NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	432.14
Volume:	421.419
LogP:	2.732
LogD:	2.452
LogS:	-3.682
# Rotatable Bonds:	6
TPSA:	139.59
# H-Bond Aceptor:	9
# H-Bond Donor:	3
# Rings:	3
# Heavy Atoms:	9

MedChem Properties

QED Drug-Likeness Score:	0.477
Synthetic Accessibility Score:	4.576
Fsp3:	0.409
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Accepted
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:	-5.207
MDCK Permeability:	2.123890953953378e-05
Pgp-inhibitor:	0.002
Pgp-substrate:	0.052
Human Intestinal Absorption (HIA):	0.903
20% Bioavailability (F20%):	0.997
30% Bioavailability (F30%):	0.996

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.343
Plasma Protein Binding (PPB):	91.18053436279297%
Volume Distribution (VD):	0.449
Pgp-substrate:	4.600346565246582%

ADMET: Metabolism

CYP1A2-inhibitor:	0.885
CYP1A2-substrate:	0.373
CYP2C19-inhibitor:	0.602
CYP2C19-substrate:	0.11
CYP2C9-inhibitor:	0.7
CYP2C9-substrate:	0.659
CYP2D6-inhibitor:	0.811
CYP2D6-substrate:	0.112
CYP3A4-inhibitor:	0.89
CYP3A4-substrate:	0.3

ADMET: Excretion

Clearance (CL):	11.922
Half-life (T1/2):	0.873

ADMET: Toxicity

hERG Blockers:	0.135
Human Hepatotoxicity (H-HT):	0.69
Drug-inuced Liver Injury (DILI):	0.169
AMES Toxicity:	0.019
Rat Oral Acute Toxicity:	0.563
Maximum Recommended Daily Dose:	0.952
Skin Sensitization:	0.804
Carcinogencity:	0.29
Eye Corrosion:	0.004
Eye Irritation:	0.095
Respiratory Toxicity:	0.369

Download Data

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

Natural Product: NPC478231

Natural Product ID:	NPC478231
*Common Name:**	Talaraculone C
IUPAC Name:	[(7S,8S,8aS)-7-hydroxy-3-(3-methoxy-3-oxopropyl)-7-methyl-6-oxo-8,8a-dihydro-1H-isochromen-8-yl] 2,4-dihydroxy-6-methylbenzoate
Synonyms:
Standard InCHIKey:	KLWMGGWUDBVVRX-UPKQVVFYSA-N
Standard InCHI:	InChI=1S/C22H24O9/c1-11-6-13(23)9-16(24)19(11)21(27)31-20-15-10-30-14(4-5-18(26)29-3)7-12(15)8-17(25)22(20,2)28/h6-9,15,20,23-24,28H,4-5,10H2,1-3H3/t15-,20+,22-/m1/s1
SMILES:	CC1=CC(=CC(=C1C(=O)O[C@H]2[C@@H]3COC(=CC3=CC(=O)[C@@]2(C)O)CCC(=O)OC)O)O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL4210842
PubChem CID:	139589756
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0002448] Benzenoids [CHEMONTID:0002279] Benzene and substituted derivatives [CHEMONTID:0000176] Benzoic acids and derivatives [CHEMONTID:0001350] Benzoic acid esters [CHEMONTID:0004701] p-Hydroxybenzoic acid esters [CHEMONTID:0004702] p-Hydroxybenzoic acid alkyl esters

*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
NPO33693	Talaromyces aculeatus DS-62013	Species	Trichocomaceae	Eukaryota	n.a.	saline-alkali soil, Shandong Province, China	2013-APR	PMID[28749670]

☑ 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

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference

☑ 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 NPC478231 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	1370
0.2-0.3	3276
0.3-0.4	7170
0.4-0.5	10319
0.5-0.6	5369
0.6-0.7	6107
0.7-0.8	7570
0.8-0.85	971
0.85-0.9	150
0.9-0.95	21
0.95-1	17

Similarity Score	Similarity Level	Natural Product ID
0.9797	High Similarity	NPC478221
0.9797	High Similarity	NPC478230
0.9797	High Similarity	NPC472890
0.9797	High Similarity	NPC69043
0.9796	High Similarity	NPC76041
0.9796	High Similarity	NPC184284
0.973	High Similarity	NPC137301
0.9667	High Similarity	NPC478225
0.9667	High Similarity	NPC478226
0.9664	High Similarity	NPC170189
0.9664	High Similarity	NPC317585
0.9664	High Similarity	NPC208173
0.9662	High Similarity	NPC115249
0.9662	High Similarity	NPC478224
0.966	High Similarity	NPC472891
0.9536	High Similarity	NPC472889
0.9408	High Similarity	NPC246466
0.9355	High Similarity	NPC249181
0.9351	High Similarity	NPC317544
0.9295	High Similarity	NPC191930
0.9267	High Similarity	NPC164762
0.9236	High Similarity	NPC20237
0.9205	High Similarity	NPC91809
0.92	High Similarity	NPC84142
0.9177	High Similarity	NPC283041
0.9161	High Similarity	NPC472055
0.9097	High Similarity	NPC470339
0.9091	High Similarity	NPC472050
0.9085	High Similarity	NPC471695
0.9013	High Similarity	NPC56204
0.9	High Similarity	NPC328321
0.8981	High Similarity	NPC117985
0.8954	High Similarity	NPC70016
0.8954	High Similarity	NPC215921
0.8947	High Similarity	NPC4423
0.8947	High Similarity	NPC77325
0.8947	High Similarity	NPC270160
0.8947	High Similarity	NPC237440
0.894	High Similarity	NPC210320
0.8919	High Similarity	NPC244923
0.8919	High Similarity	NPC158634
0.8912	High Similarity	NPC268052
0.8912	High Similarity	NPC247409
0.8912	High Similarity	NPC32360
0.8903	High Similarity	NPC471456
0.8903	High Similarity	NPC99381
0.8896	High Similarity	NPC470340
0.8882	High Similarity	NPC73411
0.8882	High Similarity	NPC215711
0.8851	High Similarity	NPC158472
0.8844	High Similarity	NPC191835
0.8844	High Similarity	NPC33144
0.8844	High Similarity	NPC478200
0.8839	High Similarity	NPC155686
0.8831	High Similarity	NPC200773
0.8831	High Similarity	NPC240768
0.882	High Similarity	NPC473094
0.8808	High Similarity	NPC83272
0.88	High Similarity	NPC478202
0.88	High Similarity	NPC472006
0.8792	High Similarity	NPC53649
0.8782	High Similarity	NPC68727
0.8776	High Similarity	NPC70380
0.8774	High Similarity	NPC470338
0.8774	High Similarity	NPC470337
0.8774	High Similarity	NPC51824
0.8774	High Similarity	NPC268992
0.8774	High Similarity	NPC167903
0.8774	High Similarity	NPC113608
0.8766	High Similarity	NPC469670
0.8766	High Similarity	NPC469619
0.8765	High Similarity	NPC473095
0.8765	High Similarity	NPC473096
0.8758	High Similarity	NPC94781
0.875	High Similarity	NPC107625
0.875	High Similarity	NPC473023
0.8742	High Similarity	NPC277426
0.8742	High Similarity	NPC280404
0.8742	High Similarity	NPC86373
0.8742	High Similarity	NPC210425
0.8733	High Similarity	NPC82913
0.8733	High Similarity	NPC322112
0.8726	High Similarity	NPC478027
0.8725	High Similarity	NPC156872
0.8718	High Similarity	NPC192189
0.8716	High Similarity	NPC94248
0.8716	High Similarity	NPC472602
0.8716	High Similarity	NPC212693
0.871	High Similarity	NPC132990
0.871	High Similarity	NPC46882
0.8707	High Similarity	NPC235115
0.8701	High Similarity	NPC44378
0.8701	High Similarity	NPC280753
0.8699	High Similarity	NPC175943
0.8696	High Similarity	NPC472049
0.8693	High Similarity	NPC81835
0.8693	High Similarity	NPC53362
0.8693	High Similarity	NPC166583
0.8679	High Similarity	NPC243701
0.8675	High Similarity	NPC51106
0.8675	High Similarity	NPC159721
0.8671	High Similarity	NPC473395
0.8667	High Similarity	NPC472035
0.8667	High Similarity	NPC67650
0.8667	High Similarity	NPC478217
0.8667	High Similarity	NPC472603
0.8667	High Similarity	NPC478201
0.8667	High Similarity	NPC1704
0.8667	High Similarity	NPC313123
0.8662	High Similarity	NPC473241
0.8662	High Similarity	NPC16082
0.8662	High Similarity	NPC79998
0.8662	High Similarity	NPC82592
0.8658	High Similarity	NPC92655
0.8658	High Similarity	NPC52358
0.8654	High Similarity	NPC180944
0.8645	High Similarity	NPC179178
0.8642	High Similarity	NPC165460
0.8636	High Similarity	NPC240253
0.8636	High Similarity	NPC471642
0.8636	High Similarity	NPC471641
0.8636	High Similarity	NPC240622
0.863	High Similarity	NPC153783
0.8627	High Similarity	NPC260946
0.8627	High Similarity	NPC51513
0.8627	High Similarity	NPC472033
0.8627	High Similarity	NPC202112
0.8618	High Similarity	NPC210966
0.8618	High Similarity	NPC151607
0.8618	High Similarity	NPC478203
0.8618	High Similarity	NPC42540
0.8618	High Similarity	NPC126882
0.8618	High Similarity	NPC103910
0.8609	High Similarity	NPC474385
0.8608	High Similarity	NPC272550
0.8608	High Similarity	NPC164427
0.8608	High Similarity	NPC150227
0.86	High Similarity	NPC472601
0.86	High Similarity	NPC472600
0.8599	High Similarity	NPC281477
0.8599	High Similarity	NPC281703
0.8599	High Similarity	NPC472799
0.8599	High Similarity	NPC301233
0.8599	High Similarity	NPC125487
0.8591	High Similarity	NPC126739
0.8591	High Similarity	NPC197666
0.8591	High Similarity	NPC472403
0.859	High Similarity	NPC205918
0.858	High Similarity	NPC294722
0.858	High Similarity	NPC211592
0.8571	High Similarity	NPC259632
0.8571	High Similarity	NPC472036
0.8571	High Similarity	NPC315772
0.8562	High Similarity	NPC312789
0.8562	High Similarity	NPC470810
0.8562	High Similarity	NPC257558
0.8562	High Similarity	NPC472034
0.8554	High Similarity	NPC294149
0.8553	High Similarity	NPC77679
0.8553	High Similarity	NPC263483
0.8553	High Similarity	NPC354984
0.8553	High Similarity	NPC469542
0.8553	High Similarity	NPC471731
0.8553	High Similarity	NPC84935
0.8553	High Similarity	NPC190020
0.8553	High Similarity	NPC257309
0.8545	High Similarity	NPC473113
0.8545	High Similarity	NPC472620
0.8544	High Similarity	NPC199926
0.8544	High Similarity	NPC175192
0.8544	High Similarity	NPC326910
0.8543	High Similarity	NPC130485
0.8543	High Similarity	NPC90411
0.8543	High Similarity	NPC475730
0.8543	High Similarity	NPC472605
0.8543	High Similarity	NPC472604
0.8535	High Similarity	NPC161159
0.8535	High Similarity	NPC256141
0.8533	High Similarity	NPC139634
0.8533	High Similarity	NPC88269
0.8533	High Similarity	NPC105456
0.8533	High Similarity	NPC471819
0.8526	High Similarity	NPC96501
0.8526	High Similarity	NPC225854
0.8526	High Similarity	NPC158866
0.8526	High Similarity	NPC295036
0.8526	High Similarity	NPC180351
0.8526	High Similarity	NPC150928
0.8523	High Similarity	NPC65837
0.8523	High Similarity	NPC178467
0.8523	High Similarity	NPC71256
0.8523	High Similarity	NPC149372
0.8523	High Similarity	NPC474849
0.8523	High Similarity	NPC474771
0.8523	High Similarity	NPC135837
0.8521	High Similarity	NPC182693
0.8516	High Similarity	NPC153417
0.8516	High Similarity	NPC221352
0.8516	High Similarity	NPC2569
0.8516	High Similarity	NPC172329

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 NPC478231 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	304
0.1-0.2	891
0.2-0.3	1911
0.3-0.4	2601
0.4-0.5	1914
0.5-0.6	1006
0.6-0.7	375
0.7-0.8	136
0.8-0.85	12
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.8658	High Similarity	NPD970	Clinical (unspecified phase)
0.8428	Intermediate Similarity	NPD3817	Phase 2
0.8323	Intermediate Similarity	NPD2533	Approved
0.8323	Intermediate Similarity	NPD2534	Approved
0.8323	Intermediate Similarity	NPD7075	Discontinued
0.8323	Intermediate Similarity	NPD2532	Approved
0.8303	Intermediate Similarity	NPD7473	Discontinued
0.8232	Intermediate Similarity	NPD6232	Discontinued
0.8199	Intermediate Similarity	NPD5402	Approved
0.8187	Intermediate Similarity	NPD6801	Discontinued
0.8176	Intermediate Similarity	NPD4380	Phase 2
0.8141	Intermediate Similarity	NPD6799	Approved
0.8137	Intermediate Similarity	NPD7096	Clinical (unspecified phase)
0.8137	Intermediate Similarity	NPD2801	Approved
0.8137	Intermediate Similarity	NPD7819	Suspended
0.8118	Intermediate Similarity	NPD4338	Clinical (unspecified phase)
0.8089	Intermediate Similarity	NPD4378	Clinical (unspecified phase)
0.8075	Intermediate Similarity	NPD1934	Approved
0.8063	Intermediate Similarity	NPD6599	Discontinued
0.8038	Intermediate Similarity	NPD1512	Approved
0.8037	Intermediate Similarity	NPD4868	Clinical (unspecified phase)
0.8037	Intermediate Similarity	NPD3882	Suspended
0.8035	Intermediate Similarity	NPD8150	Discontinued
0.8025	Intermediate Similarity	NPD2393	Clinical (unspecified phase)
0.8024	Intermediate Similarity	NPD6168	Clinical (unspecified phase)
0.8024	Intermediate Similarity	NPD6166	Phase 2
0.8024	Intermediate Similarity	NPD6167	Clinical (unspecified phase)
0.8013	Intermediate Similarity	NPD230	Phase 1
0.8	Intermediate Similarity	NPD6797	Phase 2
0.7988	Intermediate Similarity	NPD4381	Clinical (unspecified phase)
0.7987	Intermediate Similarity	NPD5403	Approved
0.7955	Intermediate Similarity	NPD7879	Clinical (unspecified phase)
0.7953	Intermediate Similarity	NPD7251	Discontinued
0.7952	Intermediate Similarity	NPD6959	Discontinued
0.7929	Intermediate Similarity	NPD3818	Discontinued
0.7911	Intermediate Similarity	NPD1511	Approved
0.7907	Intermediate Similarity	NPD7808	Phase 3
0.7882	Intermediate Similarity	NPD7054	Approved
0.7882	Intermediate Similarity	NPD7804	Clinical (unspecified phase)
0.7862	Intermediate Similarity	NPD5401	Approved
0.7857	Intermediate Similarity	NPD651	Clinical (unspecified phase)
0.7857	Intermediate Similarity	NPD1510	Phase 2
0.7836	Intermediate Similarity	NPD7472	Approved
0.7834	Intermediate Similarity	NPD3750	Approved
0.7791	Intermediate Similarity	NPD7993	Clinical (unspecified phase)
0.7785	Intermediate Similarity	NPD6190	Approved
0.7758	Intermediate Similarity	NPD8443	Clinical (unspecified phase)
0.7756	Intermediate Similarity	NPD1552	Clinical (unspecified phase)
0.7756	Intermediate Similarity	NPD1550	Clinical (unspecified phase)
0.7742	Intermediate Similarity	NPD1509	Clinical (unspecified phase)
0.7733	Intermediate Similarity	NPD7074	Phase 3
0.7725	Intermediate Similarity	NPD6234	Discontinued
0.7722	Intermediate Similarity	NPD1878	Clinical (unspecified phase)
0.7707	Intermediate Similarity	NPD1549	Phase 2
0.7697	Intermediate Similarity	NPD1465	Phase 2
0.7692	Intermediate Similarity	NPD2796	Approved
0.7692	Intermediate Similarity	NPD5710	Approved
0.7692	Intermediate Similarity	NPD5711	Approved
0.7688	Intermediate Similarity	NPD7390	Discontinued
0.7683	Intermediate Similarity	NPD7411	Suspended
0.7674	Intermediate Similarity	NPD5844	Phase 1
0.7665	Intermediate Similarity	NPD3749	Approved
0.7644	Intermediate Similarity	NPD6559	Discontinued
0.764	Intermediate Similarity	NPD7410	Clinical (unspecified phase)
0.7636	Intermediate Similarity	NPD37	Approved
0.7627	Intermediate Similarity	NPD8434	Phase 2
0.7616	Intermediate Similarity	NPD3751	Discontinued
0.7613	Intermediate Similarity	NPD1607	Approved
0.761	Intermediate Similarity	NPD6398	Clinical (unspecified phase)
0.7605	Intermediate Similarity	NPD4967	Phase 2
0.7605	Intermediate Similarity	NPD4965	Approved
0.7605	Intermediate Similarity	NPD4966	Approved
0.7597	Intermediate Similarity	NPD1240	Approved
0.7574	Intermediate Similarity	NPD5494	Approved
0.7571	Intermediate Similarity	NPD8055	Clinical (unspecified phase)
0.7561	Intermediate Similarity	NPD3226	Approved
0.7547	Intermediate Similarity	NPD2800	Approved
0.7542	Intermediate Similarity	NPD8397	Clinical (unspecified phase)
0.7527	Intermediate Similarity	NPD7435	Discontinued
0.7516	Intermediate Similarity	NPD3748	Approved
0.75	Intermediate Similarity	NPD7852	Clinical (unspecified phase)
0.75	Intermediate Similarity	NPD4628	Phase 3
0.75	Intermediate Similarity	NPD6651	Approved
0.7487	Intermediate Similarity	NPD8319	Approved
0.7487	Intermediate Similarity	NPD8320	Phase 1
0.7485	Intermediate Similarity	NPD3787	Discontinued
0.7484	Intermediate Similarity	NPD943	Approved
0.7473	Intermediate Similarity	NPD6535	Approved
0.7473	Intermediate Similarity	NPD6534	Approved
0.7468	Intermediate Similarity	NPD6100	Approved
0.7468	Intermediate Similarity	NPD2935	Discontinued
0.7468	Intermediate Similarity	NPD6099	Approved
0.7468	Intermediate Similarity	NPD1551	Phase 2
0.7459	Intermediate Similarity	NPD6782	Approved
0.7459	Intermediate Similarity	NPD6777	Approved
0.7459	Intermediate Similarity	NPD6776	Approved
0.7459	Intermediate Similarity	NPD6779	Approved
0.7459	Intermediate Similarity	NPD6778	Approved
0.7459	Intermediate Similarity	NPD6781	Approved
0.7459	Intermediate Similarity	NPD6780	Approved
0.7458	Intermediate Similarity	NPD8313	Approved
0.7458	Intermediate Similarity	NPD8312	Approved
0.7442	Intermediate Similarity	NPD7184	Clinical (unspecified phase)
0.7414	Intermediate Similarity	NPD7228	Approved
0.7412	Intermediate Similarity	NPD919	Approved
0.7396	Intermediate Similarity	NPD7768	Phase 2
0.7355	Intermediate Similarity	NPD6859	Clinical (unspecified phase)
0.7355	Intermediate Similarity	NPD3764	Approved
0.7351	Intermediate Similarity	NPD7700	Phase 2
0.7351	Intermediate Similarity	NPD7699	Phase 2
0.7333	Intermediate Similarity	NPD920	Approved
0.733	Intermediate Similarity	NPD8151	Discontinued
0.7326	Intermediate Similarity	NPD7199	Phase 2
0.7317	Intermediate Similarity	NPD7422	Clinical (unspecified phase)
0.7312	Intermediate Similarity	NPD2346	Discontinued
0.7301	Intermediate Similarity	NPD3300	Phase 2
0.7297	Intermediate Similarity	NPD9545	Approved
0.7292	Intermediate Similarity	NPD7874	Approved
0.7292	Intermediate Similarity	NPD7875	Clinical (unspecified phase)
0.7285	Intermediate Similarity	NPD9269	Phase 2
0.725	Intermediate Similarity	NPD5406	Approved
0.725	Intermediate Similarity	NPD5408	Approved
0.725	Intermediate Similarity	NPD5405	Approved
0.725	Intermediate Similarity	NPD5404	Approved
0.7249	Intermediate Similarity	NPD7698	Approved
0.7249	Intermediate Similarity	NPD7696	Phase 3
0.7249	Intermediate Similarity	NPD7697	Approved
0.7247	Intermediate Similarity	NPD7685	Pre-registration
0.7241	Intermediate Similarity	NPD3926	Phase 2
0.7229	Intermediate Similarity	NPD6980	Clinical (unspecified phase)
0.7225	Intermediate Similarity	NPD1247	Approved
0.7222	Intermediate Similarity	NPD1243	Approved
0.7222	Intermediate Similarity	NPD7421	Clinical (unspecified phase)
0.7215	Intermediate Similarity	NPD447	Suspended
0.7212	Intermediate Similarity	NPD642	Clinical (unspecified phase)
0.7211	Intermediate Similarity	NPD7870	Phase 2
0.7211	Intermediate Similarity	NPD7871	Phase 2
0.7209	Intermediate Similarity	NPD5537	Clinical (unspecified phase)
0.7204	Intermediate Similarity	NPD8090	Clinical (unspecified phase)
0.72	Intermediate Similarity	NPD2403	Approved
0.7191	Intermediate Similarity	NPD5953	Discontinued
0.7188	Intermediate Similarity	NPD7701	Phase 2
0.7188	Intermediate Similarity	NPD2799	Discontinued
0.7165	Intermediate Similarity	NPD7801	Approved
0.7162	Intermediate Similarity	NPD9493	Approved
0.7152	Intermediate Similarity	NPD4060	Phase 1
0.7143	Intermediate Similarity	NPD1470	Approved
0.7135	Intermediate Similarity	NPD5353	Approved
0.7133	Intermediate Similarity	NPD9268	Approved
0.7108	Intermediate Similarity	NPD7004	Clinical (unspecified phase)
0.7107	Intermediate Similarity	NPD6355	Discontinued
0.7105	Intermediate Similarity	NPD1201	Approved
0.7091	Intermediate Similarity	NPD643	Clinical (unspecified phase)
0.7086	Intermediate Similarity	NPD7229	Phase 3
0.7083	Intermediate Similarity	NPD1653	Approved
0.7081	Intermediate Similarity	NPD7033	Discontinued
0.7079	Intermediate Similarity	NPD7286	Phase 2
0.7077	Intermediate Similarity	NPD7783	Phase 2
0.7077	Intermediate Similarity	NPD7782	Clinical (unspecified phase)
0.7073	Intermediate Similarity	NPD8166	Discontinued
0.7056	Intermediate Similarity	NPD8368	Discontinued
0.7056	Intermediate Similarity	NPD7240	Approved
0.7047	Intermediate Similarity	NPD405	Clinical (unspecified phase)
0.7041	Intermediate Similarity	NPD5808	Clinical (unspecified phase)
0.7041	Intermediate Similarity	NPD7458	Discontinued
0.7025	Intermediate Similarity	NPD2313	Discontinued
0.7025	Intermediate Similarity	NPD3268	Approved
0.7025	Intermediate Similarity	NPD6798	Discontinued
0.7017	Intermediate Similarity	NPD4419	Clinical (unspecified phase)
0.7016	Intermediate Similarity	NPD6823	Phase 2
0.7013	Intermediate Similarity	NPD4749	Approved
0.7012	Intermediate Similarity	NPD1652	Phase 2
0.7006	Intermediate Similarity	NPD7784	Clinical (unspecified phase)
0.7006	Intermediate Similarity	NPD6832	Phase 2
0.7	Intermediate Similarity	NPD5124	Phase 1
0.7	Intermediate Similarity	NPD5123	Clinical (unspecified phase)
0.6995	Remote Similarity	NPD7211	Clinical (unspecified phase)
0.6993	Remote Similarity	NPD422	Phase 1
0.6988	Remote Similarity	NPD7236	Approved
0.6987	Remote Similarity	NPD2798	Approved
0.6981	Remote Similarity	NPD6233	Phase 2
0.6952	Remote Similarity	NPD6213	Phase 3
0.6952	Remote Similarity	NPD6212	Phase 3
0.6952	Remote Similarity	NPD6214	Clinical (unspecified phase)
0.6948	Remote Similarity	NPD9717	Approved
0.6946	Remote Similarity	NPD6143	Clinical (unspecified phase)
0.694	Remote Similarity	NPD8407	Phase 2
0.6936	Remote Similarity	NPD4288	Approved
0.6933	Remote Similarity	NPD2438	Suspended
0.6931	Remote Similarity	NPD8155	Clinical (unspecified phase)
0.6927	Remote Similarity	NPD7799	Discontinued
0.6923	Remote Similarity	NPD36	Approved
0.6923	Remote Similarity	NPD4955	Approved
0.6923	Remote Similarity	NPD1203	Approved
0.6923	Remote Similarity	NPD2797	Approved
0.6923	Remote Similarity	NPD4954	Approved
0.6923	Remote Similarity	NPD5028	Approved
0.6923	Remote Similarity	NPD5034	Approved
0.6923	Remote Similarity	NPD5026	Approved
0.6918	Remote Similarity	NPD6410	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