.6109	Remote Similarity	NPC477714
0.6104	Remote Similarity	NPC143325
0.6104	Remote Similarity	NPC138562
0.6102	Remote Similarity	NPC6865
0.6102	Remote Similarity	NPC111732
0.6102	Remote Similarity	NPC153980
0.6101	Remote Similarity	NPC55772
0.6099	Remote Similarity	NPC321708
0.6094	Remote Similarity	NPC476515
0.6092	Remote Similarity	NPC177996
0.6092	Remote Similarity	NPC147983
0.6092	Remote Similarity	NPC470731
0.6089	Remote Similarity	NPC47190

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 NPC477416 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	170
0.1-0.2	491
0.2-0.3	907
0.3-0.4	2631
0.4-0.5	3295
0.5-0.6	1500
0.6-0.7	156
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
0.7105	Intermediate Similarity	NPD6173	Approved
0.6696	Remote Similarity	NPD7289	Clinical (unspecified phase)
0.6504	Remote Similarity	NPD8169	Discontinued
0.6502	Remote Similarity	NPD6137	Clinical (unspecified phase)
0.6495	Remote Similarity	NPD3178	Discontinued
0.6481	Remote Similarity	NPD2787	Clinical (unspecified phase)
0.6393	Remote Similarity	NPD6068	Discontinued
0.639	Remote Similarity	NPD276	Clinical (unspecified phase)
0.6368	Remote Similarity	NPD3389	Approved
0.6368	Remote Similarity	NPD3394	Approved
0.6368	Remote Similarity	NPD3393	Approved
0.6359	Remote Similarity	NPD2091	Phase 2
0.6359	Remote Similarity	NPD2096	Phase 2
0.6348	Remote Similarity	NPD4960	Approved
0.6348	Remote Similarity	NPD4959	Approved
0.632	Remote Similarity	NPD3968	Approved
0.6316	Remote Similarity	NPD2893	Phase 3
0.6313	Remote Similarity	NPD2092	Phase 2
0.6313	Remote Similarity	NPD2095	Phase 2
0.6313	Remote Similarity	NPD5728	Clinical (unspecified phase)
0.6313	Remote Similarity	NPD2094	Phase 2
0.6304	Remote Similarity	NPD3411	Phase 2
0.6304	Remote Similarity	NPD3410	Approved
0.6295	Remote Similarity	NPD2307	Discontinued
0.6288	Remote Similarity	NPD4906	Approved
0.6288	Remote Similarity	NPD4903	Approved
0.6288	Remote Similarity	NPD4905	Approved
0.6286	Remote Similarity	NPD7550	Clinical (unspecified phase)
0.6286	Remote Similarity	NPD7551	Clinical (unspecified phase)
0.6282	Remote Similarity	NPD3794	Approved
0.6282	Remote Similarity	NPD3795	Approved
0.6277	Remote Similarity	NPD2509	Approved
0.6277	Remote Similarity	NPD2510	Approved
0.6271	Remote Similarity	NPD3326	Clinical (unspecified phase)
0.6261	Remote Similarity	NPD4904	Approved
0.6245	Remote Similarity	NPD2121	Clinical (unspecified phase)
0.6244	Remote Similarity	NPD7233	Approved
0.6244	Remote Similarity	NPD7234	Approved
0.6234	Remote Similarity	NPD4415	Approved
0.623	Remote Similarity	NPD7552	Discontinued
0.6228	Remote Similarity	NPD7903	Clinical (unspecified phase)
0.6223	Remote Similarity	NPD7998	Clinical (unspecified phase)
0.6222	Remote Similarity	NPD7061	Clinical (unspecified phase)
0.6217	Remote Similarity	NPD5901	Discontinued
0.6215	Remote Similarity	NPD750	Phase 2
0.6214	Remote Similarity	NPD180	Clinical (unspecified phase)
0.621	Remote Similarity	NPD6178	Phase 3
0.6201	Remote Similarity	NPD7187	Phase 2
0.6198	Remote Similarity	NPD8289	Discontinued
0.6197	Remote Similarity	NPD1575	Approved
0.6197	Remote Similarity	NPD5475	Discontinued
0.6197	Remote Similarity	NPD1573	Approved
0.6197	Remote Similarity	NPD3915	Approved
0.6197	Remote Similarity	NPD7070	Clinical (unspecified phase)
0.6192	Remote Similarity	NPD5461	Discontinued
0.619	Remote Similarity	NPD3967	Approved
0.6188	Remote Similarity	NPD1977	Clinical (unspecified phase)
0.6188	Remote Similarity	NPD2336	Approved
0.6186	Remote Similarity	NPD482	Approved
0.6186	Remote Similarity	NPD4736	Clinical (unspecified phase)
0.6184	Remote Similarity	NPD5257	Clinical (unspecified phase)
0.6184	Remote Similarity	NPD5043	Discontinued
0.6184	Remote Similarity	NPD8248	Clinical (unspecified phase)
0.618	Remote Similarity	NPD5510	Approved
0.6176	Remote Similarity	NPD7878	Phase 2
0.6176	Remote Similarity	NPD6578	Clinical (unspecified phase)
0.617	Remote Similarity	NPD3916	Clinical (unspecified phase)
0.617	Remote Similarity	NPD3917	Approved
0.617	Remote Similarity	NPD3918	Approved
0.6161	Remote Similarity	NPD6665	Discontinued
0.6157	Remote Similarity	NPD6044	Discontinued
0.6147	Remote Similarity	NPD8114	Approved
0.6147	Remote Similarity	NPD8272	Phase 2
0.6147	Remote Similarity	NPD8115	Approved
0.6145	Remote Similarity	NPD7677	Discontinued
0.6136	Remote Similarity	NPD1096	Discontinued
0.6116	Remote Similarity	NPD6752	Phase 1
0.6116	Remote Similarity	NPD5077	Approved
0.6116	Remote Similarity	NPD6753	Phase 1
0.6116	Remote Similarity	NPD5076	Approved
0.6116	Remote Similarity	NPD6630	Clinical (unspecified phase)
0.6107	Remote Similarity	NPD6292	Clinical (unspecified phase)
0.6105	Remote Similarity	NPD7655	Discontinued
0.6104	Remote Similarity	NPD8072	Approved
0.6103	Remote Similarity	NPD4174	Clinical (unspecified phase)
0.6094	Remote Similarity	NPD7562	Approved
0.6094	Remote Similarity	NPD6518	Discontinued
0.6092	Remote Similarity	NPD3353	Approved
0.6085	Remote Similarity	NPD6204	Clinical (unspecified phase)
0.6083	Remote Similarity	NPD749	Clinical (unspecified phase)
0.6078	Remote Similarity	NPD6987	Phase 1
0.6078	Remote Similarity	NPD3947	Discontinued
0.6078	Remote Similarity	NPD3379	Phase 2
0.6078	Remote Similarity	NPD3380	Phase 3
0.6071	Remote Similarity	NPD3321	Discontinued
0.607	Remote Similarity	NPD6239	Discontinued
0.607	Remote Similarity	NPD3425	Discontinued
0.6068	Remote Similarity	NPD6487	Approved
0.6068	Remote Similarity	NPD7232	Discontinued
0.6068	Remote Similarity	NPD6486	Approved
0.6061	Remote Similarity	NPD8073	Approved
0.6061	Remote Similarity	NPD3773	Approved
0.6061	Remote Similarity	NPD3774	Approved
0.6061	Remote Similarity	NPD3775	Approved
0.6061	Remote Similarity	NPD7561	Approved
0.6056	Remote Similarity	NPD1568	Clinical (unspecified phase)
0.6052	Remote Similarity	NPD4862	Clinical (unspecified phase)
0.605	Remote Similarity	NPD6481	Clinical (unspecified phase)
0.6049	Remote Similarity	NPD7661	Clinical (unspecified phase)
0.6045	Remote Similarity	NPD1783	Clinical (unspecified phase)
0.6043	Remote Similarity	NPD2911	Approved
0.6043	Remote Similarity	NPD2912	Approved
0.6037	Remote Similarity	NPD5322	Clinical (unspecified phase)
0.6029	Remote Similarity	NPD2809	Approved
0.6026	Remote Similarity	NPD2947	Clinical (unspecified phase)
0.6025	Remote Similarity	NPD7167	Discontinued
0.6017	Remote Similarity	NPD7825	Clinical (unspecified phase)
0.6017	Remote Similarity	NPD7817	Phase 1
0.6017	Remote Similarity	NPD5017	Discontinued
0.6017	Remote Similarity	NPD7404	Approved
0.6017	Remote Similarity	NPD7727	Phase 2
0.6017	Remote Similarity	NPD7809	Clinical (unspecified phase)
0.6009	Remote Similarity	NPD3247	Clinical (unspecified phase)
0.6009	Remote Similarity	NPD1631	Approved
0.6009	Remote Similarity	NPD5088	Discontinued
0.6009	Remote Similarity	NPD3238	Discontinued
0.6009	Remote Similarity	NPD5426	Phase 3
0.6008	Remote Similarity	NPD7664	Discontinued
0.6	Remote Similarity	NPD5473	Discontinued
0.6	Remote Similarity	NPD8468	Phase 2
0.6	Remote Similarity	NPD7191	Phase 2
0.6	Remote Similarity	NPD8325	Phase 3
0.6	Remote Similarity	NPD8327	Clinical (unspecified phase)
0.6	Remote Similarity	NPD8326	Phase 3
0.6	Remote Similarity	NPD4882	Clinical (unspecified phase)
0.5992	Remote Similarity	NPD7470	Discontinued
0.5992	Remote Similarity	NPD1996	Discontinued
0.5991	Remote Similarity	NPD2511	Approved
0.5991	Remote Similarity	NPD2004	Clinical (unspecified phase)
0.5984	Remote Similarity	NPD5046	Discontinued
0.5983	Remote Similarity	NPD6732	Clinical (unspecified phase)
0.5983	Remote Similarity	NPD7001	Phase 3
0.5983	Remote Similarity	NPD6260	Discontinued
0.5976	Remote Similarity	NPD4086	Phase 1
0.5976	Remote Similarity	NPD946	Discontinued
0.5976	Remote Similarity	NPD4845	Discontinued
0.5975	Remote Similarity	NPD3856	Clinical (unspecified phase)
0.5973	Remote Similarity	NPD4949	Discontinued
0.5973	Remote Similarity	NPD5592	Clinical (unspecified phase)
0.5968	Remote Similarity	NPD8372	Clinical (unspecified phase)
0.5965	Remote Similarity	NPD4427	Phase 2
0.5958	Remote Similarity	NPD7543	Phase 2
0.5955	Remote Similarity	NPD2869	Clinical (unspecified phase)
0.5947	Remote Similarity	NPD3288	Approved
0.5946	Remote Similarity	NPD7401	Clinical (unspecified phase)
0.5945	Remote Similarity	NPD485	Clinical (unspecified phase)
0.5943	Remote Similarity	NPD2213	Approved
0.5943	Remote Similarity	NPD2214	Approved
0.5942	Remote Similarity	NPD4703	Approved
0.5942	Remote Similarity	NPD4702	Approved
0.5939	Remote Similarity	NPD7818	Clinical (unspecified phase)
0.5935	Remote Similarity	NPD7711	Discontinued
0.5934	Remote Similarity	NPD3805	Clinical (unspecified phase)
0.5933	Remote Similarity	NPD510	Phase 1
0.5932	Remote Similarity	NPD7665	Phase 2
0.5932	Remote Similarity	NPD7666	Phase 3
0.5931	Remote Similarity	NPD6249	Phase 2
0.5931	Remote Similarity	NPD6248	Phase 2
0.5931	Remote Similarity	NPD6999	Discontinued
0.5931	Remote Similarity	NPD7000	Clinical (unspecified phase)
0.5929	Remote Similarity	NPD4499	Approved
0.5928	Remote Similarity	NPD5899	Approved
0.5928	Remote Similarity	NPD1291	Clinical (unspecified phase)
0.5928	Remote Similarity	NPD5897	Approved
0.5928	Remote Similarity	NPD1643	Phase 3
0.5928	Remote Similarity	NPD5898	Approved
0.5924	Remote Similarity	NPD4417	Approved
0.5923	Remote Similarity	NPD5721	Clinical (unspecified phase)
0.5918	Remote Similarity	NPD3284	Phase 3
0.5917	Remote Similarity	NPD7970	Approved
0.5917	Remote Similarity	NPD7971	Clinical (unspecified phase)
0.5915	Remote Similarity	NPD7010	Phase 3
0.5905	Remote Similarity	NPD4601	Approved
0.5905	Remote Similarity	NPD4600	Approved
0.5903	Remote Similarity	NPD4918	Discontinued
0.5903	Remote Similarity	NPD6180	Clinical (unspecified phase)
0.59	Remote Similarity	NPD7195	Clinical (unspecified phase)
0.5897	Remote Similarity	NPD5487	Phase 1
0.5895	Remote Similarity	NPD7619	Phase 3
0.5895	Remote Similarity	NPD7618	Phase 3
0.5895	Remote Similarity	NPD5975	Clinical (unspecified phase)
0.5895	Remote Similarity	NPD4602	Approved
0.5891	Remote Similarity	NPD4887	Discontinued
0.5887	Remote Similarity	NPD53	Approved
0.5887	Remote Similarity	NPD7777	Approved
0.5887	Remote Similarity	NPD4397	Phase 1
0.5887	Remote Similarity	NPD7778	Approved
0.5885	Remote Similarity	NPD7203	Clinical (unspecified phase)
0.588	Remote Similarity	NPD4963	Approved
0.588	Remote Similarity	NPD4643	Clinical (unspecified phase)

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