NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	204.12
Volume:	223.326
LogP:	3.35
LogD:	3.004
LogS:	-3.607
# Rotatable Bonds:	2
TPSA:	26.3
# H-Bond Aceptor:	2
# H-Bond Donor:	0
# Rings:	2
# Heavy Atoms:	2

MedChem Properties

QED Drug-Likeness Score:	0.692
Synthetic Accessibility Score:	2.656
Fsp3:	0.462
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Rejected
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:	-4.521
MDCK Permeability:	2.0948349629179575e-05
Pgp-inhibitor:	0.049
Pgp-substrate:	0.001
Human Intestinal Absorption (HIA):	0.003
20% Bioavailability (F20%):	0.003
30% Bioavailability (F30%):	0.012

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.186
Plasma Protein Binding (PPB):	93.91085052490234%
Volume Distribution (VD):	0.542
Pgp-substrate:	6.608173847198486%

ADMET: Metabolism

CYP1A2-inhibitor:	0.689
CYP1A2-substrate:	0.806
CYP2C19-inhibitor:	0.887
CYP2C19-substrate:	0.768
CYP2C9-inhibitor:	0.552
CYP2C9-substrate:	0.823
CYP2D6-inhibitor:	0.27
CYP2D6-substrate:	0.538
CYP3A4-inhibitor:	0.197
CYP3A4-substrate:	0.495

ADMET: Excretion

Clearance (CL):	6.108
Half-life (T1/2):	0.398

ADMET: Toxicity

hERG Blockers:	0.016
Human Hepatotoxicity (H-HT):	0.223
Drug-inuced Liver Injury (DILI):	0.76
AMES Toxicity:	0.291
Rat Oral Acute Toxicity:	0.036
Maximum Recommended Daily Dose:	0.046
Skin Sensitization:	0.109
Carcinogencity:	0.781
Eye Corrosion:	0.067
Eye Irritation:	0.926
Respiratory Toxicity:	0.027

Download Data

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

Natural Product: NPC470858

Natural Product ID:	NPC470858
*Common Name:**	10,11-Dihydro Tremetone
IUPAC Name:	1-[(2R)-2-propan-2-yl-2,3-dihydro-1-benzofuran-5-yl]ethanone
Synonyms:
Standard InCHIKey:	SJSDMYAMNRSNKZ-CYBMUJFWSA-N
Standard InCHI:	InChI=1S/C13H16O2/c1-8(2)13-7-11-6-10(9(3)14)4-5-12(11)15-13/h4-6,8,13H,7H2,1-3H3/t13-/m1/s1
SMILES:	CC([C@@H]1Oc2c(C1)cc(cc2)C(=O)C)C
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL2271143
PubChem CID:	20056712
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0002448] Benzenoids [CHEMONTID:0002279] Benzene and substituted derivatives [CHEMONTID:0000119] Acetophenones

*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
NPO32889	baccharis sp.	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[11929285]

☑ 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	4
IC50	8

Activity Type	# Activity
Organism	12

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT594	Organism	Trifolium pratense	Trifolium pratense	IC50	=	28600.0	nM	PMID[489932]
NPT594	Organism	Trifolium pratense	Trifolium pratense	IC50	=	23200.0	nM	PMID[489932]
NPT595	Organism	Physalis ixocarpa	Physalis ixocarpa	IC50	=	19100.0	nM	PMID[489932]
NPT595	Organism	Physalis ixocarpa	Physalis ixocarpa	IC50	=	20100.0	nM	PMID[489932]
NPT364	Organism	Lactuca sativa	Lactuca sativa	IC50	=	17400.0	nM	PMID[489932]
NPT364	Organism	Lactuca sativa	Lactuca sativa	IC50	=	17300.0	nM	PMID[489932]
NPT596	Organism	Lolium multiflorum	Lolium multiflorum	IC50	=	31900.0	nM	PMID[489932]
NPT596	Organism	Lolium multiflorum	Lolium multiflorum	IC50	=	29300.0	nM	PMID[489932]
NPT594	Organism	Trifolium pratense	Trifolium pratense	GI50	=	27900.0	nM	PMID[489932]
NPT596	Organism	Lolium multiflorum	Lolium multiflorum	GI50	=	31500.0	nM	PMID[489932]
NPT364	Organism	Lactuca sativa	Lactuca sativa	GI50	=	25900.0	nM	PMID[489932]
NPT595	Organism	Physalis ixocarpa	Physalis ixocarpa	GI50	=	24700.0	nM	PMID[489932]

☑ 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 NPC470858 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	358
0.1-0.2	1610
0.2-0.3	4198
0.3-0.4	10677
0.4-0.5	7665
0.5-0.6	4625
0.6-0.7	8776
0.7-0.8	4492
0.8-0.85	263
0.85-0.9	18
0.9-0.95	8
0.95-1	7

Similarity Score	Similarity Level	Natural Product ID
0.9831	High Similarity	NPC141252
0.9831	High Similarity	NPC11799
0.9516	High Similarity	NPC196979
0.9516	High Similarity	NPC470976
0.9516	High Similarity	NPC470977
0.9512	High Similarity	NPC66246
0.9512	High Similarity	NPC170546
0.9435	High Similarity	NPC282230
0.9435	High Similarity	NPC183348
0.936	High Similarity	NPC15083
0.9355	High Similarity	NPC939
0.9134	High Similarity	NPC470859
0.9055	High Similarity	NPC279596
0.8992	High Similarity	NPC247743
0.8968	High Similarity	NPC50583
0.881	High Similarity	NPC237868
0.8729	High Similarity	NPC23332
0.8702	High Similarity	NPC209858
0.8667	High Similarity	NPC252004
0.8667	High Similarity	NPC470856
0.8661	High Similarity	NPC474737
0.8644	High Similarity	NPC183648
0.8607	High Similarity	NPC469954
0.8594	High Similarity	NPC37512
0.8593	High Similarity	NPC137009
0.8583	High Similarity	NPC165556
0.8525	High Similarity	NPC470860
0.8485	Intermediate Similarity	NPC229646
0.8467	Intermediate Similarity	NPC171870
0.8456	Intermediate Similarity	NPC37206
0.845	Intermediate Similarity	NPC293387
0.8444	Intermediate Similarity	NPC233707
0.8444	Intermediate Similarity	NPC62735
0.8433	Intermediate Similarity	NPC163029
0.8425	Intermediate Similarity	NPC474691
0.8421	Intermediate Similarity	NPC324117
0.8417	Intermediate Similarity	NPC57879
0.8413	Intermediate Similarity	NPC314329
0.8409	Intermediate Similarity	NPC183103
0.8397	Intermediate Similarity	NPC109778
0.8397	Intermediate Similarity	NPC245395
0.8387	Intermediate Similarity	NPC206007
0.8387	Intermediate Similarity	NPC293424
0.8385	Intermediate Similarity	NPC125887
0.8385	Intermediate Similarity	NPC59502
0.8382	Intermediate Similarity	NPC36414
0.837	Intermediate Similarity	NPC29638
0.8357	Intermediate Similarity	NPC286038
0.8333	Intermediate Similarity	NPC239134
0.8333	Intermediate Similarity	NPC473982
0.8333	Intermediate Similarity	NPC27220
0.8333	Intermediate Similarity	NPC164295
0.8321	Intermediate Similarity	NPC11566
0.8321	Intermediate Similarity	NPC473019
0.832	Intermediate Similarity	NPC473767
0.8309	Intermediate Similarity	NPC259685
0.8298	Intermediate Similarity	NPC14875
0.8298	Intermediate Similarity	NPC66991
0.8273	Intermediate Similarity	NPC130206
0.8261	Intermediate Similarity	NPC184053
0.8261	Intermediate Similarity	NPC472409
0.8258	Intermediate Similarity	NPC86774
0.8258	Intermediate Similarity	NPC327457
0.8254	Intermediate Similarity	NPC246214
0.8244	Intermediate Similarity	NPC2401
0.824	Intermediate Similarity	NPC171023
0.8239	Intermediate Similarity	NPC168085
0.8235	Intermediate Similarity	NPC156910
0.8235	Intermediate Similarity	NPC254741
0.8222	Intermediate Similarity	NPC217914
0.8217	Intermediate Similarity	NPC473885
0.8217	Intermediate Similarity	NPC184219
0.8217	Intermediate Similarity	NPC221798
0.8217	Intermediate Similarity	NPC471074
0.8214	Intermediate Similarity	NPC213900
0.8214	Intermediate Similarity	NPC17262
0.8209	Intermediate Similarity	NPC55147
0.8203	Intermediate Similarity	NPC69403
0.8203	Intermediate Similarity	NPC291189
0.8201	Intermediate Similarity	NPC254010
0.8189	Intermediate Similarity	NPC225245
0.8188	Intermediate Similarity	NPC472515
0.8182	Intermediate Similarity	NPC104172
0.8182	Intermediate Similarity	NPC88886
0.8182	Intermediate Similarity	NPC473894
0.8182	Intermediate Similarity	NPC317492
0.8175	Intermediate Similarity	NPC35744
0.8175	Intermediate Similarity	NPC201284
0.8175	Intermediate Similarity	NPC253616
0.8169	Intermediate Similarity	NPC471285
0.8168	Intermediate Similarity	NPC121104
0.8162	Intermediate Similarity	NPC46869
0.8162	Intermediate Similarity	NPC278832
0.8162	Intermediate Similarity	NPC99854
0.8162	Intermediate Similarity	NPC64157
0.8156	Intermediate Similarity	NPC473015
0.8156	Intermediate Similarity	NPC473013
0.8156	Intermediate Similarity	NPC470857
0.8154	Intermediate Similarity	NPC65041
0.8154	Intermediate Similarity	NPC224657
0.8154	Intermediate Similarity	NPC2771
0.8154	Intermediate Similarity	NPC473626
0.8148	Intermediate Similarity	NPC292998
0.8145	Intermediate Similarity	NPC205523
0.8145	Intermediate Similarity	NPC220540
0.8143	Intermediate Similarity	NPC158871
0.8143	Intermediate Similarity	NPC147145
0.814	Intermediate Similarity	NPC118853
0.8136	Intermediate Similarity	NPC38209
0.813	Intermediate Similarity	NPC90903
0.813	Intermediate Similarity	NPC53953
0.813	Intermediate Similarity	NPC279916
0.813	Intermediate Similarity	NPC242136
0.8125	Intermediate Similarity	NPC472421
0.8125	Intermediate Similarity	NPC472406
0.8116	Intermediate Similarity	NPC473988
0.8106	Intermediate Similarity	NPC473744
0.8106	Intermediate Similarity	NPC473907
0.8102	Intermediate Similarity	NPC24394
0.8102	Intermediate Similarity	NPC268081
0.8102	Intermediate Similarity	NPC470397
0.8102	Intermediate Similarity	NPC470398
0.8102	Intermediate Similarity	NPC472516
0.8102	Intermediate Similarity	NPC161196
0.8102	Intermediate Similarity	NPC187826
0.8099	Intermediate Similarity	NPC190572
0.8099	Intermediate Similarity	NPC300267
0.8099	Intermediate Similarity	NPC51641
0.8095	Intermediate Similarity	NPC152159
0.8095	Intermediate Similarity	NPC32298
0.8092	Intermediate Similarity	NPC474264
0.8092	Intermediate Similarity	NPC475236
0.8092	Intermediate Similarity	NPC177925
0.8088	Intermediate Similarity	NPC164136
0.8088	Intermediate Similarity	NPC236974
0.8088	Intermediate Similarity	NPC125269
0.8088	Intermediate Similarity	NPC144027
0.8088	Intermediate Similarity	NPC470844
0.8085	Intermediate Similarity	NPC77794
0.8085	Intermediate Similarity	NPC164980
0.8085	Intermediate Similarity	NPC221432
0.8085	Intermediate Similarity	NPC223812
0.8085	Intermediate Similarity	NPC91560
0.8085	Intermediate Similarity	NPC150408
0.8085	Intermediate Similarity	NPC107177
0.8085	Intermediate Similarity	NPC169591
0.8085	Intermediate Similarity	NPC68104
0.8085	Intermediate Similarity	NPC310130
0.8085	Intermediate Similarity	NPC125894
0.8085	Intermediate Similarity	NPC149026
0.8085	Intermediate Similarity	NPC290038
0.8085	Intermediate Similarity	NPC81697
0.8085	Intermediate Similarity	NPC175504
0.8085	Intermediate Similarity	NPC59522
0.8085	Intermediate Similarity	NPC39329
0.8085	Intermediate Similarity	NPC85162
0.8085	Intermediate Similarity	NPC75049
0.8085	Intermediate Similarity	NPC143896
0.8085	Intermediate Similarity	NPC257097
0.8085	Intermediate Similarity	NPC278249
0.808	Intermediate Similarity	NPC59035
0.808	Intermediate Similarity	NPC79202
0.8077	Intermediate Similarity	NPC89630
0.8074	Intermediate Similarity	NPC66158
0.8074	Intermediate Similarity	NPC54503
0.8071	Intermediate Similarity	NPC22467
0.8069	Intermediate Similarity	NPC474744
0.8069	Intermediate Similarity	NPC474772
0.8069	Intermediate Similarity	NPC472580
0.8069	Intermediate Similarity	NPC472423
0.8062	Intermediate Similarity	NPC67300
0.806	Intermediate Similarity	NPC301717
0.806	Intermediate Similarity	NPC477412
0.806	Intermediate Similarity	NPC125153
0.8058	Intermediate Similarity	NPC139554
0.8058	Intermediate Similarity	NPC23257
0.8058	Intermediate Similarity	NPC262635
0.8056	Intermediate Similarity	NPC39929
0.8056	Intermediate Similarity	NPC296030
0.8051	Intermediate Similarity	NPC298224
0.8047	Intermediate Similarity	NPC97566
0.8043	Intermediate Similarity	NPC157855
0.8042	Intermediate Similarity	NPC198427
0.8042	Intermediate Similarity	NPC130581
0.8042	Intermediate Similarity	NPC12148
0.8042	Intermediate Similarity	NPC202494
0.8033	Intermediate Similarity	NPC473809
0.8031	Intermediate Similarity	NPC54243
0.8031	Intermediate Similarity	NPC137710
0.803	Intermediate Similarity	NPC286683
0.803	Intermediate Similarity	NPC49852
0.803	Intermediate Similarity	NPC475496
0.8029	Intermediate Similarity	NPC471670
0.8029	Intermediate Similarity	NPC307401
0.8029	Intermediate Similarity	NPC151113
0.8029	Intermediate Similarity	NPC60667
0.8029	Intermediate Similarity	NPC84699
0.8028	Intermediate Similarity	NPC171656
0.8028	Intermediate Similarity	NPC235217
0.8028	Intermediate Similarity	NPC131579

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 NPC470858 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	329
0.1-0.2	1009
0.2-0.3	1429
0.3-0.4	2565
0.4-0.5	1944
0.5-0.6	1168
0.6-0.7	547
0.7-0.8	153
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
0.8583	High Similarity	NPD1241	Discontinued
0.8413	Intermediate Similarity	NPD1547	Clinical (unspecified phase)
0.837	Intermediate Similarity	NPD2796	Approved
0.8203	Intermediate Similarity	NPD3972	Approved
0.8188	Intermediate Similarity	NPD7421	Clinical (unspecified phase)
0.8162	Intermediate Similarity	NPD2799	Discontinued
0.8077	Intermediate Similarity	NPD1876	Approved
0.8058	Intermediate Similarity	NPD1243	Approved
0.8043	Intermediate Similarity	NPD2343	Clinical (unspecified phase)
0.8043	Intermediate Similarity	NPD2344	Approved
0.8014	Intermediate Similarity	NPD643	Clinical (unspecified phase)
0.8	Intermediate Similarity	NPD3140	Approved
0.8	Intermediate Similarity	NPD3142	Approved
0.7917	Intermediate Similarity	NPD920	Approved
0.7902	Intermediate Similarity	NPD642	Clinical (unspecified phase)
0.7857	Intermediate Similarity	NPD1549	Phase 2
0.7836	Intermediate Similarity	NPD6832	Phase 2
0.782	Intermediate Similarity	NPD2798	Approved
0.7817	Intermediate Similarity	NPD2309	Approved
0.7815	Intermediate Similarity	NPD5494	Approved
0.7786	Intermediate Similarity	NPD1550	Clinical (unspecified phase)
0.7786	Intermediate Similarity	NPD1552	Clinical (unspecified phase)
0.7786	Intermediate Similarity	NPD1471	Phase 3
0.7778	Intermediate Similarity	NPD4378	Clinical (unspecified phase)
0.7752	Intermediate Similarity	NPD1651	Approved
0.7752	Intermediate Similarity	NPD5691	Approved
0.7746	Intermediate Similarity	NPD4628	Phase 3
0.7737	Intermediate Similarity	NPD1240	Approved
0.7721	Intermediate Similarity	NPD2313	Discontinued
0.7718	Intermediate Similarity	NPD7096	Clinical (unspecified phase)
0.7705	Intermediate Similarity	NPD3134	Approved
0.7692	Intermediate Similarity	NPD17	Approved
0.7692	Intermediate Similarity	NPD3887	Approved
0.7687	Intermediate Similarity	NPD1019	Discontinued
0.7681	Intermediate Similarity	NPD6355	Discontinued
0.7674	Intermediate Similarity	NPD9545	Approved
0.7667	Intermediate Similarity	NPD8443	Clinical (unspecified phase)
0.7652	Intermediate Similarity	NPD9717	Approved
0.7651	Intermediate Similarity	NPD6280	Approved
0.7651	Intermediate Similarity	NPD6279	Approved
0.7643	Intermediate Similarity	NPD1510	Phase 2
0.7626	Intermediate Similarity	NPD1607	Approved
0.7612	Intermediate Similarity	NPD3266	Approved
0.7612	Intermediate Similarity	NPD3267	Approved
0.7603	Intermediate Similarity	NPD6273	Approved
0.76	Intermediate Similarity	NPD7819	Suspended
0.76	Intermediate Similarity	NPD2393	Clinical (unspecified phase)
0.7589	Intermediate Similarity	NPD2935	Discontinued
0.7586	Intermediate Similarity	NPD6799	Approved
0.7584	Intermediate Similarity	NPD7411	Suspended
0.7576	Intermediate Similarity	NPD1281	Approved
0.7568	Intermediate Similarity	NPD7458	Discontinued
0.7566	Intermediate Similarity	NPD7075	Discontinued
0.7534	Intermediate Similarity	NPD7410	Clinical (unspecified phase)
0.7533	Intermediate Similarity	NPD6801	Discontinued
0.7519	Intermediate Similarity	NPD1608	Approved
0.7518	Intermediate Similarity	NPD3748	Approved
0.7517	Intermediate Similarity	NPD4380	Phase 2
0.7516	Intermediate Similarity	NPD919	Approved
0.75	Intermediate Similarity	NPD1358	Approved
0.75	Intermediate Similarity	NPD9494	Approved
0.75	Intermediate Similarity	NPD7003	Approved
0.7483	Intermediate Similarity	NPD2424	Discontinued
0.7482	Intermediate Similarity	NPD4307	Phase 2
0.7481	Intermediate Similarity	NPD4196	Clinical (unspecified phase)
0.7481	Intermediate Similarity	NPD2797	Approved
0.7465	Intermediate Similarity	NPD4476	Approved
0.7465	Intermediate Similarity	NPD4477	Approved
0.7464	Intermediate Similarity	NPD3268	Approved
0.7464	Intermediate Similarity	NPD6859	Clinical (unspecified phase)
0.7464	Intermediate Similarity	NPD6798	Discontinued
0.746	Intermediate Similarity	NPD2181	Clinical (unspecified phase)
0.744	Intermediate Similarity	NPD2684	Approved
0.7431	Intermediate Similarity	NPD2800	Approved
0.7429	Intermediate Similarity	NPD1899	Clinical (unspecified phase)
0.7424	Intermediate Similarity	NPD3412	Clinical (unspecified phase)
0.7424	Intermediate Similarity	NPD1778	Approved
0.7424	Intermediate Similarity	NPD4626	Approved
0.7419	Intermediate Similarity	NPD1247	Approved
0.7413	Intermediate Similarity	NPD6004	Phase 3
0.7413	Intermediate Similarity	NPD2355	Clinical (unspecified phase)
0.7413	Intermediate Similarity	NPD2353	Approved
0.7413	Intermediate Similarity	NPD6005	Phase 3
0.7413	Intermediate Similarity	NPD6003	Clinical (unspecified phase)
0.7413	Intermediate Similarity	NPD6002	Phase 3
0.7413	Intermediate Similarity	NPD2346	Discontinued
0.7413	Intermediate Similarity	NPD6006	Clinical (unspecified phase)
0.741	Intermediate Similarity	NPD8032	Phase 2
0.7407	Intermediate Similarity	NPD1283	Approved
0.7405	Intermediate Similarity	NPD7893	Clinical (unspecified phase)
0.74	Intermediate Similarity	NPD6599	Discontinued
0.7386	Intermediate Similarity	NPD3882	Suspended
0.7372	Intermediate Similarity	NPD6808	Phase 2
0.7357	Intermediate Similarity	NPD2979	Phase 3
0.7353	Intermediate Similarity	NPD1203	Approved
0.7339	Intermediate Similarity	NPD9697	Approved
0.7333	Intermediate Similarity	NPD5808	Clinical (unspecified phase)
0.732	Intermediate Similarity	NPD5616	Clinical (unspecified phase)
0.7315	Intermediate Similarity	NPD5586	Clinical (unspecified phase)
0.731	Intermediate Similarity	NPD2654	Approved
0.7303	Intermediate Similarity	NPD1934	Approved
0.7297	Intermediate Similarity	NPD4662	Approved
0.7297	Intermediate Similarity	NPD4661	Approved
0.7297	Intermediate Similarity	NPD2533	Approved
0.7297	Intermediate Similarity	NPD2534	Approved
0.7297	Intermediate Similarity	NPD2532	Approved
0.7273	Intermediate Similarity	NPD1894	Discontinued
0.7273	Intermediate Similarity	NPD4308	Phase 3
0.7266	Intermediate Similarity	NPD1609	Clinical (unspecified phase)
0.726	Intermediate Similarity	NPD3750	Approved
0.7252	Intermediate Similarity	NPD9493	Approved
0.7248	Intermediate Similarity	NPD5049	Phase 3
0.7241	Intermediate Similarity	NPD970	Clinical (unspecified phase)
0.7239	Intermediate Similarity	NPD3496	Discontinued
0.7226	Intermediate Similarity	NPD4381	Clinical (unspecified phase)
0.7222	Intermediate Similarity	NPD2438	Suspended
0.7222	Intermediate Similarity	NPD290	Approved
0.7218	Intermediate Similarity	NPD5585	Approved
0.7214	Intermediate Similarity	NPD411	Approved
0.7211	Intermediate Similarity	NPD2354	Approved
0.7209	Intermediate Similarity	NPD7843	Approved
0.7209	Intermediate Similarity	NPD5535	Approved
0.7208	Intermediate Similarity	NPD2296	Approved
0.7206	Intermediate Similarity	NPD5327	Phase 3
0.72	Intermediate Similarity	NPD6980	Clinical (unspecified phase)
0.7197	Intermediate Similarity	NPD5536	Phase 2
0.719	Intermediate Similarity	NPD7577	Discontinued
0.7183	Intermediate Similarity	NPD4622	Approved
0.7183	Intermediate Similarity	NPD447	Suspended
0.7183	Intermediate Similarity	NPD4618	Approved
0.7183	Intermediate Similarity	NPD1933	Approved
0.7176	Intermediate Similarity	NPD7157	Approved
0.717	Intermediate Similarity	NPD7852	Clinical (unspecified phase)
0.7161	Intermediate Similarity	NPD4947	Clinical (unspecified phase)
0.7161	Intermediate Similarity	NPD7768	Phase 2
0.7153	Intermediate Similarity	NPD7033	Discontinued
0.7133	Intermediate Similarity	NPD6651	Approved
0.7124	Intermediate Similarity	NPD5890	Approved
0.7124	Intermediate Similarity	NPD5889	Approved
0.7114	Intermediate Similarity	NPD1511	Approved
0.7113	Intermediate Similarity	NPD4060	Phase 1
0.7107	Intermediate Similarity	NPD3926	Phase 2
0.7105	Intermediate Similarity	NPD2651	Approved
0.7105	Intermediate Similarity	NPD3226	Approved
0.7105	Intermediate Similarity	NPD2649	Approved
0.7103	Intermediate Similarity	NPD2531	Phase 2
0.7103	Intermediate Similarity	NPD1551	Phase 2
0.7097	Intermediate Similarity	NPD3817	Phase 2
0.7095	Intermediate Similarity	NPD3295	Clinical (unspecified phase)
0.7092	Intermediate Similarity	NPD1296	Phase 2
0.7089	Intermediate Similarity	NPD6959	Discontinued
0.7086	Intermediate Similarity	NPD3873	Phase 3
0.7086	Intermediate Similarity	NPD3869	Phase 3
0.7083	Intermediate Similarity	NPD5689	Approved
0.7083	Intermediate Similarity	NPD743	Approved
0.7083	Intermediate Similarity	NPD5688	Approved
0.7081	Intermediate Similarity	NPD3818	Discontinued
0.7077	Intermediate Similarity	NPD821	Approved
0.7073	Intermediate Similarity	NPD4419	Clinical (unspecified phase)
0.7067	Intermediate Similarity	NPD7004	Clinical (unspecified phase)
0.7063	Intermediate Similarity	NPD4575	Clinical (unspecified phase)
0.7055	Intermediate Similarity	NPD3823	Discontinued
0.7051	Intermediate Similarity	NPD4868	Clinical (unspecified phase)
0.705	Intermediate Similarity	NPD5647	Approved
0.705	Intermediate Similarity	NPD3690	Phase 2
0.705	Intermediate Similarity	NPD3691	Phase 2
0.7042	Intermediate Similarity	NPD6233	Phase 2
0.7042	Intermediate Similarity	NPD4062	Phase 3
0.7039	Intermediate Similarity	NPD957	Approved
0.7037	Intermediate Similarity	NPD7804	Clinical (unspecified phase)
0.7037	Intermediate Similarity	NPD5844	Phase 1
0.7032	Intermediate Similarity	NPD2801	Approved
0.7027	Intermediate Similarity	NPD4110	Phase 3
0.7027	Intermediate Similarity	NPD4109	Clinical (unspecified phase)
0.7023	Intermediate Similarity	NPD594	Approved
0.7023	Intermediate Similarity	NPD592	Approved
0.702	Intermediate Similarity	NPD1512	Approved
0.702	Intermediate Similarity	NPD2186	Approved
0.7014	Intermediate Similarity	NPD2157	Approved
0.7012	Intermediate Similarity	NPD6559	Discontinued
0.7007	Intermediate Similarity	NPD2897	Discontinued
0.7007	Intermediate Similarity	NPD5958	Discontinued
0.7007	Intermediate Similarity	NPD1481	Phase 2
0.7006	Intermediate Similarity	NPD3749	Approved
0.7	Intermediate Similarity	NPD1137	Approved
0.7	Intermediate Similarity	NPD1139	Approved
0.7	Intermediate Similarity	NPD6143	Clinical (unspecified phase)
0.7	Intermediate Similarity	NPD454	Approved
0.7	Intermediate Similarity	NPD2861	Phase 2
0.6994	Remote Similarity	NPD1729	Discontinued
0.6993	Remote Similarity	NPD4140	Approved
0.6986	Remote Similarity	NPD6099	Approved
0.6986	Remote Similarity	NPD6100	Approved
0.6974	Remote Similarity	NPD7427	Discontinued
0.6974	Remote Similarity	NPD5403	Approved
0.6972	Remote Similarity	NPD4907	Clinical (unspecified phase)
0.6972	Remote Similarity	NPD3764	Approved
0.6972	Remote Similarity	NPD1699	Clinical (unspecified phase)
0.6968	Remote Similarity	NPD6844	Discontinued
0.6966	Remote Similarity	NPD7097	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