NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	279.18
Volume:	303.557
LogP:	3.156
LogD:	3.313
LogS:	-3.106
# Rotatable Bonds:	10
TPSA:	58.56
# H-Bond Aceptor:	4
# H-Bond Donor:	2
# Rings:	1
# Heavy Atoms:	4

MedChem Properties

QED Drug-Likeness Score:	0.681
Synthetic Accessibility Score:	1.75
Fsp3:	0.562
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Rejected
GSK Rule:	Accepted
BMS Rule:	0
Golden Triangle Rule:	Accepted
Chelating Alert:	1
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-4.57
MDCK Permeability:	2.4851649868651293e-05
Pgp-inhibitor:	0.005
Pgp-substrate:	0.023
Human Intestinal Absorption (HIA):	0.004
20% Bioavailability (F20%):	0.988
30% Bioavailability (F30%):	0.708

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.93
Plasma Protein Binding (PPB):	94.56634521484375%
Volume Distribution (VD):	0.722
Pgp-substrate:	6.856010913848877%

ADMET: Metabolism

CYP1A2-inhibitor:	0.87
CYP1A2-substrate:	0.923
CYP2C19-inhibitor:	0.843
CYP2C19-substrate:	0.763
CYP2C9-inhibitor:	0.546
CYP2C9-substrate:	0.837
CYP2D6-inhibitor:	0.79
CYP2D6-substrate:	0.86
CYP3A4-inhibitor:	0.866
CYP3A4-substrate:	0.201

ADMET: Excretion

Clearance (CL):	10.998
Half-life (T1/2):	0.895

ADMET: Toxicity

hERG Blockers:	0.159
Human Hepatotoxicity (H-HT):	0.09
Drug-inuced Liver Injury (DILI):	0.054
AMES Toxicity:	0.075
Rat Oral Acute Toxicity:	0.041
Maximum Recommended Daily Dose:	0.029
Skin Sensitization:	0.844
Carcinogencity:	0.045
Eye Corrosion:	0.006
Eye Irritation:	0.088
Respiratory Toxicity:	0.074

Download Data

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

Natural Product: NPC130595

Natural Product ID:	NPC130595
*Common Name:**	Octanoic Acid 4-Hydroxy-3-Methoxy-Benzylamide
IUPAC Name:	N-[(4-hydroxy-3-methoxyphenyl)methyl]octanamide
Synonyms:
Standard InCHIKey:	JYZDUDMWJFJCON-UHFFFAOYSA-N
Standard InCHI:	InChI=1S/C16H25NO3/c1-3-4-5-6-7-8-16(19)17-12-13-9-10-14(18)15(11-13)20-2/h9-11,18H,3-8,12H2,1-2H3,(H,17,19)
SMILES:	CCCCCCCC(=NCc1ccc(c(c1)OC)O)O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL86443
PubChem CID:	5316427
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0002448] Benzenoids [CHEMONTID:0000134] Phenols [CHEMONTID:0000190] Methoxyphenols

*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
NPO9481	Strophanthus divaricatus	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO24552	Capsicum frutescens	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO9481	Strophanthus divaricatus	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO24552	Capsicum frutescens	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO24552	Capsicum frutescens	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO9481	Strophanthus divaricatus	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]

☑ 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
Others	4

Activity Type	# Activity
Organism	4

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT32	Organism	Mus musculus	Mus musculus	Latency	>	51.3	n.a.	PMID[537675]
NPT32	Organism	Mus musculus	Mus musculus	Response	=	6.0	n.a.	PMID[537675]
NPT32	Organism	Mus musculus	Mus musculus	Inhibition	=	45.8	%	PMID[537675]
NPT32	Organism	Mus musculus	Mus musculus	Lethality	=	90.0	%	PMID[537675]

☑ 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 NPC130595 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	196
0.1-0.2	1647
0.2-0.3	9427
0.3-0.4	8746
0.4-0.5	6301
0.5-0.6	10773
0.6-0.7	4345
0.7-0.8	1126
0.8-0.85	90
0.85-0.9	29
0.9-0.95	5
0.95-1	12

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC93882
0.992	High Similarity	NPC6854
0.992	High Similarity	NPC285078
0.992	High Similarity	NPC313737
0.9841	High Similarity	NPC218530
0.976	High Similarity	NPC255550
0.976	High Similarity	NPC308885
0.952	High Similarity	NPC153990
0.9297	High Similarity	NPC114102
0.9225	High Similarity	NPC214869
0.9141	High Similarity	NPC155838
0.907	High Similarity	NPC52029
0.907	High Similarity	NPC35961
0.907	High Similarity	NPC195749
0.8984	High Similarity	NPC301713
0.8915	High Similarity	NPC251571
0.888	High Similarity	NPC160120
0.888	High Similarity	NPC471308
0.888	High Similarity	NPC17388
0.888	High Similarity	NPC53596
0.888	High Similarity	NPC289330
0.8769	High Similarity	NPC186898
0.875	High Similarity	NPC140359
0.875	High Similarity	NPC13020
0.8741	High Similarity	NPC160607
0.8741	High Similarity	NPC14600
0.8741	High Similarity	NPC204848
0.8741	High Similarity	NPC41473
0.8741	High Similarity	NPC312770
0.8676	High Similarity	NPC299583
0.8672	High Similarity	NPC471314
0.8672	High Similarity	NPC471315
0.8671	High Similarity	NPC275027
0.8548	High Similarity	NPC142599
0.854	High Similarity	NPC296898
0.8529	High Similarity	NPC301050
0.8529	High Similarity	NPC131204
0.8485	Intermediate Similarity	NPC191302
0.8472	Intermediate Similarity	NPC52475
0.844	Intermediate Similarity	NPC5462
0.8414	Intermediate Similarity	NPC18614
0.8359	Intermediate Similarity	NPC268572
0.8357	Intermediate Similarity	NPC222039
0.8357	Intermediate Similarity	NPC100478
0.8346	Intermediate Similarity	NPC157740
0.8346	Intermediate Similarity	NPC99798
0.8346	Intermediate Similarity	NPC172403
0.8322	Intermediate Similarity	NPC179825
0.8322	Intermediate Similarity	NPC191376
0.8322	Intermediate Similarity	NPC321505
0.8322	Intermediate Similarity	NPC115144
0.8322	Intermediate Similarity	NPC277857
0.8306	Intermediate Similarity	NPC173746
0.8306	Intermediate Similarity	NPC8547
0.8306	Intermediate Similarity	NPC156840
0.8306	Intermediate Similarity	NPC257124
0.8296	Intermediate Similarity	NPC329595
0.8296	Intermediate Similarity	NPC326599
0.8284	Intermediate Similarity	NPC147247
0.8284	Intermediate Similarity	NPC246974
0.8271	Intermediate Similarity	NPC251466
0.8271	Intermediate Similarity	NPC156944
0.8264	Intermediate Similarity	NPC147390
0.8264	Intermediate Similarity	NPC135538
0.8264	Intermediate Similarity	NPC24233
0.8264	Intermediate Similarity	NPC476571
0.8264	Intermediate Similarity	NPC246587
0.8264	Intermediate Similarity	NPC428
0.8255	Intermediate Similarity	NPC329837
0.8217	Intermediate Similarity	NPC43275
0.8209	Intermediate Similarity	NPC41331
0.8209	Intermediate Similarity	NPC291449
0.8207	Intermediate Similarity	NPC103379
0.8207	Intermediate Similarity	NPC477565
0.8203	Intermediate Similarity	NPC120075
0.8203	Intermediate Similarity	NPC283468
0.8203	Intermediate Similarity	NPC164386
0.8195	Intermediate Similarity	NPC71105
0.8195	Intermediate Similarity	NPC207541
0.8195	Intermediate Similarity	NPC170583
0.8195	Intermediate Similarity	NPC152186
0.8195	Intermediate Similarity	NPC182147
0.8195	Intermediate Similarity	NPC246133
0.8182	Intermediate Similarity	NPC185838
0.8145	Intermediate Similarity	NPC233731
0.8145	Intermediate Similarity	NPC7097
0.8145	Intermediate Similarity	NPC36108
0.8145	Intermediate Similarity	NPC246358
0.8143	Intermediate Similarity	NPC231572
0.814	Intermediate Similarity	NPC470626
0.814	Intermediate Similarity	NPC122009
0.8138	Intermediate Similarity	NPC471032
0.8138	Intermediate Similarity	NPC470935
0.812	Intermediate Similarity	NPC300955
0.8112	Intermediate Similarity	NPC294249
0.8106	Intermediate Similarity	NPC298486
0.8095	Intermediate Similarity	NPC76213
0.8095	Intermediate Similarity	NPC127402
0.8095	Intermediate Similarity	NPC277669
0.8088	Intermediate Similarity	NPC160193
0.8088	Intermediate Similarity	NPC470706
0.8085	Intermediate Similarity	NPC477838
0.8085	Intermediate Similarity	NPC477837
0.8077	Intermediate Similarity	NPC310338
0.8077	Intermediate Similarity	NPC281298
0.8077	Intermediate Similarity	NPC24474
0.8077	Intermediate Similarity	NPC311595
0.8071	Intermediate Similarity	NPC254610
0.8071	Intermediate Similarity	NPC193528
0.8069	Intermediate Similarity	NPC476151
0.8062	Intermediate Similarity	NPC293619
0.8041	Intermediate Similarity	NPC82285
0.8041	Intermediate Similarity	NPC133011
0.8027	Intermediate Similarity	NPC220858
0.8027	Intermediate Similarity	NPC88249
0.8027	Intermediate Similarity	NPC97221
0.8027	Intermediate Similarity	NPC151895
0.8027	Intermediate Similarity	NPC192768
0.8016	Intermediate Similarity	NPC78918
0.8016	Intermediate Similarity	NPC195873
0.8016	Intermediate Similarity	NPC166837
0.8016	Intermediate Similarity	NPC139617
0.8015	Intermediate Similarity	NPC227217
0.8015	Intermediate Similarity	NPC232316
0.8015	Intermediate Similarity	NPC242885
0.8015	Intermediate Similarity	NPC56214
0.8015	Intermediate Similarity	NPC469977
0.8015	Intermediate Similarity	NPC95614
0.8015	Intermediate Similarity	NPC117780
0.8015	Intermediate Similarity	NPC165133
0.8014	Intermediate Similarity	NPC153644
0.7987	Intermediate Similarity	NPC477564
0.7987	Intermediate Similarity	NPC2295
0.7984	Intermediate Similarity	NPC221049
0.7959	Intermediate Similarity	NPC60538
0.7959	Intermediate Similarity	NPC207824
0.7955	Intermediate Similarity	NPC183262
0.7955	Intermediate Similarity	NPC207613
0.7937	Intermediate Similarity	NPC137685
0.7933	Intermediate Similarity	NPC184026
0.7933	Intermediate Similarity	NPC278799
0.7933	Intermediate Similarity	NPC2413
0.7933	Intermediate Similarity	NPC193949
0.7933	Intermediate Similarity	NPC127674
0.7933	Intermediate Similarity	NPC204828
0.7933	Intermediate Similarity	NPC107602
0.7933	Intermediate Similarity	NPC189266
0.7933	Intermediate Similarity	NPC276588
0.7933	Intermediate Similarity	NPC207757
0.7933	Intermediate Similarity	NPC54379
0.7933	Intermediate Similarity	NPC5238
0.7933	Intermediate Similarity	NPC469817
0.7933	Intermediate Similarity	NPC249797
0.7933	Intermediate Similarity	NPC172765
0.7933	Intermediate Similarity	NPC295691
0.7933	Intermediate Similarity	NPC110416
0.7933	Intermediate Similarity	NPC39701
0.7923	Intermediate Similarity	NPC86947
0.7903	Intermediate Similarity	NPC231705
0.7899	Intermediate Similarity	NPC476570
0.7895	Intermediate Similarity	NPC343720
0.7895	Intermediate Similarity	NPC312675
0.7895	Intermediate Similarity	NPC38996
0.7895	Intermediate Similarity	NPC211992
0.7895	Intermediate Similarity	NPC160380
0.7895	Intermediate Similarity	NPC54872
0.7895	Intermediate Similarity	NPC201777
0.7895	Intermediate Similarity	NPC113865
0.7895	Intermediate Similarity	NPC324571
0.7895	Intermediate Similarity	NPC473853
0.7895	Intermediate Similarity	NPC470212
0.7895	Intermediate Similarity	NPC184651
0.7895	Intermediate Similarity	NPC262156
0.7885	Intermediate Similarity	NPC66573
0.7881	Intermediate Similarity	NPC147091
0.7879	Intermediate Similarity	NPC263835
0.7863	Intermediate Similarity	NPC255675
0.7857	Intermediate Similarity	NPC473463
0.7857	Intermediate Similarity	NPC258056
0.7852	Intermediate Similarity	NPC62101
0.7852	Intermediate Similarity	NPC95733
0.7836	Intermediate Similarity	NPC85488
0.7832	Intermediate Similarity	NPC314682
0.7832	Intermediate Similarity	NPC77572
0.7829	Intermediate Similarity	NPC235628
0.782	Intermediate Similarity	NPC83279
0.782	Intermediate Similarity	NPC284078
0.7817	Intermediate Similarity	NPC471316
0.7812	Intermediate Similarity	NPC146422
0.7803	Intermediate Similarity	NPC320987
0.7803	Intermediate Similarity	NPC20674
0.7803	Intermediate Similarity	NPC181969
0.7803	Intermediate Similarity	NPC299406
0.7795	Intermediate Similarity	NPC474149
0.7794	Intermediate Similarity	NPC29477
0.7786	Intermediate Similarity	NPC160692
0.7785	Intermediate Similarity	NPC274026
0.7785	Intermediate Similarity	NPC231371
0.7778	Intermediate Similarity	NPC188163
0.7778	Intermediate Similarity	NPC211218

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 NPC130595 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	151
0.1-0.2	714
0.2-0.3	1155
0.3-0.4	2045
0.4-0.5	2525
0.5-0.6	1715
0.6-0.7	679
0.7-0.8	158
0.8-0.85	4
0.85-0.9	1
0.9-0.95	0
0.95-1	3

Similarity Score	Similarity Level	Drug ID	Developmental Stage
1.0	High Similarity	NPD2674	Phase 3
0.976	High Similarity	NPD3145	Approved
0.976	High Similarity	NPD3144	Approved
0.8824	High Similarity	NPD7153	Discontinued
0.854	High Similarity	NPD2161	Phase 2
0.8306	Intermediate Similarity	NPD228	Approved
0.8194	Intermediate Similarity	NPD4123	Phase 3
0.8169	Intermediate Similarity	NPD6331	Phase 2
0.8045	Intermediate Similarity	NPD3676	Clinical (unspecified phase)
0.797	Intermediate Similarity	NPD2337	Clinical (unspecified phase)
0.7945	Intermediate Similarity	NPD4739	Approved
0.7919	Intermediate Similarity	NPD4678	Approved
0.7919	Intermediate Similarity	NPD4675	Approved
0.791	Intermediate Similarity	NPD1669	Approved
0.7883	Intermediate Similarity	NPD5752	Clinical (unspecified phase)
0.7847	Intermediate Similarity	NPD3060	Approved
0.7812	Intermediate Similarity	NPD9377	Approved
0.7812	Intermediate Similarity	NPD9379	Approved
0.7793	Intermediate Similarity	NPD6658	Clinical (unspecified phase)
0.7778	Intermediate Similarity	NPD4664	Clinical (unspecified phase)
0.777	Intermediate Similarity	NPD52	Approved
0.777	Intermediate Similarity	NPD7527	Clinical (unspecified phase)
0.777	Intermediate Similarity	NPD5718	Phase 2
0.777	Intermediate Similarity	NPD7526	Approved
0.7742	Intermediate Similarity	NPD7201	Clinical (unspecified phase)
0.7733	Intermediate Similarity	NPD824	Approved
0.7721	Intermediate Similarity	NPD2922	Phase 1
0.7714	Intermediate Similarity	NPD840	Approved
0.7714	Intermediate Similarity	NPD839	Approved
0.7708	Intermediate Similarity	NPD1375	Discontinued
0.7707	Intermediate Similarity	NPD4083	Discontinued
0.7698	Intermediate Similarity	NPD2669	Clinical (unspecified phase)
0.766	Intermediate Similarity	NPD1558	Phase 1
0.7651	Intermediate Similarity	NPD5261	Clinical (unspecified phase)
0.7647	Intermediate Similarity	NPD5772	Approved
0.7647	Intermediate Similarity	NPD5773	Approved
0.7619	Intermediate Similarity	NPD5241	Discontinued
0.7613	Intermediate Similarity	NPD4055	Discovery
0.7612	Intermediate Similarity	NPD2668	Approved
0.7612	Intermediate Similarity	NPD2667	Approved
0.7603	Intermediate Similarity	NPD4162	Approved
0.7589	Intermediate Similarity	NPD7477	Discontinued
0.7586	Intermediate Similarity	NPD3656	Approved
0.7584	Intermediate Similarity	NPD1754	Clinical (unspecified phase)
0.7554	Intermediate Similarity	NPD1712	Approved
0.7552	Intermediate Similarity	NPD2157	Approved
0.7538	Intermediate Similarity	NPD821	Approved
0.7536	Intermediate Similarity	NPD3055	Approved
0.7536	Intermediate Similarity	NPD3053	Approved
0.7518	Intermediate Similarity	NPD4379	Clinical (unspecified phase)
0.75	Intermediate Similarity	NPD6895	Approved
0.75	Intermediate Similarity	NPD7832	Clinical (unspecified phase)
0.75	Intermediate Similarity	NPD4005	Discontinued
0.75	Intermediate Similarity	NPD6896	Approved
0.75	Intermediate Similarity	NPD7833	Phase 2
0.75	Intermediate Similarity	NPD7831	Phase 2
0.7484	Intermediate Similarity	NPD2560	Approved
0.7484	Intermediate Similarity	NPD2563	Approved
0.7483	Intermediate Similarity	NPD5177	Phase 3
0.7481	Intermediate Similarity	NPD9381	Approved
0.7481	Intermediate Similarity	NPD9384	Approved
0.7481	Intermediate Similarity	NPD5283	Phase 1
0.7467	Intermediate Similarity	NPD4584	Approved
0.7465	Intermediate Similarity	NPD554	Clinical (unspecified phase)
0.7465	Intermediate Similarity	NPD1726	Clinical (unspecified phase)
0.7464	Intermediate Similarity	NPD5311	Approved
0.7464	Intermediate Similarity	NPD5310	Approved
0.7447	Intermediate Similarity	NPD1024	Discontinued
0.7447	Intermediate Similarity	NPD3027	Phase 3
0.7445	Intermediate Similarity	NPD2230	Approved
0.7445	Intermediate Similarity	NPD2232	Approved
0.7445	Intermediate Similarity	NPD2233	Approved
0.7438	Intermediate Similarity	NPD2898	Approved
0.7431	Intermediate Similarity	NPD2653	Approved
0.7421	Intermediate Similarity	NPD4010	Discontinued
0.7419	Intermediate Similarity	NPD2977	Approved
0.7419	Intermediate Similarity	NPD6818	Clinical (unspecified phase)
0.7419	Intermediate Similarity	NPD2978	Approved
0.7415	Intermediate Similarity	NPD1044	Clinical (unspecified phase)
0.7403	Intermediate Similarity	NPD4772	Phase 2
0.7403	Intermediate Similarity	NPD4773	Phase 2
0.74	Intermediate Similarity	NPD4357	Discontinued
0.7394	Intermediate Similarity	NPD5110	Phase 2
0.7394	Intermediate Similarity	NPD5109	Approved
0.7394	Intermediate Similarity	NPD5111	Phase 2
0.7391	Intermediate Similarity	NPD9622	Approved
0.7389	Intermediate Similarity	NPD5604	Discontinued
0.7389	Intermediate Similarity	NPD7975	Clinical (unspecified phase)
0.7383	Intermediate Similarity	NPD2219	Phase 1
0.7368	Intermediate Similarity	NPD2122	Discontinued
0.7368	Intermediate Similarity	NPD6030	Approved
0.7368	Intermediate Similarity	NPD6031	Approved
0.7365	Intermediate Similarity	NPD4236	Phase 3
0.7365	Intermediate Similarity	NPD4237	Approved
0.7357	Intermediate Similarity	NPD6584	Phase 3
0.7357	Intermediate Similarity	NPD9619	Approved
0.7357	Intermediate Similarity	NPD9620	Approved
0.7357	Intermediate Similarity	NPD9621	Approved
0.7351	Intermediate Similarity	NPD1771	Clinical (unspecified phase)
0.7338	Intermediate Similarity	NPD9634	Clinical (unspecified phase)
0.7329	Intermediate Similarity	NPD6029	Clinical (unspecified phase)
0.7329	Intermediate Similarity	NPD6028	Clinical (unspecified phase)
0.732	Intermediate Similarity	NPD3686	Approved
0.732	Intermediate Similarity	NPD3687	Approved
0.7297	Intermediate Similarity	NPD3655	Clinical (unspecified phase)
0.7292	Intermediate Similarity	NPD5837	Clinical (unspecified phase)
0.729	Intermediate Similarity	NPD5090	Approved
0.729	Intermediate Similarity	NPD5089	Approved
0.7284	Intermediate Similarity	NPD5602	Clinical (unspecified phase)
0.7279	Intermediate Similarity	NPD1357	Approved
0.7273	Intermediate Similarity	NPD601	Approved
0.7273	Intermediate Similarity	NPD597	Approved
0.7273	Intermediate Similarity	NPD4017	Approved
0.7273	Intermediate Similarity	NPD598	Approved
0.7267	Intermediate Similarity	NPD5307	Clinical (unspecified phase)
0.7267	Intermediate Similarity	NPD3692	Discontinued
0.7266	Intermediate Similarity	NPD1420	Approved
0.7266	Intermediate Similarity	NPD1421	Approved
0.7255	Intermediate Similarity	NPD3639	Approved
0.7255	Intermediate Similarity	NPD3640	Phase 3
0.7255	Intermediate Similarity	NPD3641	Approved
0.7254	Intermediate Similarity	NPD600	Approved
0.7254	Intermediate Similarity	NPD596	Approved
0.7248	Intermediate Similarity	NPD2460	Phase 3
0.7248	Intermediate Similarity	NPD2459	Approved
0.7248	Intermediate Similarity	NPD2458	Approved
0.7244	Intermediate Similarity	NPD7945	Clinical (unspecified phase)
0.7244	Intermediate Similarity	NPD5720	Discontinued
0.7237	Intermediate Similarity	NPD1424	Approved
0.7231	Intermediate Similarity	NPD2684	Approved
0.723	Intermediate Similarity	NPD2029	Clinical (unspecified phase)
0.7222	Intermediate Similarity	NPD1136	Approved
0.7222	Intermediate Similarity	NPD1130	Approved
0.7222	Intermediate Similarity	NPD1423	Approved
0.7222	Intermediate Similarity	NPD1132	Approved
0.7211	Intermediate Similarity	NPD4108	Discontinued
0.7211	Intermediate Similarity	NPD3693	Clinical (unspecified phase)
0.7208	Intermediate Similarity	NPD2883	Discontinued
0.7205	Intermediate Similarity	NPD4606	Clinical (unspecified phase)
0.7205	Intermediate Similarity	NPD6071	Discontinued
0.7194	Intermediate Similarity	NPD2231	Phase 2
0.7194	Intermediate Similarity	NPD2235	Phase 2
0.7192	Intermediate Similarity	NPD1772	Clinical (unspecified phase)
0.7176	Intermediate Similarity	NPD3021	Approved
0.7176	Intermediate Similarity	NPD3022	Approved
0.7172	Intermediate Similarity	NPD3620	Phase 2
0.7172	Intermediate Similarity	NPD3062	Approved
0.7172	Intermediate Similarity	NPD2238	Phase 2
0.7172	Intermediate Similarity	NPD3619	Clinical (unspecified phase)
0.7172	Intermediate Similarity	NPD3061	Approved
0.7172	Intermediate Similarity	NPD3059	Approved
0.7161	Intermediate Similarity	NPD7261	Clinical (unspecified phase)
0.7153	Intermediate Similarity	NPD2028	Clinical (unspecified phase)
0.7153	Intermediate Similarity	NPD1039	Discontinued
0.7152	Intermediate Similarity	NPD302	Approved
0.7143	Intermediate Similarity	NPD6583	Phase 3
0.7143	Intermediate Similarity	NPD6111	Discontinued
0.7143	Intermediate Similarity	NPD2821	Approved
0.7143	Intermediate Similarity	NPD3685	Discontinued
0.7143	Intermediate Similarity	NPD6582	Phase 2
0.7121	Intermediate Similarity	NPD9280	Clinical (unspecified phase)
0.7117	Intermediate Similarity	NPD27	Approved
0.7117	Intermediate Similarity	NPD677	Clinical (unspecified phase)
0.7117	Intermediate Similarity	NPD2489	Approved
0.7115	Intermediate Similarity	NPD5617	Suspended
0.7115	Intermediate Similarity	NPD3296	Phase 1
0.7105	Intermediate Similarity	NPD7124	Phase 2
0.7105	Intermediate Similarity	NPD6783	Clinical (unspecified phase)
0.7103	Intermediate Similarity	NPD259	Phase 1
0.7097	Intermediate Similarity	NPD9296	Approved
0.7097	Intermediate Similarity	NPD950	Clinical (unspecified phase)
0.709	Intermediate Similarity	NPD2228	Approved
0.709	Intermediate Similarity	NPD2234	Approved
0.709	Intermediate Similarity	NPD2229	Approved
0.7089	Intermediate Similarity	NPD5563	Clinical (unspecified phase)
0.7077	Intermediate Similarity	NPD1445	Approved
0.7077	Intermediate Similarity	NPD1444	Approved
0.7075	Intermediate Similarity	NPD5314	Approved
0.7075	Intermediate Similarity	NPD2492	Phase 1
0.7067	Intermediate Similarity	NPD7596	Clinical (unspecified phase)
0.7063	Intermediate Similarity	NPD9494	Approved
0.7051	Intermediate Similarity	NPD3866	Clinical (unspecified phase)
0.7051	Intermediate Similarity	NPD3111	Phase 1
0.7047	Intermediate Similarity	NPD1632	Clinical (unspecified phase)
0.7047	Intermediate Similarity	NPD3156	Discontinued
0.7041	Intermediate Similarity	NPD8054	Approved
0.7041	Intermediate Similarity	NPD8053	Approved
0.7039	Intermediate Similarity	NPD5084	Clinical (unspecified phase)
0.7037	Intermediate Similarity	NPD593	Approved
0.7037	Intermediate Similarity	NPD595	Approved
0.7025	Intermediate Similarity	NPD7298	Approved
0.7024	Intermediate Similarity	NPD7132	Clinical (unspecified phase)
0.7021	Intermediate Similarity	NPD4129	Approved
0.7015	Intermediate Similarity	NPD7843	Approved
0.7013	Intermediate Similarity	NPD2874	Phase 2
0.7007	Intermediate Similarity	NPD555	Phase 2
0.7007	Intermediate Similarity	NPD5536	Phase 2
0.7006	Intermediate Similarity	NPD6502	Phase 2
0.7	Intermediate Similarity	NPD6788	Approved
0.6993	Remote Similarity	NPD558	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