NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	210.09
Volume:	208.951
LogP:	1.674
LogD:	1.712
LogS:	-2.117
# Rotatable Bonds:	3
TPSA:	47.92
# H-Bond Aceptor:	4
# H-Bond Donor:	1
# Rings:	2
# Heavy Atoms:	4

MedChem Properties

QED Drug-Likeness Score:	0.827
Synthetic Accessibility Score:	2.719
Fsp3:	0.455
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Accepted
GSK Rule:	Accepted
BMS Rule:	0
Golden Triangle Rule:	Accepted
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-4.452
MDCK Permeability:	1.8538597942097113e-05
Pgp-inhibitor:	0.004
Pgp-substrate:	0.015
Human Intestinal Absorption (HIA):	0.002
20% Bioavailability (F20%):	0.002
30% Bioavailability (F30%):	0.003

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.853
Plasma Protein Binding (PPB):	46.29458236694336%
Volume Distribution (VD):	2.013
Pgp-substrate:	23.230438232421875%

ADMET: Metabolism

CYP1A2-inhibitor:	0.972
CYP1A2-substrate:	0.871
CYP2C19-inhibitor:	0.424
CYP2C19-substrate:	0.87
CYP2C9-inhibitor:	0.066
CYP2C9-substrate:	0.853
CYP2D6-inhibitor:	0.735
CYP2D6-substrate:	0.858
CYP3A4-inhibitor:	0.657
CYP3A4-substrate:	0.622

ADMET: Excretion

Clearance (CL):	10.643
Half-life (T1/2):	0.58

ADMET: Toxicity

hERG Blockers:	0.023
Human Hepatotoxicity (H-HT):	0.054
Drug-inuced Liver Injury (DILI):	0.039
AMES Toxicity:	0.039
Rat Oral Acute Toxicity:	0.015
Maximum Recommended Daily Dose:	0.613
Skin Sensitization:	0.63
Carcinogencity:	0.87
Eye Corrosion:	0.011
Eye Irritation:	0.168
Respiratory Toxicity:	0.328

Download Data

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

Natural Product: NPC473960

Natural Product ID:	NPC473960
*Common Name:**	1-(7-Methoxy-1,3-Benzodioxol-5-Yl)Propan-1-Ol
IUPAC Name:	1-(7-methoxy-1,3-benzodioxol-5-yl)propan-1-ol
Synonyms:
Standard InCHIKey:	QXAWUMIJXBTEMR-UHFFFAOYSA-N
Standard InCHI:	InChI=1S/C11H14O4/c1-3-8(12)7-4-9(13-2)11-10(5-7)14-6-15-11/h4-5,8,12H,3,6H2,1-2H3
SMILES:	CCC(C1=CC2=C(C(=C1)OC)OCO2)O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL456307
PubChem CID:	14239524
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000002] Organoheterocyclic compounds [CHEMONTID:0000296] Benzodioxoles

*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
NPO11597	Stellaria dichotoma	Species	Caryophyllaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[15387643]
NPO11597	Stellaria dichotoma	Species	Caryophyllaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[16309326]
NPO11597	Stellaria dichotoma	Species	Caryophyllaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO11597	Stellaria dichotoma	Species	Caryophyllaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO11597	Stellaria dichotoma	Species	Caryophyllaceae	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	1

Activity Type	# Activity
Cell Line	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT521	Cell Line	RBL-2H3	Rattus norvegicus	Inhibition	=	1.2	%	PMID[544865]

☑ 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 NPC473960 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	348
0.1-0.2	1613
0.2-0.3	5143
0.3-0.4	12487
0.4-0.5	5485
0.5-0.6	5431
0.6-0.7	8287
0.7-0.8	3054
0.8-0.85	657
0.85-0.9	167
0.9-0.95	24
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
0.9444	High Similarity	NPC58585
0.9225	High Similarity	NPC25695
0.9225	High Similarity	NPC172818
0.9167	High Similarity	NPC119949
0.9154	High Similarity	NPC474039
0.9141	High Similarity	NPC196937
0.9106	High Similarity	NPC165375
0.9106	High Similarity	NPC220598
0.9083	High Similarity	NPC63083
0.907	High Similarity	NPC13745
0.907	High Similarity	NPC251981
0.907	High Similarity	NPC107478
0.907	High Similarity	NPC48863
0.9062	High Similarity	NPC299144
0.9062	High Similarity	NPC470270
0.9055	High Similarity	NPC63574
0.9032	High Similarity	NPC191768
0.9032	High Similarity	NPC92869
0.9032	High Similarity	NPC283170
0.9024	High Similarity	NPC211231
0.9	High Similarity	NPC150534
0.9	High Similarity	NPC33271
0.8992	High Similarity	NPC69513
0.8992	High Similarity	NPC215833
0.8992	High Similarity	NPC112237
0.8943	High Similarity	NPC49341
0.8881	High Similarity	NPC36531
0.8881	High Similarity	NPC103637
0.8881	High Similarity	NPC230538
0.8881	High Similarity	NPC229172
0.8872	High Similarity	NPC46591
0.8872	High Similarity	NPC177868
0.8864	High Similarity	NPC195196
0.8864	High Similarity	NPC185908
0.8864	High Similarity	NPC283949
0.8855	High Similarity	NPC236522
0.8852	High Similarity	NPC135961
0.8846	High Similarity	NPC132895
0.8846	High Similarity	NPC471390
0.8846	High Similarity	NPC49074
0.8846	High Similarity	NPC471391
0.8828	High Similarity	NPC470633
0.8828	High Similarity	NPC228769
0.8815	High Similarity	NPC324962
0.8815	High Similarity	NPC474808
0.8797	High Similarity	NPC292487
0.8788	High Similarity	NPC197166
0.878	High Similarity	NPC177475
0.878	High Similarity	NPC35071
0.878	High Similarity	NPC229401
0.878	High Similarity	NPC148615
0.8779	High Similarity	NPC470881
0.8769	High Similarity	NPC261812
0.8769	High Similarity	NPC162093
0.8769	High Similarity	NPC147616
0.8769	High Similarity	NPC259742
0.8769	High Similarity	NPC219671
0.8769	High Similarity	NPC72046
0.8769	High Similarity	NPC104077
0.8769	High Similarity	NPC65183
0.876	High Similarity	NPC184814
0.875	High Similarity	NPC472712
0.875	High Similarity	NPC472713
0.875	High Similarity	NPC172171
0.875	High Similarity	NPC118385
0.875	High Similarity	NPC187774
0.875	High Similarity	NPC473046
0.875	High Similarity	NPC239254
0.8741	High Similarity	NPC287124
0.8731	High Similarity	NPC226547
0.8731	High Similarity	NPC56091
0.872	High Similarity	NPC270326
0.8712	High Similarity	NPC174191
0.8702	High Similarity	NPC136750
0.8702	High Similarity	NPC6836
0.8702	High Similarity	NPC266848
0.8702	High Similarity	NPC25821
0.8699	High Similarity	NPC20674
0.8699	High Similarity	NPC320987
0.8699	High Similarity	NPC181969
0.8692	High Similarity	NPC248307
0.8692	High Similarity	NPC65942
0.8686	High Similarity	NPC197352
0.8686	High Similarity	NPC110763
0.8686	High Similarity	NPC189239
0.8686	High Similarity	NPC166506
0.8686	High Similarity	NPC475868
0.8682	High Similarity	NPC226788
0.8682	High Similarity	NPC3439
0.8682	High Similarity	NPC285339
0.8682	High Similarity	NPC270849
0.8682	High Similarity	NPC210623
0.8682	High Similarity	NPC218856
0.8682	High Similarity	NPC470258
0.8682	High Similarity	NPC170844
0.8682	High Similarity	NPC273295
0.8682	High Similarity	NPC476968
0.8682	High Similarity	NPC202582
0.8682	High Similarity	NPC26653
0.8682	High Similarity	NPC222004
0.8682	High Similarity	NPC166040
0.8682	High Similarity	NPC190629
0.8676	High Similarity	NPC255566
0.8676	High Similarity	NPC12728
0.8676	High Similarity	NPC298317
0.8676	High Similarity	NPC185071
0.8672	High Similarity	NPC242032
0.8657	High Similarity	NPC9068
0.8657	High Similarity	NPC30951
0.8657	High Similarity	NPC6369
0.8647	High Similarity	NPC164857
0.864	High Similarity	NPC285289
0.864	High Similarity	NPC470804
0.8636	High Similarity	NPC326095
0.8636	High Similarity	NPC287745
0.8636	High Similarity	NPC31530
0.8636	High Similarity	NPC244983
0.8626	High Similarity	NPC175067
0.8626	High Similarity	NPC204215
0.8626	High Similarity	NPC252833
0.8626	High Similarity	NPC106739
0.8626	High Similarity	NPC471505
0.8623	High Similarity	NPC212890
0.8618	High Similarity	NPC255675
0.8615	High Similarity	NPC469614
0.8615	High Similarity	NPC80600
0.8615	High Similarity	NPC472024
0.8615	High Similarity	NPC469612
0.8613	High Similarity	NPC121661
0.8613	High Similarity	NPC477701
0.8613	High Similarity	NPC73467
0.8613	High Similarity	NPC141569
0.8613	High Similarity	NPC166884
0.8607	High Similarity	NPC193067
0.8605	High Similarity	NPC206615
0.8605	High Similarity	NPC186843
0.8605	High Similarity	NPC470213
0.8605	High Similarity	NPC98631
0.8603	High Similarity	NPC469559
0.8603	High Similarity	NPC472714
0.8603	High Similarity	NPC41782
0.8603	High Similarity	NPC5262
0.8603	High Similarity	NPC189115
0.8593	High Similarity	NPC284464
0.8571	High Similarity	NPC18576
0.8571	High Similarity	NPC148893
0.8571	High Similarity	NPC189474
0.8571	High Similarity	NPC49235
0.8571	High Similarity	NPC25333
0.8571	High Similarity	NPC184938
0.8571	High Similarity	NPC209567
0.8571	High Similarity	NPC470236
0.8571	High Similarity	NPC101624
0.8561	High Similarity	NPC1474
0.8561	High Similarity	NPC39657
0.8561	High Similarity	NPC158331
0.856	High Similarity	NPC199023
0.8551	High Similarity	NPC477702
0.8551	High Similarity	NPC180953
0.855	High Similarity	NPC474017
0.855	High Similarity	NPC470096
0.855	High Similarity	NPC469625
0.855	High Similarity	NPC192255
0.855	High Similarity	NPC470095
0.855	High Similarity	NPC472597
0.855	High Similarity	NPC469613
0.855	High Similarity	NPC30043
0.854	High Similarity	NPC81638
0.8538	High Similarity	NPC469963
0.8538	High Similarity	NPC469951
0.8538	High Similarity	NPC248355
0.8538	High Similarity	NPC307110
0.8537	High Similarity	NPC259638
0.8529	High Similarity	NPC469661
0.8527	High Similarity	NPC474119
0.8519	High Similarity	NPC201404
0.8519	High Similarity	NPC212770
0.8519	High Similarity	NPC290714
0.8519	High Similarity	NPC53722
0.8519	High Similarity	NPC98777
0.8516	High Similarity	NPC12308
0.8512	High Similarity	NPC204120
0.8507	High Similarity	NPC121651
0.8507	High Similarity	NPC104167
0.8504	High Similarity	NPC233526
0.8504	High Similarity	NPC282496
0.85	High Similarity	NPC248132
0.85	High Similarity	NPC130449
0.85	High Similarity	NPC316676
0.85	High Similarity	NPC325720
0.8496	Intermediate Similarity	NPC35731
0.8496	Intermediate Similarity	NPC47181
0.8492	Intermediate Similarity	NPC476343
0.8489	Intermediate Similarity	NPC162193
0.8489	Intermediate Similarity	NPC154971
0.8489	Intermediate Similarity	NPC252286
0.8487	Intermediate Similarity	NPC165386
0.8485	Intermediate Similarity	NPC160991
0.8485	Intermediate Similarity	NPC253105
0.8485	Intermediate Similarity	NPC16208

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 NPC473960 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	298
0.1-0.2	931
0.2-0.3	2181
0.3-0.4	2764
0.4-0.5	1524
0.5-0.6	929
0.6-0.7	450
0.7-0.8	67
0.8-0.85	3
0.85-0.9	3
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.8699	High Similarity	NPD1357	Approved
0.8682	High Similarity	NPD3027	Phase 3
0.864	High Similarity	NPD3705	Approved
0.8209	Intermediate Similarity	NPD1612	Clinical (unspecified phase)
0.8209	Intermediate Similarity	NPD1613	Approved
0.8207	Intermediate Similarity	NPD37	Approved
0.8049	Intermediate Similarity	NPD228	Approved
0.8041	Intermediate Similarity	NPD4965	Approved
0.8041	Intermediate Similarity	NPD4966	Approved
0.8041	Intermediate Similarity	NPD4967	Phase 2
0.797	Intermediate Similarity	NPD1530	Clinical (unspecified phase)
0.7931	Intermediate Similarity	NPD1653	Approved
0.7923	Intermediate Similarity	NPD1091	Approved
0.791	Intermediate Similarity	NPD1529	Clinical (unspecified phase)
0.7815	Intermediate Similarity	NPD6234	Discontinued
0.7803	Intermediate Similarity	NPD2983	Phase 2
0.7803	Intermediate Similarity	NPD2982	Phase 2
0.7727	Intermediate Similarity	NPD2981	Phase 2
0.7704	Intermediate Similarity	NPD3018	Phase 2
0.758	Intermediate Similarity	NPD7228	Approved
0.7534	Intermediate Similarity	NPD6143	Clinical (unspecified phase)
0.75	Intermediate Similarity	NPD5283	Phase 1
0.75	Intermediate Similarity	NPD6674	Discontinued
0.75	Intermediate Similarity	NPD6980	Clinical (unspecified phase)
0.7484	Intermediate Similarity	NPD7199	Phase 2
0.7483	Intermediate Similarity	NPD7266	Discontinued
0.7483	Intermediate Similarity	NPD1375	Discontinued
0.7481	Intermediate Similarity	NPD1548	Phase 1
0.7468	Intermediate Similarity	NPD3818	Discontinued
0.7434	Intermediate Similarity	NPD2977	Approved
0.7434	Intermediate Similarity	NPD2978	Approved
0.7403	Intermediate Similarity	NPD7975	Clinical (unspecified phase)
0.7397	Intermediate Similarity	NPD2219	Phase 1
0.7388	Intermediate Similarity	NPD1610	Phase 2
0.7379	Intermediate Similarity	NPD4236	Phase 3
0.7379	Intermediate Similarity	NPD4237	Approved
0.7376	Intermediate Similarity	NPD230	Phase 1
0.7372	Intermediate Similarity	NPD6917	Clinical (unspecified phase)
0.7312	Intermediate Similarity	NPD7054	Approved
0.7305	Intermediate Similarity	NPD3620	Phase 2
0.7305	Intermediate Similarity	NPD3619	Clinical (unspecified phase)
0.7302	Intermediate Similarity	NPD290	Approved
0.7284	Intermediate Similarity	NPD7240	Approved
0.7278	Intermediate Similarity	NPD7184	Clinical (unspecified phase)
0.7273	Intermediate Similarity	NPD6374	Clinical (unspecified phase)
0.7267	Intermediate Similarity	NPD7074	Phase 3
0.7267	Intermediate Similarity	NPD7472	Approved
0.7266	Intermediate Similarity	NPD4908	Phase 1
0.7259	Intermediate Similarity	NPD422	Phase 1
0.7255	Intermediate Similarity	NPD1934	Approved
0.7244	Intermediate Similarity	NPD2684	Approved
0.7234	Intermediate Similarity	NPD554	Clinical (unspecified phase)
0.7234	Intermediate Similarity	NPD1726	Clinical (unspecified phase)
0.723	Intermediate Similarity	NPD5058	Phase 3
0.7181	Intermediate Similarity	NPD4357	Discontinued
0.7177	Intermediate Similarity	NPD291	Approved
0.7171	Intermediate Similarity	NPD6055	Clinical (unspecified phase)
0.7171	Intermediate Similarity	NPD4005	Discontinued
0.7163	Intermediate Similarity	NPD4907	Clinical (unspecified phase)
0.7163	Intermediate Similarity	NPD6410	Clinical (unspecified phase)
0.7162	Intermediate Similarity	NPD5307	Clinical (unspecified phase)
0.7154	Intermediate Similarity	NPD7843	Approved
0.7153	Intermediate Similarity	NPD6111	Discontinued
0.7153	Intermediate Similarity	NPD4379	Clinical (unspecified phase)
0.7153	Intermediate Similarity	NPD4749	Approved
0.7143	Intermediate Similarity	NPD1652	Phase 2
0.7143	Intermediate Similarity	NPD3060	Approved
0.7134	Intermediate Similarity	NPD7808	Phase 3
0.7124	Intermediate Similarity	NPD4675	Approved
0.7124	Intermediate Similarity	NPD4678	Approved
0.7123	Intermediate Similarity	NPD3540	Phase 1
0.7121	Intermediate Similarity	NPD7157	Approved
0.7117	Intermediate Similarity	NPD6797	Phase 2
0.7115	Intermediate Similarity	NPD3882	Suspended
0.7105	Intermediate Similarity	NPD3686	Approved
0.7105	Intermediate Similarity	NPD3687	Approved
0.7097	Intermediate Similarity	NPD1242	Phase 1
0.7073	Intermediate Similarity	NPD7251	Discontinued
0.7071	Intermediate Similarity	NPD2861	Phase 2
0.7063	Intermediate Similarity	NPD1558	Phase 1
0.7055	Intermediate Similarity	NPD3539	Phase 1
0.7054	Intermediate Similarity	NPD556	Approved
0.7042	Intermediate Similarity	NPD6859	Clinical (unspecified phase)
0.704	Intermediate Similarity	NPD940	Approved
0.704	Intermediate Similarity	NPD846	Approved
0.703	Intermediate Similarity	NPD4338	Clinical (unspecified phase)
0.7015	Intermediate Similarity	NPD5536	Phase 2
0.7006	Intermediate Similarity	NPD4868	Clinical (unspecified phase)
0.6987	Remote Similarity	NPD5772	Approved
0.6987	Remote Similarity	NPD5773	Approved
0.6987	Remote Similarity	NPD2393	Clinical (unspecified phase)
0.6987	Remote Similarity	NPD2801	Approved
0.698	Remote Similarity	NPD1878	Clinical (unspecified phase)
0.697	Remote Similarity	NPD6559	Discontinued
0.6966	Remote Similarity	NPD6653	Approved
0.6962	Remote Similarity	NPD4381	Clinical (unspecified phase)
0.6959	Remote Similarity	NPD970	Clinical (unspecified phase)
0.6954	Remote Similarity	NPD1511	Approved
0.695	Remote Similarity	NPD9494	Approved
0.6946	Remote Similarity	NPD7090	Clinical (unspecified phase)
0.6944	Remote Similarity	NPD2238	Phase 2
0.6943	Remote Similarity	NPD3817	Phase 2
0.6914	Remote Similarity	NPD6168	Clinical (unspecified phase)
0.6914	Remote Similarity	NPD6167	Clinical (unspecified phase)
0.6914	Remote Similarity	NPD6166	Phase 2
0.6913	Remote Similarity	NPD5177	Phase 3
0.6908	Remote Similarity	NPD3158	Phase 1
0.6908	Remote Similarity	NPD3157	Approved
0.6906	Remote Similarity	NPD3685	Discontinued
0.6899	Remote Similarity	NPD1358	Approved
0.6897	Remote Similarity	NPD5123	Clinical (unspecified phase)
0.6897	Remote Similarity	NPD5124	Phase 1
0.6897	Remote Similarity	NPD447	Suspended
0.689	Remote Similarity	NPD5844	Phase 1
0.6887	Remote Similarity	NPD7124	Phase 2
0.6884	Remote Similarity	NPD776	Approved
0.6879	Remote Similarity	NPD558	Phase 2
0.6875	Remote Similarity	NPD2674	Phase 3
0.6871	Remote Similarity	NPD5588	Approved
0.6867	Remote Similarity	NPD4109	Clinical (unspecified phase)
0.6867	Remote Similarity	NPD4110	Phase 3
0.6863	Remote Similarity	NPD1940	Clinical (unspecified phase)
0.6863	Remote Similarity	NPD1512	Approved
0.6861	Remote Similarity	NPD5126	Approved
0.6861	Remote Similarity	NPD9381	Approved
0.6861	Remote Similarity	NPD5125	Phase 3
0.6861	Remote Similarity	NPD9384	Approved
0.6853	Remote Similarity	NPD4625	Phase 3
0.6849	Remote Similarity	NPD1772	Clinical (unspecified phase)
0.6842	Remote Similarity	NPD5297	Approved
0.6835	Remote Similarity	NPD2560	Approved
0.6835	Remote Similarity	NPD2563	Approved
0.6829	Remote Similarity	NPD9296	Approved
0.6824	Remote Similarity	NPD6842	Approved
0.6824	Remote Similarity	NPD6841	Approved
0.6824	Remote Similarity	NPD6843	Phase 3
0.6824	Remote Similarity	NPD2161	Phase 2
0.6822	Remote Similarity	NPD968	Approved
0.6812	Remote Similarity	NPD3496	Discontinued
0.6803	Remote Similarity	NPD4536	Approved
0.6803	Remote Similarity	NPD4538	Approved
0.6803	Remote Similarity	NPD4537	Clinical (unspecified phase)
0.68	Remote Similarity	NPD5698	Clinical (unspecified phase)
0.6797	Remote Similarity	NPD4123	Phase 3
0.6797	Remote Similarity	NPD2534	Approved
0.6797	Remote Similarity	NPD2532	Approved
0.6797	Remote Similarity	NPD2533	Approved
0.6797	Remote Similarity	NPD4739	Approved
0.6795	Remote Similarity	NPD7028	Phase 2
0.6794	Remote Similarity	NPD3022	Approved
0.6794	Remote Similarity	NPD3021	Approved
0.6794	Remote Similarity	NPD4750	Phase 3
0.679	Remote Similarity	NPD6232	Discontinued
0.6788	Remote Similarity	NPD9268	Approved
0.6786	Remote Similarity	NPD9622	Approved
0.6783	Remote Similarity	NPD600	Approved
0.6783	Remote Similarity	NPD596	Approved
0.6781	Remote Similarity	NPD3657	Discovery
0.6776	Remote Similarity	NPD6783	Clinical (unspecified phase)
0.6772	Remote Similarity	NPD5563	Clinical (unspecified phase)
0.677	Remote Similarity	NPD5494	Approved
0.6767	Remote Similarity	NPD821	Approved
0.6766	Remote Similarity	NPD7685	Pre-registration
0.6761	Remote Similarity	NPD7237	Clinical (unspecified phase)
0.6759	Remote Similarity	NPD839	Approved
0.6759	Remote Similarity	NPD840	Approved
0.6757	Remote Similarity	NPD1510	Phase 2
0.6753	Remote Similarity	NPD52	Approved
0.6753	Remote Similarity	NPD7527	Clinical (unspecified phase)
0.6753	Remote Similarity	NPD7526	Approved
0.6752	Remote Similarity	NPD5090	Approved
0.6752	Remote Similarity	NPD5089	Approved
0.675	Remote Similarity	NPD5604	Discontinued
0.6741	Remote Similarity	NPD6671	Approved
0.6741	Remote Similarity	NPD709	Approved
0.6739	Remote Similarity	NPD4626	Approved
0.6739	Remote Similarity	NPD1778	Approved
0.6738	Remote Similarity	NPD8651	Approved
0.6738	Remote Similarity	NPD6696	Suspended
0.6735	Remote Similarity	NPD2492	Phase 1
0.6732	Remote Similarity	NPD1774	Approved
0.673	Remote Similarity	NPD5353	Approved
0.6715	Remote Similarity	NPD1182	Approved
0.6714	Remote Similarity	NPD9269	Phase 2
0.6714	Remote Similarity	NPD2235	Phase 2
0.6714	Remote Similarity	NPD2231	Phase 2
0.6712	Remote Similarity	NPD1240	Approved
0.6712	Remote Similarity	NPD4060	Phase 1
0.6711	Remote Similarity	NPD5241	Discontinued
0.6711	Remote Similarity	NPD2677	Approved
0.6711	Remote Similarity	NPD6190	Approved
0.6709	Remote Similarity	NPD3383	Approved
0.6709	Remote Similarity	NPD3382	Approved
0.6709	Remote Similarity	NPD3384	Approved
0.6708	Remote Similarity	NPD919	Approved
0.6706	Remote Similarity	NPD8055	Clinical (unspecified phase)
0.6692	Remote Similarity	NPD969	Suspended
0.669	Remote Similarity	NPD3145	Approved
0.669	Remote Similarity	NPD3144	Approved
0.6689	Remote Similarity	NPD4162	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