NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	230.17
Volume:	266.424
LogP:	5.279
LogD:	4.658
LogS:	-6.12
# Rotatable Bonds:	2
TPSA:	9.23
# H-Bond Aceptor:	1
# H-Bond Donor:	0
# Rings:	2
# Heavy Atoms:	1

MedChem Properties

QED Drug-Likeness Score:	0.724
Synthetic Accessibility Score:	3.216
Fsp3:	0.5
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Rejected
GSK Rule:	Rejected
BMS Rule:	0
Golden Triangle Rule:	Accepted
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-4.664
MDCK Permeability:	1.4409865798370447e-05
Pgp-inhibitor:	0.902
Pgp-substrate:	0.068
Human Intestinal Absorption (HIA):	0.005
20% Bioavailability (F20%):	0.978
30% Bioavailability (F30%):	0.957

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.755
Plasma Protein Binding (PPB):	96.10269165039062%
Volume Distribution (VD):	3.136
Pgp-substrate:	4.65831995010376%

ADMET: Metabolism

CYP1A2-inhibitor:	0.523
CYP1A2-substrate:	0.938
CYP2C19-inhibitor:	0.774
CYP2C19-substrate:	0.94
CYP2C9-inhibitor:	0.718
CYP2C9-substrate:	0.828
CYP2D6-inhibitor:	0.164
CYP2D6-substrate:	0.915
CYP3A4-inhibitor:	0.625
CYP3A4-substrate:	0.756

ADMET: Excretion

Clearance (CL):	10.284
Half-life (T1/2):	0.147

ADMET: Toxicity

hERG Blockers:	0.131
Human Hepatotoxicity (H-HT):	0.226
Drug-inuced Liver Injury (DILI):	0.212
AMES Toxicity:	0.12
Rat Oral Acute Toxicity:	0.038
Maximum Recommended Daily Dose:	0.216
Skin Sensitization:	0.361
Carcinogencity:	0.068
Eye Corrosion:	0.021
Eye Irritation:	0.65
Respiratory Toxicity:	0.039

Download Data

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

Natural Product: NPC470723

Natural Product ID:	NPC470723
*Common Name:**	1-Isopropyl-6-Methoxy-4,7-Dimethyl-1,2-Dihydronaphthalene
IUPAC Name:	6-methoxy-4,7-dimethyl-1-propan-2-yl-1,2-dihydronaphthalene
Synonyms:
Standard InCHIKey:	XHBAPJXNKHAQEE-UHFFFAOYSA-N
Standard InCHI:	InChI=1S/C16H22O/c1-10(2)13-7-6-11(3)14-9-16(17-5)12(4)8-15(13)14/h6,8-10,13H,7H2,1-5H3
SMILES:	COc1cc2C(=CCC(c2cc1C)C(C)C)C
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL2206798
PubChem CID:	71405008
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000259] Prenol lipids [CHEMONTID:0001550] Sesquiterpenoids

*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
NPO32770	sterculia tavia	Species	Malvaceae	Eukaryota	n.a.	Madagascar Rain Forest	n.a.	PMID[23149304]

☑ Note for Reference:
In addition to directly collecting NP source organism data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated them from below databases:
☉ UNPD: Universal Natural Products Database [PMID: 23638153].
☉ StreptomeDB: a database of streptomycetes natural products [PMID: 33051671].
☉ TM-MC: a database of medicinal materials and chemical compounds in Northeast Asian traditional medicine [PMID: 26156871].
☉ TCM@Taiwan: a Traditional Chinese Medicine database [PMID: 21253603].
☉ TCMID: a Traditional Chinese Medicine database [PMID: 29106634].
☉ TCMSP: The traditional Chinese medicine systems pharmacology database and analysis platform [PMID: 24735618].
☉ HerDing: a herb recommendation system to treat diseases using genes and chemicals [PMID: 26980517].
☉ MetaboLights: a metabolomics database [PMID: 27010336].
☉ FooDB: a database of constituents, chemistry and biology of food species [www.foodb.ca].

NP Quantity Composition/Concentration

Organism ID	NP ID	Organism Material Preparation	Organism Part	NP Quantity (Standard)	NP Quantity (Minimum)	NP Quantity (Maximum)	Quantity Unit	Reference

☑ Note for Reference:
In addition to directly collecting NP quantitative data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated NP quantitative records for specific NP domains (e.g., NPS from foods or herbs) from domain-specific databases. These databases include:
☉ DUKE: Dr. Duke's Phytochemical and Ethnobotanical Databases.
☉ PHENOL EXPLORER: is the first comprehensive database on polyphenol content in foods [PMID: 24103452], its homepage can be accessed at here.
☉ FooDB: a database of constituents, chemistry and biology of food species [www.foodb.ca].

Biological Activity

Activity Type	# Activity
IC50	1

Activity Type	# Activity
Cell Line	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT179	Cell Line	A2780	Homo sapiens	IC50	>	50000.0	nM	PMID[534549]

☑ 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 NPC470723 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	550
0.1-0.2	1979
0.2-0.3	5561
0.3-0.4	12911
0.4-0.5	4704
0.5-0.6	8451
0.6-0.7	6798
0.7-0.8	1631
0.8-0.85	90
0.85-0.9	16
0.9-0.95	5
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
0.9537	High Similarity	NPC312105
0.9273	High Similarity	NPC25648
0.9038	High Similarity	NPC12870
0.9038	High Similarity	NPC24327
0.8957	High Similarity	NPC152946
0.8919	High Similarity	NPC283169
0.8803	High Similarity	NPC75432
0.8785	High Similarity	NPC30416
0.8783	High Similarity	NPC129176
0.8729	High Similarity	NPC4286
0.8729	High Similarity	NPC76119
0.8729	High Similarity	NPC470726
0.8673	High Similarity	NPC33900
0.8611	High Similarity	NPC21594
0.8598	High Similarity	NPC241224
0.8534	High Similarity	NPC103916
0.8532	High Similarity	NPC151477
0.85	High Similarity	NPC470724
0.8476	Intermediate Similarity	NPC470161
0.8462	Intermediate Similarity	NPC212559
0.843	Intermediate Similarity	NPC186889
0.8417	Intermediate Similarity	NPC232387
0.8417	Intermediate Similarity	NPC105031
0.8407	Intermediate Similarity	NPC141003
0.8407	Intermediate Similarity	NPC35344
0.839	Intermediate Similarity	NPC48623
0.839	Intermediate Similarity	NPC168707
0.8362	Intermediate Similarity	NPC63010
0.8361	Intermediate Similarity	NPC223912
0.8349	Intermediate Similarity	NPC117115
0.8347	Intermediate Similarity	NPC474737
0.8319	Intermediate Similarity	NPC30462
0.8319	Intermediate Similarity	NPC250323
0.8306	Intermediate Similarity	NPC239134
0.8305	Intermediate Similarity	NPC45663
0.8264	Intermediate Similarity	NPC293801
0.8261	Intermediate Similarity	NPC47194
0.8246	Intermediate Similarity	NPC165106
0.8241	Intermediate Similarity	NPC300166
0.824	Intermediate Similarity	NPC312560
0.824	Intermediate Similarity	NPC183103
0.823	Intermediate Similarity	NPC176279
0.823	Intermediate Similarity	NPC260323
0.8226	Intermediate Similarity	NPC470727
0.8226	Intermediate Similarity	NPC470725
0.8226	Intermediate Similarity	NPC249425
0.8214	Intermediate Similarity	NPC58865
0.8211	Intermediate Similarity	NPC201069
0.8211	Intermediate Similarity	NPC181675
0.8173	Intermediate Similarity	NPC321956
0.816	Intermediate Similarity	NPC164295
0.8158	Intermediate Similarity	NPC98372
0.8158	Intermediate Similarity	NPC280760
0.8151	Intermediate Similarity	NPC100108
0.8151	Intermediate Similarity	NPC277798
0.8142	Intermediate Similarity	NPC132720
0.8142	Intermediate Similarity	NPC473809
0.8142	Intermediate Similarity	NPC475852
0.8142	Intermediate Similarity	NPC13482
0.8125	Intermediate Similarity	NPC201959
0.8125	Intermediate Similarity	NPC75440
0.812	Intermediate Similarity	NPC477136
0.8115	Intermediate Similarity	NPC9067
0.8103	Intermediate Similarity	NPC473264
0.8103	Intermediate Similarity	NPC475815
0.8103	Intermediate Similarity	NPC192948
0.8103	Intermediate Similarity	NPC35797
0.8087	Intermediate Similarity	NPC715
0.8083	Intermediate Similarity	NPC474115
0.8083	Intermediate Similarity	NPC475839
0.808	Intermediate Similarity	NPC196193
0.8077	Intermediate Similarity	NPC71853
0.807	Intermediate Similarity	NPC151537
0.8067	Intermediate Similarity	NPC260832
0.8067	Intermediate Similarity	NPC135467
0.8065	Intermediate Similarity	NPC215300
0.8051	Intermediate Similarity	NPC139047
0.8051	Intermediate Similarity	NPC154030
0.8049	Intermediate Similarity	NPC170485
0.8049	Intermediate Similarity	NPC82299
0.8034	Intermediate Similarity	NPC471668
0.8034	Intermediate Similarity	NPC38893
0.8034	Intermediate Similarity	NPC477137
0.8034	Intermediate Similarity	NPC81067
0.8034	Intermediate Similarity	NPC9341
0.8034	Intermediate Similarity	NPC308311
0.8033	Intermediate Similarity	NPC111088
0.8033	Intermediate Similarity	NPC61685
0.8019	Intermediate Similarity	NPC471581
0.8017	Intermediate Similarity	NPC473464
0.8017	Intermediate Similarity	NPC57199
0.8017	Intermediate Similarity	NPC195922
0.8017	Intermediate Similarity	NPC476332
0.8016	Intermediate Similarity	NPC471983
0.8016	Intermediate Similarity	NPC279596
0.8016	Intermediate Similarity	NPC149337
0.8	Intermediate Similarity	NPC102639
0.8	Intermediate Similarity	NPC46940
0.8	Intermediate Similarity	NPC206028
0.7984	Intermediate Similarity	NPC53781
0.7984	Intermediate Similarity	NPC471670
0.7984	Intermediate Similarity	NPC100129
0.7984	Intermediate Similarity	NPC471986
0.7984	Intermediate Similarity	NPC473221
0.7983	Intermediate Similarity	NPC51341
0.7982	Intermediate Similarity	NPC141782
0.7981	Intermediate Similarity	NPC177844
0.7981	Intermediate Similarity	NPC259134
0.7981	Intermediate Similarity	NPC99886
0.7981	Intermediate Similarity	NPC8002
0.7969	Intermediate Similarity	NPC213122
0.7967	Intermediate Similarity	NPC124030
0.7967	Intermediate Similarity	NPC17348
0.7967	Intermediate Similarity	NPC29008
0.7967	Intermediate Similarity	NPC228771
0.7967	Intermediate Similarity	NPC266705
0.7966	Intermediate Similarity	NPC304510
0.7966	Intermediate Similarity	NPC172219
0.7966	Intermediate Similarity	NPC238176
0.7966	Intermediate Similarity	NPC187993
0.7953	Intermediate Similarity	NPC228843
0.7953	Intermediate Similarity	NPC85595
0.7946	Intermediate Similarity	NPC113457
0.7946	Intermediate Similarity	NPC326801
0.7934	Intermediate Similarity	NPC476633
0.7928	Intermediate Similarity	NPC292792
0.792	Intermediate Similarity	NPC38017
0.792	Intermediate Similarity	NPC23012
0.7917	Intermediate Similarity	NPC478121
0.7917	Intermediate Similarity	NPC474131
0.7913	Intermediate Similarity	NPC275627
0.7913	Intermediate Similarity	NPC95716
0.7907	Intermediate Similarity	NPC22644
0.7899	Intermediate Similarity	NPC471671
0.7899	Intermediate Similarity	NPC190514
0.7899	Intermediate Similarity	NPC474040
0.7891	Intermediate Similarity	NPC227719
0.7886	Intermediate Similarity	NPC138248
0.7886	Intermediate Similarity	NPC228503
0.7881	Intermediate Similarity	NPC126759
0.7881	Intermediate Similarity	NPC69539
0.7881	Intermediate Similarity	NPC219112
0.7881	Intermediate Similarity	NPC242580
0.7881	Intermediate Similarity	NPC236070
0.7876	Intermediate Similarity	NPC233320
0.7874	Intermediate Similarity	NPC160623
0.7874	Intermediate Similarity	NPC282508
0.7869	Intermediate Similarity	NPC150026
0.7869	Intermediate Similarity	NPC188997
0.7863	Intermediate Similarity	NPC268160
0.7863	Intermediate Similarity	NPC470837
0.7851	Intermediate Similarity	NPC322569
0.7851	Intermediate Similarity	NPC131868
0.7845	Intermediate Similarity	NPC228452
0.7845	Intermediate Similarity	NPC471179
0.7845	Intermediate Similarity	NPC199462
0.784	Intermediate Similarity	NPC471077
0.784	Intermediate Similarity	NPC177167
0.784	Intermediate Similarity	NPC98745
0.7833	Intermediate Similarity	NPC310338
0.7833	Intermediate Similarity	NPC471449
0.7833	Intermediate Similarity	NPC281298
0.7833	Intermediate Similarity	NPC184302
0.7833	Intermediate Similarity	NPC32152
0.7833	Intermediate Similarity	NPC93071
0.7833	Intermediate Similarity	NPC151197
0.7833	Intermediate Similarity	NPC469644
0.7829	Intermediate Similarity	NPC27394
0.7829	Intermediate Similarity	NPC209199
0.7826	Intermediate Similarity	NPC2682
0.7823	Intermediate Similarity	NPC278955
0.7823	Intermediate Similarity	NPC113495
0.7823	Intermediate Similarity	NPC105718
0.7818	Intermediate Similarity	NPC211885
0.7815	Intermediate Similarity	NPC238075
0.7807	Intermediate Similarity	NPC11554
0.7805	Intermediate Similarity	NPC96940
0.7805	Intermediate Similarity	NPC261992
0.7798	Intermediate Similarity	NPC77492
0.7798	Intermediate Similarity	NPC79241
0.7798	Intermediate Similarity	NPC6597
0.7797	Intermediate Similarity	NPC473718
0.7797	Intermediate Similarity	NPC147179
0.7795	Intermediate Similarity	NPC253488
0.7795	Intermediate Similarity	NPC254000
0.7787	Intermediate Similarity	NPC251259
0.7786	Intermediate Similarity	NPC470721
0.7786	Intermediate Similarity	NPC6100
0.7786	Intermediate Similarity	NPC156888
0.7786	Intermediate Similarity	NPC470722
0.7786	Intermediate Similarity	NPC290601
0.7786	Intermediate Similarity	NPC186647
0.7778	Intermediate Similarity	NPC149008
0.7778	Intermediate Similarity	NPC283114
0.7778	Intermediate Similarity	NPC263753
0.7778	Intermediate Similarity	NPC207702
0.7778	Intermediate Similarity	NPC81261
0.7778	Intermediate Similarity	NPC307050
0.7778	Intermediate Similarity	NPC277458
0.7769	Intermediate Similarity	NPC344161

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 NPC470723 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	497
0.1-0.2	1000
0.2-0.3	1512
0.3-0.4	2749
0.4-0.5	1715
0.5-0.6	1054
0.6-0.7	497
0.7-0.8	118
0.8-0.85	6
0.85-0.9	2
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.8772	High Similarity	NPD5691	Approved
0.8696	High Similarity	NPD4626	Approved
0.8448	Intermediate Similarity	NPD1651	Approved
0.8403	Intermediate Similarity	NPD3600	Clinical (unspecified phase)
0.8246	Intermediate Similarity	NPD5283	Phase 1
0.8235	Intermediate Similarity	NPD1281	Approved
0.8099	Intermediate Similarity	NPD5327	Phase 3
0.8049	Intermediate Similarity	NPD6917	Clinical (unspecified phase)
0.8033	Intermediate Similarity	NPD1283	Approved
0.7969	Intermediate Similarity	NPD4097	Suspended
0.7934	Intermediate Similarity	NPD1611	Approved
0.7903	Intermediate Similarity	NPD4624	Approved
0.7881	Intermediate Similarity	NPD7340	Approved
0.7815	Intermediate Similarity	NPD7644	Approved
0.7812	Intermediate Similarity	NPD2979	Phase 3
0.7812	Intermediate Similarity	NPD4060	Phase 1
0.7805	Intermediate Similarity	NPD1669	Approved
0.7805	Intermediate Similarity	NPD4749	Approved
0.7795	Intermediate Similarity	NPD6812	Clinical (unspecified phase)
0.7778	Intermediate Similarity	NPD1398	Phase 1
0.7759	Intermediate Similarity	NPD1137	Approved
0.7759	Intermediate Similarity	NPD1139	Approved
0.7742	Intermediate Similarity	NPD6696	Suspended
0.7739	Intermediate Similarity	NPD5451	Approved
0.7717	Intermediate Similarity	NPD4625	Phase 3
0.7706	Intermediate Similarity	NPD288	Approved
0.7692	Intermediate Similarity	NPD7635	Approved
0.7692	Intermediate Similarity	NPD1138	Approved
0.7686	Intermediate Similarity	NPD3445	Approved
0.7686	Intermediate Similarity	NPD3443	Approved
0.7686	Intermediate Similarity	NPD3444	Approved
0.7656	Intermediate Similarity	NPD6410	Clinical (unspecified phase)
0.7652	Intermediate Similarity	NPD2684	Approved
0.7647	Intermediate Similarity	NPD6671	Approved
0.7647	Intermediate Similarity	NPD6387	Discontinued
0.7647	Intermediate Similarity	NPD709	Approved
0.7615	Intermediate Similarity	NPD844	Approved
0.7586	Intermediate Similarity	NPD4750	Phase 3
0.7581	Intermediate Similarity	NPD2233	Approved
0.7581	Intermediate Similarity	NPD2230	Approved
0.7581	Intermediate Similarity	NPD2232	Approved
0.7565	Intermediate Similarity	NPD2342	Discontinued
0.7557	Intermediate Similarity	NPD2157	Approved
0.7538	Intermediate Similarity	NPD3109	Approved
0.7538	Intermediate Similarity	NPD3620	Phase 2
0.7538	Intermediate Similarity	NPD3619	Clinical (unspecified phase)
0.7538	Intermediate Similarity	NPD3110	Approved
0.7538	Intermediate Similarity	NPD4140	Approved
0.7519	Intermediate Similarity	NPD2531	Phase 2
0.7519	Intermediate Similarity	NPD2438	Suspended
0.75	Intermediate Similarity	NPD7157	Approved
0.75	Intermediate Similarity	NPD3705	Approved
0.7481	Intermediate Similarity	NPD5735	Approved
0.7481	Intermediate Similarity	NPD3657	Discovery
0.7481	Intermediate Similarity	NPD5698	Clinical (unspecified phase)
0.748	Intermediate Similarity	NPD2667	Approved
0.748	Intermediate Similarity	NPD2668	Approved
0.7478	Intermediate Similarity	NPD3134	Approved
0.7462	Intermediate Similarity	NPD8032	Phase 2
0.746	Intermediate Similarity	NPD8651	Approved
0.7458	Intermediate Similarity	NPD228	Approved
0.7455	Intermediate Similarity	NPD1809	Phase 2
0.7431	Intermediate Similarity	NPD845	Approved
0.7424	Intermediate Similarity	NPD4579	Clinical (unspecified phase)
0.7424	Intermediate Similarity	NPD6353	Approved
0.7422	Intermediate Similarity	NPD2861	Phase 2
0.7422	Intermediate Similarity	NPD2237	Approved
0.7411	Intermediate Similarity	NPD3020	Approved
0.7395	Intermediate Similarity	NPD5535	Approved
0.7395	Intermediate Similarity	NPD7843	Approved
0.7385	Intermediate Similarity	NPD4907	Clinical (unspecified phase)
0.7385	Intermediate Similarity	NPD5109	Approved
0.7385	Intermediate Similarity	NPD5110	Phase 2
0.7385	Intermediate Similarity	NPD5111	Phase 2
0.7385	Intermediate Similarity	NPD1039	Discontinued
0.7355	Intermediate Similarity	NPD2557	Approved
0.7333	Intermediate Similarity	NPD495	Approved
0.7333	Intermediate Similarity	NPD498	Approved
0.7333	Intermediate Similarity	NPD496	Approved
0.7323	Intermediate Similarity	NPD1876	Approved
0.7317	Intermediate Similarity	NPD3091	Approved
0.7313	Intermediate Similarity	NPD4108	Discontinued
0.7302	Intermediate Similarity	NPD3972	Approved
0.7299	Intermediate Similarity	NPD7003	Approved
0.7295	Intermediate Similarity	NPD3596	Phase 2
0.7287	Intermediate Similarity	NPD1712	Approved
0.7273	Intermediate Similarity	NPD497	Approved
0.7258	Intermediate Similarity	NPD5585	Approved
0.7252	Intermediate Similarity	NPD7294	Phase 1
0.7236	Intermediate Similarity	NPD5536	Phase 2
0.7231	Intermediate Similarity	NPD4908	Phase 1
0.7226	Intermediate Similarity	NPD6674	Discontinued
0.7222	Intermediate Similarity	NPD1610	Phase 2
0.7209	Intermediate Similarity	NPD3691	Phase 2
0.7209	Intermediate Similarity	NPD3690	Phase 2
0.7207	Intermediate Similarity	NPD1432	Clinical (unspecified phase)
0.7206	Intermediate Similarity	NPD5762	Approved
0.7206	Intermediate Similarity	NPD5763	Approved
0.72	Intermediate Similarity	NPD3095	Discontinued
0.72	Intermediate Similarity	NPD2932	Approved
0.72	Intermediate Similarity	NPD1778	Approved
0.719	Intermediate Similarity	NPD594	Approved
0.719	Intermediate Similarity	NPD592	Approved
0.719	Intermediate Similarity	NPD1241	Discontinued
0.7177	Intermediate Similarity	NPD6581	Approved
0.7177	Intermediate Similarity	NPD6580	Approved
0.7165	Intermediate Similarity	NPD1840	Phase 2
0.7154	Intermediate Similarity	NPD7325	Clinical (unspecified phase)
0.7143	Intermediate Similarity	NPD3496	Discontinued
0.7143	Intermediate Similarity	NPD3022	Approved
0.7143	Intermediate Similarity	NPD2860	Approved
0.7143	Intermediate Similarity	NPD7041	Phase 2
0.7143	Intermediate Similarity	NPD2238	Phase 2
0.7143	Intermediate Similarity	NPD7040	Clinical (unspecified phase)
0.7143	Intermediate Similarity	NPD3021	Approved
0.7143	Intermediate Similarity	NPD2859	Approved
0.7132	Intermediate Similarity	NPD4477	Approved
0.7132	Intermediate Similarity	NPD4476	Approved
0.7121	Intermediate Similarity	NPD7985	Registered
0.712	Intermediate Similarity	NPD3049	Approved
0.712	Intermediate Similarity	NPD3025	Approved
0.712	Intermediate Similarity	NPD3024	Approved
0.712	Intermediate Similarity	NPD6830	Clinical (unspecified phase)
0.7119	Intermediate Similarity	NPD290	Approved
0.7119	Intermediate Similarity	NPD1358	Approved
0.7107	Intermediate Similarity	NPD821	Approved
0.7087	Intermediate Similarity	NPD3092	Approved
0.7077	Intermediate Similarity	NPD6584	Phase 3
0.7068	Intermediate Similarity	NPD4475	Approved
0.7068	Intermediate Similarity	NPD4474	Approved
0.7063	Intermediate Similarity	NPD3019	Approved
0.7063	Intermediate Similarity	NPD4059	Approved
0.7063	Intermediate Similarity	NPD17	Approved
0.7059	Intermediate Similarity	NPD6028	Clinical (unspecified phase)
0.7059	Intermediate Similarity	NPD6029	Clinical (unspecified phase)
0.7054	Intermediate Similarity	NPD2933	Approved
0.7054	Intermediate Similarity	NPD2934	Approved
0.7045	Intermediate Similarity	NPD1024	Discontinued
0.7045	Intermediate Similarity	NPD2669	Clinical (unspecified phase)
0.7043	Intermediate Similarity	NPD289	Clinical (unspecified phase)
0.7042	Intermediate Similarity	NPD6090	Discontinued
0.7029	Intermediate Similarity	NPD7037	Approved
0.7023	Intermediate Similarity	NPD3018	Phase 2
0.7008	Intermediate Similarity	NPD3026	Approved
0.7008	Intermediate Similarity	NPD3847	Discontinued
0.7008	Intermediate Similarity	NPD3023	Approved
0.7007	Intermediate Similarity	NPD6099	Approved
0.7007	Intermediate Similarity	NPD2935	Discontinued
0.7007	Intermediate Similarity	NPD6100	Approved
0.7	Intermediate Similarity	NPD5084	Clinical (unspecified phase)
0.6992	Remote Similarity	NPD593	Approved
0.6992	Remote Similarity	NPD595	Approved
0.6984	Remote Similarity	NPD4093	Discontinued
0.6977	Remote Similarity	NPD4359	Approved
0.6963	Remote Similarity	NPD6355	Discontinued
0.6957	Remote Similarity	NPD2346	Discontinued
0.6949	Remote Similarity	NPD9697	Approved
0.6947	Remote Similarity	NPD2798	Approved
0.6947	Remote Similarity	NPD7905	Discontinued
0.694	Remote Similarity	NPD7265	Discontinued
0.6934	Remote Similarity	NPD2799	Discontinued
0.6929	Remote Similarity	NPD2556	Approved
0.6929	Remote Similarity	NPD5846	Approved
0.6929	Remote Similarity	NPD6516	Phase 2
0.6929	Remote Similarity	NPD6398	Clinical (unspecified phase)
0.6929	Remote Similarity	NPD2286	Discontinued
0.6929	Remote Similarity	NPD2554	Approved
0.6929	Remote Similarity	NPD1751	Approved
0.6923	Remote Similarity	NPD5261	Clinical (unspecified phase)
0.6923	Remote Similarity	NPD5700	Clinical (unspecified phase)
0.6923	Remote Similarity	NPD2922	Phase 1
0.6923	Remote Similarity	NPD7258	Clinical (unspecified phase)
0.6917	Remote Similarity	NPD3027	Phase 3
0.6917	Remote Similarity	NPD7095	Approved
0.6905	Remote Similarity	NPD1548	Phase 1
0.6905	Remote Similarity	NPD2486	Discontinued
0.6905	Remote Similarity	NPD1182	Approved
0.6899	Remote Similarity	NPD1608	Approved
0.6899	Remote Similarity	NPD2231	Phase 2
0.6899	Remote Similarity	NPD2981	Phase 2
0.6899	Remote Similarity	NPD2235	Phase 2
0.6894	Remote Similarity	NPD5736	Approved
0.6891	Remote Similarity	NPD968	Approved
0.6885	Remote Similarity	NPD6124	Clinical (unspecified phase)
0.687	Remote Similarity	NPD3094	Phase 2
0.687	Remote Similarity	NPD2797	Approved
0.6866	Remote Similarity	NPD1336	Approved
0.6861	Remote Similarity	NPD6896	Approved
0.6861	Remote Similarity	NPD6895	Approved
0.686	Remote Similarity	NPD1792	Phase 2
0.6853	Remote Similarity	NPD7446	Clinical (unspecified phase)
0.685	Remote Similarity	NPD1357	Approved
0.6846	Remote Similarity	NPD4379	Clinical (unspecified phase)
0.6846	Remote Similarity	NPD2983	Phase 2
0.6846	Remote Similarity	NPD6542	Approved
0.6846	Remote Similarity	NPD6582	Phase 2
0.6846	Remote Similarity	NPD3676	Clinical (unspecified phase)
0.6846	Remote Similarity	NPD6539	Approved
0.6846	Remote Similarity	NPD3685	Discontinued
0.6846	Remote Similarity	NPD2982	Phase 2

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