NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	224.1
Volume:	232.167
LogP:	1.436
LogD:	1.603
LogS:	-1.995
# Rotatable Bonds:	5
TPSA:	47.92
# H-Bond Aceptor:	4
# H-Bond Donor:	1
# Rings:	1
# Heavy Atoms:	4

MedChem Properties

QED Drug-Likeness Score:	0.827
Synthetic Accessibility Score:	2.085
Fsp3:	0.333
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:	-4.257
MDCK Permeability:	2.8553376978379674e-05
Pgp-inhibitor:	0.001
Pgp-substrate:	0.487
Human Intestinal Absorption (HIA):	0.005
20% Bioavailability (F20%):	0.007
30% Bioavailability (F30%):	0.021

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.984
Plasma Protein Binding (PPB):	80.02523040771484%
Volume Distribution (VD):	1.154
Pgp-substrate:	16.89763069152832%

ADMET: Metabolism

CYP1A2-inhibitor:	0.771
CYP1A2-substrate:	0.893
CYP2C19-inhibitor:	0.029
CYP2C19-substrate:	0.889
CYP2C9-inhibitor:	0.007
CYP2C9-substrate:	0.241
CYP2D6-inhibitor:	0.005
CYP2D6-substrate:	0.528
CYP3A4-inhibitor:	0.026
CYP3A4-substrate:	0.39

ADMET: Excretion

Clearance (CL):	9.7
Half-life (T1/2):	0.909

ADMET: Toxicity

hERG Blockers:	0.015
Human Hepatotoxicity (H-HT):	0.813
Drug-inuced Liver Injury (DILI):	0.647
AMES Toxicity:	0.142
Rat Oral Acute Toxicity:	0.078
Maximum Recommended Daily Dose:	0.081
Skin Sensitization:	0.283
Carcinogencity:	0.101
Eye Corrosion:	0.053
Eye Irritation:	0.894
Respiratory Toxicity:	0.032

Download Data

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

Natural Product: NPC270326

Natural Product ID:	NPC270326
*Common Name:**	Acoramol
IUPAC Name:	(Z)-3-(2,4,5-trimethoxyphenyl)prop-2-en-1-ol
Synonyms:	Acoramol
Standard InCHIKey:	TXWGYXAWALNJBI-PLNGDYQASA-N
Standard InCHI:	InChI=1S/C12H16O4/c1-14-10-8-12(16-3)11(15-2)7-9(10)5-4-6-13/h4-5,7-8,13H,6H2,1-3H3/b5-4-
SMILES:	OC/C=Cc1cc(OC)c(cc1OC)OC
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL2088630
PubChem CID:	70682800
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000261] Phenylpropanoids and polyketides [CHEMONTID:0002754] Cinnamyl alcohols

*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
NPO8666	Acorus tatarinowii	Species	Acoraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[20476749]
NPO5681	Acorus gramineus	Species	Acoraceae	Eukaryota	Rhizomes	n.a.	n.a.	PMID[21936523]
NPO5681	Acorus gramineus	Species	Acoraceae	Eukaryota	n.a.	rhizome	n.a.	PMID[21936523]
NPO5681	Acorus gramineus	Species	Acoraceae	Eukaryota	rhizomes	n.a.	n.a.	PMID[22951040]
NPO8666	Acorus tatarinowii	Species	Acoraceae	Eukaryota	n.a.	rhizome	n.a.	PMID[23713285]
NPO8666	Acorus tatarinowii	Species	Acoraceae	Eukaryota	rhizomes	n.a.	n.a.	PMID[26296476]
NPO8666	Acorus tatarinowii	Species	Acoraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[26305406]
NPO8666	Acorus tatarinowii	Species	Acoraceae	Eukaryota	Rhizomes	n.a.	n.a.	PMID[29116780]
NPO5681	Acorus gramineus	Species	Acoraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO8666	Acorus tatarinowii	Species	Acoraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO5681	Acorus gramineus	Species	Acoraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO8666	Acorus tatarinowii	Species	Acoraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO8666	Acorus tatarinowii	Species	Acoraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO8666	Acorus tatarinowii	Species	Acoraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO5681	Acorus gramineus	Species	Acoraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO8666	Acorus tatarinowii	Species	Acoraceae	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
IC50	5
Others	1

Activity Type	# Activity
Cell Line	6

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT147	Cell Line	SK-MEL-2	Homo sapiens	IC50	=	25230.0	nM	PMID[498300]
NPT34	Cell Line	BV-2	Mus musculus	Activity	=	104.7	%	PMID[498300]
NPT34	Cell Line	BV-2	Mus musculus	IC50	=	126450.0	nM	PMID[498300]
NPT81	Cell Line	A549	Homo sapiens	IC50	>	30000.0	nM	PMID[498300]
NPT146	Cell Line	SK-OV-3	Homo sapiens	IC50	>	30000.0	nM	PMID[498300]
NPT148	Cell Line	HCT-15	Homo sapiens	IC50	>	30000.0	nM	PMID[498300]

☑ 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 NPC270326 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	405
0.1-0.2	1852
0.2-0.3	6484
0.3-0.4	13106
0.4-0.5	3625
0.5-0.6	4901
0.6-0.7	8097
0.7-0.8	3362
0.8-0.85	570
0.85-0.9	265
0.9-0.95	29
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
0.9496	High Similarity	NPC183446
0.9483	High Similarity	NPC308217
0.9478	High Similarity	NPC304208
0.9478	High Similarity	NPC52464
0.9407	High Similarity	NPC285289
0.9231	High Similarity	NPC63083
0.916	High Similarity	NPC199023
0.9113	High Similarity	NPC10225
0.9113	High Similarity	NPC58164
0.9106	High Similarity	NPC242032
0.9091	High Similarity	NPC165375
0.9091	High Similarity	NPC220598
0.9083	High Similarity	NPC49341
0.9076	High Similarity	NPC229401
0.9068	High Similarity	NPC474612
0.904	High Similarity	NPC234488
0.904	High Similarity	NPC51840
0.904	High Similarity	NPC311680
0.904	High Similarity	NPC224157
0.904	High Similarity	NPC192687
0.904	High Similarity	NPC299221
0.9024	High Similarity	NPC112596
0.9008	High Similarity	NPC194626
0.8992	High Similarity	NPC135961
0.8984	High Similarity	NPC472337
0.8966	High Similarity	NPC204120
0.896	High Similarity	NPC469963
0.896	High Similarity	NPC45824
0.896	High Similarity	NPC469951
0.896	High Similarity	NPC158477
0.896	High Similarity	NPC190144
0.8957	High Similarity	NPC203924
0.8943	High Similarity	NPC105925
0.8943	High Similarity	NPC299584
0.8943	High Similarity	NPC265483
0.8943	High Similarity	NPC82483
0.8926	High Similarity	NPC75713
0.8915	High Similarity	NPC472336
0.8915	High Similarity	NPC472334
0.8898	High Similarity	NPC6451
0.8889	High Similarity	NPC220935
0.8889	High Similarity	NPC214860
0.888	High Similarity	NPC266691
0.8871	High Similarity	NPC214406
0.8871	High Similarity	NPC18924
0.8871	High Similarity	NPC44748
0.8871	High Similarity	NPC78974
0.8871	High Similarity	NPC223136
0.8871	High Similarity	NPC103823
0.8871	High Similarity	NPC28730
0.8871	High Similarity	NPC223953
0.8862	High Similarity	NPC92869
0.8862	High Similarity	NPC191768
0.8862	High Similarity	NPC283170
0.8852	High Similarity	NPC211231
0.8852	High Similarity	NPC474864
0.8852	High Similarity	NPC246967
0.8852	High Similarity	NPC135414
0.8852	High Similarity	NPC264885
0.8843	High Similarity	NPC166759
0.8837	High Similarity	NPC195022
0.8833	High Similarity	NPC20674
0.8824	High Similarity	NPC259638
0.8819	High Similarity	NPC232275
0.8819	High Similarity	NPC474356
0.8819	High Similarity	NPC45715
0.8819	High Similarity	NPC12275
0.881	High Similarity	NPC226788
0.881	High Similarity	NPC190629
0.881	High Similarity	NPC222004
0.881	High Similarity	NPC3439
0.881	High Similarity	NPC476968
0.881	High Similarity	NPC218856
0.881	High Similarity	NPC170844
0.881	High Similarity	NPC202582
0.881	High Similarity	NPC210623
0.881	High Similarity	NPC285339
0.881	High Similarity	NPC212015
0.881	High Similarity	NPC470258
0.881	High Similarity	NPC273295
0.88	High Similarity	NPC159968
0.88	High Similarity	NPC169474
0.88	High Similarity	NPC246620
0.88	High Similarity	NPC216836
0.88	High Similarity	NPC124452
0.88	High Similarity	NPC236791
0.88	High Similarity	NPC82679
0.88	High Similarity	NPC293054
0.88	High Similarity	NPC324112
0.88	High Similarity	NPC282000
0.88	High Similarity	NPC74817
0.879	High Similarity	NPC234400
0.879	High Similarity	NPC60885
0.8783	High Similarity	NPC165386
0.878	High Similarity	NPC282496
0.878	High Similarity	NPC95168
0.878	High Similarity	NPC233526
0.8779	High Similarity	NPC164148
0.8779	High Similarity	NPC471388
0.8779	High Similarity	NPC43500
0.877	High Similarity	NPC470804
0.8769	High Similarity	NPC173660
0.876	High Similarity	NPC177475
0.876	High Similarity	NPC35071
0.876	High Similarity	NPC148615
0.876	High Similarity	NPC310854
0.876	High Similarity	NPC474565
0.8739	High Similarity	NPC193067
0.8739	High Similarity	NPC123948
0.873	High Similarity	NPC470213
0.873	High Similarity	NPC154866
0.873	High Similarity	NPC98631
0.873	High Similarity	NPC19694
0.873	High Similarity	NPC206615
0.873	High Similarity	NPC186843
0.872	High Similarity	NPC473960
0.872	High Similarity	NPC245060
0.8702	High Similarity	NPC474282
0.8702	High Similarity	NPC103976
0.8702	High Similarity	NPC326797
0.8702	High Similarity	NPC107551
0.8702	High Similarity	NPC276490
0.8702	High Similarity	NPC102904
0.8702	High Similarity	NPC176051
0.8699	High Similarity	NPC473411
0.8699	High Similarity	NPC71579
0.8699	High Similarity	NPC262253
0.8692	High Similarity	NPC256262
0.8692	High Similarity	NPC61946
0.8692	High Similarity	NPC111655
0.8682	High Similarity	NPC58585
0.8682	High Similarity	NPC168059
0.8682	High Similarity	NPC475840
0.8682	High Similarity	NPC263064
0.8682	High Similarity	NPC229442
0.8678	High Similarity	NPC254625
0.8678	High Similarity	NPC475961
0.8678	High Similarity	NPC320987
0.8678	High Similarity	NPC181969
0.8672	High Similarity	NPC470096
0.8672	High Similarity	NPC472597
0.8672	High Similarity	NPC30043
0.8672	High Similarity	NPC470095
0.8672	High Similarity	NPC469625
0.8672	High Similarity	NPC469613
0.8672	High Similarity	NPC474017
0.8651	High Similarity	NPC189248
0.8651	High Similarity	NPC474119
0.8651	High Similarity	NPC202904
0.8651	High Similarity	NPC266555
0.8647	High Similarity	NPC471389
0.864	High Similarity	NPC117214
0.864	High Similarity	NPC208950
0.864	High Similarity	NPC472093
0.864	High Similarity	NPC64391
0.864	High Similarity	NPC298757
0.864	High Similarity	NPC221077
0.864	High Similarity	NPC116907
0.864	High Similarity	NPC57490
0.864	High Similarity	NPC251855
0.864	High Similarity	NPC17943
0.864	High Similarity	NPC193544
0.864	High Similarity	NPC475169
0.864	High Similarity	NPC233410
0.864	High Similarity	NPC27352
0.864	High Similarity	NPC203133
0.8636	High Similarity	NPC127218
0.8636	High Similarity	NPC245207
0.8636	High Similarity	NPC319647
0.8636	High Similarity	NPC25966
0.8629	High Similarity	NPC197757
0.8629	High Similarity	NPC228922
0.8629	High Similarity	NPC121115
0.8626	High Similarity	NPC16435
0.8626	High Similarity	NPC205442
0.8626	High Similarity	NPC306441
0.8626	High Similarity	NPC104167
0.8626	High Similarity	NPC476698
0.8618	High Similarity	NPC476343
0.8618	High Similarity	NPC310373
0.8615	High Similarity	NPC106215
0.8609	High Similarity	NPC227894
0.8607	High Similarity	NPC61516
0.8607	High Similarity	NPC232084
0.8607	High Similarity	NPC247364
0.8607	High Similarity	NPC10932
0.8605	High Similarity	NPC201587
0.8605	High Similarity	NPC7903
0.8605	High Similarity	NPC160991
0.8605	High Similarity	NPC16208
0.8605	High Similarity	NPC253105
0.8605	High Similarity	NPC35932
0.8605	High Similarity	NPC137669
0.8605	High Similarity	NPC184447
0.8595	High Similarity	NPC255675
0.8594	High Similarity	NPC237169
0.8594	High Similarity	NPC126836
0.8594	High Similarity	NPC472338
0.8594	High Similarity	NPC469612
0.8594	High Similarity	NPC229231

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 NPC270326 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	346
0.1-0.2	980
0.2-0.3	2250
0.3-0.4	2670
0.4-0.5	1454
0.5-0.6	856
0.6-0.7	511
0.7-0.8	76
0.8-0.85	5
0.85-0.9	2
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.881	High Similarity	NPD3027	Phase 3
0.8504	High Similarity	NPD3018	Phase 2
0.8462	Intermediate Similarity	NPD1612	Clinical (unspecified phase)
0.8462	Intermediate Similarity	NPD1613	Approved
0.8333	Intermediate Similarity	NPD2983	Phase 2
0.8333	Intermediate Similarity	NPD2982	Phase 2
0.8295	Intermediate Similarity	NPD1529	Clinical (unspecified phase)
0.8254	Intermediate Similarity	NPD2981	Phase 2
0.8217	Intermediate Similarity	NPD1530	Clinical (unspecified phase)
0.8167	Intermediate Similarity	NPD228	Approved
0.8028	Intermediate Similarity	NPD1653	Approved
0.7937	Intermediate Similarity	NPD1357	Approved
0.7891	Intermediate Similarity	NPD3705	Approved
0.7886	Intermediate Similarity	NPD5283	Phase 1
0.7857	Intermediate Similarity	NPD1548	Phase 1
0.7826	Intermediate Similarity	NPD3540	Phase 1
0.7754	Intermediate Similarity	NPD3539	Phase 1
0.7752	Intermediate Similarity	NPD1091	Approved
0.7752	Intermediate Similarity	NPD1610	Phase 2
0.7744	Intermediate Similarity	NPD4908	Phase 1
0.7727	Intermediate Similarity	NPD6917	Clinical (unspecified phase)
0.7686	Intermediate Similarity	NPD290	Approved
0.7635	Intermediate Similarity	NPD2801	Approved
0.763	Intermediate Similarity	NPD4907	Clinical (unspecified phase)
0.7623	Intermediate Similarity	NPD2684	Approved
0.7606	Intermediate Similarity	NPD2219	Phase 1
0.7563	Intermediate Similarity	NPD940	Approved
0.7563	Intermediate Similarity	NPD846	Approved
0.7538	Intermediate Similarity	NPD3496	Discontinued
0.7537	Intermediate Similarity	NPD2861	Phase 2
0.752	Intermediate Similarity	NPD7843	Approved
0.75	Intermediate Similarity	NPD4749	Approved
0.75	Intermediate Similarity	NPD4379	Clinical (unspecified phase)
0.75	Intermediate Similarity	NPD6410	Clinical (unspecified phase)
0.75	Intermediate Similarity	NPD5536	Phase 2
0.7483	Intermediate Similarity	NPD5307	Clinical (unspecified phase)
0.7481	Intermediate Similarity	NPD422	Phase 1
0.748	Intermediate Similarity	NPD7157	Approved
0.748	Intermediate Similarity	NPD6671	Approved
0.745	Intermediate Similarity	NPD37	Approved
0.745	Intermediate Similarity	NPD1934	Approved
0.7432	Intermediate Similarity	NPD4675	Approved
0.7432	Intermediate Similarity	NPD4678	Approved
0.7397	Intermediate Similarity	NPD1940	Clinical (unspecified phase)
0.7379	Intermediate Similarity	NPD4357	Discontinued
0.7372	Intermediate Similarity	NPD6859	Clinical (unspecified phase)
0.7368	Intermediate Similarity	NPD7975	Clinical (unspecified phase)
0.7357	Intermediate Similarity	NPD6111	Discontinued
0.7353	Intermediate Similarity	NPD596	Approved
0.7353	Intermediate Similarity	NPD600	Approved
0.7351	Intermediate Similarity	NPD3817	Phase 2
0.7343	Intermediate Similarity	NPD1652	Phase 2
0.7338	Intermediate Similarity	NPD230	Phase 1
0.7333	Intermediate Similarity	NPD1242	Phase 1
0.7324	Intermediate Similarity	NPD1375	Discontinued
0.7319	Intermediate Similarity	NPD840	Approved
0.7319	Intermediate Similarity	NPD839	Approved
0.7317	Intermediate Similarity	NPD968	Approved
0.7313	Intermediate Similarity	NPD8651	Approved
0.7303	Intermediate Similarity	NPD4965	Approved
0.7303	Intermediate Similarity	NPD3882	Suspended
0.7303	Intermediate Similarity	NPD4966	Approved
0.7303	Intermediate Similarity	NPD4967	Phase 2
0.7299	Intermediate Similarity	NPD4625	Phase 3
0.7285	Intermediate Similarity	NPD2393	Clinical (unspecified phase)
0.7278	Intermediate Similarity	NPD5844	Phase 1
0.7273	Intermediate Similarity	NPD291	Approved
0.726	Intermediate Similarity	NPD1511	Approved
0.7258	Intermediate Similarity	NPD1358	Approved
0.7248	Intermediate Similarity	NPD4005	Discontinued
0.7222	Intermediate Similarity	NPD4237	Approved
0.7222	Intermediate Similarity	NPD4236	Phase 3
0.7222	Intermediate Similarity	NPD3060	Approved
0.7222	Intermediate Similarity	NPD5177	Phase 3
0.7214	Intermediate Similarity	NPD447	Suspended
0.7211	Intermediate Similarity	NPD1424	Approved
0.7197	Intermediate Similarity	NPD6167	Clinical (unspecified phase)
0.7197	Intermediate Similarity	NPD4626	Approved
0.7197	Intermediate Similarity	NPD6166	Phase 2
0.7197	Intermediate Similarity	NPD6168	Clinical (unspecified phase)
0.7197	Intermediate Similarity	NPD1778	Approved
0.7194	Intermediate Similarity	NPD1726	Clinical (unspecified phase)
0.7192	Intermediate Similarity	NPD7124	Phase 2
0.7185	Intermediate Similarity	NPD2922	Phase 1
0.7162	Intermediate Similarity	NPD1512	Approved
0.7161	Intermediate Similarity	NPD5494	Approved
0.7153	Intermediate Similarity	NPD9494	Approved
0.7152	Intermediate Similarity	NPD5090	Approved
0.7152	Intermediate Similarity	NPD5089	Approved
0.7143	Intermediate Similarity	NPD3620	Phase 2
0.7143	Intermediate Similarity	NPD1774	Approved
0.7143	Intermediate Similarity	NPD3619	Clinical (unspecified phase)
0.7143	Intermediate Similarity	NPD2238	Phase 2
0.7143	Intermediate Similarity	NPD4750	Phase 3
0.7143	Intermediate Similarity	NPD1558	Phase 1
0.7124	Intermediate Similarity	NPD6374	Clinical (unspecified phase)
0.7115	Intermediate Similarity	NPD7199	Phase 2
0.7111	Intermediate Similarity	NPD3600	Clinical (unspecified phase)
0.7103	Intermediate Similarity	NPD6674	Discontinued
0.7103	Intermediate Similarity	NPD5698	Clinical (unspecified phase)
0.7097	Intermediate Similarity	NPD6234	Discontinued
0.7095	Intermediate Similarity	NPD4123	Phase 3
0.7092	Intermediate Similarity	NPD5124	Phase 1
0.7092	Intermediate Similarity	NPD5123	Clinical (unspecified phase)
0.7078	Intermediate Similarity	NPD4868	Clinical (unspecified phase)
0.7071	Intermediate Similarity	NPD2674	Phase 3
0.707	Intermediate Similarity	NPD6232	Discontinued
0.7067	Intermediate Similarity	NPD3687	Approved
0.7067	Intermediate Similarity	NPD3686	Approved
0.7063	Intermediate Similarity	NPD7054	Approved
0.7063	Intermediate Similarity	NPD1510	Phase 2
0.7059	Intermediate Similarity	NPD6696	Suspended
0.7059	Intermediate Similarity	NPD9296	Approved
0.7049	Intermediate Similarity	NPD289	Clinical (unspecified phase)
0.7042	Intermediate Similarity	NPD1772	Clinical (unspecified phase)
0.7034	Intermediate Similarity	NPD970	Clinical (unspecified phase)
0.7032	Intermediate Similarity	NPD4055	Discovery
0.7027	Intermediate Similarity	NPD5297	Approved
0.7021	Intermediate Similarity	NPD1240	Approved
0.7021	Intermediate Similarity	NPD4060	Phase 1
0.702	Intermediate Similarity	NPD6055	Clinical (unspecified phase)
0.7019	Intermediate Similarity	NPD7074	Phase 3
0.7019	Intermediate Similarity	NPD7472	Approved
0.7014	Intermediate Similarity	NPD2935	Discontinued
0.7013	Intermediate Similarity	NPD5402	Approved
0.7008	Intermediate Similarity	NPD3021	Approved
0.7008	Intermediate Similarity	NPD3022	Approved
0.7007	Intermediate Similarity	NPD2677	Approved
0.7006	Intermediate Similarity	NPD1247	Approved
0.7	Intermediate Similarity	NPD3818	Discontinued
0.7	Intermediate Similarity	NPD6980	Clinical (unspecified phase)
0.7	Intermediate Similarity	NPD3144	Approved
0.7	Intermediate Similarity	NPD3145	Approved
0.6994	Remote Similarity	NPD7549	Discontinued
0.6994	Remote Similarity	NPD4338	Clinical (unspecified phase)
0.6992	Remote Similarity	NPD5691	Approved
0.6978	Remote Similarity	NPD5752	Clinical (unspecified phase)
0.6977	Remote Similarity	NPD821	Approved
0.6974	Remote Similarity	NPD4380	Phase 2
0.697	Remote Similarity	NPD1408	Clinical (unspecified phase)
0.6966	Remote Similarity	NPD7266	Discontinued
0.6939	Remote Similarity	NPD3892	Phase 2
0.6937	Remote Similarity	NPD7473	Discontinued
0.6929	Remote Similarity	NPD3179	Approved
0.6929	Remote Similarity	NPD3180	Approved
0.6923	Remote Similarity	NPD9295	Approved
0.6923	Remote Similarity	NPD1607	Approved
0.6918	Remote Similarity	NPD7184	Clinical (unspecified phase)
0.6917	Remote Similarity	NPD7533	Approved
0.6917	Remote Similarity	NPD7534	Approved
0.6913	Remote Similarity	NPD6799	Approved
0.6913	Remote Similarity	NPD6143	Clinical (unspecified phase)
0.6905	Remote Similarity	NPD3134	Approved
0.6903	Remote Similarity	NPD2560	Approved
0.6903	Remote Similarity	NPD2563	Approved
0.6894	Remote Similarity	NPD7228	Approved
0.6892	Remote Similarity	NPD6190	Approved
0.689	Remote Similarity	NPD7808	Phase 3
0.6879	Remote Similarity	NPD5110	Phase 2
0.6879	Remote Similarity	NPD5111	Phase 2
0.6879	Remote Similarity	NPD5109	Approved
0.6875	Remote Similarity	NPD4538	Approved
0.6875	Remote Similarity	NPD4536	Approved
0.6875	Remote Similarity	NPD4537	Clinical (unspecified phase)
0.6875	Remote Similarity	NPD556	Approved
0.6871	Remote Similarity	NPD6797	Phase 2
0.6871	Remote Similarity	NPD4162	Approved
0.6867	Remote Similarity	NPD7447	Phase 1
0.6867	Remote Similarity	NPD4378	Clinical (unspecified phase)
0.686	Remote Similarity	NPD844	Approved
0.6857	Remote Similarity	NPD1008	Clinical (unspecified phase)
0.6849	Remote Similarity	NPD1550	Clinical (unspecified phase)
0.6849	Remote Similarity	NPD1552	Clinical (unspecified phase)
0.6839	Remote Similarity	NPD5773	Approved
0.6839	Remote Similarity	NPD5772	Approved
0.6839	Remote Similarity	NPD4585	Approved
0.6835	Remote Similarity	NPD3691	Phase 2
0.6835	Remote Similarity	NPD3690	Phase 2
0.6831	Remote Similarity	NPD6233	Phase 2
0.6829	Remote Similarity	NPD7251	Discontinued
0.6828	Remote Similarity	NPD6029	Clinical (unspecified phase)
0.6828	Remote Similarity	NPD6028	Clinical (unspecified phase)
0.6824	Remote Similarity	NPD1878	Clinical (unspecified phase)
0.6822	Remote Similarity	NPD9280	Clinical (unspecified phase)
0.6821	Remote Similarity	NPD7527	Clinical (unspecified phase)
0.6821	Remote Similarity	NPD52	Approved
0.6821	Remote Similarity	NPD1350	Approved
0.6821	Remote Similarity	NPD7526	Approved
0.6821	Remote Similarity	NPD1351	Approved
0.6821	Remote Similarity	NPD1349	Approved
0.6818	Remote Similarity	NPD709	Approved
0.6815	Remote Similarity	NPD6516	Phase 2
0.6815	Remote Similarity	NPD5846	Approved
0.6815	Remote Similarity	NPD9384	Approved
0.6815	Remote Similarity	NPD9381	Approved
0.6807	Remote Similarity	NPD9365	Approved
0.6806	Remote Similarity	NPD6653	Approved
0.6803	Remote Similarity	NPD1549	Phase 2
0.6803	Remote Similarity	NPD2424	Discontinued
0.68	Remote Similarity	NPD7212	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