NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	400.12
Volume:	392.696
LogP:	2.067
LogD:	2.153
LogS:	-3.086
# Rotatable Bonds:	5
TPSA:	133.52
# H-Bond Aceptor:	8
# H-Bond Donor:	4
# Rings:	3
# Heavy Atoms:	8

MedChem Properties

QED Drug-Likeness Score:	0.559
Synthetic Accessibility Score:	4.459
Fsp3:	0.238
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:	-5.19
MDCK Permeability:	1.9039642211282626e-05
Pgp-inhibitor:	0.002
Pgp-substrate:	0.369
Human Intestinal Absorption (HIA):	0.399
20% Bioavailability (F20%):	0.972
30% Bioavailability (F30%):	0.947

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.353
Plasma Protein Binding (PPB):	78.82351684570312%
Volume Distribution (VD):	1.211
Pgp-substrate:	12.99015998840332%

ADMET: Metabolism

CYP1A2-inhibitor:	0.929
CYP1A2-substrate:	0.231
CYP2C19-inhibitor:	0.189
CYP2C19-substrate:	0.061
CYP2C9-inhibitor:	0.453
CYP2C9-substrate:	0.698
CYP2D6-inhibitor:	0.842
CYP2D6-substrate:	0.089
CYP3A4-inhibitor:	0.839
CYP3A4-substrate:	0.234

ADMET: Excretion

Clearance (CL):	5.339
Half-life (T1/2):	0.849

ADMET: Toxicity

hERG Blockers:	0.025
Human Hepatotoxicity (H-HT):	0.96
Drug-inuced Liver Injury (DILI):	0.864
AMES Toxicity:	0.974
Rat Oral Acute Toxicity:	0.963
Maximum Recommended Daily Dose:	0.962
Skin Sensitization:	0.926
Carcinogencity:	0.914
Eye Corrosion:	0.004
Eye Irritation:	0.619
Respiratory Toxicity:	0.897

Download Data

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

Natural Product: NPC478224

Natural Product ID:	NPC478224
*Common Name:**	Talaraculone F
IUPAC Name:	[(7S,8S)-7-hydroxy-3-[(E)-3-hydroxyprop-1-enyl]-7-methyl-6-oxo-8H-isochromen-8-yl] 2,4-dihydroxy-6-methylbenzoate
Synonyms:
Standard InCHIKey:	QKNQKIUAUKALFY-AWJROHARSA-N
Standard InCHI:	InChI=1S/C21H20O8/c1-11-6-13(23)9-16(24)18(11)20(26)29-19-15-10-28-14(4-3-5-22)7-12(15)8-17(25)21(19,2)27/h3-4,6-10,19,22-24,27H,5H2,1-2H3/b4-3+/t19-,21+/m0/s1
SMILES:	CC1=CC(=CC(=C1C(=O)O[C@H]2C3=COC(=CC3=CC(=O)[C@@]2(C)O)/C=C/CO)O)O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL4207941
PubChem CID:	139589753
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 NPC478224 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	342
0.1-0.2	1390
0.2-0.3	3371
0.3-0.4	7514
0.4-0.5	10420
0.5-0.6	4649
0.6-0.7	6283
0.7-0.8	7377
0.8-0.85	1147
0.85-0.9	156
0.9-0.95	30
0.95-1	18

Similarity Score	Similarity Level	Natural Product ID
0.9864	High Similarity	NPC69043
0.9864	High Similarity	NPC478230
0.9862	High Similarity	NPC472891
0.9796	High Similarity	NPC137301
0.9732	High Similarity	NPC472889
0.973	High Similarity	NPC472890
0.973	High Similarity	NPC208173
0.973	High Similarity	NPC170189
0.9728	High Similarity	NPC184284
0.9728	High Similarity	NPC76041
0.9728	High Similarity	NPC115249
0.9662	High Similarity	NPC478231
0.96	High Similarity	NPC478225
0.9597	High Similarity	NPC478221
0.9597	High Similarity	NPC317585
0.9527	High Similarity	NPC91809
0.947	High Similarity	NPC478226
0.947	High Similarity	NPC246466
0.9459	High Similarity	NPC164762
0.9412	High Similarity	NPC317544
0.9392	High Similarity	NPC84142
0.9272	High Similarity	NPC471695
0.9257	High Similarity	NPC210320
0.9241	High Similarity	NPC158634
0.9236	High Similarity	NPC283041
0.9231	High Similarity	NPC191930
0.9195	High Similarity	NPC73411
0.9195	High Similarity	NPC215711
0.9172	High Similarity	NPC158472
0.9172	High Similarity	NPC20237
0.9167	High Similarity	NPC249181
0.9103	High Similarity	NPC32360
0.9103	High Similarity	NPC268052
0.9103	High Similarity	NPC247409
0.9073	High Similarity	NPC56204
0.9057	High Similarity	NPC328321
0.9054	High Similarity	NPC86373
0.9054	High Similarity	NPC280404
0.9054	High Similarity	NPC210425
0.9054	High Similarity	NPC277426
0.9034	High Similarity	NPC33144
0.9034	High Similarity	NPC478200
0.9026	High Similarity	NPC472050
0.9013	High Similarity	NPC215921
0.9013	High Similarity	NPC70016
0.9007	High Similarity	NPC4423
0.9007	High Similarity	NPC270160
0.9007	High Similarity	NPC237440
0.9007	High Similarity	NPC77325
0.8986	High Similarity	NPC478202
0.898	High Similarity	NPC244923
0.8974	High Similarity	NPC472055
0.8961	High Similarity	NPC99381
0.8933	High Similarity	NPC473023
0.8919	High Similarity	NPC474385
0.8919	High Similarity	NPC82913
0.8917	High Similarity	NPC117985
0.891	High Similarity	NPC470339
0.8904	High Similarity	NPC94248
0.8904	High Similarity	NPC191835
0.8904	High Similarity	NPC212693
0.8889	High Similarity	NPC200773
0.8889	High Similarity	NPC240768
0.8867	High Similarity	NPC83272
0.8851	High Similarity	NPC472035
0.8851	High Similarity	NPC313123
0.8851	High Similarity	NPC478217
0.8851	High Similarity	NPC53649
0.8851	High Similarity	NPC478201
0.8844	High Similarity	NPC52358
0.8836	High Similarity	NPC70380
0.8824	High Similarity	NPC469619
0.8824	High Similarity	NPC469670
0.8816	High Similarity	NPC240253
0.8816	High Similarity	NPC240622
0.8816	High Similarity	NPC471641
0.8816	High Similarity	NPC471642
0.88	High Similarity	NPC42540
0.88	High Similarity	NPC151607
0.8776	High Similarity	NPC472602
0.8774	High Similarity	NPC155686
0.8767	High Similarity	NPC235115
0.8766	High Similarity	NPC46882
0.8766	High Similarity	NPC132990
0.8759	High Similarity	NPC175943
0.8758	High Similarity	NPC476684
0.8758	High Similarity	NPC473094
0.875	High Similarity	NPC472036
0.8742	High Similarity	NPC257558
0.8742	High Similarity	NPC472034
0.8733	High Similarity	NPC472006
0.8733	High Similarity	NPC159721
0.8733	High Similarity	NPC469542
0.8733	High Similarity	NPC471731
0.8733	High Similarity	NPC51106
0.8725	High Similarity	NPC472603
0.8725	High Similarity	NPC472605
0.8725	High Similarity	NPC1704
0.8725	High Similarity	NPC472604
0.8725	High Similarity	NPC475730
0.8725	High Similarity	NPC67650
0.8718	High Similarity	NPC473241
0.8716	High Similarity	NPC105456
0.8716	High Similarity	NPC92655
0.8716	High Similarity	NPC139634
0.871	High Similarity	NPC470340
0.871	High Similarity	NPC167903
0.8707	High Similarity	NPC71256
0.8704	High Similarity	NPC473095
0.8704	High Similarity	NPC473096
0.8693	High Similarity	NPC221352
0.869	High Similarity	NPC153783
0.8684	High Similarity	NPC472033
0.8675	High Similarity	NPC210966
0.8675	High Similarity	NPC478203
0.8675	High Similarity	NPC126882
0.8675	High Similarity	NPC103910
0.8667	High Similarity	NPC469579
0.8667	High Similarity	NPC471733
0.8662	High Similarity	NPC478027
0.8658	High Similarity	NPC155205
0.8658	High Similarity	NPC472601
0.8658	High Similarity	NPC156872
0.8658	High Similarity	NPC472600
0.8649	High Similarity	NPC126739
0.8649	High Similarity	NPC197666
0.8649	High Similarity	NPC9121
0.8649	High Similarity	NPC177307
0.8649	High Similarity	NPC475974
0.8645	High Similarity	NPC205918
0.8636	High Similarity	NPC280753
0.8636	High Similarity	NPC44378
0.8634	High Similarity	NPC472049
0.8627	High Similarity	NPC166583
0.8627	High Similarity	NPC53362
0.8627	High Similarity	NPC81835
0.8618	High Similarity	NPC312789
0.8608	High Similarity	NPC473395
0.8608	High Similarity	NPC257309
0.86	High Similarity	NPC130485
0.8599	High Similarity	NPC16082
0.8599	High Similarity	NPC471456
0.8599	High Similarity	NPC68727
0.8599	High Similarity	NPC82592
0.8599	High Similarity	NPC237560
0.859	High Similarity	NPC470338
0.859	High Similarity	NPC256141
0.859	High Similarity	NPC268992
0.859	High Similarity	NPC51824
0.859	High Similarity	NPC470337
0.859	High Similarity	NPC113608
0.8589	High Similarity	NPC472619
0.8581	High Similarity	NPC158866
0.8581	High Similarity	NPC178467
0.8581	High Similarity	NPC65837
0.8581	High Similarity	NPC474771
0.8581	High Similarity	NPC135837
0.8581	High Similarity	NPC179178
0.8581	High Similarity	NPC149372
0.8581	High Similarity	NPC474849
0.8571	High Similarity	NPC142027
0.8571	High Similarity	NPC94781
0.8571	High Similarity	NPC27407
0.8571	High Similarity	NPC37139
0.8562	High Similarity	NPC107625
0.8562	High Similarity	NPC112418
0.8553	High Similarity	NPC477410
0.8553	High Similarity	NPC475201
0.8553	High Similarity	NPC257025
0.8552	High Similarity	NPC219892
0.8552	High Similarity	NPC189823
0.8544	High Similarity	NPC272550
0.8544	High Similarity	NPC227062
0.8543	High Similarity	NPC322112
0.8543	High Similarity	NPC250755
0.8535	High Similarity	NPC192189
0.8535	High Similarity	NPC472799
0.8535	High Similarity	NPC301233
0.8535	High Similarity	NPC198236
0.8535	High Similarity	NPC55092
0.8535	High Similarity	NPC281477
0.8533	High Similarity	NPC64664
0.8523	High Similarity	NPC472403
0.8519	High Similarity	NPC294722
0.8514	High Similarity	NPC50455
0.8509	High Similarity	NPC471745
0.8506	High Similarity	NPC476463
0.8506	High Similarity	NPC14098
0.8506	High Similarity	NPC471734
0.8506	High Similarity	NPC259632
0.85	High Similarity	NPC471744
0.85	High Similarity	NPC470183
0.85	High Similarity	NPC243701
0.8494	Intermediate Similarity	NPC294149
0.8491	Intermediate Similarity	NPC77679
0.8491	Intermediate Similarity	NPC190020
0.8491	Intermediate Similarity	NPC84935
0.8487	Intermediate Similarity	NPC21873
0.8487	Intermediate Similarity	NPC354984
0.8487	Intermediate Similarity	NPC472610

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 NPC478224 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	292
0.1-0.2	864
0.2-0.3	1828
0.3-0.4	2615
0.4-0.5	1934
0.5-0.6	1047
0.6-0.7	408
0.7-0.8	142
0.8-0.85	19
0.85-0.9	1
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.8591	High Similarity	NPD970	Clinical (unspecified phase)
0.8491	Intermediate Similarity	NPD7075	Discontinued
0.8481	Intermediate Similarity	NPD3817	Phase 2
0.8471	Intermediate Similarity	NPD6801	Discontinued
0.8344	Intermediate Similarity	NPD4380	Phase 2
0.8312	Intermediate Similarity	NPD6799	Approved
0.8302	Intermediate Similarity	NPD7819	Suspended
0.8302	Intermediate Similarity	NPD7096	Clinical (unspecified phase)
0.8269	Intermediate Similarity	NPD5403	Approved
0.825	Intermediate Similarity	NPD5402	Approved
0.8228	Intermediate Similarity	NPD6599	Discontinued
0.8182	Intermediate Similarity	NPD6166	Phase 2
0.8182	Intermediate Similarity	NPD6168	Clinical (unspecified phase)
0.8182	Intermediate Similarity	NPD6167	Clinical (unspecified phase)
0.8171	Intermediate Similarity	NPD6232	Discontinued
0.8166	Intermediate Similarity	NPD4338	Clinical (unspecified phase)
0.8155	Intermediate Similarity	NPD6797	Phase 2
0.8148	Intermediate Similarity	NPD4381	Clinical (unspecified phase)
0.8141	Intermediate Similarity	NPD5401	Approved
0.8141	Intermediate Similarity	NPD2532	Approved
0.8141	Intermediate Similarity	NPD4378	Clinical (unspecified phase)
0.8141	Intermediate Similarity	NPD2534	Approved
0.8141	Intermediate Similarity	NPD2533	Approved
0.8133	Intermediate Similarity	NPD7473	Discontinued
0.8125	Intermediate Similarity	NPD1934	Approved
0.8107	Intermediate Similarity	NPD7251	Discontinued
0.8089	Intermediate Similarity	NPD1512	Approved
0.8086	Intermediate Similarity	NPD3882	Suspended
0.8075	Intermediate Similarity	NPD2393	Clinical (unspecified phase)
0.8075	Intermediate Similarity	NPD2801	Approved
0.8059	Intermediate Similarity	NPD7808	Phase 3
0.8036	Intermediate Similarity	NPD7804	Clinical (unspecified phase)
0.8036	Intermediate Similarity	NPD7054	Approved
0.8026	Intermediate Similarity	NPD1510	Phase 2
0.8	Intermediate Similarity	NPD3750	Approved
0.8	Intermediate Similarity	NPD7879	Clinical (unspecified phase)
0.7988	Intermediate Similarity	NPD7472	Approved
0.7977	Intermediate Similarity	NPD8150	Discontinued
0.7976	Intermediate Similarity	NPD3818	Discontinued
0.7962	Intermediate Similarity	NPD1511	Approved
0.7922	Intermediate Similarity	NPD1550	Clinical (unspecified phase)
0.7922	Intermediate Similarity	NPD1552	Clinical (unspecified phase)
0.7892	Intermediate Similarity	NPD6959	Discontinued
0.7885	Intermediate Similarity	NPD1878	Clinical (unspecified phase)
0.7882	Intermediate Similarity	NPD7074	Phase 3
0.7871	Intermediate Similarity	NPD1549	Phase 2
0.7866	Intermediate Similarity	NPD4868	Clinical (unspecified phase)
0.7857	Intermediate Similarity	NPD2796	Approved
0.784	Intermediate Similarity	NPD7411	Suspended
0.7834	Intermediate Similarity	NPD6190	Approved
0.7829	Intermediate Similarity	NPD230	Phase 1
0.7824	Intermediate Similarity	NPD5844	Phase 1
0.7805	Intermediate Similarity	NPD8443	Clinical (unspecified phase)
0.7799	Intermediate Similarity	NPD7410	Clinical (unspecified phase)
0.7792	Intermediate Similarity	NPD651	Clinical (unspecified phase)
0.7791	Intermediate Similarity	NPD6559	Discontinued
0.7778	Intermediate Similarity	NPD1607	Approved
0.7771	Intermediate Similarity	NPD4628	Phase 3
0.7763	Intermediate Similarity	NPD1240	Approved
0.7733	Intermediate Similarity	NPD7993	Clinical (unspecified phase)
0.7711	Intermediate Similarity	NPD3749	Approved
0.7677	Intermediate Similarity	NPD3748	Approved
0.7677	Intermediate Similarity	NPD1509	Clinical (unspecified phase)
0.7661	Intermediate Similarity	NPD3751	Discontinued
0.7647	Intermediate Similarity	NPD7852	Clinical (unspecified phase)
0.7628	Intermediate Similarity	NPD1551	Phase 2
0.7625	Intermediate Similarity	NPD7390	Discontinued
0.7571	Intermediate Similarity	NPD8434	Phase 2
0.7568	Intermediate Similarity	NPD7435	Discontinued
0.756	Intermediate Similarity	NPD919	Approved
0.7547	Intermediate Similarity	NPD6398	Clinical (unspecified phase)
0.7545	Intermediate Similarity	NPD7768	Phase 2
0.7532	Intermediate Similarity	NPD943	Approved
0.753	Intermediate Similarity	NPD1465	Phase 2
0.7529	Intermediate Similarity	NPD5711	Approved
0.7529	Intermediate Similarity	NPD5710	Approved
0.7529	Intermediate Similarity	NPD3787	Discontinued
0.7516	Intermediate Similarity	NPD6859	Clinical (unspecified phase)
0.7516	Intermediate Similarity	NPD2935	Discontinued
0.7514	Intermediate Similarity	NPD6535	Approved
0.7514	Intermediate Similarity	NPD6534	Approved
0.75	Intermediate Similarity	NPD6781	Approved
0.75	Intermediate Similarity	NPD6777	Approved
0.75	Intermediate Similarity	NPD6776	Approved
0.75	Intermediate Similarity	NPD6780	Approved
0.75	Intermediate Similarity	NPD6778	Approved
0.75	Intermediate Similarity	NPD3226	Approved
0.75	Intermediate Similarity	NPD6782	Approved
0.75	Intermediate Similarity	NPD6779	Approved
0.7486	Intermediate Similarity	NPD8397	Clinical (unspecified phase)
0.7485	Intermediate Similarity	NPD7184	Clinical (unspecified phase)
0.7471	Intermediate Similarity	NPD7199	Phase 2
0.747	Intermediate Similarity	NPD37	Approved
0.7466	Intermediate Similarity	NPD9545	Approved
0.7456	Intermediate Similarity	NPD6234	Discontinued
0.744	Intermediate Similarity	NPD4966	Approved
0.744	Intermediate Similarity	NPD4967	Phase 2
0.744	Intermediate Similarity	NPD4965	Approved
0.7436	Intermediate Similarity	NPD6651	Approved
0.7433	Intermediate Similarity	NPD8319	Approved
0.7433	Intermediate Similarity	NPD8320	Phase 1
0.7432	Intermediate Similarity	NPD8090	Clinical (unspecified phase)
0.7416	Intermediate Similarity	NPD8055	Clinical (unspecified phase)
0.7412	Intermediate Similarity	NPD5494	Approved
0.7405	Intermediate Similarity	NPD6099	Approved
0.7405	Intermediate Similarity	NPD5408	Approved
0.7405	Intermediate Similarity	NPD5404	Approved
0.7405	Intermediate Similarity	NPD5405	Approved
0.7405	Intermediate Similarity	NPD5406	Approved
0.7405	Intermediate Similarity	NPD6100	Approved
0.7403	Intermediate Similarity	NPD3764	Approved
0.7401	Intermediate Similarity	NPD8313	Approved
0.7401	Intermediate Similarity	NPD8312	Approved
0.7391	Intermediate Similarity	NPD7700	Phase 2
0.7391	Intermediate Similarity	NPD7699	Phase 2
0.7378	Intermediate Similarity	NPD6980	Clinical (unspecified phase)
0.7375	Intermediate Similarity	NPD2800	Approved
0.7375	Intermediate Similarity	NPD7421	Clinical (unspecified phase)
0.7342	Intermediate Similarity	NPD7033	Discontinued
0.733	Intermediate Similarity	NPD7875	Clinical (unspecified phase)
0.733	Intermediate Similarity	NPD7874	Approved
0.7329	Intermediate Similarity	NPD9493	Approved
0.7287	Intermediate Similarity	NPD7698	Approved
0.7287	Intermediate Similarity	NPD7697	Approved
0.7287	Intermediate Similarity	NPD7696	Phase 3
0.7283	Intermediate Similarity	NPD3926	Phase 2
0.7277	Intermediate Similarity	NPD8151	Discontinued
0.7273	Intermediate Similarity	NPD920	Approved
0.7267	Intermediate Similarity	NPD1243	Approved
0.7267	Intermediate Similarity	NPD1201	Approved
0.7257	Intermediate Similarity	NPD7228	Approved
0.7256	Intermediate Similarity	NPD7004	Clinical (unspecified phase)
0.725	Intermediate Similarity	NPD2346	Discontinued
0.7249	Intermediate Similarity	NPD7870	Phase 2
0.7249	Intermediate Similarity	NPD7871	Phase 2
0.7239	Intermediate Similarity	NPD643	Clinical (unspecified phase)
0.7239	Intermediate Similarity	NPD3300	Phase 2
0.7232	Intermediate Similarity	NPD5953	Discontinued
0.7229	Intermediate Similarity	NPD1653	Approved
0.7225	Intermediate Similarity	NPD7701	Phase 2
0.7197	Intermediate Similarity	NPD4060	Phase 1
0.7191	Intermediate Similarity	NPD7685	Pre-registration
0.719	Intermediate Similarity	NPD1470	Approved
0.7186	Intermediate Similarity	NPD5808	Clinical (unspecified phase)
0.7179	Intermediate Similarity	NPD6798	Discontinued
0.7168	Intermediate Similarity	NPD1247	Approved
0.7161	Intermediate Similarity	NPD6832	Phase 2
0.716	Intermediate Similarity	NPD1652	Phase 2
0.7152	Intermediate Similarity	NPD642	Clinical (unspecified phase)
0.7152	Intermediate Similarity	NPD5124	Phase 1
0.7152	Intermediate Similarity	NPD6355	Discontinued
0.7152	Intermediate Similarity	NPD5123	Clinical (unspecified phase)
0.7152	Intermediate Similarity	NPD447	Suspended
0.7152	Intermediate Similarity	NPD422	Phase 1
0.7151	Intermediate Similarity	NPD4419	Clinical (unspecified phase)
0.7143	Intermediate Similarity	NPD7784	Clinical (unspecified phase)
0.7125	Intermediate Similarity	NPD2799	Discontinued
0.7117	Intermediate Similarity	NPD8166	Discontinued
0.7113	Intermediate Similarity	NPD7782	Clinical (unspecified phase)
0.7113	Intermediate Similarity	NPD7783	Phase 2
0.7113	Intermediate Similarity	NPD7801	Approved
0.7105	Intermediate Similarity	NPD9269	Phase 2
0.7105	Intermediate Similarity	NPD9717	Approved
0.7095	Intermediate Similarity	NPD405	Clinical (unspecified phase)
0.7091	Intermediate Similarity	NPD6143	Clinical (unspecified phase)
0.7083	Intermediate Similarity	NPD7458	Discontinued
0.7078	Intermediate Similarity	NPD1203	Approved
0.7076	Intermediate Similarity	NPD4288	Approved
0.707	Intermediate Similarity	NPD3268	Approved
0.707	Intermediate Similarity	NPD411	Approved
0.7053	Intermediate Similarity	NPD6823	Phase 2
0.7048	Intermediate Similarity	NPD7422	Clinical (unspecified phase)
0.7037	Intermediate Similarity	NPD5763	Approved
0.7037	Intermediate Similarity	NPD7266	Discontinued
0.7037	Intermediate Similarity	NPD5762	Approved
0.7032	Intermediate Similarity	NPD2798	Approved
0.703	Intermediate Similarity	NPD7236	Approved
0.7025	Intermediate Similarity	NPD6233	Phase 2
0.7022	Intermediate Similarity	NPD7286	Phase 2
0.7019	Intermediate Similarity	NPD4308	Phase 3
0.7006	Intermediate Similarity	NPD6273	Approved
0.7006	Intermediate Similarity	NPD3027	Phase 3
0.7	Intermediate Similarity	NPD8368	Discontinued
0.6989	Remote Similarity	NPD6212	Phase 3
0.6989	Remote Similarity	NPD6214	Clinical (unspecified phase)
0.6989	Remote Similarity	NPD6213	Phase 3
0.6981	Remote Similarity	NPD1612	Clinical (unspecified phase)
0.6981	Remote Similarity	NPD1613	Approved
0.6975	Remote Similarity	NPD2438	Suspended
0.6968	Remote Similarity	NPD2797	Approved
0.6966	Remote Similarity	NPD7799	Discontinued
0.6965	Remote Similarity	NPD8155	Clinical (unspecified phase)
0.6962	Remote Similarity	NPD6410	Clinical (unspecified phase)
0.6962	Remote Similarity	NPD2313	Discontinued
0.6954	Remote Similarity	NPD5537	Clinical (unspecified phase)
0.6954	Remote Similarity	NPD9268	Approved
0.6951	Remote Similarity	NPD2654	Approved
0.6949	Remote Similarity	NPD2403	Approved
0.6948	Remote Similarity	NPD4749	Approved
0.6947	Remote Similarity	NPD7501	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