NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	136.09
Volume:	156.545
LogP:	2.987
LogD:	2.984
LogS:	-1.998
# Rotatable Bonds:	2
TPSA:	20.23
# H-Bond Aceptor:	1
# H-Bond Donor:	1
# Rings:	1
# Heavy Atoms:	1

MedChem Properties

QED Drug-Likeness Score:	0.661
Synthetic Accessibility Score:	1.569
Fsp3:	0.333
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Accepted
GSK Rule:	Accepted
BMS Rule:	0
Golden Triangle Rule:	Rejected
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-4.321
MDCK Permeability:	2.6646583137335256e-05
Pgp-inhibitor:	0.001
Pgp-substrate:	0.004
Human Intestinal Absorption (HIA):	0.004
20% Bioavailability (F20%):	0.747
30% Bioavailability (F30%):	0.945

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.589
Plasma Protein Binding (PPB):	92.2234878540039%
Volume Distribution (VD):	2.063
Pgp-substrate:	9.280011177062988%

ADMET: Metabolism

CYP1A2-inhibitor:	0.945
CYP1A2-substrate:	0.868
CYP2C19-inhibitor:	0.683
CYP2C19-substrate:	0.428
CYP2C9-inhibitor:	0.208
CYP2C9-substrate:	0.847
CYP2D6-inhibitor:	0.565
CYP2D6-substrate:	0.869
CYP3A4-inhibitor:	0.038
CYP3A4-substrate:	0.234

ADMET: Excretion

Clearance (CL):	12.908
Half-life (T1/2):	0.862

ADMET: Toxicity

hERG Blockers:	0.015
Human Hepatotoxicity (H-HT):	0.023
Drug-inuced Liver Injury (DILI):	0.036
AMES Toxicity:	0.092
Rat Oral Acute Toxicity:	0.665
Maximum Recommended Daily Dose:	0.025
Skin Sensitization:	0.778
Carcinogencity:	0.192
Eye Corrosion:	0.97
Eye Irritation:	0.993
Respiratory Toxicity:	0.315

Download Data

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

Natural Product: NPC407

Natural Product ID:	NPC407
*Common Name:**	2-Propylphenol
IUPAC Name:	2-propylphenol
Synonyms:	2-Propylphenol
Standard InCHIKey:	LCHYEKKJCUJAKN-UHFFFAOYSA-N
Standard InCHI:	InChI=1S/C9H12O/c1-2-5-8-6-3-4-7-9(8)10/h3-4,6-7,10H,2,5H2,1H3
SMILES:	CCCc1ccccc1O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL225569
PubChem CID:	12570
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0002448] Benzenoids [CHEMONTID:0002279] Benzene and substituted derivatives [CHEMONTID:0002811] Phenylpropanes

*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
NPO18951	Ligusticum sinense	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[26521454]
NPO31073	Ligusticum chuanxiong	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO18951	Ligusticum sinense	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO22033	Cnidium officinale	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO18951	Ligusticum sinense	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO22033	Cnidium officinale	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO31073	Ligusticum chuanxiong	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO18951	Ligusticum sinense	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO18951	Ligusticum sinense	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO22033	Cnidium officinale	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO18951	Ligusticum sinense	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]

☑ 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	3
Potency	6

Activity Type	# Activity
Cell Line	3
Others	6

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT137	Cell Line	L1210	Mus musculus	log(1/ID50)	=	2.16	n.a.	PMID[565102]
NPT137	Cell Line	L1210	Mus musculus	log(1/ID50)	=	3.49	n.a.	PMID[565102]
NPT137	Cell Line	L1210	Mus musculus	Activity	<	15.0	%	PMID[565102]
NPT2	Others	Unspecified		Potency	n.a.	3467	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	68589.6	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	27306	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	24336.5	nM	PubChem BioAssay data set

☑ 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 NPC407 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	285
0.1-0.2	2702
0.2-0.3	7845
0.3-0.4	11641
0.4-0.5	6949
0.5-0.6	8986
0.6-0.7	3229
0.7-0.8	779
0.8-0.85	172
0.85-0.9	70
0.9-0.95	35
0.95-1	4

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC307235
0.9878	High Similarity	NPC155393
0.9756	High Similarity	NPC286904
0.9535	High Similarity	NPC306074
0.9524	High Similarity	NPC23167
0.9412	High Similarity	NPC113460
0.9412	High Similarity	NPC27974
0.9412	High Similarity	NPC25493
0.9405	High Similarity	NPC197783
0.9318	High Similarity	NPC152415
0.9318	High Similarity	NPC245187
0.931	High Similarity	NPC231150
0.931	High Similarity	NPC204210
0.9302	High Similarity	NPC123273
0.9302	High Similarity	NPC177420
0.9302	High Similarity	NPC280347
0.9302	High Similarity	NPC242240
0.9302	High Similarity	NPC318325
0.9302	High Similarity	NPC258219
0.9286	High Similarity	NPC175313
0.9286	High Similarity	NPC248817
0.9213	High Similarity	NPC8392
0.9205	High Similarity	NPC271440
0.9195	High Similarity	NPC55561
0.9167	High Similarity	NPC124436
0.9167	High Similarity	NPC265146
0.9111	High Similarity	NPC259512
0.9111	High Similarity	NPC312132
0.9101	High Similarity	NPC289769
0.9101	High Similarity	NPC128062
0.9091	High Similarity	NPC304541
0.908	High Similarity	NPC70436
0.907	High Similarity	NPC184169
0.9059	High Similarity	NPC150837
0.9011	High Similarity	NPC77492
0.9011	High Similarity	NPC152097
0.9011	High Similarity	NPC79241
0.9011	High Similarity	NPC6597
0.8989	High Similarity	NPC138117
0.8989	High Similarity	NPC94139
0.8989	High Similarity	NPC325292
0.8989	High Similarity	NPC147284
0.8989	High Similarity	NPC210497
0.8989	High Similarity	NPC306884
0.8989	High Similarity	NPC55903
0.8989	High Similarity	NPC3358
0.8989	High Similarity	NPC29373
0.8989	High Similarity	NPC162314
0.8977	High Similarity	NPC192
0.8977	High Similarity	NPC300017
0.8977	High Similarity	NPC47950
0.8913	High Similarity	NPC80027
0.8913	High Similarity	NPC299762
0.8913	High Similarity	NPC260775
0.8913	High Similarity	NPC33675
0.8913	High Similarity	NPC122005
0.8913	High Similarity	NPC128723
0.8913	High Similarity	NPC252821
0.8889	High Similarity	NPC316301
0.8889	High Similarity	NPC27323
0.8876	High Similarity	NPC45040
0.8876	High Similarity	NPC155908
0.8864	High Similarity	NPC98772
0.8817	High Similarity	NPC248396
0.8817	High Similarity	NPC48730
0.8817	High Similarity	NPC225506
0.8817	High Similarity	NPC70677
0.8817	High Similarity	NPC12931
0.8817	High Similarity	NPC72729
0.8817	High Similarity	NPC130756
0.8817	High Similarity	NPC129373
0.8817	High Similarity	NPC174911
0.8804	High Similarity	NPC475078
0.8804	High Similarity	NPC156313
0.8791	High Similarity	NPC26244
0.8791	High Similarity	NPC144682
0.8791	High Similarity	NPC313650
0.8791	High Similarity	NPC246679
0.875	High Similarity	NPC104216
0.875	High Similarity	NPC19680
0.8723	High Similarity	NPC252105
0.8696	High Similarity	NPC473388
0.8696	High Similarity	NPC283711
0.8681	High Similarity	NPC76938
0.8681	High Similarity	NPC151715
0.8667	High Similarity	NPC270547
0.8632	High Similarity	NPC108497
0.8632	High Similarity	NPC471228
0.8632	High Similarity	NPC235762
0.8617	High Similarity	NPC130103
0.8602	High Similarity	NPC260000
0.8602	High Similarity	NPC474073
0.8602	High Similarity	NPC225464
0.8587	High Similarity	NPC222146
0.8587	High Similarity	NPC32714
0.8587	High Similarity	NPC274678
0.8571	High Similarity	NPC181709
0.8556	High Similarity	NPC300478
0.8556	High Similarity	NPC312304
0.8542	High Similarity	NPC475580
0.8542	High Similarity	NPC475225
0.8526	High Similarity	NPC477685
0.8526	High Similarity	NPC12221
0.8526	High Similarity	NPC80800
0.8526	High Similarity	NPC51015
0.8511	High Similarity	NPC280869
0.8511	High Similarity	NPC92730
0.8495	Intermediate Similarity	NPC202986
0.8471	Intermediate Similarity	NPC133050
0.8454	Intermediate Similarity	NPC47284
0.8454	Intermediate Similarity	NPC471350
0.8454	Intermediate Similarity	NPC138942
0.8454	Intermediate Similarity	NPC303141
0.8438	Intermediate Similarity	NPC168829
0.8438	Intermediate Similarity	NPC168393
0.8438	Intermediate Similarity	NPC13426
0.8438	Intermediate Similarity	NPC269212
0.8438	Intermediate Similarity	NPC470202
0.8438	Intermediate Similarity	NPC233827
0.8421	Intermediate Similarity	NPC166761
0.8404	Intermediate Similarity	NPC107619
0.8404	Intermediate Similarity	NPC88420
0.8404	Intermediate Similarity	NPC32674
0.8404	Intermediate Similarity	NPC109955
0.8372	Intermediate Similarity	NPC87299
0.8372	Intermediate Similarity	NPC99394
0.8372	Intermediate Similarity	NPC103326
0.8372	Intermediate Similarity	NPC329319
0.8367	Intermediate Similarity	NPC271274
0.8367	Intermediate Similarity	NPC155072
0.8367	Intermediate Similarity	NPC310456
0.8367	Intermediate Similarity	NPC53740
0.8351	Intermediate Similarity	NPC119860
0.8351	Intermediate Similarity	NPC130817
0.8351	Intermediate Similarity	NPC218879
0.8351	Intermediate Similarity	NPC238696
0.8351	Intermediate Similarity	NPC272029
0.8351	Intermediate Similarity	NPC244513
0.8351	Intermediate Similarity	NPC102216
0.8351	Intermediate Similarity	NPC227458
0.8351	Intermediate Similarity	NPC288411
0.8316	Intermediate Similarity	NPC216468
0.8316	Intermediate Similarity	NPC78119
0.8316	Intermediate Similarity	NPC245561
0.8316	Intermediate Similarity	NPC132078
0.8316	Intermediate Similarity	NPC51333
0.8298	Intermediate Similarity	NPC292730
0.8298	Intermediate Similarity	NPC132271
0.8298	Intermediate Similarity	NPC82664
0.8298	Intermediate Similarity	NPC216520
0.8293	Intermediate Similarity	NPC100980
0.8283	Intermediate Similarity	NPC158253
0.8283	Intermediate Similarity	NPC233320
0.8283	Intermediate Similarity	NPC204901
0.8283	Intermediate Similarity	NPC228737
0.8283	Intermediate Similarity	NPC66834
0.8283	Intermediate Similarity	NPC232523
0.8283	Intermediate Similarity	NPC320439
0.828	Intermediate Similarity	NPC81010
0.828	Intermediate Similarity	NPC32977
0.8265	Intermediate Similarity	NPC474839
0.8265	Intermediate Similarity	NPC117115
0.8265	Intermediate Similarity	NPC243677
0.8265	Intermediate Similarity	NPC37802
0.8256	Intermediate Similarity	NPC117180
0.8247	Intermediate Similarity	NPC302219
0.8247	Intermediate Similarity	NPC242342
0.8247	Intermediate Similarity	NPC94351
0.8247	Intermediate Similarity	NPC71002
0.8247	Intermediate Similarity	NPC196479
0.8247	Intermediate Similarity	NPC313030
0.8247	Intermediate Similarity	NPC249828
0.8247	Intermediate Similarity	NPC146798
0.8247	Intermediate Similarity	NPC53051
0.8247	Intermediate Similarity	NPC85479
0.8247	Intermediate Similarity	NPC168303
0.8247	Intermediate Similarity	NPC24404
0.8247	Intermediate Similarity	NPC106396
0.8247	Intermediate Similarity	NPC222522
0.8229	Intermediate Similarity	NPC52472
0.8229	Intermediate Similarity	NPC289381
0.8229	Intermediate Similarity	NPC211885
0.8229	Intermediate Similarity	NPC294741
0.8229	Intermediate Similarity	NPC213730
0.8229	Intermediate Similarity	NPC10588
0.8229	Intermediate Similarity	NPC155847
0.8211	Intermediate Similarity	NPC315921
0.82	Intermediate Similarity	NPC61885
0.82	Intermediate Similarity	NPC174981
0.82	Intermediate Similarity	NPC306295
0.82	Intermediate Similarity	NPC224584
0.82	Intermediate Similarity	NPC64586
0.82	Intermediate Similarity	NPC63698
0.8191	Intermediate Similarity	NPC257182
0.8191	Intermediate Similarity	NPC286006
0.8191	Intermediate Similarity	NPC107522
0.8182	Intermediate Similarity	NPC469913
0.8182	Intermediate Similarity	NPC99836
0.8182	Intermediate Similarity	NPC12640
0.8182	Intermediate Similarity	NPC201662

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 NPC407 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	332
0.1-0.2	1119
0.2-0.3	1458
0.3-0.4	2895
0.4-0.5	1858
0.5-0.6	1022
0.6-0.7	382
0.7-0.8	67
0.8-0.85	4
0.85-0.9	11
0.9-0.95	2
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.9213	High Similarity	NPD844	Approved
0.9205	High Similarity	NPD845	Approved
0.9167	High Similarity	NPD111	Approved
0.9111	High Similarity	NPD288	Approved
0.8889	High Similarity	NPD1432	Clinical (unspecified phase)
0.8889	High Similarity	NPD2934	Approved
0.8889	High Similarity	NPD2933	Approved
0.8817	High Similarity	NPD289	Clinical (unspecified phase)
0.8791	High Similarity	NPD2860	Approved
0.8791	High Similarity	NPD2859	Approved
0.8791	High Similarity	NPD1809	Phase 2
0.8723	High Similarity	NPD940	Approved
0.8723	High Similarity	NPD846	Approved
0.8511	High Similarity	NPD3020	Approved
0.8293	Intermediate Similarity	NPD9087	Approved
0.8211	Intermediate Similarity	NPD9273	Approved
0.8163	Intermediate Similarity	NPD9610	Approved
0.8163	Intermediate Similarity	NPD9608	Approved
0.8	Intermediate Similarity	NPD1445	Approved
0.8	Intermediate Similarity	NPD9294	Approved
0.8	Intermediate Similarity	NPD1444	Approved
0.7941	Intermediate Similarity	NPD4750	Phase 3
0.7921	Intermediate Similarity	NPD2342	Discontinued
0.7907	Intermediate Similarity	NPD9088	Approved
0.7857	Intermediate Similarity	NPD1242	Phase 1
0.7767	Intermediate Similarity	NPD1792	Phase 2
0.7767	Intermediate Similarity	NPD3021	Approved
0.7767	Intermediate Similarity	NPD3022	Approved
0.7745	Intermediate Similarity	NPD290	Approved
0.7714	Intermediate Similarity	NPD7635	Approved
0.77	Intermediate Similarity	NPD9500	Approved
0.7677	Intermediate Similarity	NPD3028	Approved
0.7664	Intermediate Similarity	NPD6671	Approved
0.7647	Intermediate Similarity	NPD968	Approved
0.7619	Intermediate Similarity	NPD6124	Clinical (unspecified phase)
0.7619	Intermediate Similarity	NPD228	Approved
0.7596	Intermediate Similarity	NPD9380	Clinical (unspecified phase)
0.757	Intermediate Similarity	NPD1476	Clinical (unspecified phase)
0.7556	Intermediate Similarity	NPD9089	Approved
0.75	Intermediate Similarity	NPD9266	Approved
0.75	Intermediate Similarity	NPD74	Approved
0.7477	Intermediate Similarity	NPD2228	Approved
0.7477	Intermediate Similarity	NPD2234	Approved
0.7477	Intermediate Similarity	NPD2229	Approved
0.7477	Intermediate Similarity	NPD7159	Clinical (unspecified phase)
0.7455	Intermediate Similarity	NPD5303	Approved
0.7455	Intermediate Similarity	NPD5304	Approved
0.7455	Intermediate Similarity	NPD2226	Clinical (unspecified phase)
0.7444	Intermediate Similarity	NPD9093	Approved
0.7431	Intermediate Similarity	NPD9493	Approved
0.7407	Intermediate Similarity	NPD1793	Approved
0.7407	Intermediate Similarity	NPD1791	Approved
0.7407	Intermediate Similarity	NPD9614	Approved
0.7407	Intermediate Similarity	NPD9618	Approved
0.7404	Intermediate Similarity	NPD9264	Approved
0.7404	Intermediate Similarity	NPD9267	Approved
0.7404	Intermediate Similarity	NPD9263	Approved
0.7383	Intermediate Similarity	NPD9377	Approved
0.7383	Intermediate Similarity	NPD9379	Approved
0.7368	Intermediate Similarity	NPD9295	Approved
0.7339	Intermediate Similarity	NPD255	Approved
0.7339	Intermediate Similarity	NPD256	Approved
0.7333	Intermediate Similarity	NPD2684	Approved
0.7321	Intermediate Similarity	NPD4589	Approved
0.7312	Intermediate Similarity	NPD9073	Approved
0.7297	Intermediate Similarity	NPD1759	Phase 1
0.7297	Intermediate Similarity	NPD1548	Phase 1
0.7273	Intermediate Similarity	NPD405	Clinical (unspecified phase)
0.7238	Intermediate Similarity	NPD9265	Clinical (unspecified phase)
0.7222	Intermediate Similarity	NPD821	Approved
0.7207	Intermediate Similarity	NPD317	Approved
0.7207	Intermediate Similarity	NPD9616	Approved
0.7207	Intermediate Similarity	NPD856	Approved
0.7207	Intermediate Similarity	NPD9613	Approved
0.7207	Intermediate Similarity	NPD318	Approved
0.7207	Intermediate Similarity	NPD1758	Phase 1
0.7207	Intermediate Similarity	NPD16	Approved
0.7207	Intermediate Similarity	NPD9615	Approved
0.7193	Intermediate Similarity	NPD422	Phase 1
0.7182	Intermediate Similarity	NPD709	Approved
0.7143	Intermediate Similarity	NPD3091	Approved
0.7143	Intermediate Similarity	NPD7330	Discontinued
0.7143	Intermediate Similarity	NPD316	Approved
0.7129	Intermediate Similarity	NPD9611	Approved
0.7129	Intermediate Similarity	NPD9609	Approved
0.7129	Intermediate Similarity	NPD9612	Approved
0.7117	Intermediate Similarity	NPD9568	Approved
0.7117	Intermediate Similarity	NPD7325	Clinical (unspecified phase)
0.7091	Intermediate Similarity	NPD497	Approved
0.7091	Intermediate Similarity	NPD475	Phase 2
0.7083	Intermediate Similarity	NPD9094	Approved
0.708	Intermediate Similarity	NPD4093	Discontinued
0.708	Intermediate Similarity	NPD4235	Clinical (unspecified phase)
0.708	Intermediate Similarity	NPD4196	Clinical (unspecified phase)
0.7069	Intermediate Similarity	NPD3600	Clinical (unspecified phase)
0.7064	Intermediate Similarity	NPD7843	Approved
0.7064	Intermediate Similarity	NPD1138	Approved
0.7048	Intermediate Similarity	NPD9697	Approved
0.7043	Intermediate Similarity	NPD1610	Phase 2
0.7043	Intermediate Similarity	NPD1201	Approved
0.7037	Intermediate Similarity	NPD9280	Clinical (unspecified phase)
0.7019	Intermediate Similarity	NPD9261	Approved
0.7018	Intermediate Similarity	NPD5238	Clinical (unspecified phase)
0.7018	Intermediate Similarity	NPD3019	Approved
0.7018	Intermediate Similarity	NPD4626	Approved
0.7018	Intermediate Similarity	NPD2932	Approved
0.7018	Intermediate Similarity	NPD1751	Approved
0.7018	Intermediate Similarity	NPD4059	Approved
0.7	Intermediate Similarity	NPD496	Approved
0.7	Intermediate Similarity	NPD9296	Approved
0.7	Intermediate Similarity	NPD495	Approved
0.7	Intermediate Similarity	NPD498	Approved
0.6991	Remote Similarity	NPD9545	Approved
0.699	Remote Similarity	NPD1616	Discontinued
0.6972	Remote Similarity	NPD1139	Approved
0.6972	Remote Similarity	NPD1137	Approved
0.697	Remote Similarity	NPD159	Clinical (unspecified phase)
0.6964	Remote Similarity	NPD7636	Approved
0.6961	Remote Similarity	NPD9495	Approved
0.6957	Remote Similarity	NPD1981	Approved
0.6957	Remote Similarity	NPD3143	Discontinued
0.6957	Remote Similarity	NPD1983	Approved
0.6957	Remote Similarity	NPD3496	Discontinued
0.6957	Remote Similarity	NPD2688	Clinical (unspecified phase)
0.6957	Remote Similarity	NPD1980	Approved
0.6952	Remote Similarity	NPD9244	Approved
0.6949	Remote Similarity	NPD1134	Approved
0.6949	Remote Similarity	NPD1131	Approved
0.6949	Remote Similarity	NPD1135	Approved
0.6949	Remote Similarity	NPD1129	Approved
0.6949	Remote Similarity	NPD1133	Approved
0.6944	Remote Similarity	NPD5451	Approved
0.6937	Remote Similarity	NPD593	Approved
0.6937	Remote Similarity	NPD9281	Approved
0.6937	Remote Similarity	NPD595	Approved
0.6923	Remote Similarity	NPD4749	Approved
0.6923	Remote Similarity	NPD4817	Approved
0.6923	Remote Similarity	NPD855	Approved
0.6923	Remote Similarity	NPD854	Approved
0.6923	Remote Similarity	NPD4818	Approved
0.6915	Remote Similarity	NPD9491	Approved
0.6897	Remote Similarity	NPD5350	Clinical (unspecified phase)
0.6897	Remote Similarity	NPD3092	Approved
0.6897	Remote Similarity	NPD5351	Clinical (unspecified phase)
0.6882	Remote Similarity	NPD9250	Approved
0.6875	Remote Similarity	NPD7157	Approved
0.6875	Remote Similarity	NPD2557	Approved
0.687	Remote Similarity	NPD2286	Discontinued
0.687	Remote Similarity	NPD1778	Approved
0.687	Remote Similarity	NPD9381	Approved
0.687	Remote Similarity	NPD9384	Approved
0.6857	Remote Similarity	NPD5700	Clinical (unspecified phase)
0.6838	Remote Similarity	NPD2232	Approved
0.6838	Remote Similarity	NPD2233	Approved
0.6838	Remote Similarity	NPD9717	Approved
0.6838	Remote Similarity	NPD3070	Discontinued
0.6838	Remote Similarity	NPD2562	Approved
0.6838	Remote Similarity	NPD2230	Approved
0.6838	Remote Similarity	NPD2561	Approved
0.6822	Remote Similarity	NPD3134	Approved
0.681	Remote Similarity	NPD3421	Phase 3
0.6807	Remote Similarity	NPD2797	Approved
0.6807	Remote Similarity	NPD1470	Approved
0.6807	Remote Similarity	NPD1164	Approved
0.6792	Remote Similarity	NPD311	Approved
0.6792	Remote Similarity	NPD315	Approved
0.6792	Remote Similarity	NPD10	Approved
0.6792	Remote Similarity	NPD310	Approved
0.6792	Remote Similarity	NPD309	Approved
0.6792	Remote Similarity	NPD314	Approved
0.678	Remote Similarity	NPD6582	Phase 2
0.678	Remote Similarity	NPD4659	Approved
0.678	Remote Similarity	NPD6583	Phase 3
0.678	Remote Similarity	NPD1755	Approved
0.678	Remote Similarity	NPD9622	Approved
0.6777	Remote Similarity	NPD4908	Phase 1
0.6768	Remote Similarity	NPD9258	Approved
0.6768	Remote Similarity	NPD9256	Approved
0.6759	Remote Similarity	NPD1358	Approved
0.6757	Remote Similarity	NPD5535	Approved
0.6752	Remote Similarity	NPD1091	Approved
0.6752	Remote Similarity	NPD1535	Discovery
0.6735	Remote Similarity	NPD1101	Approved
0.6726	Remote Similarity	NPD6387	Discontinued
0.6724	Remote Similarity	NPD3095	Discontinued
0.6724	Remote Similarity	NPD2668	Approved
0.6724	Remote Similarity	NPD2667	Approved
0.6723	Remote Similarity	NPD6696	Suspended
0.6723	Remote Similarity	NPD9634	Clinical (unspecified phase)
0.6721	Remote Similarity	NPD4625	Phase 3
0.6702	Remote Similarity	NPD226	Approved
0.67	Remote Similarity	NPD9365	Approved
0.6698	Remote Similarity	NPD3682	Approved
0.6698	Remote Similarity	NPD3681	Approved
0.6698	Remote Similarity	NPD4656	Approved
0.6698	Remote Similarity	NPD4229	Approved
0.6698	Remote Similarity	NPD4231	Approved
0.6698	Remote Similarity	NPD3680	Approved
0.6698	Remote Similarity	NPD3683	Approved
0.6698	Remote Similarity	NPD4658	Approved

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