NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	210.05
Volume:	197.809
LogP:	-0.509
LogD:	-0.276
LogS:	-1.562
# Rotatable Bonds:	0
TPSA:	97.99
# H-Bond Aceptor:	5
# H-Bond Donor:	4
# Rings:	2
# Heavy Atoms:	5

MedChem Properties

QED Drug-Likeness Score:	0.458
Synthetic Accessibility Score:	3.863
Fsp3:	0.3
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:	-5.186
MDCK Permeability:	2.4148397642420605e-05
Pgp-inhibitor:	0.002
Pgp-substrate:	0.734
Human Intestinal Absorption (HIA):	0.024
20% Bioavailability (F20%):	0.013
30% Bioavailability (F30%):	0.019

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.511
Plasma Protein Binding (PPB):	23.06555938720703%
Volume Distribution (VD):	2.769
Pgp-substrate:	75.69859313964844%

ADMET: Metabolism

CYP1A2-inhibitor:	0.034
CYP1A2-substrate:	0.086
CYP2C19-inhibitor:	0.028
CYP2C19-substrate:	0.373
CYP2C9-inhibitor:	0.006
CYP2C9-substrate:	0.806
CYP2D6-inhibitor:	0.008
CYP2D6-substrate:	0.215
CYP3A4-inhibitor:	0.002
CYP3A4-substrate:	0.088

ADMET: Excretion

Clearance (CL):	1.274
Half-life (T1/2):	0.749

ADMET: Toxicity

hERG Blockers:	0.019
Human Hepatotoxicity (H-HT):	0.069
Drug-inuced Liver Injury (DILI):	0.731
AMES Toxicity:	0.177
Rat Oral Acute Toxicity:	0.233
Maximum Recommended Daily Dose:	0.738
Skin Sensitization:	0.424
Carcinogencity:	0.04
Eye Corrosion:	0.004
Eye Irritation:	0.118
Respiratory Toxicity:	0.869

Download Data

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

Natural Product: NPC17843

Natural Product ID:	NPC17843
*Common Name:**	(2R,3S,4S)-2,3,4,8-Tetrahydroxy-3,4-Dihydro-2H-Naphthalen-1-One
IUPAC Name:	(2R,3S,4S)-2,3,4,8-tetrahydroxy-3,4-dihydro-2H-naphthalen-1-one
Synonyms:
Standard InCHIKey:	SOAUQGQEEKMIFZ-HGNGGELXSA-N
Standard InCHI:	InChI=1S/C10H10O5/c11-5-3-1-2-4-6(5)8(13)10(15)9(14)7(4)12/h1-3,7,9-12,14-15H/t7-,9-,10-/m0/s1
SMILES:	c1cc2c(c(c1)O)C(=O)[C@@H]([C@H]([C@H]2O)O)O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL469848
PubChem CID:	16091533
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0002448] Benzenoids [CHEMONTID:0000048] Tetralins

*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
NPO33429	menisporopsis theobromae bcc 3975	Species	n.a.	Eukaryota	n.a.	n.a.	n.a.	PMID[17067151]

☑ 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	4
MIC	1

Activity Type	# Activity
Cell Line	2
NON-MOLECULAR	1
Organism	2

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT91	Cell Line	KB	Homo sapiens	IC50	>	95200.0	nM	PMID[570163]
NPT639	Cell Line	NCI-H187	Homo sapiens	IC50	=	56600.0	nM	PMID[570163]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	IC50	>	95200.0	nM	PMID[570163]
NPT485	Organism	Plasmodium falciparum (isolate K1 / Thailand)	Plasmodium falciparum K1	IC50	>	95200.0	nM	PMID[570163]
NPT88	Organism	Mycobacterium tuberculosis	Mycobacterium tuberculosis	MIC	=	952300.0	nM	PMID[570163]

☑ 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 NPC17843 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	357
0.1-0.2	1322
0.2-0.3	3637
0.3-0.4	9294
0.4-0.5	9747
0.5-0.6	4692
0.6-0.7	8015
0.7-0.8	5202
0.8-0.85	381
0.85-0.9	43
0.9-0.95	4
0.95-1	3

Similarity Score	Similarity Level	Natural Product ID
0.968	High Similarity	NPC767
0.968	High Similarity	NPC247250
0.938	High Similarity	NPC478190
0.9225	High Similarity	NPC147757
0.8963	High Similarity	NPC175552
0.896	High Similarity	NPC216297
0.896	High Similarity	NPC473662
0.896	High Similarity	NPC7151
0.8889	High Similarity	NPC170742
0.8723	High Similarity	NPC136878
0.8712	High Similarity	NPC102829
0.8712	High Similarity	NPC120488
0.8681	High Similarity	NPC205918
0.8676	High Similarity	NPC315275
0.8636	High Similarity	NPC179898
0.8623	High Similarity	NPC103337
0.8623	High Similarity	NPC114620
0.8615	High Similarity	NPC234890
0.8615	High Similarity	NPC74507
0.8603	High Similarity	NPC129752
0.8582	High Similarity	NPC34070
0.8582	High Similarity	NPC471906
0.8582	High Similarity	NPC469526
0.8582	High Similarity	NPC244691
0.8571	High Similarity	NPC137649
0.8551	High Similarity	NPC126739
0.8551	High Similarity	NPC197666
0.8542	High Similarity	NPC280753
0.8542	High Similarity	NPC44378
0.8519	High Similarity	NPC135801
0.8519	High Similarity	NPC70622
0.8507	High Similarity	NPC26697
0.8507	High Similarity	NPC233056
0.85	High Similarity	NPC130485
0.8496	Intermediate Similarity	NPC165257
0.8489	Intermediate Similarity	NPC190457
0.8485	Intermediate Similarity	NPC231774
0.8485	Intermediate Similarity	NPC1991
0.8485	Intermediate Similarity	NPC8745
0.8485	Intermediate Similarity	NPC51037
0.8478	Intermediate Similarity	NPC290030
0.8473	Intermediate Similarity	NPC68756
0.8473	Intermediate Similarity	NPC152525
0.8473	Intermediate Similarity	NPC310540
0.8473	Intermediate Similarity	NPC13238
0.8472	Intermediate Similarity	NPC94781
0.8467	Intermediate Similarity	NPC70859
0.8467	Intermediate Similarity	NPC61153
0.8467	Intermediate Similarity	NPC130899
0.8467	Intermediate Similarity	NPC283590
0.8456	Intermediate Similarity	NPC52407
0.8456	Intermediate Similarity	NPC314048
0.8451	Intermediate Similarity	NPC29932
0.8451	Intermediate Similarity	NPC79627
0.844	Intermediate Similarity	NPC474961
0.8433	Intermediate Similarity	NPC92624
0.8429	Intermediate Similarity	NPC203063
0.8421	Intermediate Similarity	NPC473787
0.8417	Intermediate Similarity	NPC173980
0.8409	Intermediate Similarity	NPC10926
0.8394	Intermediate Similarity	NPC166480
0.8394	Intermediate Similarity	NPC282780
0.8394	Intermediate Similarity	NPC44437
0.8382	Intermediate Similarity	NPC110609
0.8382	Intermediate Similarity	NPC246693
0.8382	Intermediate Similarity	NPC242358
0.838	Intermediate Similarity	NPC238629
0.8378	Intermediate Similarity	NPC314257
0.837	Intermediate Similarity	NPC259942
0.837	Intermediate Similarity	NPC136588
0.837	Intermediate Similarity	NPC117609
0.837	Intermediate Similarity	NPC199253
0.8369	Intermediate Similarity	NPC305845
0.8369	Intermediate Similarity	NPC204045
0.8369	Intermediate Similarity	NPC472904
0.8369	Intermediate Similarity	NPC244923
0.8358	Intermediate Similarity	NPC237225
0.8357	Intermediate Similarity	NPC472903
0.8356	Intermediate Similarity	NPC56204
0.8345	Intermediate Similarity	NPC147418
0.8333	Intermediate Similarity	NPC72918
0.8333	Intermediate Similarity	NPC285122
0.8322	Intermediate Similarity	NPC300684
0.8322	Intermediate Similarity	NPC218866
0.8322	Intermediate Similarity	NPC84568
0.8322	Intermediate Similarity	NPC48130
0.8321	Intermediate Similarity	NPC213485
0.8321	Intermediate Similarity	NPC294226
0.8321	Intermediate Similarity	NPC40524
0.8321	Intermediate Similarity	NPC139074
0.831	Intermediate Similarity	NPC135524
0.831	Intermediate Similarity	NPC85310
0.831	Intermediate Similarity	NPC469520
0.8298	Intermediate Similarity	NPC158472
0.8296	Intermediate Similarity	NPC278928
0.8288	Intermediate Similarity	NPC478219
0.8288	Intermediate Similarity	NPC120171
0.8286	Intermediate Similarity	NPC61398
0.8286	Intermediate Similarity	NPC416
0.8284	Intermediate Similarity	NPC470841
0.8276	Intermediate Similarity	NPC476821
0.8276	Intermediate Similarity	NPC476463
0.8276	Intermediate Similarity	NPC210320
0.8273	Intermediate Similarity	NPC86524
0.8273	Intermediate Similarity	NPC223836
0.8271	Intermediate Similarity	NPC103540
0.8271	Intermediate Similarity	NPC201728
0.8271	Intermediate Similarity	NPC477454
0.8271	Intermediate Similarity	NPC262671
0.8271	Intermediate Similarity	NPC127975
0.8264	Intermediate Similarity	NPC83272
0.8264	Intermediate Similarity	NPC170055
0.8255	Intermediate Similarity	NPC478133
0.8248	Intermediate Similarity	NPC477406
0.8244	Intermediate Similarity	NPC19174
0.8244	Intermediate Similarity	NPC224273
0.8244	Intermediate Similarity	NPC267552
0.8244	Intermediate Similarity	NPC198336
0.8244	Intermediate Similarity	NPC242895
0.8244	Intermediate Similarity	NPC115159
0.8244	Intermediate Similarity	NPC45438
0.8244	Intermediate Similarity	NPC143427
0.8244	Intermediate Similarity	NPC73532
0.8243	Intermediate Similarity	NPC113608
0.8243	Intermediate Similarity	NPC470337
0.8243	Intermediate Similarity	NPC268992
0.8243	Intermediate Similarity	NPC51824
0.8243	Intermediate Similarity	NPC470338
0.8239	Intermediate Similarity	NPC110810
0.8235	Intermediate Similarity	NPC244441
0.8235	Intermediate Similarity	NPC31799
0.8227	Intermediate Similarity	NPC247409
0.8227	Intermediate Similarity	NPC52358
0.8227	Intermediate Similarity	NPC471819
0.8227	Intermediate Similarity	NPC268052
0.8222	Intermediate Similarity	NPC95537
0.8222	Intermediate Similarity	NPC41263
0.8219	Intermediate Similarity	NPC73411
0.8219	Intermediate Similarity	NPC218569
0.8219	Intermediate Similarity	NPC215711
0.8219	Intermediate Similarity	NPC112816
0.8214	Intermediate Similarity	NPC305060
0.8214	Intermediate Similarity	NPC261292
0.8214	Intermediate Similarity	NPC53414
0.8214	Intermediate Similarity	NPC53206
0.8214	Intermediate Similarity	NPC301915
0.8209	Intermediate Similarity	NPC3224
0.8209	Intermediate Similarity	NPC473691
0.8203	Intermediate Similarity	NPC108288
0.8201	Intermediate Similarity	NPC142027
0.8201	Intermediate Similarity	NPC27407
0.8195	Intermediate Similarity	NPC231767
0.8188	Intermediate Similarity	NPC472211
0.8188	Intermediate Similarity	NPC267205
0.8182	Intermediate Similarity	NPC283514
0.8182	Intermediate Similarity	NPC32032
0.8182	Intermediate Similarity	NPC133909
0.8182	Intermediate Similarity	NPC248068
0.8182	Intermediate Similarity	NPC217756
0.8182	Intermediate Similarity	NPC73061
0.8182	Intermediate Similarity	NPC291078
0.8175	Intermediate Similarity	NPC198249
0.8175	Intermediate Similarity	NPC93015
0.8175	Intermediate Similarity	NPC214702
0.8175	Intermediate Similarity	NPC475042
0.8175	Intermediate Similarity	NPC470831
0.8169	Intermediate Similarity	NPC183345
0.8169	Intermediate Similarity	NPC155205
0.8168	Intermediate Similarity	NPC297186
0.8162	Intermediate Similarity	NPC474546
0.8162	Intermediate Similarity	NPC99731
0.8156	Intermediate Similarity	NPC141368
0.8156	Intermediate Similarity	NPC478200
0.8156	Intermediate Similarity	NPC33144
0.8156	Intermediate Similarity	NPC475974
0.8156	Intermediate Similarity	NPC177307
0.8156	Intermediate Similarity	NPC9121
0.8154	Intermediate Similarity	NPC232178
0.8151	Intermediate Similarity	NPC21835
0.8148	Intermediate Similarity	NPC107672
0.8148	Intermediate Similarity	NPC324209
0.8143	Intermediate Similarity	NPC254847
0.8143	Intermediate Similarity	NPC194764
0.8143	Intermediate Similarity	NPC264112
0.8143	Intermediate Similarity	NPC235115
0.8143	Intermediate Similarity	NPC65005
0.8134	Intermediate Similarity	NPC240744
0.8134	Intermediate Similarity	NPC167055
0.8133	Intermediate Similarity	NPC99381
0.8133	Intermediate Similarity	NPC478230
0.8133	Intermediate Similarity	NPC208173
0.8133	Intermediate Similarity	NPC69043
0.8133	Intermediate Similarity	NPC170189
0.8133	Intermediate Similarity	NPC68727
0.8129	Intermediate Similarity	NPC474519
0.8125	Intermediate Similarity	NPC143898
0.8125	Intermediate Similarity	NPC354984
0.8121	Intermediate Similarity	NPC246162
0.8121	Intermediate Similarity	NPC240476
0.8121	Intermediate Similarity	NPC76041

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 NPC17843 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	314
0.1-0.2	856
0.2-0.3	1703
0.3-0.4	2856
0.4-0.5	1925
0.5-0.6	1036
0.6-0.7	366
0.7-0.8	88
0.8-0.85	5
0.85-0.9	1
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.8815	High Similarity	NPD651	Clinical (unspecified phase)
0.8519	High Similarity	NPD943	Approved
0.8271	Intermediate Similarity	NPD1470	Approved
0.8244	Intermediate Similarity	NPD1201	Approved
0.8203	Intermediate Similarity	NPD405	Clinical (unspecified phase)
0.8143	Intermediate Similarity	NPD1509	Clinical (unspecified phase)
0.7959	Intermediate Similarity	NPD1512	Approved
0.7877	Intermediate Similarity	NPD3300	Phase 2
0.7823	Intermediate Similarity	NPD1511	Approved
0.7763	Intermediate Similarity	NPD1934	Approved
0.7762	Intermediate Similarity	NPD1510	Phase 2
0.7727	Intermediate Similarity	NPD3882	Suspended
0.7724	Intermediate Similarity	NPD970	Clinical (unspecified phase)
0.7712	Intermediate Similarity	NPD2393	Clinical (unspecified phase)
0.7703	Intermediate Similarity	NPD7390	Discontinued
0.7655	Intermediate Similarity	NPD1552	Clinical (unspecified phase)
0.7655	Intermediate Similarity	NPD1550	Clinical (unspecified phase)
0.7651	Intermediate Similarity	NPD7422	Clinical (unspecified phase)
0.7647	Intermediate Similarity	NPD9269	Phase 2
0.7632	Intermediate Similarity	NPD4380	Phase 2
0.761	Intermediate Similarity	NPD6166	Phase 2
0.761	Intermediate Similarity	NPD6168	Clinical (unspecified phase)
0.761	Intermediate Similarity	NPD6167	Clinical (unspecified phase)
0.7606	Intermediate Similarity	NPD1240	Approved
0.7603	Intermediate Similarity	NPD1549	Phase 2
0.7597	Intermediate Similarity	NPD2801	Approved
0.7568	Intermediate Similarity	NPD6190	Approved
0.7552	Intermediate Similarity	NPD230	Phase 1
0.7533	Intermediate Similarity	NPD4378	Clinical (unspecified phase)
0.75	Intermediate Similarity	NPD1607	Approved
0.7481	Intermediate Similarity	NPD9268	Approved
0.7466	Intermediate Similarity	NPD5405	Approved
0.7466	Intermediate Similarity	NPD5406	Approved
0.7466	Intermediate Similarity	NPD5404	Approved
0.7466	Intermediate Similarity	NPD5408	Approved
0.7436	Intermediate Similarity	NPD5402	Approved
0.7436	Intermediate Similarity	NPD3817	Phase 2
0.7407	Intermediate Similarity	NPD3751	Discontinued
0.7407	Intermediate Similarity	NPD3818	Discontinued
0.7394	Intermediate Similarity	NPD4338	Clinical (unspecified phase)
0.7378	Intermediate Similarity	NPD6797	Phase 2
0.7375	Intermediate Similarity	NPD6232	Discontinued
0.7357	Intermediate Similarity	NPD1164	Approved
0.7351	Intermediate Similarity	NPD6799	Approved
0.7346	Intermediate Similarity	NPD7473	Discontinued
0.7342	Intermediate Similarity	NPD7075	Discontinued
0.7342	Intermediate Similarity	NPD4381	Clinical (unspecified phase)
0.7333	Intermediate Similarity	NPD7251	Discontinued
0.7321	Intermediate Similarity	NPD8150	Discontinued
0.7308	Intermediate Similarity	NPD74	Approved
0.7308	Intermediate Similarity	NPD9266	Approved
0.7303	Intermediate Similarity	NPD2532	Approved
0.7303	Intermediate Similarity	NPD2534	Approved
0.7303	Intermediate Similarity	NPD2533	Approved
0.7289	Intermediate Similarity	NPD4954	Approved
0.7289	Intermediate Similarity	NPD4955	Approved
0.7289	Intermediate Similarity	NPD36	Approved
0.7289	Intermediate Similarity	NPD5028	Approved
0.7289	Intermediate Similarity	NPD5034	Approved
0.7289	Intermediate Similarity	NPD7808	Phase 3
0.7289	Intermediate Similarity	NPD5026	Approved
0.7267	Intermediate Similarity	NPD1878	Clinical (unspecified phase)
0.7267	Intermediate Similarity	NPD3787	Discontinued
0.7266	Intermediate Similarity	NPD1237	Approved
0.7261	Intermediate Similarity	NPD7819	Suspended
0.7261	Intermediate Similarity	NPD7096	Clinical (unspecified phase)
0.7259	Intermediate Similarity	NPD9493	Approved
0.7256	Intermediate Similarity	NPD7054	Approved
0.7251	Intermediate Similarity	NPD7879	Clinical (unspecified phase)
0.7231	Intermediate Similarity	NPD9267	Approved
0.7231	Intermediate Similarity	NPD9263	Approved
0.7231	Intermediate Similarity	NPD9264	Approved
0.7231	Intermediate Similarity	NPD9265	Clinical (unspecified phase)
0.723	Intermediate Similarity	NPD2935	Discontinued
0.7229	Intermediate Similarity	NPD5030	Phase 2
0.7219	Intermediate Similarity	NPD5037	Approved
0.7219	Intermediate Similarity	NPD5038	Approved
0.7212	Intermediate Similarity	NPD7074	Phase 3
0.7212	Intermediate Similarity	NPD7472	Approved
0.7208	Intermediate Similarity	NPD5403	Approved
0.7205	Intermediate Similarity	NPD6959	Discontinued
0.7197	Intermediate Similarity	NPD6801	Discontinued
0.719	Intermediate Similarity	NPD5401	Approved
0.7179	Intermediate Similarity	NPD6599	Discontinued
0.717	Intermediate Similarity	NPD4868	Clinical (unspecified phase)
0.7162	Intermediate Similarity	NPD3299	Clinical (unspecified phase)
0.716	Intermediate Similarity	NPD5036	Approved
0.7153	Intermediate Similarity	NPD9545	Approved
0.7152	Intermediate Similarity	NPD7804	Clinical (unspecified phase)
0.7143	Intermediate Similarity	NPD5035	Approved
0.7133	Intermediate Similarity	NPD9494	Approved
0.7115	Intermediate Similarity	NPD3226	Approved
0.7114	Intermediate Similarity	NPD2796	Approved
0.7114	Intermediate Similarity	NPD1551	Phase 2
0.7107	Intermediate Similarity	NPD8443	Clinical (unspecified phase)
0.7103	Intermediate Similarity	NPD3764	Approved
0.7075	Intermediate Similarity	NPD447	Suspended
0.7069	Intermediate Similarity	NPD6535	Approved
0.7069	Intermediate Similarity	NPD6534	Approved
0.7067	Intermediate Similarity	NPD2344	Approved
0.7067	Intermediate Similarity	NPD2346	Discontinued
0.7066	Intermediate Similarity	NPD7993	Clinical (unspecified phase)
0.7044	Intermediate Similarity	NPD1465	Phase 2
0.7039	Intermediate Similarity	NPD3750	Approved
0.7039	Intermediate Similarity	NPD4628	Phase 3
0.7037	Intermediate Similarity	NPD5494	Approved
0.7019	Intermediate Similarity	NPD3749	Approved
0.7	Intermediate Similarity	NPD9570	Approved
0.6993	Remote Similarity	NPD1203	Approved
0.6985	Remote Similarity	NPD9281	Approved
0.6978	Remote Similarity	NPD4196	Clinical (unspecified phase)
0.6974	Remote Similarity	NPD2800	Approved
0.6966	Remote Similarity	NPD6777	Approved
0.6966	Remote Similarity	NPD6780	Approved
0.6966	Remote Similarity	NPD6781	Approved
0.6966	Remote Similarity	NPD6779	Approved
0.6966	Remote Similarity	NPD6778	Approved
0.6966	Remote Similarity	NPD6776	Approved
0.6966	Remote Similarity	NPD6782	Approved
0.6954	Remote Similarity	NPD1471	Phase 3
0.695	Remote Similarity	NPD1547	Clinical (unspecified phase)
0.6949	Remote Similarity	NPD7700	Phase 2
0.6949	Remote Similarity	NPD7699	Phase 2
0.6946	Remote Similarity	NPD5844	Phase 1
0.6941	Remote Similarity	NPD8313	Approved
0.6941	Remote Similarity	NPD8312	Approved
0.6929	Remote Similarity	NPD2932	Approved
0.6929	Remote Similarity	NPD3019	Approved
0.6923	Remote Similarity	NPD5031	Approved
0.6923	Remote Similarity	NPD9261	Approved
0.6923	Remote Similarity	NPD5027	Approved
0.6923	Remote Similarity	NPD5029	Approved
0.6919	Remote Similarity	NPD8434	Phase 2
0.689	Remote Similarity	NPD1247	Approved
0.6883	Remote Similarity	NPD2309	Approved
0.6875	Remote Similarity	NPD9495	Approved
0.6875	Remote Similarity	NPD3094	Phase 2
0.6871	Remote Similarity	NPD2313	Discontinued
0.6859	Remote Similarity	NPD7410	Clinical (unspecified phase)
0.6851	Remote Similarity	NPD7435	Discontinued
0.6839	Remote Similarity	NPD8397	Clinical (unspecified phase)
0.6828	Remote Similarity	NPD2798	Approved
0.6824	Remote Similarity	NPD6559	Discontinued
0.6824	Remote Similarity	NPD520	Approved
0.6821	Remote Similarity	NPD2799	Discontinued
0.6818	Remote Similarity	NPD3400	Discontinued
0.6813	Remote Similarity	NPD7411	Suspended
0.6813	Remote Similarity	NPD8319	Approved
0.6813	Remote Similarity	NPD8320	Phase 1
0.6807	Remote Similarity	NPD3926	Phase 2
0.6783	Remote Similarity	NPD9717	Approved
0.6779	Remote Similarity	NPD1613	Approved
0.6779	Remote Similarity	NPD1612	Clinical (unspecified phase)
0.6769	Remote Similarity	NPD1242	Phase 1
0.6768	Remote Similarity	NPD919	Approved
0.6763	Remote Similarity	NPD8055	Clinical (unspecified phase)
0.6758	Remote Similarity	NPD7697	Approved
0.6758	Remote Similarity	NPD7698	Approved
0.6758	Remote Similarity	NPD7696	Phase 3
0.6753	Remote Similarity	NPD7421	Clinical (unspecified phase)
0.6747	Remote Similarity	NPD5710	Approved
0.6747	Remote Similarity	NPD5711	Approved
0.6741	Remote Similarity	NPD3021	Approved
0.6741	Remote Similarity	NPD3022	Approved
0.6733	Remote Similarity	NPD1899	Clinical (unspecified phase)
0.6721	Remote Similarity	NPD7870	Phase 2
0.6721	Remote Similarity	NPD7871	Phase 2
0.6713	Remote Similarity	NPD3092	Approved
0.6711	Remote Similarity	NPD3748	Approved
0.671	Remote Similarity	NPD8166	Discontinued
0.6703	Remote Similarity	NPD7701	Phase 2
0.6689	Remote Similarity	NPD3027	Phase 3
0.6689	Remote Similarity	NPD6651	Approved
0.6687	Remote Similarity	NPD5808	Clinical (unspecified phase)
0.6687	Remote Similarity	NPD2649	Approved
0.6687	Remote Similarity	NPD2651	Approved
0.6686	Remote Similarity	NPD5032	Approved
0.6685	Remote Similarity	NPD4914	Approved
0.6667	Remote Similarity	NPD1608	Approved
0.6667	Remote Similarity	NPD4060	Phase 1
0.6667	Remote Similarity	NPD920	Approved
0.6667	Remote Similarity	NPD7852	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD6099	Approved
0.6667	Remote Similarity	NPD37	Approved
0.6667	Remote Similarity	NPD6844	Discontinued
0.6667	Remote Similarity	NPD6100	Approved
0.6648	Remote Similarity	NPD6836	Approved
0.6646	Remote Similarity	NPD642	Clinical (unspecified phase)
0.6646	Remote Similarity	NPD7768	Phase 2
0.6646	Remote Similarity	NPD7004	Clinical (unspecified phase)
0.6644	Remote Similarity	NPD411	Approved
0.6644	Remote Similarity	NPD6859	Clinical (unspecified phase)
0.6641	Remote Similarity	NPD289	Clinical (unspecified phase)
0.6631	Remote Similarity	NPD7874	Approved
0.6631	Remote Similarity	NPD7875	Clinical (unspecified phase)
0.6629	Remote Similarity	NPD6213	Phase 3
0.6629	Remote Similarity	NPD6214	Clinical (unspecified phase)
0.6629	Remote Similarity	NPD6212	Phase 3
0.6628	Remote Similarity	NPD5039	Approved
0.6623	Remote Similarity	NPD7266	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