NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	216.15
Volume:	224.608
LogP:	-0.534
LogD:	-1.09
LogS:	-1.043
# Rotatable Bonds:	6
TPSA:	92.42
# H-Bond Aceptor:	5
# H-Bond Donor:	4
# Rings:	0
# Heavy Atoms:	5

MedChem Properties

QED Drug-Likeness Score:	0.612
Synthetic Accessibility Score:	2.681
Fsp3:	0.8
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:	-6.041
MDCK Permeability:	0.002162987133488059
Pgp-inhibitor:	0.001
Pgp-substrate:	0.138
Human Intestinal Absorption (HIA):	0.012
20% Bioavailability (F20%):	0.003
30% Bioavailability (F30%):	0.002

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.931
Plasma Protein Binding (PPB):	9.009483337402344%
Volume Distribution (VD):	0.395
Pgp-substrate:	80.28102111816406%

ADMET: Metabolism

CYP1A2-inhibitor:	0.015
CYP1A2-substrate:	0.044
CYP2C19-inhibitor:	0.073
CYP2C19-substrate:	0.093
CYP2C9-inhibitor:	0.031
CYP2C9-substrate:	0.126
CYP2D6-inhibitor:	0.119
CYP2D6-substrate:	0.138
CYP3A4-inhibitor:	0.026
CYP3A4-substrate:	0.189

ADMET: Excretion

Clearance (CL):	4.438
Half-life (T1/2):	0.839

ADMET: Toxicity

hERG Blockers:	0.01
Human Hepatotoxicity (H-HT):	0.39
Drug-inuced Liver Injury (DILI):	0.225
AMES Toxicity:	0.008
Rat Oral Acute Toxicity:	0.204
Maximum Recommended Daily Dose:	0.009
Skin Sensitization:	0.063
Carcinogencity:	0.028
Eye Corrosion:	0.007
Eye Irritation:	0.035
Respiratory Toxicity:	0.345

Download Data

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

Natural Product: NPC321118

Natural Product ID:	NPC321118
*Common Name:**	Val-Val
IUPAC Name:	(2S)-2-[[(2S)-2-amino-3-methylbutanoyl]amino]-3-methylbutanoic acid
Synonyms:	Val-Val
Standard InCHIKey:	KRNYOVHEKOBTEF-YUMQZZPRSA-N
Standard InCHI:	InChI=1S/C10H20N2O3/c1-5(2)7(11)9(13)12-8(6(3)4)10(14)15/h5-8H,11H2,1-4H3,(H,12,13)(H,14,15)/t7-,8-/m0/s1
SMILES:	CC([C@@H](C(=O)O)N=C([C@H](C(C)C)N)O)C
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL54552
PubChem CID:	107475 6997289
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:0000348] Peptides

*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
NPO30193	Mycoplasma genitalium	Species	Mycoplasmataceae	Bacteria	n.a.	n.a.	n.a.	PMID[22817898]

☑ 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
EC50	1
IC50	1
Ki	1
Others	6

Activity Type	# Activity
Individual Protein	5
Others	3
SINGLE PROTEIN	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT4898	Individual Protein	Tripeptidyl aminopeptidase	Rattus norvegicus	Ki	=	1670000.0	nM	PMID[489642]
NPT1237	Individual Protein	Oligopeptide transporter small intestine isoform	Homo sapiens	EC50	=	70000.0	nM	PMID[489643]
NPT1237	Individual Protein	Oligopeptide transporter small intestine isoform	Homo sapiens	max activation	=	74.0	%	PMID[489643]
NPT1237	Individual Protein	Oligopeptide transporter small intestine isoform	Homo sapiens	IC50	=	210000.0	nM	PMID[489643]
NPT1237	Individual Protein	Oligopeptide transporter small intestine isoform	Homo sapiens	Ratio	=	1000.0	n.a.	PMID[489643]
NPT2	Others	Unspecified		Log 1/T	=	1.71	n.a.	PMID[489640]
NPT35	Others	n.a.		LogP	=	2.82	n.a.	PMID[489640]
NPT2	Others	Unspecified		Log 1/T	=	1.71	n.a.	PMID[489641]
NPT21154	SINGLE PROTEIN	General amino-acid permease GAP1	Saccharomyces cerevisiae	Inhibition	=	15.0	%	PMID[489644]

☑ 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 NPC321118 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	25889
0.2-0.3	13735
0.3-0.4	1881
0.4-0.5	445
0.5-0.6	234
0.6-0.7	100
0.7-0.8	48
0.8-0.85	5
0.85-0.9	5
0.9-0.95	5
0.95-1	2

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC316889
0.9184	High Similarity	NPC328378
0.9074	High Similarity	NPC321468
0.9074	High Similarity	NPC316826
0.9074	High Similarity	NPC317143
0.9074	High Similarity	NPC327748
0.8909	High Similarity	NPC329564
0.8909	High Similarity	NPC327170
0.8704	High Similarity	NPC318260
0.8704	High Similarity	NPC317147
0.8571	High Similarity	NPC297220
0.8163	Intermediate Similarity	NPC132307
0.8163	Intermediate Similarity	NPC126925
0.8163	Intermediate Similarity	NPC325097
0.807	Intermediate Similarity	NPC254541
0.8	Intermediate Similarity	NPC327831
0.7931	Intermediate Similarity	NPC321419
0.7895	Intermediate Similarity	NPC176164
0.7895	Intermediate Similarity	NPC189301
0.7885	Intermediate Similarity	NPC153370
0.7857	Intermediate Similarity	NPC38463
0.7778	Intermediate Similarity	NPC322946
0.7759	Intermediate Similarity	NPC321536
0.7759	Intermediate Similarity	NPC320598
0.7627	Intermediate Similarity	NPC143722
0.7581	Intermediate Similarity	NPC470108
0.7551	Intermediate Similarity	NPC168375
0.7551	Intermediate Similarity	NPC121517
0.7551	Intermediate Similarity	NPC326992
0.7544	Intermediate Similarity	NPC325985
0.746	Intermediate Similarity	NPC470109
0.7424	Intermediate Similarity	NPC315897
0.7407	Intermediate Similarity	NPC43204
0.7407	Intermediate Similarity	NPC245027
0.7407	Intermediate Similarity	NPC84636
0.7407	Intermediate Similarity	NPC62045
0.7407	Intermediate Similarity	NPC226027
0.7407	Intermediate Similarity	NPC174246
0.7407	Intermediate Similarity	NPC162620
0.7368	Intermediate Similarity	NPC322573
0.7347	Intermediate Similarity	NPC327250
0.7344	Intermediate Similarity	NPC470110
0.7321	Intermediate Similarity	NPC190184
0.7321	Intermediate Similarity	NPC329495
0.7321	Intermediate Similarity	NPC197087
0.7313	Intermediate Similarity	NPC476248
0.7273	Intermediate Similarity	NPC319175
0.7255	Intermediate Similarity	NPC291186
0.7255	Intermediate Similarity	NPC167986
0.7231	Intermediate Similarity	NPC472579
0.7143	Intermediate Similarity	NPC325597
0.7143	Intermediate Similarity	NPC174304
0.6984	Remote Similarity	NPC289691
0.6981	Remote Similarity	NPC118459
0.6981	Remote Similarity	NPC329263
0.6981	Remote Similarity	NPC327698
0.6964	Remote Similarity	NPC125736
0.6939	Remote Similarity	NPC69179
0.6909	Remote Similarity	NPC227850
0.6863	Remote Similarity	NPC53449
0.6863	Remote Similarity	NPC66043
0.6833	Remote Similarity	NPC278209
0.6818	Remote Similarity	NPC319046
0.6792	Remote Similarity	NPC198301
0.6735	Remote Similarity	NPC272614
0.6735	Remote Similarity	NPC21290
0.6735	Remote Similarity	NPC116709
0.6727	Remote Similarity	NPC136159
0.6719	Remote Similarity	NPC315744
0.6716	Remote Similarity	NPC314273
0.6716	Remote Similarity	NPC193280
0.6716	Remote Similarity	NPC126779
0.6622	Remote Similarity	NPC314466
0.6618	Remote Similarity	NPC478256
0.6618	Remote Similarity	NPC476285
0.6618	Remote Similarity	NPC476291
0.6607	Remote Similarity	NPC87359
0.6607	Remote Similarity	NPC140872
0.6607	Remote Similarity	NPC93081
0.6607	Remote Similarity	NPC180402
0.6562	Remote Similarity	NPC327252
0.6545	Remote Similarity	NPC49952
0.6545	Remote Similarity	NPC306238
0.6545	Remote Similarity	NPC136476
0.6545	Remote Similarity	NPC248970
0.6538	Remote Similarity	NPC237525
0.6538	Remote Similarity	NPC326212
0.6522	Remote Similarity	NPC328457
0.6491	Remote Similarity	NPC316231
0.6491	Remote Similarity	NPC152451
0.6491	Remote Similarity	NPC80350
0.6491	Remote Similarity	NPC270805
0.6491	Remote Similarity	NPC324825
0.6491	Remote Similarity	NPC193989
0.6491	Remote Similarity	NPC170739
0.6491	Remote Similarity	NPC112890
0.6491	Remote Similarity	NPC93888
0.6452	Remote Similarity	NPC190385
0.6441	Remote Similarity	NPC263065
0.6441	Remote Similarity	NPC189178
0.6438	Remote Similarity	NPC37681
0.6429	Remote Similarity	NPC141325
0.6406	Remote Similarity	NPC314510
0.6406	Remote Similarity	NPC477644
0.64	Remote Similarity	NPC9294
0.6379	Remote Similarity	NPC315977
0.6379	Remote Similarity	NPC329181
0.6379	Remote Similarity	NPC319110
0.6379	Remote Similarity	NPC327239
0.6364	Remote Similarity	NPC208793
0.6364	Remote Similarity	NPC285322
0.6349	Remote Similarity	NPC473599
0.6338	Remote Similarity	NPC138435
0.6333	Remote Similarity	NPC322091
0.6333	Remote Similarity	NPC60672
0.6324	Remote Similarity	NPC81647
0.6308	Remote Similarity	NPC105297
0.6275	Remote Similarity	NPC63621
0.6271	Remote Similarity	NPC29950
0.6271	Remote Similarity	NPC471131
0.6271	Remote Similarity	NPC19576
0.625	Remote Similarity	NPC471129
0.625	Remote Similarity	NPC177191
0.625	Remote Similarity	NPC472595
0.625	Remote Similarity	NPC213876
0.625	Remote Similarity	NPC185755
0.625	Remote Similarity	NPC309658
0.6216	Remote Similarity	NPC191774
0.6182	Remote Similarity	NPC43264
0.6167	Remote Similarity	NPC317815
0.6167	Remote Similarity	NPC137327
0.6164	Remote Similarity	NPC476130
0.6164	Remote Similarity	NPC476324
0.6154	Remote Similarity	NPC18188
0.614	Remote Similarity	NPC181588
0.614	Remote Similarity	NPC204364
0.6122	Remote Similarity	NPC260324
0.6119	Remote Similarity	NPC128559
0.6119	Remote Similarity	NPC41429
0.6111	Remote Similarity	NPC43219
0.6104	Remote Similarity	NPC84128
0.6104	Remote Similarity	NPC53858
0.6102	Remote Similarity	NPC273330
0.6102	Remote Similarity	NPC137958
0.6087	Remote Similarity	NPC250953
0.6081	Remote Similarity	NPC472594
0.6027	Remote Similarity	NPC86064
0.6027	Remote Similarity	NPC327272
0.6	Remote Similarity	NPC133183
0.6	Remote Similarity	NPC200550
0.6	Remote Similarity	NPC155156
0.5976	Remote Similarity	NPC320057
0.5972	Remote Similarity	NPC55274
0.597	Remote Similarity	NPC57420
0.597	Remote Similarity	NPC145658
0.5968	Remote Similarity	NPC10915
0.5968	Remote Similarity	NPC102815
0.5968	Remote Similarity	NPC2801
0.5965	Remote Similarity	NPC198196
0.5962	Remote Similarity	NPC25237
0.5942	Remote Similarity	NPC118524
0.5938	Remote Similarity	NPC328447
0.5932	Remote Similarity	NPC17244
0.5909	Remote Similarity	NPC322206
0.5909	Remote Similarity	NPC118429
0.5882	Remote Similarity	NPC278881
0.5873	Remote Similarity	NPC313263
0.5857	Remote Similarity	NPC306696
0.5844	Remote Similarity	NPC157173
0.5833	Remote Similarity	NPC114990
0.5833	Remote Similarity	NPC214532
0.5833	Remote Similarity	NPC196007
0.5833	Remote Similarity	NPC76297
0.5818	Remote Similarity	NPC317691
0.5818	Remote Similarity	NPC219143
0.5818	Remote Similarity	NPC326808
0.5818	Remote Similarity	NPC254482
0.5818	Remote Similarity	NPC110533
0.5818	Remote Similarity	NPC226265
0.5806	Remote Similarity	NPC183845
0.5806	Remote Similarity	NPC279661
0.58	Remote Similarity	NPC328698
0.5789	Remote Similarity	NPC316242
0.5775	Remote Similarity	NPC474298
0.5775	Remote Similarity	NPC475808
0.5775	Remote Similarity	NPC473985
0.5775	Remote Similarity	NPC28348
0.5775	Remote Similarity	NPC474299
0.5738	Remote Similarity	NPC202525
0.5735	Remote Similarity	NPC226453
0.5735	Remote Similarity	NPC103130
0.5714	Remote Similarity	NPC315535
0.5714	Remote Similarity	NPC478017
0.5714	Remote Similarity	NPC276294
0.5714	Remote Similarity	NPC315131
0.5696	Remote Similarity	NPC246005
0.5694	Remote Similarity	NPC477642
0.5692	Remote Similarity	NPC11433
0.5692	Remote Similarity	NPC245346
0.5692	Remote Similarity	NPC302003

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 NPC321118 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	85
0.1-0.2	5017
0.2-0.3	3023
0.3-0.4	631
0.4-0.5	218
0.5-0.6	113
0.6-0.7	49
0.7-0.8	13
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
0.8163	Intermediate Similarity	NPD8798	Approved
0.7895	Intermediate Similarity	NPD9433	Approved
0.7885	Intermediate Similarity	NPD8614	Approved
0.7778	Intermediate Similarity	NPD9441	Phase 2
0.7424	Intermediate Similarity	NPD1825	Clinical (unspecified phase)
0.7407	Intermediate Similarity	NPD9018	Approved
0.7407	Intermediate Similarity	NPD9017	Approved
0.7321	Intermediate Similarity	NPD8785	Approved
0.7255	Intermediate Similarity	NPD8804	Approved
0.7255	Intermediate Similarity	NPD8805	Approved
0.7188	Intermediate Similarity	NPD1429	Clinical (unspecified phase)
0.7188	Intermediate Similarity	NPD886	Clinical (unspecified phase)
0.717	Intermediate Similarity	NPD8801	Approved
0.7143	Intermediate Similarity	NPD348	Approved
0.6981	Remote Similarity	NPD9658	Clinical (unspecified phase)
0.6964	Remote Similarity	NPD329	Discontinued
0.6923	Remote Similarity	NPD2263	Discontinued
0.6912	Remote Similarity	NPD1147	Phase 2
0.6897	Remote Similarity	NPD9419	Clinical (unspecified phase)
0.6818	Remote Similarity	NPD337	Discontinued
0.6818	Remote Similarity	NPD4241	Registered
0.6765	Remote Similarity	NPD2262	Clinical (unspecified phase)
0.6735	Remote Similarity	NPD8211	Approved
0.6735	Remote Similarity	NPD8210	Phase 3
0.6727	Remote Similarity	NPD379	Clinical (unspecified phase)
0.6716	Remote Similarity	NPD4242	Approved
0.6667	Remote Similarity	NPD6944	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD574	Approved
0.6607	Remote Similarity	NPD9214	Phase 3
0.6607	Remote Similarity	NPD8809	Approved
0.6607	Remote Similarity	NPD9213	Approved
0.6607	Remote Similarity	NPD8808	Approved
0.6567	Remote Similarity	NPD9452	Clinical (unspecified phase)
0.6567	Remote Similarity	NPD9451	Clinical (unspecified phase)
0.6562	Remote Similarity	NPD575	Clinical (unspecified phase)
0.6545	Remote Similarity	NPD8870	Approved
0.6491	Remote Similarity	NPD9016	Clinical (unspecified phase)
0.6491	Remote Similarity	NPD8624	Approved
0.6491	Remote Similarity	NPD8802	Approved
0.6491	Remote Similarity	NPD8803	Clinical (unspecified phase)
0.6491	Remote Similarity	NPD9044	Approved
0.6491	Remote Similarity	NPD9021	Approved
0.6471	Remote Similarity	NPD3724	Clinical (unspecified phase)
0.6452	Remote Similarity	NPD9023	Clinical (unspecified phase)
0.6447	Remote Similarity	NPD7643	Phase 1
0.6447	Remote Similarity	NPD4829	Discontinued
0.6441	Remote Similarity	NPD9204	Approved
0.6441	Remote Similarity	NPD9205	Approved
0.6441	Remote Similarity	NPD9420	Clinical (unspecified phase)
0.6364	Remote Similarity	NPD3733	Clinical (unspecified phase)
0.6364	Remote Similarity	NPD8610	Approved
0.6338	Remote Similarity	NPD366	Approved
0.6271	Remote Similarity	NPD8846	Approved
0.6271	Remote Similarity	NPD8847	Approved
0.6271	Remote Similarity	NPD61	Approved
0.625	Remote Similarity	NPD8982	Approved
0.6216	Remote Similarity	NPD4278	Clinical (unspecified phase)
0.6182	Remote Similarity	NPD8869	Approved
0.6154	Remote Similarity	NPD8623	Phase 1
0.614	Remote Similarity	NPD8810	Clinical (unspecified phase)
0.6129	Remote Similarity	NPD8980	Approved
0.6129	Remote Similarity	NPD8981	Clinical (unspecified phase)
0.6129	Remote Similarity	NPD9454	Approved
0.6129	Remote Similarity	NPD8979	Approved
0.6102	Remote Similarity	NPD8872	Phase 3
0.6102	Remote Similarity	NPD8871	Approved
0.6061	Remote Similarity	NPD9676	Phase 3
0.6034	Remote Similarity	NPD362	Phase 1
0.6032	Remote Similarity	NPD9425	Approved
0.6	Remote Similarity	NPD7760	Phase 2
0.6	Remote Similarity	NPD7759	Phase 2
0.6	Remote Similarity	NPD620	Approved
0.597	Remote Similarity	NPD364	Discontinued
0.5968	Remote Similarity	NPD1830	Clinical (unspecified phase)
0.5965	Remote Similarity	NPD9020	Approved
0.5942	Remote Similarity	NPD9231	Phase 3
0.5942	Remote Similarity	NPD9233	Phase 3
0.5942	Remote Similarity	NPD9232	Phase 2
0.5938	Remote Similarity	NPD9661	Approved
0.5932	Remote Similarity	NPD8946	Approved
0.5932	Remote Similarity	NPD9230	Discontinued
0.5932	Remote Similarity	NPD8947	Approved
0.5909	Remote Similarity	NPD9014	Approved
0.5902	Remote Similarity	NPD8849	Clinical (unspecified phase)
0.5902	Remote Similarity	NPD8851	Phase 1
0.5897	Remote Similarity	NPD1125	Discovery
0.5867	Remote Similarity	NPD2689	Clinical (unspecified phase)
0.5862	Remote Similarity	NPD8850	Approved
0.5818	Remote Similarity	NPD8214	Approved
0.5818	Remote Similarity	NPD8216	Approved
0.5818	Remote Similarity	NPD8609	Approved
0.5818	Remote Similarity	NPD8217	Clinical (unspecified phase)
0.5818	Remote Similarity	NPD8215	Approved
0.5789	Remote Similarity	NPD397	Phase 2
0.5775	Remote Similarity	NPD1815	Discontinued
0.5763	Remote Similarity	NPD8873	Approved
0.5735	Remote Similarity	NPD9045	Approved
0.5735	Remote Similarity	NPD9047	Approved
0.5735	Remote Similarity	NPD1151	Approved
0.5735	Remote Similarity	NPD9046	Phase 3
0.5735	Remote Similarity	NPD9048	Approved
0.5733	Remote Similarity	NPD1453	Phase 1
0.5732	Remote Similarity	NPD3176	Clinical (unspecified phase)
0.5714	Remote Similarity	NPD8842	Clinical (unspecified phase)
0.5714	Remote Similarity	NPD7917	Clinical (unspecified phase)
0.5714	Remote Similarity	NPD7918	Clinical (unspecified phase)
0.5714	Remote Similarity	NPD8794	Clinical (unspecified phase)
0.5714	Remote Similarity	NPD8613	Approved
0.5714	Remote Similarity	NPD9421	Phase 1
0.5692	Remote Similarity	NPD8865	Approved
0.5667	Remote Similarity	NPD2265	Approved
0.5667	Remote Similarity	NPD2264	Approved
0.5652	Remote Similarity	NPD6438	Approved
0.5652	Remote Similarity	NPD6437	Approved
0.5645	Remote Similarity	NPD9386	Approved
0.5632	Remote Similarity	NPD573	Clinical (unspecified phase)
0.5616	Remote Similarity	NPD5382	Phase 2
0.5614	Remote Similarity	NPD9019	Approved
0.5606	Remote Similarity	NPD9670	Phase 2
0.5606	Remote Similarity	NPD9671	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