NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	188.12
Volume:	190.016
LogP:	-2.453
LogD:	-1.454
LogS:	-0.828
# Rotatable Bonds:	7
TPSA:	92.42
# H-Bond Aceptor:	5
# H-Bond Donor:	4
# Rings:	0
# Heavy Atoms:	5

MedChem Properties

QED Drug-Likeness Score:	0.499
Synthetic Accessibility Score:	2.352
Fsp3:	0.75
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:	-6.236
MDCK Permeability:	0.002226339653134346
Pgp-inhibitor:	0.016
Pgp-substrate:	0.022
Human Intestinal Absorption (HIA):	0.613
20% Bioavailability (F20%):	0.034
30% Bioavailability (F30%):	0.019

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.717
Plasma Protein Binding (PPB):	6.933123588562012%
Volume Distribution (VD):	0.551
Pgp-substrate:	92.05924224853516%

ADMET: Metabolism

CYP1A2-inhibitor:	0.005
CYP1A2-substrate:	0.069
CYP2C19-inhibitor:	0.024
CYP2C19-substrate:	0.053
CYP2C9-inhibitor:	0.019
CYP2C9-substrate:	0.386
CYP2D6-inhibitor:	0.004
CYP2D6-substrate:	0.164
CYP3A4-inhibitor:	0.006
CYP3A4-substrate:	0.024

ADMET: Excretion

Clearance (CL):	2.135
Half-life (T1/2):	0.634

ADMET: Toxicity

hERG Blockers:	0.011
Human Hepatotoxicity (H-HT):	0.081
Drug-inuced Liver Injury (DILI):	0.027
AMES Toxicity:	0.096
Rat Oral Acute Toxicity:	0.009
Maximum Recommended Daily Dose:	0.014
Skin Sensitization:	0.247
Carcinogencity:	0.106
Eye Corrosion:	0.004
Eye Irritation:	0.081
Respiratory Toxicity:	0.12

Download Data

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

Natural Product: NPC189301

Natural Product ID:	NPC189301
*Common Name:**	N2-Acetyl-L-Lysine
IUPAC Name:	(2S)-2-acetamido-6-aminohexanoic acid
Synonyms:
Standard InCHIKey:	VEYYWZRYIYDQJM-ZETCQYMHSA-N
Standard InCHI:	InChI=1S/C8H16N2O3/c1-6(11)10-7(8(12)13)4-2-3-5-9/h7H,2-5,9H2,1H3,(H,10,11)(H,12,13)/t7-/m0/s1
SMILES:	CC(=N[C@H](C(=O)O)CCCCN)O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL1241437
PubChem CID:	92907 6992697
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:0001189] N-acyl-alpha amino acids and derivatives [CHEMONTID:0002402] N-acyl-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

☑ 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
Kd	1
MIC	1
Others	1

Activity Type	# Activity
Organism	1
Uncleic Acid	2

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT317	Uncleic Acid	Nucleic Acid	""	Kd	>	1000000.0	nM	PMID[567367]
NPT317	Uncleic Acid	Nucleic Acid	""	INH	=	46.0	Miller_unit	PMID[567367]
NPT2709	Organism	Bacillus subtilis subsp. subtilis str. 168	Bacillus subtilis subsp. subtilis str. 168	MIC	>	5000000.0	nM	PMID[567367]

☑ 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 NPC189301 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	151
0.1-0.2	21900
0.2-0.3	16517
0.3-0.4	2924
0.4-0.5	716
0.5-0.6	303
0.6-0.7	115
0.7-0.8	50
0.8-0.85	13
0.85-0.9	4
0.9-0.95	1
0.95-1	3

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC176164
0.9815	High Similarity	NPC254541
0.9455	High Similarity	NPC320598
0.875	High Similarity	NPC278209
0.8491	Intermediate Similarity	NPC316231
0.8491	Intermediate Similarity	NPC324825
0.8491	Intermediate Similarity	NPC112890
0.8448	Intermediate Similarity	NPC317143
0.8448	Intermediate Similarity	NPC327748
0.8448	Intermediate Similarity	NPC321468
0.8448	Intermediate Similarity	NPC316826
0.8421	Intermediate Similarity	NPC317147
0.8421	Intermediate Similarity	NPC318260
0.8305	Intermediate Similarity	NPC327170
0.8305	Intermediate Similarity	NPC329564
0.8246	Intermediate Similarity	NPC38463
0.8136	Intermediate Similarity	NPC321536
0.803	Intermediate Similarity	NPC315897
0.8	Intermediate Similarity	NPC143722
0.7931	Intermediate Similarity	NPC325985
0.7895	Intermediate Similarity	NPC316889
0.7895	Intermediate Similarity	NPC321118
0.7759	Intermediate Similarity	NPC322573
0.7736	Intermediate Similarity	NPC118459
0.7736	Intermediate Similarity	NPC327698
0.7719	Intermediate Similarity	NPC197087
0.7719	Intermediate Similarity	NPC190184
0.7636	Intermediate Similarity	NPC140872
0.7636	Intermediate Similarity	NPC93081
0.7619	Intermediate Similarity	NPC315744
0.7593	Intermediate Similarity	NPC297220
0.7586	Intermediate Similarity	NPC279661
0.7586	Intermediate Similarity	NPC183845
0.7547	Intermediate Similarity	NPC323974
0.7544	Intermediate Similarity	NPC322946
0.75	Intermediate Similarity	NPC328378
0.75	Intermediate Similarity	NPC174304
0.75	Intermediate Similarity	NPC325597
0.75	Intermediate Similarity	NPC278881
0.7368	Intermediate Similarity	NPC50457
0.7344	Intermediate Similarity	NPC289691
0.7344	Intermediate Similarity	NPC57420
0.7258	Intermediate Similarity	NPC268927
0.7258	Intermediate Similarity	NPC64250
0.7258	Intermediate Similarity	NPC276928
0.7193	Intermediate Similarity	NPC174246
0.7193	Intermediate Similarity	NPC43204
0.7193	Intermediate Similarity	NPC226027
0.7193	Intermediate Similarity	NPC84636
0.7193	Intermediate Similarity	NPC162620
0.7193	Intermediate Similarity	NPC245027
0.7193	Intermediate Similarity	NPC62045
0.7167	Intermediate Similarity	NPC327831
0.7164	Intermediate Similarity	NPC319046
0.7143	Intermediate Similarity	NPC68974
0.7143	Intermediate Similarity	NPC321419
0.7121	Intermediate Similarity	NPC470108
0.7119	Intermediate Similarity	NPC263065
0.7119	Intermediate Similarity	NPC189178
0.7101	Intermediate Similarity	NPC328457
0.7059	Intermediate Similarity	NPC126779
0.7018	Intermediate Similarity	NPC153370
0.7015	Intermediate Similarity	NPC470109
0.6981	Remote Similarity	NPC326992
0.6981	Remote Similarity	NPC121517
0.6981	Remote Similarity	NPC168375
0.6923	Remote Similarity	NPC327252
0.6912	Remote Similarity	NPC470110
0.6812	Remote Similarity	NPC133183
0.6786	Remote Similarity	NPC329263
0.678	Remote Similarity	NPC319110
0.678	Remote Similarity	NPC137958
0.678	Remote Similarity	NPC329181
0.678	Remote Similarity	NPC273330
0.6769	Remote Similarity	NPC118429
0.6769	Remote Similarity	NPC477644
0.6761	Remote Similarity	NPC55274
0.6727	Remote Similarity	NPC167986
0.6727	Remote Similarity	NPC276294
0.6727	Remote Similarity	NPC291186
0.6667	Remote Similarity	NPC155512
0.6667	Remote Similarity	NPC29950
0.6667	Remote Similarity	NPC19576
0.6613	Remote Similarity	NPC2801
0.6607	Remote Similarity	NPC126925
0.6607	Remote Similarity	NPC132307
0.6607	Remote Similarity	NPC325097
0.6571	Remote Similarity	NPC472579
0.6567	Remote Similarity	NPC103130
0.6567	Remote Similarity	NPC226453
0.6562	Remote Similarity	NPC11433
0.6562	Remote Similarity	NPC302003
0.6562	Remote Similarity	NPC245346
0.6557	Remote Similarity	NPC329495
0.6533	Remote Similarity	NPC37681
0.6522	Remote Similarity	NPC314221
0.6522	Remote Similarity	NPC60424
0.65	Remote Similarity	NPC125736
0.65	Remote Similarity	NPC327239
0.65	Remote Similarity	NPC319175
0.6494	Remote Similarity	NPC314466
0.6479	Remote Similarity	NPC477642
0.6479	Remote Similarity	NPC478256
0.6441	Remote Similarity	NPC227850
0.6438	Remote Similarity	NPC476248
0.6429	Remote Similarity	NPC107224
0.6415	Remote Similarity	NPC69179
0.6377	Remote Similarity	NPC327985
0.6364	Remote Similarity	NPC53449
0.6364	Remote Similarity	NPC66043
0.6338	Remote Similarity	NPC15864
0.6338	Remote Similarity	NPC322274
0.6324	Remote Similarity	NPC145658
0.6316	Remote Similarity	NPC198301
0.6308	Remote Similarity	NPC190385
0.6308	Remote Similarity	NPC319279
0.6301	Remote Similarity	NPC477643
0.6301	Remote Similarity	NPC477641
0.6301	Remote Similarity	NPC320865
0.6286	Remote Similarity	NPC222327
0.6286	Remote Similarity	NPC118524
0.6286	Remote Similarity	NPC188231
0.6271	Remote Similarity	NPC136159
0.6271	Remote Similarity	NPC101249
0.6226	Remote Similarity	NPC21290
0.6226	Remote Similarity	NPC116709
0.6226	Remote Similarity	NPC272614
0.6212	Remote Similarity	NPC476537
0.6212	Remote Similarity	NPC216415
0.6197	Remote Similarity	NPC81647
0.6143	Remote Similarity	NPC325534
0.6133	Remote Similarity	NPC327272
0.6119	Remote Similarity	NPC177191
0.6111	Remote Similarity	NPC473985
0.6111	Remote Similarity	NPC474298
0.6111	Remote Similarity	NPC28348
0.6111	Remote Similarity	NPC474299
0.6111	Remote Similarity	NPC475808
0.6104	Remote Similarity	NPC191774
0.6104	Remote Similarity	NPC316242
0.6102	Remote Similarity	NPC306238
0.6102	Remote Similarity	NPC49952
0.6102	Remote Similarity	NPC248970
0.6102	Remote Similarity	NPC136476
0.6081	Remote Similarity	NPC185084
0.6071	Remote Similarity	NPC326212
0.6071	Remote Similarity	NPC237525
0.6066	Remote Similarity	NPC270805
0.6066	Remote Similarity	NPC193989
0.6066	Remote Similarity	NPC93888
0.6066	Remote Similarity	NPC152451
0.6066	Remote Similarity	NPC170739
0.6032	Remote Similarity	NPC474322
0.6029	Remote Similarity	NPC302188
0.6029	Remote Similarity	NPC314510
0.6026	Remote Similarity	NPC315131
0.6026	Remote Similarity	NPC315535
0.6026	Remote Similarity	NPC478017
0.6023	Remote Similarity	NPC117829
0.6	Remote Similarity	NPC43219
0.6	Remote Similarity	NPC84128
0.6	Remote Similarity	NPC18188
0.6	Remote Similarity	NPC53858
0.6	Remote Similarity	NPC320221
0.6	Remote Similarity	NPC472609
0.5968	Remote Similarity	NPC315977
0.5949	Remote Similarity	NPC157173
0.5946	Remote Similarity	NPC306973
0.5938	Remote Similarity	NPC60672
0.5938	Remote Similarity	NPC322091
0.5938	Remote Similarity	NPC270041
0.5932	Remote Similarity	NPC208793
0.5932	Remote Similarity	NPC285322
0.5921	Remote Similarity	NPC86064
0.5915	Remote Similarity	NPC287693
0.5902	Remote Similarity	NPC121062
0.5902	Remote Similarity	NPC29222
0.5902	Remote Similarity	NPC180402
0.5902	Remote Similarity	NPC96966
0.5902	Remote Similarity	NPC87359
0.5893	Remote Similarity	NPC327250
0.5873	Remote Similarity	NPC471131
0.5873	Remote Similarity	NPC155156
0.5873	Remote Similarity	NPC200550
0.5854	Remote Similarity	NPC199072
0.5833	Remote Similarity	NPC185755
0.5833	Remote Similarity	NPC309658
0.5833	Remote Similarity	NPC135539
0.5833	Remote Similarity	NPC196359
0.5833	Remote Similarity	NPC221764
0.5833	Remote Similarity	NPC213876
0.5833	Remote Similarity	NPC78312
0.5818	Remote Similarity	NPC63621
0.5811	Remote Similarity	NPC476291
0.5811	Remote Similarity	NPC476285
0.5806	Remote Similarity	NPC80350
0.5806	Remote Similarity	NPC17244
0.5789	Remote Similarity	NPC208657
0.5781	Remote Similarity	NPC123814
0.5781	Remote Similarity	NPC317815

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 NPC189301 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	58
0.1-0.2	3845
0.2-0.3	3929
0.3-0.4	855
0.4-0.5	271
0.5-0.6	115
0.6-0.7	56
0.7-0.8	16
0.8-0.85	3
0.85-0.9	2
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.8491	Intermediate Similarity	NPD9044	Approved
0.8491	Intermediate Similarity	NPD9016	Clinical (unspecified phase)
0.8276	Intermediate Similarity	NPD9433	Approved
0.8254	Intermediate Similarity	NPD9451	Clinical (unspecified phase)
0.803	Intermediate Similarity	NPD6944	Clinical (unspecified phase)
0.803	Intermediate Similarity	NPD1825	Clinical (unspecified phase)
0.7719	Intermediate Similarity	NPD8785	Approved
0.7636	Intermediate Similarity	NPD8809	Approved
0.7636	Intermediate Similarity	NPD8808	Approved
0.7547	Intermediate Similarity	NPD9019	Approved
0.7544	Intermediate Similarity	NPD9441	Phase 2
0.7538	Intermediate Similarity	NPD1429	Clinical (unspecified phase)
0.7538	Intermediate Similarity	NPD886	Clinical (unspecified phase)
0.75	Intermediate Similarity	NPD348	Approved
0.7353	Intermediate Similarity	NPD2262	Clinical (unspecified phase)
0.7246	Intermediate Similarity	NPD1147	Phase 2
0.7193	Intermediate Similarity	NPD9017	Approved
0.7193	Intermediate Similarity	NPD9018	Approved
0.7164	Intermediate Similarity	NPD4241	Registered
0.7164	Intermediate Similarity	NPD337	Discontinued
0.7119	Intermediate Similarity	NPD9204	Approved
0.7119	Intermediate Similarity	NPD9205	Approved
0.7059	Intermediate Similarity	NPD4242	Approved
0.7049	Intermediate Similarity	NPD9454	Approved
0.7031	Intermediate Similarity	NPD574	Approved
0.7018	Intermediate Similarity	NPD8614	Approved
0.6923	Remote Similarity	NPD575	Clinical (unspecified phase)
0.6923	Remote Similarity	NPD9676	Phase 3
0.6901	Remote Similarity	NPD366	Approved
0.678	Remote Similarity	NPD8871	Approved
0.678	Remote Similarity	NPD8872	Phase 3
0.6769	Remote Similarity	NPD9014	Approved
0.6765	Remote Similarity	NPD9233	Phase 3
0.6765	Remote Similarity	NPD9232	Phase 2
0.6765	Remote Similarity	NPD9231	Phase 3
0.6727	Remote Similarity	NPD8804	Approved
0.6727	Remote Similarity	NPD8805	Approved
0.6667	Remote Similarity	NPD61	Approved
0.6667	Remote Similarity	NPD8847	Approved
0.6667	Remote Similarity	NPD8846	Approved
0.6607	Remote Similarity	NPD8798	Approved
0.6567	Remote Similarity	NPD9047	Approved
0.6567	Remote Similarity	NPD9045	Approved
0.6567	Remote Similarity	NPD9048	Approved
0.6567	Remote Similarity	NPD9046	Phase 3
0.6562	Remote Similarity	NPD8865	Approved
0.6557	Remote Similarity	NPD8851	Phase 1
0.6538	Remote Similarity	NPD4829	Discontinued
0.6522	Remote Similarity	NPD2263	Discontinued
0.6522	Remote Similarity	NPD9421	Phase 1
0.6508	Remote Similarity	NPD8980	Approved
0.6508	Remote Similarity	NPD8981	Clinical (unspecified phase)
0.6508	Remote Similarity	NPD8979	Approved
0.65	Remote Similarity	NPD329	Discontinued
0.6338	Remote Similarity	NPD3724	Clinical (unspecified phase)
0.6316	Remote Similarity	NPD3160	Suspended
0.6308	Remote Similarity	NPD9438	Approved
0.6308	Remote Similarity	NPD9439	Approved
0.6308	Remote Similarity	NPD9023	Clinical (unspecified phase)
0.6301	Remote Similarity	NPD2256	Clinical (unspecified phase)
0.6271	Remote Similarity	NPD8866	Approved
0.6271	Remote Similarity	NPD8867	Approved
0.6226	Remote Similarity	NPD8211	Approved
0.6226	Remote Similarity	NPD8210	Phase 3
0.6207	Remote Similarity	NPD9658	Clinical (unspecified phase)
0.6197	Remote Similarity	NPD9452	Clinical (unspecified phase)
0.619	Remote Similarity	NPD630	Approved
0.619	Remote Similarity	NPD631	Approved
0.619	Remote Similarity	NPD9419	Clinical (unspecified phase)
0.6167	Remote Similarity	NPD362	Phase 1
0.6164	Remote Similarity	NPD5382	Phase 2
0.6143	Remote Similarity	NPD8952	Approved
0.6133	Remote Similarity	NPD632	Discontinued
0.6125	Remote Similarity	NPD7643	Phase 1
0.6118	Remote Similarity	NPD4261	Phase 1
0.6111	Remote Similarity	NPD620	Approved
0.6104	Remote Similarity	NPD4278	Clinical (unspecified phase)
0.6102	Remote Similarity	NPD8870	Approved
0.6102	Remote Similarity	NPD8801	Approved
0.6092	Remote Similarity	NPD573	Clinical (unspecified phase)
0.6066	Remote Similarity	NPD8624	Approved
0.6066	Remote Similarity	NPD8947	Approved
0.6066	Remote Similarity	NPD8803	Clinical (unspecified phase)
0.6066	Remote Similarity	NPD9021	Approved
0.6066	Remote Similarity	NPD8946	Approved
0.6066	Remote Similarity	NPD8802	Approved
0.6056	Remote Similarity	NPD8842	Clinical (unspecified phase)
0.6049	Remote Similarity	NPD3733	Clinical (unspecified phase)
0.6047	Remote Similarity	NPD1749	Approved
0.6047	Remote Similarity	NPD6699	Clinical (unspecified phase)
0.6029	Remote Similarity	NPD9656	Approved
0.6026	Remote Similarity	NPD617	Approved
0.6026	Remote Similarity	NPD7917	Clinical (unspecified phase)
0.6026	Remote Similarity	NPD7918	Clinical (unspecified phase)
0.6024	Remote Similarity	NPD3176	Clinical (unspecified phase)
0.6	Remote Similarity	NPD379	Clinical (unspecified phase)
0.6	Remote Similarity	NPD8850	Approved
0.6	Remote Similarity	NPD9217	Clinical (unspecified phase)
0.6	Remote Similarity	NPD1125	Discovery
0.6	Remote Similarity	NPD8623	Phase 1
0.5946	Remote Similarity	NPD9446	Approved
0.5932	Remote Similarity	NPD8610	Approved
0.5915	Remote Similarity	NPD9201	Clinical (unspecified phase)
0.5904	Remote Similarity	NPD7760	Phase 2
0.5904	Remote Similarity	NPD7759	Phase 2
0.5889	Remote Similarity	NPD842	Phase 3
0.5854	Remote Similarity	NPD326	Approved
0.5846	Remote Similarity	NPD8971	Approved
0.5833	Remote Similarity	NPD8982	Approved
0.5833	Remote Similarity	NPD8868	Approved
0.5833	Remote Similarity	NPD375	Phase 2
0.5811	Remote Similarity	NPD2220	Clinical (unspecified phase)
0.5806	Remote Similarity	NPD9230	Discontinued
0.5802	Remote Similarity	NPD2683	Discontinued
0.5781	Remote Similarity	NPD3215	Phase 1
0.5778	Remote Similarity	NPD6428	Approved
0.5775	Remote Similarity	NPD6438	Approved
0.5775	Remote Similarity	NPD6437	Approved
0.5738	Remote Similarity	NPD8810	Clinical (unspecified phase)
0.5738	Remote Similarity	NPD8973	Approved
0.5738	Remote Similarity	NPD8972	Approved
0.573	Remote Similarity	NPD8394	Approved
0.5714	Remote Similarity	NPD3214	Discontinued
0.569	Remote Similarity	NPD9227	Discontinued
0.5672	Remote Similarity	NPD9425	Approved
0.5652	Remote Similarity	NPD4825	Clinical (unspecified phase)
0.5652	Remote Similarity	NPD1155	Discontinued
0.5645	Remote Similarity	NPD9214	Phase 3
0.5645	Remote Similarity	NPD9213	Approved
0.5632	Remote Similarity	NPD3716	Discontinued
0.5614	Remote Similarity	NPD9448	Phase 2
0.5614	Remote Similarity	NPD633	Phase 3
0.561	Remote Similarity	NPD1448	Clinical (unspecified phase)
0.5606	Remote Similarity	NPD1830	Clinical (unspecified phase)

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