NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	172.05
Volume:	183.461
LogP:	2.665
LogD:	2.755
LogS:	-3.75
# Rotatable Bonds:	2
TPSA:	30.21
# H-Bond Aceptor:	2
# H-Bond Donor:	0
# Rings:	2
# Heavy Atoms:	2

MedChem Properties

QED Drug-Likeness Score:	0.652
Synthetic Accessibility Score:	2.092
Fsp3:	0.0
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Accepted
GSK Rule:	Accepted
BMS Rule:	1
Golden Triangle Rule:	Rejected
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-4.409
MDCK Permeability:	1.4034248124517035e-05
Pgp-inhibitor:	0.0
Pgp-substrate:	0.153
Human Intestinal Absorption (HIA):	0.007
20% Bioavailability (F20%):	0.014
30% Bioavailability (F30%):	0.006

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.274
Plasma Protein Binding (PPB):	95.25609588623047%
Volume Distribution (VD):	1.444
Pgp-substrate:	3.068169593811035%

ADMET: Metabolism

CYP1A2-inhibitor:	0.987
CYP1A2-substrate:	0.094
CYP2C19-inhibitor:	0.547
CYP2C19-substrate:	0.063
CYP2C9-inhibitor:	0.168
CYP2C9-substrate:	0.257
CYP2D6-inhibitor:	0.026
CYP2D6-substrate:	0.455
CYP3A4-inhibitor:	0.06
CYP3A4-substrate:	0.211

ADMET: Excretion

Clearance (CL):	7.764
Half-life (T1/2):	0.451

ADMET: Toxicity

hERG Blockers:	0.062
Human Hepatotoxicity (H-HT):	0.058
Drug-inuced Liver Injury (DILI):	0.171
AMES Toxicity:	0.19
Rat Oral Acute Toxicity:	0.674
Maximum Recommended Daily Dose:	0.093
Skin Sensitization:	0.064
Carcinogencity:	0.839
Eye Corrosion:	0.769
Eye Irritation:	0.987
Respiratory Toxicity:	0.968

Download Data

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

Natural Product: NPC137710

Natural Product ID:	NPC137710
*Common Name:**	4-(Furan-3-Yl)Benzaldehyde
IUPAC Name:	4-(furan-3-yl)benzaldehyde
Synonyms:
Standard InCHIKey:	QUGMHBNQYXZEIU-UHFFFAOYSA-N
Standard InCHI:	InChI=1S/C11H8O2/c12-7-9-1-3-10(4-2-9)11-5-6-13-8-11/h1-8H
SMILES:	c1cc(ccc1C=O)c1ccoc1
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL250060
PubChem CID:	21526045
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0002448] Benzenoids [CHEMONTID:0002279] Benzene and substituted derivatives [CHEMONTID:0000321] Benzoyl derivatives

*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
NPO32647	sarcodontia crocea	Species	Meruliaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[17822300]

☑ 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
MIC	6

Activity Type	# Activity
NON-MOLECULAR	1
Organism	5

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT635	Organism	Botryotinia fuckeliana	Botryotinia fuckeliana	MIC	=	200.0	ug.mL-1	PMID[458304]
NPT1780	Organism	Davidiella tassiana	Davidiella tassiana	MIC	=	200.0	ug.mL-1	PMID[458304]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	MIC	=	100.0	ug.mL-1	PMID[458304]
NPT4113	Organism	Leptosphaeria maculans	Leptosphaeria maculans	MIC	=	200.0	ug.mL-1	PMID[458304]
NPT79	Organism	Bacillus subtilis	Bacillus subtilis	MIC	=	800.0	ug.mL-1	PMID[458304]
NPT2920	Organism	Pseudomonas syringae	Pseudomonas syringae	MIC	=	200.0	ug.mL-1	PMID[458304]

☑ 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 NPC137710 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	536
0.1-0.2	2541
0.2-0.3	6096
0.3-0.4	12068
0.4-0.5	4973
0.5-0.6	9181
0.6-0.7	6647
0.7-0.8	614
0.8-0.85	35
0.85-0.9	5
0.9-0.95	0
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
0.9052	High Similarity	NPC206007
0.8983	High Similarity	NPC115859
0.8739	High Similarity	NPC246214
0.8699	High Similarity	NPC141059
0.8632	High Similarity	NPC205523
0.8618	High Similarity	NPC83301
0.8594	High Similarity	NPC209858
0.856	High Similarity	NPC50583
0.8559	High Similarity	NPC79202
0.8559	High Similarity	NPC59035
0.8487	Intermediate Similarity	NPC312525
0.8487	Intermediate Similarity	NPC217180
0.8475	Intermediate Similarity	NPC150895
0.8455	Intermediate Similarity	NPC118853
0.8425	Intermediate Similarity	NPC475092
0.8413	Intermediate Similarity	NPC59502
0.8403	Intermediate Similarity	NPC316062
0.839	Intermediate Similarity	NPC252004
0.8387	Intermediate Similarity	NPC471074
0.8387	Intermediate Similarity	NPC473885
0.8376	Intermediate Similarity	NPC22678
0.8361	Intermediate Similarity	NPC97566
0.8333	Intermediate Similarity	NPC233707
0.8333	Intermediate Similarity	NPC42471
0.8319	Intermediate Similarity	NPC28054
0.8308	Intermediate Similarity	NPC324117
0.8308	Intermediate Similarity	NPC265793
0.8264	Intermediate Similarity	NPC243704
0.8182	Intermediate Similarity	NPC227660
0.816	Intermediate Similarity	NPC11799
0.816	Intermediate Similarity	NPC65735
0.816	Intermediate Similarity	NPC141252
0.816	Intermediate Similarity	NPC188377
0.8151	Intermediate Similarity	NPC53953
0.8145	Intermediate Similarity	NPC314329
0.814	Intermediate Similarity	NPC477645
0.8136	Intermediate Similarity	NPC54626
0.8136	Intermediate Similarity	NPC57879
0.812	Intermediate Similarity	NPC130976
0.8099	Intermediate Similarity	NPC45536
0.808	Intermediate Similarity	NPC16922
0.8077	Intermediate Similarity	NPC473982
0.8049	Intermediate Similarity	NPC35744
0.8047	Intermediate Similarity	NPC329707
0.8045	Intermediate Similarity	NPC307401
0.8033	Intermediate Similarity	NPC144745
0.8033	Intermediate Similarity	NPC208906
0.8031	Intermediate Similarity	NPC23086
0.8031	Intermediate Similarity	NPC470858
0.8029	Intermediate Similarity	NPC117674
0.8016	Intermediate Similarity	NPC178382
0.8	Intermediate Similarity	NPC317217
0.8	Intermediate Similarity	NPC477967
0.7983	Intermediate Similarity	NPC23332
0.7983	Intermediate Similarity	NPC105249
0.7971	Intermediate Similarity	NPC93241
0.7971	Intermediate Similarity	NPC290038
0.7971	Intermediate Similarity	NPC27798
0.7967	Intermediate Similarity	NPC21831
0.7967	Intermediate Similarity	NPC32298
0.7967	Intermediate Similarity	NPC171023
0.7967	Intermediate Similarity	NPC187547
0.7967	Intermediate Similarity	NPC87466
0.7953	Intermediate Similarity	NPC179354
0.7953	Intermediate Similarity	NPC107846
0.7939	Intermediate Similarity	NPC279596
0.7926	Intermediate Similarity	NPC202260
0.7914	Intermediate Similarity	NPC478166
0.791	Intermediate Similarity	NPC278832
0.791	Intermediate Similarity	NPC64157
0.7907	Intermediate Similarity	NPC477123
0.7907	Intermediate Similarity	NPC207294
0.7907	Intermediate Similarity	NPC477040
0.7907	Intermediate Similarity	NPC327527
0.7907	Intermediate Similarity	NPC161322
0.7907	Intermediate Similarity	NPC477966
0.7907	Intermediate Similarity	NPC112706
0.7907	Intermediate Similarity	NPC476917
0.7903	Intermediate Similarity	NPC201284
0.7903	Intermediate Similarity	NPC473969
0.7903	Intermediate Similarity	NPC54243
0.7899	Intermediate Similarity	NPC158871
0.7899	Intermediate Similarity	NPC183648
0.7895	Intermediate Similarity	NPC156768
0.7891	Intermediate Similarity	NPC138139
0.7891	Intermediate Similarity	NPC74612
0.7891	Intermediate Similarity	NPC46536
0.7886	Intermediate Similarity	NPC45104
0.7886	Intermediate Similarity	NPC469954
0.7881	Intermediate Similarity	NPC471521
0.7881	Intermediate Similarity	NPC473356
0.7879	Intermediate Similarity	NPC293253
0.7874	Intermediate Similarity	NPC477038
0.7874	Intermediate Similarity	NPC243269
0.7874	Intermediate Similarity	NPC477965
0.7857	Intermediate Similarity	NPC281398
0.7851	Intermediate Similarity	NPC279916
0.7829	Intermediate Similarity	NPC246392
0.7829	Intermediate Similarity	NPC290955
0.7829	Intermediate Similarity	NPC184391
0.7829	Intermediate Similarity	NPC83178
0.7826	Intermediate Similarity	NPC27220
0.7823	Intermediate Similarity	NPC293424
0.782	Intermediate Similarity	NPC106247
0.7815	Intermediate Similarity	NPC177331
0.7805	Intermediate Similarity	NPC476031
0.7805	Intermediate Similarity	NPC470860
0.7805	Intermediate Similarity	NPC474987
0.7805	Intermediate Similarity	NPC476014
0.7787	Intermediate Similarity	NPC292036
0.7786	Intermediate Similarity	NPC476925
0.7786	Intermediate Similarity	NPC939
0.7786	Intermediate Similarity	NPC66246
0.7786	Intermediate Similarity	NPC208584
0.7786	Intermediate Similarity	NPC170546
0.7778	Intermediate Similarity	NPC79557
0.7778	Intermediate Similarity	NPC170604
0.7778	Intermediate Similarity	NPC215109
0.7769	Intermediate Similarity	NPC26532
0.7769	Intermediate Similarity	NPC279877
0.7769	Intermediate Similarity	NPC428300
0.7769	Intermediate Similarity	NPC477039
0.7761	Intermediate Similarity	NPC274876
0.776	Intermediate Similarity	NPC4898
0.7754	Intermediate Similarity	NPC263337
0.7752	Intermediate Similarity	NPC52035
0.7752	Intermediate Similarity	NPC216810
0.7746	Intermediate Similarity	NPC95526
0.7742	Intermediate Similarity	NPC212918
0.7742	Intermediate Similarity	NPC217423
0.7742	Intermediate Similarity	NPC131801
0.7737	Intermediate Similarity	NPC148374
0.7737	Intermediate Similarity	NPC112757
0.7727	Intermediate Similarity	NPC61788
0.7727	Intermediate Similarity	NPC282230
0.7727	Intermediate Similarity	NPC245395
0.7727	Intermediate Similarity	NPC183348
0.7721	Intermediate Similarity	NPC472376
0.7717	Intermediate Similarity	NPC471549
0.7717	Intermediate Similarity	NPC473379
0.7714	Intermediate Similarity	NPC245522
0.7714	Intermediate Similarity	NPC247221
0.7714	Intermediate Similarity	NPC114513
0.7714	Intermediate Similarity	NPC469642
0.771	Intermediate Similarity	NPC208389
0.7704	Intermediate Similarity	NPC217914
0.7704	Intermediate Similarity	NPC204592
0.7698	Intermediate Similarity	NPC230951
0.7692	Intermediate Similarity	NPC472298
0.7692	Intermediate Similarity	NPC38209
0.7692	Intermediate Similarity	NPC474264
0.7686	Intermediate Similarity	NPC277525
0.768	Intermediate Similarity	NPC152159
0.768	Intermediate Similarity	NPC291619
0.768	Intermediate Similarity	NPC254958
0.7674	Intermediate Similarity	NPC474829
0.7674	Intermediate Similarity	NPC75557
0.7674	Intermediate Similarity	NPC56332
0.7674	Intermediate Similarity	NPC71274
0.7672	Intermediate Similarity	NPC188895
0.7672	Intermediate Similarity	NPC84325
0.7669	Intermediate Similarity	NPC301717
0.7669	Intermediate Similarity	NPC15083
0.7669	Intermediate Similarity	NPC196979
0.7669	Intermediate Similarity	NPC470977
0.7669	Intermediate Similarity	NPC470976
0.7669	Intermediate Similarity	NPC324488
0.7664	Intermediate Similarity	NPC265181
0.7664	Intermediate Similarity	NPC62735
0.7656	Intermediate Similarity	NPC291189
0.7656	Intermediate Similarity	NPC69403
0.7647	Intermediate Similarity	NPC163029
0.7647	Intermediate Similarity	NPC473268
0.7643	Intermediate Similarity	NPC166858
0.7643	Intermediate Similarity	NPC51146
0.7639	Intermediate Similarity	NPC144010
0.7623	Intermediate Similarity	NPC26157
0.7623	Intermediate Similarity	NPC1811
0.7615	Intermediate Similarity	NPC329922
0.7615	Intermediate Similarity	NPC473626
0.7615	Intermediate Similarity	NPC224657
0.7615	Intermediate Similarity	NPC474260
0.7615	Intermediate Similarity	NPC81912
0.7615	Intermediate Similarity	NPC329694
0.7615	Intermediate Similarity	NPC2771
0.7612	Intermediate Similarity	NPC470859
0.7612	Intermediate Similarity	NPC218838
0.7612	Intermediate Similarity	NPC470740
0.7612	Intermediate Similarity	NPC471006
0.7609	Intermediate Similarity	NPC473983
0.7609	Intermediate Similarity	NPC201370
0.7607	Intermediate Similarity	NPC298224
0.7607	Intermediate Similarity	NPC89886
0.7606	Intermediate Similarity	NPC308799
0.7606	Intermediate Similarity	NPC190572
0.7603	Intermediate Similarity	NPC290927
0.7597	Intermediate Similarity	NPC93730
0.7594	Intermediate Similarity	NPC298190
0.7594	Intermediate Similarity	NPC89133
0.7591	Intermediate Similarity	NPC29638

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 NPC137710 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	473
0.1-0.2	1031
0.2-0.3	1338
0.3-0.4	2849
0.4-0.5	2012
0.5-0.6	1079
0.6-0.7	331
0.7-0.8	36
0.8-0.85	1
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.8151	Intermediate Similarity	NPD1241	Discontinued
0.8145	Intermediate Similarity	NPD1547	Clinical (unspecified phase)
0.806	Intermediate Similarity	NPD2343	Clinical (unspecified phase)
0.7937	Intermediate Similarity	NPD3972	Approved
0.7674	Intermediate Similarity	NPD1876	Approved
0.7664	Intermediate Similarity	NPD1471	Phase 3
0.7664	Intermediate Similarity	NPD2344	Approved
0.7643	Intermediate Similarity	NPD643	Clinical (unspecified phase)
0.7576	Intermediate Similarity	NPD6832	Phase 2
0.7551	Intermediate Similarity	NPD5616	Clinical (unspecified phase)
0.7535	Intermediate Similarity	NPD642	Clinical (unspecified phase)
0.75	Intermediate Similarity	NPD1238	Approved
0.7481	Intermediate Similarity	NPD4307	Phase 2
0.748	Intermediate Similarity	NPD1651	Approved
0.7464	Intermediate Similarity	NPD1551	Phase 2
0.7459	Intermediate Similarity	NPD2181	Clinical (unspecified phase)
0.7447	Intermediate Similarity	NPD2309	Approved
0.7442	Intermediate Similarity	NPD1281	Approved
0.7431	Intermediate Similarity	NPD920	Approved
0.7431	Intermediate Similarity	NPD3873	Phase 3
0.7431	Intermediate Similarity	NPD3869	Phase 3
0.7424	Intermediate Similarity	NPD1019	Discontinued
0.7422	Intermediate Similarity	NPD17	Approved
0.7385	Intermediate Similarity	NPD9717	Approved
0.7376	Intermediate Similarity	NPD4628	Phase 3
0.7348	Intermediate Similarity	NPD1203	Approved
0.7305	Intermediate Similarity	NPD1243	Approved
0.7293	Intermediate Similarity	NPD2798	Approved
0.7273	Intermediate Similarity	NPD1283	Approved
0.7266	Intermediate Similarity	NPD4308	Phase 3
0.7266	Intermediate Similarity	NPD1894	Discontinued
0.7258	Intermediate Similarity	NPD1609	Clinical (unspecified phase)
0.7252	Intermediate Similarity	NPD1608	Approved
0.7226	Intermediate Similarity	NPD3142	Approved
0.7226	Intermediate Similarity	NPD3140	Approved
0.7218	Intermediate Similarity	NPD3266	Approved
0.7218	Intermediate Similarity	NPD2797	Approved
0.7218	Intermediate Similarity	NPD3267	Approved
0.7214	Intermediate Similarity	NPD2796	Approved
0.7206	Intermediate Similarity	NPD2313	Discontinued
0.719	Intermediate Similarity	NPD9697	Approved
0.7181	Intermediate Similarity	NPD6280	Approved
0.7181	Intermediate Similarity	NPD6279	Approved
0.7174	Intermediate Similarity	NPD1899	Clinical (unspecified phase)
0.7163	Intermediate Similarity	NPD2346	Discontinued
0.7154	Intermediate Similarity	NPD2182	Approved
0.7143	Intermediate Similarity	NPD2799	Discontinued
0.7143	Intermediate Similarity	NPD3748	Approved
0.7132	Intermediate Similarity	NPD9545	Approved
0.7131	Intermediate Similarity	NPD3134	Approved
0.7123	Intermediate Similarity	NPD6273	Approved
0.7122	Intermediate Similarity	NPD1607	Approved
0.7113	Intermediate Similarity	NPD1549	Phase 2
0.7111	Intermediate Similarity	NPD9494	Approved
0.7107	Intermediate Similarity	NPD164	Approved
0.7101	Intermediate Similarity	NPD2979	Phase 3
0.7095	Intermediate Similarity	NPD5808	Clinical (unspecified phase)
0.709	Intermediate Similarity	NPD1049	Clinical (unspecified phase)
0.708	Intermediate Similarity	NPD411	Approved
0.7077	Intermediate Similarity	NPD5585	Approved
0.7077	Intermediate Similarity	NPD5691	Approved
0.7073	Intermediate Similarity	NPD1358	Approved
0.7063	Intermediate Similarity	NPD7421	Clinical (unspecified phase)
0.7059	Intermediate Similarity	NPD919	Approved
0.705	Intermediate Similarity	NPD1933	Approved
0.7042	Intermediate Similarity	NPD1550	Clinical (unspecified phase)
0.7042	Intermediate Similarity	NPD1552	Clinical (unspecified phase)
0.7023	Intermediate Similarity	NPD3412	Clinical (unspecified phase)
0.7023	Intermediate Similarity	NPD1778	Approved
0.7016	Intermediate Similarity	NPD2684	Approved
0.7014	Intermediate Similarity	NPD7003	Approved
0.6992	Remote Similarity	NPD1481	Phase 2
0.6992	Remote Similarity	NPD968	Approved
0.6978	Remote Similarity	NPD1240	Approved
0.6977	Remote Similarity	NPD9493	Approved
0.6968	Remote Similarity	NPD1247	Approved
0.6966	Remote Similarity	NPD3887	Approved
0.6957	Remote Similarity	NPD3268	Approved
0.6957	Remote Similarity	NPD3764	Approved
0.6933	Remote Similarity	NPD6599	Discontinued
0.6929	Remote Similarity	NPD6355	Discontinued
0.6929	Remote Similarity	NPD4618	Approved
0.6929	Remote Similarity	NPD5535	Approved
0.6929	Remote Similarity	NPD4622	Approved
0.6928	Remote Similarity	NPD4947	Clinical (unspecified phase)
0.6923	Remote Similarity	NPD9092	Discovery
0.6923	Remote Similarity	NPD2355	Clinical (unspecified phase)
0.6923	Remote Similarity	NPD2353	Approved
0.6917	Remote Similarity	NPD1611	Approved
0.6917	Remote Similarity	NPD1535	Discovery
0.6903	Remote Similarity	NPD710	Clinical (unspecified phase)
0.6901	Remote Similarity	NPD1510	Phase 2
0.6897	Remote Similarity	NPD3750	Approved
0.6863	Remote Similarity	NPD2296	Approved
0.6861	Remote Similarity	NPD454	Approved
0.6855	Remote Similarity	NPD7893	Clinical (unspecified phase)
0.6853	Remote Similarity	NPD2531	Phase 2
0.6853	Remote Similarity	NPD2438	Suspended
0.6849	Remote Similarity	NPD3295	Clinical (unspecified phase)
0.6835	Remote Similarity	NPD6798	Discontinued
0.6831	Remote Similarity	NPD5688	Approved
0.6831	Remote Similarity	NPD5689	Approved
0.6829	Remote Similarity	NPD1237	Approved
0.6824	Remote Similarity	NPD7004	Clinical (unspecified phase)
0.6824	Remote Similarity	NPD4661	Approved
0.6824	Remote Similarity	NPD4662	Approved
0.6822	Remote Similarity	NPD690	Clinical (unspecified phase)
0.6815	Remote Similarity	NPD4359	Approved
0.6815	Remote Similarity	NPD6808	Phase 2
0.6815	Remote Similarity	NPD5668	Clinical (unspecified phase)
0.6809	Remote Similarity	NPD447	Suspended
0.6807	Remote Similarity	NPD1989	Approved
0.6803	Remote Similarity	NPD7440	Discontinued
0.68	Remote Similarity	NPD290	Approved
0.6797	Remote Similarity	NPD7843	Approved
0.679	Remote Similarity	NPD6559	Discontinued
0.6786	Remote Similarity	NPD8032	Phase 2
0.678	Remote Similarity	NPD1202	Approved
0.6774	Remote Similarity	NPD3749	Approved
0.6769	Remote Similarity	NPD7157	Approved
0.6767	Remote Similarity	NPD4626	Approved
0.6763	Remote Similarity	NPD5952	Clinical (unspecified phase)
0.6759	Remote Similarity	NPD2897	Discontinued
0.6757	Remote Similarity	NPD6799	Approved
0.6755	Remote Similarity	NPD3226	Approved
0.6754	Remote Similarity	NPD9257	Approved
0.6754	Remote Similarity	NPD9259	Approved
0.6748	Remote Similarity	NPD9261	Approved
0.6736	Remote Similarity	NPD4477	Approved
0.6736	Remote Similarity	NPD2935	Discontinued
0.6736	Remote Similarity	NPD4476	Approved
0.6735	Remote Similarity	NPD2354	Approved
0.6733	Remote Similarity	NPD5586	Clinical (unspecified phase)
0.673	Remote Similarity	NPD4575	Clinical (unspecified phase)
0.6716	Remote Similarity	NPD3496	Discontinued
0.6714	Remote Similarity	NPD1296	Phase 2
0.6714	Remote Similarity	NPD6859	Clinical (unspecified phase)
0.6711	Remote Similarity	NPD5401	Approved
0.669	Remote Similarity	NPD6800	Clinical (unspecified phase)
0.6688	Remote Similarity	NPD1006	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD6287	Discontinued
0.6667	Remote Similarity	NPD3926	Phase 2
0.6667	Remote Similarity	NPD5647	Approved
0.6667	Remote Similarity	NPD6233	Phase 2
0.6667	Remote Similarity	NPD821	Approved
0.6667	Remote Similarity	NPD5536	Phase 2
0.6667	Remote Similarity	NPD4062	Phase 3
0.6645	Remote Similarity	NPD7458	Discontinued
0.6644	Remote Similarity	NPD5958	Discontinued
0.6642	Remote Similarity	NPD3225	Approved
0.6641	Remote Similarity	NPD2557	Approved
0.6623	Remote Similarity	NPD5403	Approved
0.6623	Remote Similarity	NPD7577	Discontinued
0.6618	Remote Similarity	NPD1840	Phase 2
0.6617	Remote Similarity	NPD1182	Approved
0.6605	Remote Similarity	NPD3050	Clinical (unspecified phase)
0.6603	Remote Similarity	NPD7768	Phase 2
0.66	Remote Similarity	NPD4378	Clinical (unspecified phase)
0.6597	Remote Similarity	NPD743	Approved
0.6594	Remote Similarity	NPD6362	Approved
0.6593	Remote Similarity	NPD3847	Discontinued
0.6591	Remote Similarity	NPD3596	Phase 2
0.6582	Remote Similarity	NPD5494	Approved
0.6581	Remote Similarity	NPD5761	Phase 2
0.6581	Remote Similarity	NPD7819	Suspended
0.6581	Remote Similarity	NPD5760	Phase 2
0.6575	Remote Similarity	NPD6004	Phase 3
0.6575	Remote Similarity	NPD6002	Phase 3
0.6575	Remote Similarity	NPD6006	Clinical (unspecified phase)
0.6575	Remote Similarity	NPD6005	Phase 3
0.6575	Remote Similarity	NPD6003	Clinical (unspecified phase)
0.6571	Remote Similarity	NPD2614	Approved
0.6569	Remote Similarity	NPD5327	Phase 3
0.6567	Remote Similarity	NPD3444	Approved
0.6567	Remote Similarity	NPD3445	Approved
0.6567	Remote Similarity	NPD3443	Approved
0.6562	Remote Similarity	NPD5451	Approved
0.6562	Remote Similarity	NPD2067	Discontinued
0.6561	Remote Similarity	NPD8005	Clinical (unspecified phase)
0.6558	Remote Similarity	NPD7411	Suspended
0.6554	Remote Similarity	NPD4109	Clinical (unspecified phase)
0.6554	Remote Similarity	NPD4110	Phase 3
0.6554	Remote Similarity	NPD6398	Clinical (unspecified phase)
0.6552	Remote Similarity	NPD7033	Discontinued
0.6549	Remote Similarity	NPD4870	Approved
0.6544	Remote Similarity	NPD1201	Approved
0.6544	Remote Similarity	NPD1610	Phase 2
0.6536	Remote Similarity	NPD2651	Approved
0.6536	Remote Similarity	NPD2649	Approved
0.6535	Remote Similarity	NPD9264	Approved
0.6535	Remote Similarity	NPD9265	Clinical (unspecified phase)
0.6535	Remote Similarity	NPD9263	Approved
0.6535	Remote Similarity	NPD9267	Approved
0.6531	Remote Similarity	NPD4534	Discontinued
0.6525	Remote Similarity	NPD9256	Approved
0.6525	Remote Similarity	NPD7008	Discontinued
0.6525	Remote Similarity	NPD9258	Approved
0.6519	Remote Similarity	NPD5846	Approved
0.6519	Remote Similarity	NPD6862	Phase 2
0.6519	Remote Similarity	NPD6516	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