NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	179.09
Volume:	190.991
LogP:	-1.107
LogD:	0.966
LogS:	-1.703
# Rotatable Bonds:	4
TPSA:	49.33
# H-Bond Aceptor:	3
# H-Bond Donor:	2
# Rings:	1
# Heavy Atoms:	3

MedChem Properties

QED Drug-Likeness Score:	0.722
Synthetic Accessibility Score:	1.995
Fsp3:	0.3
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:	-5.688
MDCK Permeability:	5.507680180016905e-05
Pgp-inhibitor:	0.0
Pgp-substrate:	0.001
Human Intestinal Absorption (HIA):	0.03
20% Bioavailability (F20%):	0.005
30% Bioavailability (F30%):	0.002

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.433
Plasma Protein Binding (PPB):	14.830333709716797%
Volume Distribution (VD):	0.976
Pgp-substrate:	72.90128326416016%

ADMET: Metabolism

CYP1A2-inhibitor:	0.043
CYP1A2-substrate:	0.098
CYP2C19-inhibitor:	0.035
CYP2C19-substrate:	0.237
CYP2C9-inhibitor:	0.006
CYP2C9-substrate:	0.492
CYP2D6-inhibitor:	0.014
CYP2D6-substrate:	0.504
CYP3A4-inhibitor:	0.01
CYP3A4-substrate:	0.089

ADMET: Excretion

Clearance (CL):	7.57
Half-life (T1/2):	0.816

ADMET: Toxicity

hERG Blockers:	0.05
Human Hepatotoxicity (H-HT):	0.393
Drug-inuced Liver Injury (DILI):	0.039
AMES Toxicity:	0.005
Rat Oral Acute Toxicity:	0.445
Maximum Recommended Daily Dose:	0.209
Skin Sensitization:	0.166
Carcinogencity:	0.041
Eye Corrosion:	0.003
Eye Irritation:	0.025
Respiratory Toxicity:	0.454

Download Data

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

Natural Product: NPC67043

Natural Product ID:	NPC67043
*Common Name:**	N-Methyl-Phenylalanine
IUPAC Name:	(2S)-2-(methylazaniumyl)-3-phenylpropanoate
Synonyms:
Standard InCHIKey:	SCIFESDRCALIIM-VIFPVBQESA-N
Standard InCHI:	InChI=1S/C10H13NO2/c1-11-9(10(12)13)7-8-5-3-2-4-6-8/h2-6,9,11H,7H2,1H3,(H,12,13)/t9-/m0/s1
SMILES:	CN[C@@H](Cc1ccccc1)C(=O)O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL1234265
PubChem CID:	6951134 6951135
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:0004321] Phenylalanine and derivatives

*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
NPO10913	Scleroderma citrinum	Species	Sclerodermataceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO10913	Scleroderma citrinum	Species	Sclerodermataceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO10913	Scleroderma citrinum	Species	Sclerodermataceae	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	2

Activity Type	# Activity
Individual Protein	2

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT1153	Individual Protein	Monocarboxylate transporter 10	Rattus norvegicus	Activity	=	40.0	%	PMID[488211]
NPT1104	Individual Protein	SLC16A10 protein	Homo sapiens	Activity	=	40.0	%	PMID[488212]

☑ 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 NPC67043 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	91
0.1-0.2	977
0.2-0.3	4925
0.3-0.4	18353
0.4-0.5	14723
0.5-0.6	2771
0.6-0.7	701
0.7-0.8	139
0.8-0.85	7
0.85-0.9	4
0.9-0.95	5
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
0.9278	High Similarity	NPC10781
0.9278	High Similarity	NPC122493
0.9278	High Similarity	NPC293628
0.9082	High Similarity	NPC324569
0.899	High Similarity	NPC322598
0.8824	High Similarity	NPC164859
0.8713	High Similarity	NPC12730
0.8571	High Similarity	NPC327481
0.8476	Intermediate Similarity	NPC476198
0.844	Intermediate Similarity	NPC474584
0.8426	Intermediate Similarity	NPC319579
0.8349	Intermediate Similarity	NPC329011
0.822	Intermediate Similarity	NPC477937
0.8214	Intermediate Similarity	NPC197470
0.7826	Intermediate Similarity	NPC281686
0.7826	Intermediate Similarity	NPC106551
0.7826	Intermediate Similarity	NPC188867
0.7797	Intermediate Similarity	NPC71684
0.7706	Intermediate Similarity	NPC150254
0.7706	Intermediate Similarity	NPC147000
0.7706	Intermediate Similarity	NPC226778
0.7706	Intermediate Similarity	NPC304761
0.7698	Intermediate Similarity	NPC314835
0.7692	Intermediate Similarity	NPC314992
0.7672	Intermediate Similarity	NPC2265
0.7667	Intermediate Similarity	NPC35996
0.7647	Intermediate Similarity	NPC56634
0.7629	Intermediate Similarity	NPC127343
0.7627	Intermediate Similarity	NPC239697
0.7611	Intermediate Similarity	NPC313981
0.7578	Intermediate Similarity	NPC132636
0.7565	Intermediate Similarity	NPC276949
0.7565	Intermediate Similarity	NPC35850
0.7549	Intermediate Similarity	NPC325441
0.7542	Intermediate Similarity	NPC317784
0.7542	Intermediate Similarity	NPC142638
0.7524	Intermediate Similarity	NPC246757
0.7524	Intermediate Similarity	NPC291070
0.7523	Intermediate Similarity	NPC327226
0.75	Intermediate Similarity	NPC33742
0.75	Intermediate Similarity	NPC326079
0.7459	Intermediate Similarity	NPC222466
0.7458	Intermediate Similarity	NPC169328
0.7438	Intermediate Similarity	NPC27581
0.7429	Intermediate Similarity	NPC323164
0.7404	Intermediate Similarity	NPC258627
0.74	Intermediate Similarity	NPC285773
0.74	Intermediate Similarity	NPC44830
0.7398	Intermediate Similarity	NPC101719
0.7395	Intermediate Similarity	NPC310467
0.7333	Intermediate Similarity	NPC319950
0.7297	Intermediate Similarity	NPC471317
0.7282	Intermediate Similarity	NPC322387
0.7273	Intermediate Similarity	NPC190663
0.7273	Intermediate Similarity	NPC57976
0.7273	Intermediate Similarity	NPC80150
0.7255	Intermediate Similarity	NPC95965
0.7248	Intermediate Similarity	NPC290515
0.7248	Intermediate Similarity	NPC226096
0.7248	Intermediate Similarity	NPC303611
0.7248	Intermediate Similarity	NPC164514
0.7248	Intermediate Similarity	NPC108606
0.7216	Intermediate Similarity	NPC139658
0.7212	Intermediate Similarity	NPC329064
0.717	Intermediate Similarity	NPC226438
0.7167	Intermediate Similarity	NPC470545
0.7165	Intermediate Similarity	NPC325651
0.7154	Intermediate Similarity	NPC142577
0.7154	Intermediate Similarity	NPC160493
0.7143	Intermediate Similarity	NPC307437
0.7143	Intermediate Similarity	NPC58827
0.7143	Intermediate Similarity	NPC72473
0.7131	Intermediate Similarity	NPC478016
0.7131	Intermediate Similarity	NPC478015
0.7131	Intermediate Similarity	NPC478014
0.713	Intermediate Similarity	NPC161972
0.713	Intermediate Similarity	NPC303045
0.712	Intermediate Similarity	NPC474847
0.7117	Intermediate Similarity	NPC214200
0.7117	Intermediate Similarity	NPC228400
0.7111	Intermediate Similarity	NPC314114
0.7107	Intermediate Similarity	NPC470546
0.7107	Intermediate Similarity	NPC237420
0.7087	Intermediate Similarity	NPC161593
0.7087	Intermediate Similarity	NPC145888
0.7087	Intermediate Similarity	NPC16031
0.7087	Intermediate Similarity	NPC111428
0.7087	Intermediate Similarity	NPC311753
0.7083	Intermediate Similarity	NPC14672
0.7083	Intermediate Similarity	NPC285926
0.7083	Intermediate Similarity	NPC315276
0.7083	Intermediate Similarity	NPC470544
0.7075	Intermediate Similarity	NPC70940
0.7075	Intermediate Similarity	NPC274455
0.7075	Intermediate Similarity	NPC86670
0.7069	Intermediate Similarity	NPC158854
0.7064	Intermediate Similarity	NPC25565
0.7063	Intermediate Similarity	NPC136453
0.7063	Intermediate Similarity	NPC322433
0.7059	Intermediate Similarity	NPC288903
0.7059	Intermediate Similarity	NPC113099
0.7045	Intermediate Similarity	NPC287358
0.704	Intermediate Similarity	NPC22746
0.7018	Intermediate Similarity	NPC473418
0.7016	Intermediate Similarity	NPC84281
0.7016	Intermediate Similarity	NPC291027
0.7016	Intermediate Similarity	NPC213126
0.7016	Intermediate Similarity	NPC169485
0.7016	Intermediate Similarity	NPC317474
0.7015	Intermediate Similarity	NPC43477
0.701	Intermediate Similarity	NPC113000
0.701	Intermediate Similarity	NPC112609
0.701	Intermediate Similarity	NPC122327
0.7008	Intermediate Similarity	NPC105114
0.7008	Intermediate Similarity	NPC152850
0.7008	Intermediate Similarity	NPC239990
0.7008	Intermediate Similarity	NPC71933
0.7008	Intermediate Similarity	NPC89923
0.7	Intermediate Similarity	NPC88667
0.7	Intermediate Similarity	NPC101139
0.7	Intermediate Similarity	NPC473501
0.7	Intermediate Similarity	NPC475439
0.6992	Remote Similarity	NPC200964
0.6984	Remote Similarity	NPC47667
0.6984	Remote Similarity	NPC4974
0.6972	Remote Similarity	NPC20142
0.6972	Remote Similarity	NPC215351
0.6953	Remote Similarity	NPC473322
0.6947	Remote Similarity	NPC243404
0.6947	Remote Similarity	NPC474473
0.6929	Remote Similarity	NPC124776
0.6923	Remote Similarity	NPC326966
0.6923	Remote Similarity	NPC24777
0.6923	Remote Similarity	NPC294134
0.6923	Remote Similarity	NPC48909
0.6916	Remote Similarity	NPC316108
0.6912	Remote Similarity	NPC315266
0.6909	Remote Similarity	NPC3371
0.6903	Remote Similarity	NPC318154
0.6899	Remote Similarity	NPC69496
0.6881	Remote Similarity	NPC71140
0.6875	Remote Similarity	NPC476353
0.6866	Remote Similarity	NPC48202
0.686	Remote Similarity	NPC213
0.686	Remote Similarity	NPC10286
0.6852	Remote Similarity	NPC317645
0.6852	Remote Similarity	NPC86987
0.6847	Remote Similarity	NPC311242
0.6846	Remote Similarity	NPC157311
0.6842	Remote Similarity	NPC202613
0.6831	Remote Similarity	NPC469903
0.6825	Remote Similarity	NPC6975
0.6822	Remote Similarity	NPC296712
0.6822	Remote Similarity	NPC470877
0.6818	Remote Similarity	NPC253476
0.6815	Remote Similarity	NPC263493
0.6815	Remote Similarity	NPC269398
0.681	Remote Similarity	NPC274089
0.681	Remote Similarity	NPC191215
0.6807	Remote Similarity	NPC275410
0.6803	Remote Similarity	NPC239357
0.68	Remote Similarity	NPC325662
0.68	Remote Similarity	NPC98269
0.68	Remote Similarity	NPC290638
0.6797	Remote Similarity	NPC65310
0.6797	Remote Similarity	NPC119326
0.6794	Remote Similarity	NPC8761
0.6794	Remote Similarity	NPC44805
0.6769	Remote Similarity	NPC478147
0.6765	Remote Similarity	NPC161069
0.6765	Remote Similarity	NPC468984
0.6765	Remote Similarity	NPC139326
0.6759	Remote Similarity	NPC471307
0.6759	Remote Similarity	NPC141139
0.6759	Remote Similarity	NPC121872
0.6759	Remote Similarity	NPC209764
0.6759	Remote Similarity	NPC78041
0.6759	Remote Similarity	NPC74936
0.6759	Remote Similarity	NPC159178
0.6748	Remote Similarity	NPC137096
0.6744	Remote Similarity	NPC321561
0.6744	Remote Similarity	NPC199738
0.6744	Remote Similarity	NPC210950
0.6742	Remote Similarity	NPC245836
0.6742	Remote Similarity	NPC233910
0.6741	Remote Similarity	NPC238412
0.6733	Remote Similarity	NPC12857
0.6721	Remote Similarity	NPC188010
0.672	Remote Similarity	NPC45777
0.672	Remote Similarity	NPC477061
0.6718	Remote Similarity	NPC255447
0.6716	Remote Similarity	NPC68865
0.6716	Remote Similarity	NPC478140
0.6715	Remote Similarity	NPC52748
0.6714	Remote Similarity	NPC2501
0.6713	Remote Similarity	NPC473580
0.6701	Remote Similarity	NPC229235
0.6697	Remote Similarity	NPC110704
0.6696	Remote Similarity	NPC477767
0.6694	Remote Similarity	NPC220698

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 NPC67043 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	91
0.1-0.2	399
0.2-0.3	814
0.3-0.4	2681
0.4-0.5	3035
0.5-0.6	1410
0.6-0.7	603
0.7-0.8	101
0.8-0.85	11
0.85-0.9	4
0.9-0.95	1
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.9278	High Similarity	NPD9566	Approved
0.8796	High Similarity	NPD747	Discontinued
0.8571	High Similarity	NPD4504	Clinical (unspecified phase)
0.8431	Intermediate Similarity	NPD253	Approved
0.8276	Intermediate Similarity	NPD3071	Approved
0.8276	Intermediate Similarity	NPD3072	Approved
0.8276	Intermediate Similarity	NPD3073	Approved
0.8214	Intermediate Similarity	NPD1348	Approved
0.8205	Intermediate Similarity	NPD4677	Discontinued
0.819	Intermediate Similarity	NPD4762	Approved
0.819	Intermediate Similarity	NPD4761	Approved
0.8142	Intermediate Similarity	NPD5162	Approved
0.8036	Intermediate Similarity	NPD1374	Approved
0.8036	Intermediate Similarity	NPD1371	Approved
0.8036	Intermediate Similarity	NPD1373	Approved
0.8036	Intermediate Similarity	NPD1370	Approved
0.8034	Intermediate Similarity	NPD4706	Clinical (unspecified phase)
0.7934	Intermediate Similarity	NPD4177	Approved
0.7934	Intermediate Similarity	NPD4175	Approved
0.7934	Intermediate Similarity	NPD3040	Approved
0.7928	Intermediate Similarity	NPD3642	Approved
0.7928	Intermediate Similarity	NPD3643	Approved
0.7928	Intermediate Similarity	NPD3644	Approved
0.7886	Intermediate Similarity	NPD5581	Approved
0.7869	Intermediate Similarity	NPD4676	Approved
0.7869	Intermediate Similarity	NPD5263	Approved
0.7851	Intermediate Similarity	NPD4151	Approved
0.7826	Intermediate Similarity	NPD9568	Approved
0.7798	Intermediate Similarity	NPD1040	Phase 2
0.7706	Intermediate Similarity	NPD311	Approved
0.7706	Intermediate Similarity	NPD315	Approved
0.7706	Intermediate Similarity	NPD310	Approved
0.7706	Intermediate Similarity	NPD314	Approved
0.7706	Intermediate Similarity	NPD10	Approved
0.7706	Intermediate Similarity	NPD309	Approved
0.7692	Intermediate Similarity	NPD2218	Phase 2
0.7692	Intermediate Similarity	NPD2217	Approved
0.7686	Intermediate Similarity	NPD5367	Discontinued
0.7623	Intermediate Similarity	NPD3606	Clinical (unspecified phase)
0.7619	Intermediate Similarity	NPD4153	Approved
0.7619	Intermediate Similarity	NPD5296	Approved
0.7619	Intermediate Similarity	NPD6623	Phase 3
0.7611	Intermediate Similarity	NPD188	Approved
0.7611	Intermediate Similarity	NPD189	Phase 3
0.76	Intermediate Similarity	NPD5299	Approved
0.7596	Intermediate Similarity	NPD1812	Approved
0.7596	Intermediate Similarity	NPD1814	Approved
0.7578	Intermediate Similarity	NPD6295	Approved
0.7578	Intermediate Similarity	NPD6852	Discontinued
0.7578	Intermediate Similarity	NPD6294	Approved
0.7551	Intermediate Similarity	NPD226	Approved
0.75	Intermediate Similarity	NPD6073	Approved
0.75	Intermediate Similarity	NPD3881	Discontinued
0.75	Intermediate Similarity	NPD5725	Approved
0.748	Intermediate Similarity	NPD5323	Approved
0.7442	Intermediate Similarity	NPD4126	Approved
0.744	Intermediate Similarity	NPD6359	Clinical (unspecified phase)
0.7436	Intermediate Similarity	NPD256	Approved
0.7436	Intermediate Similarity	NPD255	Approved
0.7423	Intermediate Similarity	NPD296	Approved
0.7423	Intermediate Similarity	NPD293	Approved
0.7423	Intermediate Similarity	NPD295	Approved
0.7419	Intermediate Similarity	NPD5339	Clinical (unspecified phase)
0.74	Intermediate Similarity	NPD9491	Approved
0.7381	Intermediate Similarity	NPD1069	Approved
0.7381	Intermediate Similarity	NPD1070	Approved
0.7377	Intermediate Similarity	NPD1077	Clinical (unspecified phase)
0.7377	Intermediate Similarity	NPD3880	Clinical (unspecified phase)
0.7364	Intermediate Similarity	NPD3528	Clinical (unspecified phase)
0.736	Intermediate Similarity	NPD7828	Discontinued
0.7355	Intermediate Similarity	NPD2956	Clinical (unspecified phase)
0.7328	Intermediate Similarity	NPD2607	Approved
0.7317	Intermediate Similarity	NPD182	Clinical (unspecified phase)
0.7315	Intermediate Similarity	NPD1100	Approved
0.7315	Intermediate Similarity	NPD1099	Approved
0.7288	Intermediate Similarity	NPD7508	Discontinued
0.728	Intermediate Similarity	NPD3608	Clinical (unspecified phase)
0.7266	Intermediate Similarity	NPD5747	Discontinued
0.7266	Intermediate Similarity	NPD7634	Clinical (unspecified phase)
0.7258	Intermediate Similarity	NPD2198	Approved
0.7258	Intermediate Similarity	NPD196	Phase 1
0.7258	Intermediate Similarity	NPD2199	Approved
0.7248	Intermediate Similarity	NPD9612	Approved
0.7248	Intermediate Similarity	NPD9611	Approved
0.7248	Intermediate Similarity	NPD9609	Approved
0.7245	Intermediate Similarity	NPD225	Approved
0.7245	Intermediate Similarity	NPD227	Approved
0.7244	Intermediate Similarity	NPD6919	Clinical (unspecified phase)
0.7241	Intermediate Similarity	NPD9508	Approved
0.7236	Intermediate Similarity	NPD2584	Suspended
0.7176	Intermediate Similarity	NPD6901	Phase 3
0.7165	Intermediate Similarity	NPD4125	Approved
0.7164	Intermediate Similarity	NPD5264	Approved
0.7164	Intermediate Similarity	NPD5024	Approved
0.7164	Intermediate Similarity	NPD5265	Approved
0.7156	Intermediate Similarity	NPD528	Clinical (unspecified phase)
0.7143	Intermediate Similarity	NPD5347	Phase 2
0.7143	Intermediate Similarity	NPD5346	Phase 2
0.7143	Intermediate Similarity	NPD800	Approved
0.713	Intermediate Similarity	NPD476	Approved
0.7119	Intermediate Similarity	NPD3598	Phase 3
0.7119	Intermediate Similarity	NPD2652	Approved
0.7119	Intermediate Similarity	NPD2650	Approved
0.7115	Intermediate Similarity	NPD4793	Discontinued
0.7109	Intermediate Similarity	NPD4794	Discontinued
0.7107	Intermediate Similarity	NPD6093	Discontinued
0.7087	Intermediate Similarity	NPD9569	Approved
0.7087	Intermediate Similarity	NPD5759	Approved
0.7077	Intermediate Similarity	NPD3373	Approved
0.7075	Intermediate Similarity	NPD1086	Approved
0.7075	Intermediate Similarity	NPD1089	Approved
0.7075	Intermediate Similarity	NPD1090	Approved
0.7069	Intermediate Similarity	NPD1756	Approved
0.7069	Intermediate Similarity	NPD1752	Approved
0.7063	Intermediate Similarity	NPD2585	Clinical (unspecified phase)
0.7063	Intermediate Similarity	NPD9540	Approved
0.7063	Intermediate Similarity	NPD6302	Clinical (unspecified phase)
0.7059	Intermediate Similarity	NPD831	Approved
0.7059	Intermediate Similarity	NPD2887	Clinical (unspecified phase)
0.7059	Intermediate Similarity	NPD830	Approved
0.7059	Intermediate Similarity	NPD1073	Approved
0.7059	Intermediate Similarity	NPD1075	Approved
0.7059	Intermediate Similarity	NPD1074	Approved
0.7054	Intermediate Similarity	NPD854	Approved
0.7054	Intermediate Similarity	NPD855	Approved
0.7049	Intermediate Similarity	NPD5981	Approved
0.7037	Intermediate Similarity	NPD1066	Discontinued
0.7034	Intermediate Similarity	NPD181	Approved
0.7025	Intermediate Similarity	NPD317	Approved
0.7025	Intermediate Similarity	NPD318	Approved
0.7018	Intermediate Similarity	NPD999	Phase 2
0.7016	Intermediate Similarity	NPD3132	Approved
0.7016	Intermediate Similarity	NPD3131	Approved
0.7016	Intermediate Similarity	NPD4217	Approved
0.7016	Intermediate Similarity	NPD2610	Approved
0.7016	Intermediate Similarity	NPD2609	Approved
0.7016	Intermediate Similarity	NPD4218	Approved
0.7016	Intermediate Similarity	NPD2612	Approved
0.7016	Intermediate Similarity	NPD2611	Approved
0.7016	Intermediate Similarity	NPD4216	Approved
0.7016	Intermediate Similarity	NPD2608	Approved
0.7016	Intermediate Similarity	NPD4215	Approved
0.7015	Intermediate Similarity	NPD8076	Discontinued
0.701	Intermediate Similarity	NPD9593	Approved
0.701	Intermediate Similarity	NPD9594	Approved
0.701	Intermediate Similarity	NPD9589	Approved
0.701	Intermediate Similarity	NPD9591	Approved
0.701	Intermediate Similarity	NPD9588	Approved
0.701	Intermediate Similarity	NPD9592	Approved
0.701	Intermediate Similarity	NPD80	Approved
0.701	Intermediate Similarity	NPD9590	Approved
0.7	Intermediate Similarity	NPD259	Phase 1
0.7	Intermediate Similarity	NPD589	Approved
0.7	Intermediate Similarity	NPD590	Approved
0.7	Intermediate Similarity	NPD9490	Approved
0.6992	Remote Similarity	NPD5301	Clinical (unspecified phase)
0.699	Remote Similarity	NPD785	Approved
0.6985	Remote Similarity	NPD5298	Clinical (unspecified phase)
0.6977	Remote Similarity	NPD4497	Clinical (unspecified phase)
0.6977	Remote Similarity	NPD3136	Phase 2
0.697	Remote Similarity	NPD4782	Clinical (unspecified phase)
0.6947	Remote Similarity	NPD4791	Clinical (unspecified phase)
0.6944	Remote Similarity	NPD1088	Approved
0.6944	Remote Similarity	NPD6690	Approved
0.6942	Remote Similarity	NPD4574	Approved
0.6942	Remote Similarity	NPD4576	Approved
0.6923	Remote Similarity	NPD3632	Clinical (unspecified phase)
0.6923	Remote Similarity	NPD4233	Approved
0.6923	Remote Similarity	NPD1330	Phase 2
0.6923	Remote Similarity	NPD1329	Clinical (unspecified phase)
0.6923	Remote Similarity	NPD551	Approved
0.6923	Remote Similarity	NPD550	Approved
0.6923	Remote Similarity	NPD4234	Approved
0.6917	Remote Similarity	NPD4214	Discontinued
0.6911	Remote Similarity	NPD4105	Approved
0.6911	Remote Similarity	NPD4102	Approved
0.6911	Remote Similarity	NPD770	Discontinued
0.6906	Remote Similarity	NPD5942	Approved
0.6906	Remote Similarity	NPD5941	Approved
0.6905	Remote Similarity	NPD9539	Approved
0.6905	Remote Similarity	NPD9541	Approved
0.6899	Remote Similarity	NPD2613	Approved
0.6899	Remote Similarity	NPD5202	Clinical (unspecified phase)
0.6894	Remote Similarity	NPD555	Phase 2
0.6894	Remote Similarity	NPD3908	Approved
0.6894	Remote Similarity	NPD1071	Clinical (unspecified phase)
0.6885	Remote Similarity	NPD2115	Approved
0.6885	Remote Similarity	NPD2117	Pre-registration
0.6885	Remote Similarity	NPD2116	Approved
0.6881	Remote Similarity	NPD5122	Clinical (unspecified phase)
0.6881	Remote Similarity	NPD3719	Approved
0.6881	Remote Similarity	NPD3718	Approved
0.687	Remote Similarity	NPD1765	Approved
0.687	Remote Similarity	NPD1018	Approved
0.687	Remote Similarity	NPD2197	Approved
0.687	Remote Similarity	NPD1761	Approved
0.687	Remote Similarity	NPD1763	Approved
0.687	Remote Similarity	NPD2192	Approved
0.687	Remote Similarity	NPD1766	Approved
0.687	Remote Similarity	NPD1767	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