NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	193.11
Volume:	208.287
LogP:	-2.156
LogD:	-0.504
LogS:	0.114
# Rotatable Bonds:	3
TPSA:	40.13
# H-Bond Aceptor:	3
# H-Bond Donor:	0
# Rings:	1
# Heavy Atoms:	3

MedChem Properties

QED Drug-Likeness Score:	0.643
Synthetic Accessibility Score:	3.395
Fsp3:	0.364
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:	-5.475
MDCK Permeability:	7.212084892671555e-05
Pgp-inhibitor:	0.001
Pgp-substrate:	0.013
Human Intestinal Absorption (HIA):	0.905
20% Bioavailability (F20%):	0.764
30% Bioavailability (F30%):	0.62

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.256
Plasma Protein Binding (PPB):	10.266148567199707%
Volume Distribution (VD):	0.823
Pgp-substrate:	86.71722412109375%

ADMET: Metabolism

CYP1A2-inhibitor:	0.024
CYP1A2-substrate:	0.538
CYP2C19-inhibitor:	0.018
CYP2C19-substrate:	0.06
CYP2C9-inhibitor:	0.007
CYP2C9-substrate:	0.595
CYP2D6-inhibitor:	0.005
CYP2D6-substrate:	0.492
CYP3A4-inhibitor:	0.005
CYP3A4-substrate:	0.186

ADMET: Excretion

Clearance (CL):	2.619
Half-life (T1/2):	0.851

ADMET: Toxicity

hERG Blockers:	0.002
Human Hepatotoxicity (H-HT):	0.847
Drug-inuced Liver Injury (DILI):	0.015
AMES Toxicity:	0.002
Rat Oral Acute Toxicity:	0.131
Maximum Recommended Daily Dose:	0.043
Skin Sensitization:	0.029
Carcinogencity:	0.015
Eye Corrosion:	0.076
Eye Irritation:	0.388
Respiratory Toxicity:	0.01

Download Data

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

Natural Product: NPC476198

Natural Product ID:	NPC476198
*Common Name:**	N,N,N-Trimethylphenylalanine
IUPAC Name:	(2S)-2-phenyl-2-(trimethylazaniumyl)acetate
Synonyms:	N,N,N-Trimethylphenylalanine
Standard InCHIKey:	ULHLQCLIZGYXEV-JTQLQIEISA-N
Standard InCHI:	InChI=1S/C11H15NO2/c1-12(2,3)10(11(13)14)9-7-5-4-6-8-9/h4-8,10H,1-3H3/t10-/m0/s1
SMILES:	[O-]C(=O)[C@@H]([N+](C)(C)C)c1ccccc1
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL553008
PubChem CID:	45266429
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000264] Organic acids and derivatives [CHEMONTID:0000265] Carboxylic acids and derivatives [CHEMONTID:0000013] Amino acids, peptides, and analogues [CHEMONTID:0000347] Amino acids and derivatives [CHEMONTID:0000060] Alpha amino acids and derivatives [CHEMONTID:0002404] Alpha amino acids [CHEMONTID:0004146] L-alpha-amino acids

*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
NPO22791	Astraeus pteridis	Species	Astraeaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[19067555]
NPO22791	Astraeus pteridis	Species	Astraeaceae	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
MIC	1

Activity Type	# Activity
Organism	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT88	Organism	Mycobacterium tuberculosis	Mycobacterium tuberculosis	MIC	>	64.0	ug.mL-1	PMID[515686]

☑ 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 NPC476198 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	127
0.1-0.2	1440
0.2-0.3	6946
0.3-0.4	16059
0.4-0.5	14225
0.5-0.6	3158
0.6-0.7	656
0.7-0.8	82
0.8-0.85	2
0.85-0.9	0
0.9-0.95	1
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
0.9184	High Similarity	NPC322598
0.8476	Intermediate Similarity	NPC67043
0.8173	Intermediate Similarity	NPC12730
0.7981	Intermediate Similarity	NPC293628
0.7981	Intermediate Similarity	NPC10781
0.7981	Intermediate Similarity	NPC122493
0.781	Intermediate Similarity	NPC324569
0.7778	Intermediate Similarity	NPC164859
0.7679	Intermediate Similarity	NPC158854
0.7647	Intermediate Similarity	NPC56634
0.7576	Intermediate Similarity	NPC288903
0.7426	Intermediate Similarity	NPC294134
0.7411	Intermediate Similarity	NPC327481
0.74	Intermediate Similarity	NPC285773
0.7339	Intermediate Similarity	NPC124776
0.7328	Intermediate Similarity	NPC474584
0.7304	Intermediate Similarity	NPC319579
0.7297	Intermediate Similarity	NPC471317
0.7282	Intermediate Similarity	NPC322387
0.7265	Intermediate Similarity	NPC35850
0.7265	Intermediate Similarity	NPC276949
0.7258	Intermediate Similarity	NPC474847
0.7241	Intermediate Similarity	NPC329011
0.7238	Intermediate Similarity	NPC258627
0.7212	Intermediate Similarity	NPC329064
0.7203	Intermediate Similarity	NPC33742
0.72	Intermediate Similarity	NPC136453
0.7196	Intermediate Similarity	NPC71140
0.719	Intermediate Similarity	NPC319950
0.7168	Intermediate Similarity	NPC473418
0.7154	Intermediate Similarity	NPC169485
0.7154	Intermediate Similarity	NPC291027
0.7154	Intermediate Similarity	NPC213126
0.7154	Intermediate Similarity	NPC84281
0.7154	Intermediate Similarity	NPC317474
0.7143	Intermediate Similarity	NPC152850
0.7143	Intermediate Similarity	NPC105114
0.7143	Intermediate Similarity	NPC71933
0.7143	Intermediate Similarity	NPC197470
0.7143	Intermediate Similarity	NPC239990
0.7143	Intermediate Similarity	NPC89923
0.7117	Intermediate Similarity	NPC214200
0.7117	Intermediate Similarity	NPC228400
0.7113	Intermediate Similarity	NPC98976
0.71	Intermediate Similarity	NPC127343
0.7094	Intermediate Similarity	NPC269340
0.7083	Intermediate Similarity	NPC188867
0.7083	Intermediate Similarity	NPC106551
0.7083	Intermediate Similarity	NPC281686
0.7075	Intermediate Similarity	NPC70940
0.7075	Intermediate Similarity	NPC274455
0.7075	Intermediate Similarity	NPC86670
0.7063	Intermediate Similarity	NPC477937
0.7048	Intermediate Similarity	NPC325441
0.7045	Intermediate Similarity	NPC287358
0.7041	Intermediate Similarity	NPC271642
0.7037	Intermediate Similarity	NPC291070
0.7037	Intermediate Similarity	NPC246757
0.7031	Intermediate Similarity	NPC69496
0.7025	Intermediate Similarity	NPC169328
0.7016	Intermediate Similarity	NPC26285
0.7016	Intermediate Similarity	NPC142577
0.6992	Remote Similarity	NPC190663
0.6981	Remote Similarity	NPC9822
0.6977	Remote Similarity	NPC314098
0.6977	Remote Similarity	NPC157311
0.6972	Remote Similarity	NPC256452
0.6967	Remote Similarity	NPC310467
0.6961	Remote Similarity	NPC323103
0.6947	Remote Similarity	NPC243404
0.6944	Remote Similarity	NPC323164
0.6931	Remote Similarity	NPC121800
0.6929	Remote Similarity	NPC65310
0.6923	Remote Similarity	NPC95965
0.6923	Remote Similarity	NPC8761
0.6923	Remote Similarity	NPC44805
0.6911	Remote Similarity	NPC239697
0.6905	Remote Similarity	NPC222466
0.6897	Remote Similarity	NPC55529
0.6893	Remote Similarity	NPC44830
0.6893	Remote Similarity	NPC270507
0.6889	Remote Similarity	NPC43477
0.6885	Remote Similarity	NPC470545
0.688	Remote Similarity	NPC160493
0.688	Remote Similarity	NPC27581
0.687	Remote Similarity	NPC233910
0.687	Remote Similarity	NPC167336
0.687	Remote Similarity	NPC245836
0.6855	Remote Similarity	NPC80150
0.685	Remote Similarity	NPC101719
0.685	Remote Similarity	NPC47667
0.685	Remote Similarity	NPC4974
0.6842	Remote Similarity	NPC202613
0.6832	Remote Similarity	NPC170484
0.6829	Remote Similarity	NPC470546
0.6829	Remote Similarity	NPC142638
0.6829	Remote Similarity	NPC317784
0.6822	Remote Similarity	NPC470877
0.6803	Remote Similarity	NPC315276
0.6803	Remote Similarity	NPC14672
0.6803	Remote Similarity	NPC470544
0.6803	Remote Similarity	NPC285926
0.68	Remote Similarity	NPC326079
0.68	Remote Similarity	NPC71684
0.6797	Remote Similarity	NPC322433
0.6796	Remote Similarity	NPC103387
0.6783	Remote Similarity	NPC150254
0.6783	Remote Similarity	NPC304761
0.6783	Remote Similarity	NPC226778
0.6783	Remote Similarity	NPC147000
0.6765	Remote Similarity	NPC468984
0.6759	Remote Similarity	NPC471307
0.6759	Remote Similarity	NPC209764
0.6759	Remote Similarity	NPC141139
0.6759	Remote Similarity	NPC78041
0.6759	Remote Similarity	NPC121872
0.6759	Remote Similarity	NPC74936
0.6759	Remote Similarity	NPC159178
0.6757	Remote Similarity	NPC3371
0.6754	Remote Similarity	NPC318154
0.6744	Remote Similarity	NPC307437
0.6744	Remote Similarity	NPC72473
0.6744	Remote Similarity	NPC58827
0.6744	Remote Similarity	NPC476353
0.6741	Remote Similarity	NPC319645
0.6741	Remote Similarity	NPC238412
0.6733	Remote Similarity	NPC12857
0.6731	Remote Similarity	NPC104070
0.6721	Remote Similarity	NPC101139
0.672	Remote Similarity	NPC478015
0.672	Remote Similarity	NPC200964
0.672	Remote Similarity	NPC478014
0.672	Remote Similarity	NPC478016
0.6698	Remote Similarity	NPC318107
0.6697	Remote Similarity	NPC110704
0.6697	Remote Similarity	NPC226438
0.6697	Remote Similarity	NPC317645
0.6694	Remote Similarity	NPC314992
0.6694	Remote Similarity	NPC237420
0.6693	Remote Similarity	NPC35996
0.6692	Remote Similarity	NPC473322
0.6692	Remote Similarity	NPC253476
0.6692	Remote Similarity	NPC296712
0.6691	Remote Similarity	NPC40321
0.6667	Remote Similarity	NPC239357
0.6667	Remote Similarity	NPC130398
0.6667	Remote Similarity	NPC303045
0.6667	Remote Similarity	NPC132636
0.6667	Remote Similarity	NPC172925
0.6667	Remote Similarity	NPC2265
0.6667	Remote Similarity	NPC161972
0.6642	Remote Similarity	NPC314835
0.6642	Remote Similarity	NPC470709
0.6642	Remote Similarity	NPC173295
0.6641	Remote Similarity	NPC285394
0.6641	Remote Similarity	NPC478147
0.6641	Remote Similarity	NPC22746
0.6639	Remote Similarity	NPC471318
0.6637	Remote Similarity	NPC229242
0.6634	Remote Similarity	NPC325662
0.6634	Remote Similarity	NPC98269
0.6615	Remote Similarity	NPC199738
0.6615	Remote Similarity	NPC210950
0.6609	Remote Similarity	NPC327226
0.6607	Remote Similarity	NPC25565
0.6606	Remote Similarity	NPC84288
0.6594	Remote Similarity	NPC475128
0.6593	Remote Similarity	NPC109580
0.6593	Remote Similarity	NPC127741
0.6589	Remote Similarity	NPC470343
0.6589	Remote Similarity	NPC472244
0.6589	Remote Similarity	NPC205946
0.6583	Remote Similarity	NPC313981
0.6579	Remote Similarity	NPC217621
0.6577	Remote Similarity	NPC261181
0.6577	Remote Similarity	NPC471309
0.6571	Remote Similarity	NPC474088
0.6569	Remote Similarity	NPC269398
0.6569	Remote Similarity	NPC263493
0.6566	Remote Similarity	NPC285679
0.6565	Remote Similarity	NPC111428
0.6565	Remote Similarity	NPC469666
0.6562	Remote Similarity	NPC6975
0.656	Remote Similarity	NPC220698
0.6557	Remote Similarity	NPC57051
0.6549	Remote Similarity	NPC253423
0.6549	Remote Similarity	NPC249912
0.6549	Remote Similarity	NPC276775
0.6549	Remote Similarity	NPC475439
0.6549	Remote Similarity	NPC92754
0.6549	Remote Similarity	NPC473501
0.6549	Remote Similarity	NPC270654
0.6545	Remote Similarity	NPC470926
0.6541	Remote Similarity	NPC257390
0.6541	Remote Similarity	NPC246913
0.6541	Remote Similarity	NPC45191
0.6522	Remote Similarity	NPC161069
0.6522	Remote Similarity	NPC139326
0.6515	Remote Similarity	NPC325651
0.6512	Remote Similarity	NPC226794

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 NPC476198 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	118
0.1-0.2	511
0.2-0.3	920
0.3-0.4	2117
0.4-0.5	3176
0.5-0.6	1633
0.6-0.7	602
0.7-0.8	72
0.8-0.85	1
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.8108	Intermediate Similarity	NPD2607	Approved
0.7981	Intermediate Similarity	NPD9566	Approved
0.7719	Intermediate Similarity	NPD1373	Approved
0.7719	Intermediate Similarity	NPD1371	Approved
0.7719	Intermediate Similarity	NPD1374	Approved
0.7719	Intermediate Similarity	NPD1370	Approved
0.7679	Intermediate Similarity	NPD1756	Approved
0.7679	Intermediate Similarity	NPD1752	Approved
0.7642	Intermediate Similarity	NPD1099	Approved
0.7642	Intermediate Similarity	NPD1100	Approved
0.7526	Intermediate Similarity	NPD9490	Approved
0.7522	Intermediate Similarity	NPD4234	Approved
0.7522	Intermediate Similarity	NPD4233	Approved
0.7521	Intermediate Similarity	NPD4576	Approved
0.7521	Intermediate Similarity	NPD5162	Approved
0.7521	Intermediate Similarity	NPD4574	Approved
0.75	Intermediate Similarity	NPD747	Discontinued
0.7478	Intermediate Similarity	NPD181	Approved
0.746	Intermediate Similarity	NPD5581	Approved
0.7456	Intermediate Similarity	NPD3642	Approved
0.7456	Intermediate Similarity	NPD3643	Approved
0.7456	Intermediate Similarity	NPD3644	Approved
0.7438	Intermediate Similarity	NPD518	Clinical (unspecified phase)
0.74	Intermediate Similarity	NPD9491	Approved
0.7368	Intermediate Similarity	NPD3646	Clinical (unspecified phase)
0.7333	Intermediate Similarity	NPD4504	Clinical (unspecified phase)
0.7321	Intermediate Similarity	NPD1040	Phase 2
0.7317	Intermediate Similarity	NPD182	Clinical (unspecified phase)
0.7282	Intermediate Similarity	NPD1087	Approved
0.7265	Intermediate Similarity	NPD2650	Approved
0.7265	Intermediate Similarity	NPD2652	Approved
0.7257	Intermediate Similarity	NPD5706	Approved
0.7257	Intermediate Similarity	NPD5705	Approved
0.7257	Intermediate Similarity	NPD5704	Approved
0.7248	Intermediate Similarity	NPD253	Approved
0.7245	Intermediate Similarity	NPD227	Approved
0.7245	Intermediate Similarity	NPD225	Approved
0.7241	Intermediate Similarity	NPD9508	Approved
0.7236	Intermediate Similarity	NPD3073	Approved
0.7236	Intermediate Similarity	NPD3072	Approved
0.7236	Intermediate Similarity	NPD3071	Approved
0.7207	Intermediate Similarity	NPD813	Approved
0.7179	Intermediate Similarity	NPD480	Approved
0.7177	Intermediate Similarity	NPD4677	Discontinued
0.7176	Intermediate Similarity	NPD6294	Approved
0.7176	Intermediate Similarity	NPD6295	Approved
0.7168	Intermediate Similarity	NPD2192	Approved
0.7168	Intermediate Similarity	NPD2197	Approved
0.7156	Intermediate Similarity	NPD4655	Approved
0.7156	Intermediate Similarity	NPD4657	Approved
0.7154	Intermediate Similarity	NPD4217	Approved
0.7154	Intermediate Similarity	NPD2608	Approved
0.7154	Intermediate Similarity	NPD2611	Approved
0.7154	Intermediate Similarity	NPD4218	Approved
0.7154	Intermediate Similarity	NPD4706	Clinical (unspecified phase)
0.7154	Intermediate Similarity	NPD4215	Approved
0.7154	Intermediate Similarity	NPD3131	Approved
0.7154	Intermediate Similarity	NPD4216	Approved
0.7154	Intermediate Similarity	NPD2612	Approved
0.7154	Intermediate Similarity	NPD4762	Approved
0.7154	Intermediate Similarity	NPD3132	Approved
0.7154	Intermediate Similarity	NPD2610	Approved
0.7154	Intermediate Similarity	NPD2609	Approved
0.7154	Intermediate Similarity	NPD4761	Approved
0.7143	Intermediate Similarity	NPD1348	Approved
0.7143	Intermediate Similarity	NPD800	Approved
0.7119	Intermediate Similarity	NPD731	Approved
0.7119	Intermediate Similarity	NPD14	Approved
0.7109	Intermediate Similarity	NPD1070	Approved
0.7109	Intermediate Similarity	NPD1069	Approved
0.7109	Intermediate Similarity	NPD4738	Phase 2
0.7107	Intermediate Similarity	NPD2994	Approved
0.7097	Intermediate Similarity	NPD1360	Approved
0.7097	Intermediate Similarity	NPD2584	Suspended
0.7083	Intermediate Similarity	NPD9568	Approved
0.7075	Intermediate Similarity	NPD1086	Approved
0.7075	Intermediate Similarity	NPD1090	Approved
0.7075	Intermediate Similarity	NPD1089	Approved
0.7063	Intermediate Similarity	NPD3606	Clinical (unspecified phase)
0.7059	Intermediate Similarity	NPD4766	Approved
0.7059	Intermediate Similarity	NPD3551	Approved
0.7054	Intermediate Similarity	NPD854	Approved
0.7054	Intermediate Similarity	NPD855	Approved
0.7049	Intermediate Similarity	NPD4105	Approved
0.7049	Intermediate Similarity	NPD4102	Approved
0.7031	Intermediate Similarity	NPD2613	Approved
0.7031	Intermediate Similarity	NPD5202	Clinical (unspecified phase)
0.703	Intermediate Similarity	NPD226	Approved
0.7029	Intermediate Similarity	NPD1971	Approved
0.7029	Intermediate Similarity	NPD1970	Approved
0.7025	Intermediate Similarity	NPD2117	Pre-registration
0.7025	Intermediate Similarity	NPD2116	Approved
0.7025	Intermediate Similarity	NPD2115	Approved
0.7008	Intermediate Similarity	NPD3608	Clinical (unspecified phase)
0.699	Remote Similarity	NPD2539	Approved
0.699	Remote Similarity	NPD2538	Approved
0.6984	Remote Similarity	NPD1482	Clinical (unspecified phase)
0.6984	Remote Similarity	NPD2199	Approved
0.6984	Remote Similarity	NPD2198	Approved
0.6972	Remote Similarity	NPD4094	Approved
0.697	Remote Similarity	NPD603	Approved
0.6953	Remote Similarity	NPD3040	Approved
0.6953	Remote Similarity	NPD766	Clinical (unspecified phase)
0.6953	Remote Similarity	NPD4177	Approved
0.6953	Remote Similarity	NPD4175	Approved
0.6949	Remote Similarity	NPD753	Approved
0.6947	Remote Similarity	NPD5182	Approved
0.6947	Remote Similarity	NPD5184	Approved
0.6947	Remote Similarity	NPD5185	Approved
0.6944	Remote Similarity	NPD6690	Approved
0.6944	Remote Similarity	NPD1088	Approved
0.6942	Remote Similarity	NPD732	Approved
0.6942	Remote Similarity	NPD733	Approved
0.6937	Remote Similarity	NPD466	Approved
0.6935	Remote Similarity	NPD2946	Phase 2
0.6931	Remote Similarity	NPD5371	Approved
0.6931	Remote Similarity	NPD5372	Approved
0.6929	Remote Similarity	NPD2625	Approved
0.6929	Remote Similarity	NPD6565	Approved
0.6929	Remote Similarity	NPD2160	Approved
0.6929	Remote Similarity	NPD2159	Approved
0.6929	Remote Similarity	NPD2627	Approved
0.6929	Remote Similarity	NPD6564	Approved
0.6929	Remote Similarity	NPD6563	Approved
0.6929	Remote Similarity	NPD2628	Approved
0.6929	Remote Similarity	NPD2626	Approved
0.6923	Remote Similarity	NPD5236	Approved
0.6923	Remote Similarity	NPD4619	Approved
0.6923	Remote Similarity	NPD5239	Approved
0.6923	Remote Similarity	NPD5240	Approved
0.6923	Remote Similarity	NPD5237	Approved
0.6923	Remote Similarity	NPD5235	Approved
0.6923	Remote Similarity	NPD4621	Approved
0.6911	Remote Similarity	NPD3032	Approved
0.6911	Remote Similarity	NPD3030	Approved
0.6911	Remote Similarity	NPD6994	Approved
0.6911	Remote Similarity	NPD6993	Approved
0.6911	Remote Similarity	NPD3031	Approved
0.6905	Remote Similarity	NPD9539	Approved
0.6905	Remote Similarity	NPD9541	Approved
0.6903	Remote Similarity	NPD6024	Approved
0.6903	Remote Similarity	NPD6027	Approved
0.6899	Remote Similarity	NPD4676	Approved
0.6899	Remote Similarity	NPD5263	Approved
0.6899	Remote Similarity	NPD4125	Approved
0.6894	Remote Similarity	NPD8302	Clinical (unspecified phase)
0.6881	Remote Similarity	NPD1563	Approved
0.688	Remote Similarity	NPD7437	Approved
0.688	Remote Similarity	NPD7436	Approved
0.6875	Remote Similarity	NPD742	Approved
0.687	Remote Similarity	NPD2572	Clinical (unspecified phase)
0.687	Remote Similarity	NPD3615	Approved
0.687	Remote Similarity	NPD3616	Approved
0.687	Remote Similarity	NPD2573	Approved
0.687	Remote Similarity	NPD3089	Approved
0.687	Remote Similarity	NPD3614	Approved
0.687	Remote Similarity	NPD2571	Approved
0.687	Remote Similarity	NPD4746	Phase 3
0.687	Remote Similarity	NPD3087	Approved
0.687	Remote Similarity	NPD2574	Discontinued
0.687	Remote Similarity	NPD3088	Approved
0.687	Remote Similarity	NPD2570	Approved
0.687	Remote Similarity	NPD3090	Approved
0.687	Remote Similarity	NPD2566	Approved
0.687	Remote Similarity	NPD4745	Approved
0.687	Remote Similarity	NPD999	Phase 2
0.6864	Remote Similarity	NPD2201	Approved
0.686	Remote Similarity	NPD255	Approved
0.686	Remote Similarity	NPD256	Approved
0.686	Remote Similarity	NPD1323	Discontinued
0.6855	Remote Similarity	NPD6806	Phase 1
0.6852	Remote Similarity	NPD1239	Approved
0.6842	Remote Similarity	NPD6817	Clinical (unspecified phase)
0.6838	Remote Similarity	NPD476	Approved
0.6833	Remote Similarity	NPD23	Approved
0.6833	Remote Similarity	NPD3598	Phase 3
0.6832	Remote Similarity	NPD508	Approved
0.6832	Remote Similarity	NPD507	Approved
0.6822	Remote Similarity	NPD5759	Approved
0.6818	Remote Similarity	NPD1693	Approved
0.6818	Remote Similarity	NPD3373	Approved
0.6818	Remote Similarity	NPD6623	Phase 3
0.6815	Remote Similarity	NPD989	Approved
0.6812	Remote Similarity	NPD6552	Clinical (unspecified phase)
0.681	Remote Similarity	NPD812	Approved
0.681	Remote Similarity	NPD810	Approved
0.681	Remote Similarity	NPD811	Approved
0.68	Remote Similarity	NPD4135	Approved
0.68	Remote Similarity	NPD4136	Approved
0.68	Remote Similarity	NPD4106	Approved
0.6797	Remote Similarity	NPD2585	Clinical (unspecified phase)
0.6797	Remote Similarity	NPD6302	Clinical (unspecified phase)
0.6797	Remote Similarity	NPD9540	Approved
0.6794	Remote Similarity	NPD5299	Approved
0.6788	Remote Similarity	NPD5024	Approved
0.6783	Remote Similarity	NPD314	Approved
0.6783	Remote Similarity	NPD311	Approved
0.6783	Remote Similarity	NPD309	Approved
0.6783	Remote Similarity	NPD315	Approved
0.6783	Remote Similarity	NPD10	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