NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	180.05
Volume:	173.55
LogP:	-0.91
LogD:	-1.359
LogS:	-1.087
# Rotatable Bonds:	4
TPSA:	79.29
# H-Bond Aceptor:	5
# H-Bond Donor:	2
# Rings:	1
# Heavy Atoms:	5

MedChem Properties

QED Drug-Likeness Score:	0.68
Synthetic Accessibility Score:	1.712
Fsp3:	0.125
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:	-5.47
MDCK Permeability:	4.566154984786408e-06
Pgp-inhibitor:	0.001
Pgp-substrate:	0.002
Human Intestinal Absorption (HIA):	0.021
20% Bioavailability (F20%):	0.003
30% Bioavailability (F30%):	0.003

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.461
Plasma Protein Binding (PPB):	15.258232116699219%
Volume Distribution (VD):	0.294
Pgp-substrate:	80.92115783691406%

ADMET: Metabolism

CYP1A2-inhibitor:	0.023
CYP1A2-substrate:	0.088
CYP2C19-inhibitor:	0.033
CYP2C19-substrate:	0.057
CYP2C9-inhibitor:	0.015
CYP2C9-substrate:	0.821
CYP2D6-inhibitor:	0.006
CYP2D6-substrate:	0.191
CYP3A4-inhibitor:	0.013
CYP3A4-substrate:	0.039

ADMET: Excretion

Clearance (CL):	2.639
Half-life (T1/2):	0.674

ADMET: Toxicity

hERG Blockers:	0.041
Human Hepatotoxicity (H-HT):	0.039
Drug-inuced Liver Injury (DILI):	0.927
AMES Toxicity:	0.017
Rat Oral Acute Toxicity:	0.018
Maximum Recommended Daily Dose:	0.022
Skin Sensitization:	0.389
Carcinogencity:	0.058
Eye Corrosion:	0.004
Eye Irritation:	0.167
Respiratory Toxicity:	0.046

Download Data

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

Natural Product: NPC29702

Natural Product ID:	NPC29702
*Common Name:**	Nicotinuric Acid
IUPAC Name:	2-(pyridine-3-carbonylamino)acetic acid
Synonyms:	Nicotinuric Acid
Standard InCHIKey:	ZBSGKPYXQINNGF-UHFFFAOYSA-N
Standard InCHI:	InChI=1S/C8H8N2O3/c11-7(12)5-10-8(13)6-2-1-3-9-4-6/h1-4H,5H2,(H,10,13)(H,11,12)
SMILES:	OC(=O)CN=C(c1cccnc1)O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL458725
PubChem CID:	68499
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
Others	4

Activity Type	# Activity
Individual Protein	4

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT2226	Individual Protein	Peptidyl-glycine alpha-amidating monooxygenase	Rattus norvegicus	Km	=	1900000.0	nM	PMID[490700]
NPT2226	Individual Protein	Peptidyl-glycine alpha-amidating monooxygenase	Rattus norvegicus	Vmax(app)	=	8.0	/s	PMID[490700]
NPT2226	Individual Protein	Peptidyl-glycine alpha-amidating monooxygenase	Rattus norvegicus	Ratio	=	4.2	10'3/M/s	PMID[490700]
NPT2226	Individual Protein	Peptidyl-glycine alpha-amidating monooxygenase	Rattus norvegicus	Activity	=	0.7	n.a.	PMID[490700]

☑ 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 NPC29702 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	324
0.1-0.2	7086
0.2-0.3	13189
0.3-0.4	14539
0.4-0.5	4128
0.5-0.6	2566
0.6-0.7	770
0.7-0.8	75
0.8-0.85	12
0.85-0.9	5
0.9-0.95	2
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
0.9225	High Similarity	NPC212125
0.9077	High Similarity	NPC306397
0.8931	High Similarity	NPC165370
0.8824	High Similarity	NPC328029
0.8723	High Similarity	NPC167400
0.8493	Intermediate Similarity	NPC312860
0.8489	Intermediate Similarity	NPC114310
0.8435	Intermediate Similarity	NPC263455
0.8392	Intermediate Similarity	NPC471323
0.8333	Intermediate Similarity	NPC322488
0.8264	Intermediate Similarity	NPC230085
0.8264	Intermediate Similarity	NPC159630
0.8146	Intermediate Similarity	NPC113812
0.8121	Intermediate Similarity	NPC107287
0.8095	Intermediate Similarity	NPC112741
0.8088	Intermediate Similarity	NPC151489
0.8079	Intermediate Similarity	NPC138018
0.8	Intermediate Similarity	NPC41717
0.7971	Intermediate Similarity	NPC471313
0.7971	Intermediate Similarity	NPC471311
0.7962	Intermediate Similarity	NPC273532
0.7929	Intermediate Similarity	NPC315320
0.7905	Intermediate Similarity	NPC302159
0.7778	Intermediate Similarity	NPC317010
0.7746	Intermediate Similarity	NPC324611
0.7744	Intermediate Similarity	NPC207851
0.7722	Intermediate Similarity	NPC319456
0.7707	Intermediate Similarity	NPC471178
0.7702	Intermediate Similarity	NPC476419
0.7674	Intermediate Similarity	NPC76540
0.7643	Intermediate Similarity	NPC97367
0.7634	Intermediate Similarity	NPC27802
0.7622	Intermediate Similarity	NPC256893
0.7622	Intermediate Similarity	NPC174421
0.7568	Intermediate Similarity	NPC318935
0.7547	Intermediate Similarity	NPC98187
0.7532	Intermediate Similarity	NPC473057
0.7483	Intermediate Similarity	NPC471312
0.7468	Intermediate Similarity	NPC471177
0.7468	Intermediate Similarity	NPC124542
0.7468	Intermediate Similarity	NPC59779
0.7438	Intermediate Similarity	NPC108469
0.7429	Intermediate Similarity	NPC290094
0.7388	Intermediate Similarity	NPC235843
0.7372	Intermediate Similarity	NPC297486
0.7372	Intermediate Similarity	NPC240136
0.7372	Intermediate Similarity	NPC471402
0.7372	Intermediate Similarity	NPC63562
0.7344	Intermediate Similarity	NPC83987
0.7319	Intermediate Similarity	NPC91958
0.7301	Intermediate Similarity	NPC249614
0.7296	Intermediate Similarity	NPC63338
0.7296	Intermediate Similarity	NPC324203
0.7296	Intermediate Similarity	NPC131718
0.7296	Intermediate Similarity	NPC322976
0.7289	Intermediate Similarity	NPC164340
0.7286	Intermediate Similarity	NPC182570
0.7286	Intermediate Similarity	NPC48564
0.7286	Intermediate Similarity	NPC265605
0.7278	Intermediate Similarity	NPC132680
0.7278	Intermediate Similarity	NPC212742
0.7278	Intermediate Similarity	NPC269919
0.7273	Intermediate Similarity	NPC169625
0.7273	Intermediate Similarity	NPC477974
0.7273	Intermediate Similarity	NPC202957
0.7261	Intermediate Similarity	NPC33229
0.726	Intermediate Similarity	NPC471322
0.7208	Intermediate Similarity	NPC220523
0.7194	Intermediate Similarity	NPC143603
0.7172	Intermediate Similarity	NPC89490
0.7172	Intermediate Similarity	NPC471589
0.716	Intermediate Similarity	NPC477975
0.7143	Intermediate Similarity	NPC71079
0.7133	Intermediate Similarity	NPC27740
0.7133	Intermediate Similarity	NPC65408
0.7133	Intermediate Similarity	NPC476322
0.7123	Intermediate Similarity	NPC329896
0.7123	Intermediate Similarity	NPC475105
0.7123	Intermediate Similarity	NPC475090
0.7108	Intermediate Similarity	NPC203468
0.7108	Intermediate Similarity	NPC110500
0.7108	Intermediate Similarity	NPC149155
0.7099	Intermediate Similarity	NPC102423
0.7099	Intermediate Similarity	NPC474217
0.7099	Intermediate Similarity	NPC162268
0.7099	Intermediate Similarity	NPC263439
0.7099	Intermediate Similarity	NPC211187
0.7097	Intermediate Similarity	NPC161292
0.7091	Intermediate Similarity	NPC253810
0.7091	Intermediate Similarity	NPC302647
0.7083	Intermediate Similarity	NPC146373
0.7083	Intermediate Similarity	NPC166424
0.7083	Intermediate Similarity	NPC245244
0.7081	Intermediate Similarity	NPC25899
0.7066	Intermediate Similarity	NPC150048
0.7066	Intermediate Similarity	NPC203754
0.7066	Intermediate Similarity	NPC267885
0.7056	Intermediate Similarity	NPC57398
0.7055	Intermediate Similarity	NPC85918
0.7052	Intermediate Similarity	NPC44354
0.7039	Intermediate Similarity	NPC85443
0.7037	Intermediate Similarity	NPC48192
0.703	Intermediate Similarity	NPC314940
0.703	Intermediate Similarity	NPC473764
0.703	Intermediate Similarity	NPC256828
0.7025	Intermediate Similarity	NPC153769
0.7015	Intermediate Similarity	NPC231655
0.7012	Intermediate Similarity	NPC278366
0.7012	Intermediate Similarity	NPC127730
0.7006	Intermediate Similarity	NPC469938
0.6982	Remote Similarity	NPC126709
0.6982	Remote Similarity	NPC248041
0.6982	Remote Similarity	NPC283219
0.698	Remote Similarity	NPC330326
0.6975	Remote Similarity	NPC322644
0.697	Remote Similarity	NPC78020
0.6959	Remote Similarity	NPC48938
0.6957	Remote Similarity	NPC129721
0.6949	Remote Similarity	NPC146724
0.6944	Remote Similarity	NPC46358
0.6944	Remote Similarity	NPC315491
0.6944	Remote Similarity	NPC45459
0.6937	Remote Similarity	NPC209362
0.6927	Remote Similarity	NPC474916
0.6923	Remote Similarity	NPC159856
0.6923	Remote Similarity	NPC111275
0.6919	Remote Similarity	NPC284559
0.6914	Remote Similarity	NPC83111
0.6914	Remote Similarity	NPC84508
0.6897	Remote Similarity	NPC278434
0.6892	Remote Similarity	NPC476131
0.6886	Remote Similarity	NPC158129
0.6879	Remote Similarity	NPC295158
0.6879	Remote Similarity	NPC318020
0.6875	Remote Similarity	NPC329825
0.6872	Remote Similarity	NPC156704
0.6871	Remote Similarity	NPC279918
0.686	Remote Similarity	NPC327373
0.686	Remote Similarity	NPC325093
0.6857	Remote Similarity	NPC472289
0.6854	Remote Similarity	NPC135950
0.6852	Remote Similarity	NPC213914
0.6846	Remote Similarity	NPC282398
0.6846	Remote Similarity	NPC69914
0.6845	Remote Similarity	NPC313791
0.6845	Remote Similarity	NPC477976
0.6842	Remote Similarity	NPC52831
0.6842	Remote Similarity	NPC325705
0.6839	Remote Similarity	NPC60553
0.6835	Remote Similarity	NPC105811
0.6833	Remote Similarity	NPC59033
0.6829	Remote Similarity	NPC282231
0.6824	Remote Similarity	NPC96890
0.6815	Remote Similarity	NPC467188
0.681	Remote Similarity	NPC230869
0.6802	Remote Similarity	NPC71037
0.68	Remote Similarity	NPC46580
0.68	Remote Similarity	NPC101165
0.6798	Remote Similarity	NPC103230
0.6796	Remote Similarity	NPC123395
0.6796	Remote Similarity	NPC103361
0.6792	Remote Similarity	NPC288445
0.6786	Remote Similarity	NPC252590
0.6782	Remote Similarity	NPC314002
0.6782	Remote Similarity	NPC311282
0.6778	Remote Similarity	NPC90229
0.6778	Remote Similarity	NPC329024
0.6763	Remote Similarity	NPC220765
0.6763	Remote Similarity	NPC322043
0.6761	Remote Similarity	NPC182814
0.676	Remote Similarity	NPC20593
0.6757	Remote Similarity	NPC309498
0.675	Remote Similarity	NPC105818
0.675	Remote Similarity	NPC24678
0.6748	Remote Similarity	NPC116573
0.6743	Remote Similarity	NPC235684
0.6743	Remote Similarity	NPC62749
0.674	Remote Similarity	NPC317672
0.674	Remote Similarity	NPC212213
0.6739	Remote Similarity	NPC143325
0.6738	Remote Similarity	NPC84268
0.6725	Remote Similarity	NPC145885
0.6725	Remote Similarity	NPC84827
0.6725	Remote Similarity	NPC14113
0.6725	Remote Similarity	NPC184964
0.6724	Remote Similarity	NPC204717
0.6722	Remote Similarity	NPC109922
0.6714	Remote Similarity	NPC473901
0.6711	Remote Similarity	NPC313823
0.671	Remote Similarity	NPC280853
0.6709	Remote Similarity	NPC314372
0.6708	Remote Similarity	NPC70406
0.6707	Remote Similarity	NPC54988
0.6707	Remote Similarity	NPC49954
0.6707	Remote Similarity	NPC474561
0.6707	Remote Similarity	NPC160105
0.6705	Remote Similarity	NPC328798
0.6703	Remote Similarity	NPC12944
0.6703	Remote Similarity	NPC472259
0.6703	Remote Similarity	NPC25442

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 NPC29702 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	168
0.1-0.2	777
0.2-0.3	850
0.3-0.4	1636
0.4-0.5	3334
0.5-0.6	1838
0.6-0.7	470
0.7-0.8	67
0.8-0.85	3
0.85-0.9	4
0.9-0.95	3
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.9545	High Similarity	NPD203	Clinical (unspecified phase)
0.9225	High Similarity	NPD9284	Approved
0.9077	High Similarity	NPD9080	Approved
0.9037	High Similarity	NPD9506	Approved
0.8723	High Similarity	NPD9075	Approved
0.8723	High Similarity	NPD9074	Approved
0.8705	High Similarity	NPD1649	Discontinued
0.8521	High Similarity	NPD1352	Discontinued
0.844	Intermediate Similarity	NPD107	Approved
0.8392	Intermediate Similarity	NPD3813	Approved
0.8095	Intermediate Similarity	NPD9271	Approved
0.8042	Intermediate Similarity	NPD2896	Discontinued
0.7961	Intermediate Similarity	NPD820	Phase 3
0.7933	Intermediate Similarity	NPD510	Phase 1
0.7929	Intermediate Similarity	NPD9206	Approved
0.7929	Intermediate Similarity	NPD9207	Approved
0.7651	Intermediate Similarity	NPD751	Clinical (unspecified phase)
0.7612	Intermediate Similarity	NPD269	Clinical (unspecified phase)
0.7564	Intermediate Similarity	NPD5255	Approved
0.7532	Intermediate Similarity	NPD5088	Discontinued
0.7529	Intermediate Similarity	NPD6665	Discontinued
0.7515	Intermediate Similarity	NPD1783	Clinical (unspecified phase)
0.7484	Intermediate Similarity	NPD2809	Approved
0.7452	Intermediate Similarity	NPD704	Clinical (unspecified phase)
0.7438	Intermediate Similarity	NPD425	Approved
0.7438	Intermediate Similarity	NPD424	Approved
0.7432	Intermediate Similarity	NPD1380	Discovery
0.7432	Intermediate Similarity	NPD9076	Clinical (unspecified phase)
0.7425	Intermediate Similarity	NPD1096	Discontinued
0.7413	Intermediate Similarity	NPD1095	Clinical (unspecified phase)
0.74	Intermediate Similarity	NPD4805	Approved
0.7386	Intermediate Similarity	NPD4703	Approved
0.7386	Intermediate Similarity	NPD4702	Approved
0.7381	Intermediate Similarity	NPD2814	Clinical (unspecified phase)
0.7379	Intermediate Similarity	NPD9726	Discontinued
0.7378	Intermediate Similarity	NPD5100	Phase 3
0.7375	Intermediate Similarity	NPD926	Approved
0.7375	Intermediate Similarity	NPD925	Approved
0.7362	Intermediate Similarity	NPD1599	Approved
0.7351	Intermediate Similarity	NPD3717	Discontinued
0.7329	Intermediate Similarity	NPD1627	Clinical (unspecified phase)
0.7317	Intermediate Similarity	NPD158	Discontinued
0.7301	Intermediate Similarity	NPD485	Clinical (unspecified phase)
0.7296	Intermediate Similarity	NPD9398	Clinical (unspecified phase)
0.7296	Intermediate Similarity	NPD2511	Approved
0.7289	Intermediate Similarity	NPD8304	Clinical (unspecified phase)
0.7286	Intermediate Similarity	NPD268	Approved
0.7286	Intermediate Similarity	NPD271	Approved
0.7286	Intermediate Similarity	NPD270	Clinical (unspecified phase)
0.7285	Intermediate Similarity	NPD1383	Phase 3
0.7285	Intermediate Similarity	NPD1382	Phase 2
0.7283	Intermediate Similarity	NPD1173	Approved
0.7278	Intermediate Similarity	NPD9383	Approved
0.7278	Intermediate Similarity	NPD9382	Approved
0.7267	Intermediate Similarity	NPD4804	Approved
0.7244	Intermediate Similarity	NPD9706	Clinical (unspecified phase)
0.7244	Intermediate Similarity	NPD5965	Clinical (unspecified phase)
0.7237	Intermediate Similarity	NPD1427	Clinical (unspecified phase)
0.723	Intermediate Similarity	NPD272	Approved
0.7229	Intermediate Similarity	NPD5751	Clinical (unspecified phase)
0.7222	Intermediate Similarity	NPD4174	Clinical (unspecified phase)
0.7212	Intermediate Similarity	NPD5322	Clinical (unspecified phase)
0.7208	Intermediate Similarity	NPD6148	Clinical (unspecified phase)
0.7181	Intermediate Similarity	NPD206	Clinical (unspecified phase)
0.7178	Intermediate Similarity	NPD6872	Clinical (unspecified phase)
0.7171	Intermediate Similarity	NPD5020	Approved
0.717	Intermediate Similarity	NPD2582	Approved
0.717	Intermediate Similarity	NPD2581	Approved
0.7152	Intermediate Similarity	NPD750	Phase 2
0.7143	Intermediate Similarity	NPD5975	Clinical (unspecified phase)
0.7134	Intermediate Similarity	NPD3262	Approved
0.7134	Intermediate Similarity	NPD9596	Approved
0.7134	Intermediate Similarity	NPD9595	Approved
0.7133	Intermediate Similarity	NPD200	Phase 2
0.7133	Intermediate Similarity	NPD9357	Approved
0.7133	Intermediate Similarity	NPD201	Phase 2
0.7126	Intermediate Similarity	NPD981	Phase 2
0.7117	Intermediate Similarity	NPD5611	Phase 2
0.7108	Intermediate Similarity	NPD482	Approved
0.7101	Intermediate Similarity	NPD3178	Discontinued
0.7097	Intermediate Similarity	NPD7469	Discontinued
0.7086	Intermediate Similarity	NPD4529	Approved
0.7086	Intermediate Similarity	NPD4526	Approved
0.7086	Intermediate Similarity	NPD852	Discontinued
0.7086	Intermediate Similarity	NPD4528	Approved
0.7078	Intermediate Similarity	NPD8823	Approved
0.7066	Intermediate Similarity	NPD749	Clinical (unspecified phase)
0.7051	Intermediate Similarity	NPD1661	Suspended
0.7044	Intermediate Similarity	NPD2061	Approved
0.7044	Intermediate Similarity	NPD5358	Clinical (unspecified phase)
0.7041	Intermediate Similarity	NPD6452	Discontinued
0.7037	Intermediate Similarity	NPD8026	Phase 1
0.7034	Intermediate Similarity	NPD9583	Approved
0.7029	Intermediate Similarity	NPD3406	Suspended
0.7025	Intermediate Similarity	NPD2882	Phase 1
0.7019	Intermediate Similarity	NPD604	Clinical (unspecified phase)
0.7015	Intermediate Similarity	NPD9099	Clinical (unspecified phase)
0.7015	Intermediate Similarity	NPD9098	Phase 3
0.7011	Intermediate Similarity	NPD3439	Approved
0.7011	Intermediate Similarity	NPD8063	Discontinued
0.7011	Intermediate Similarity	NPD1213	Phase 3
0.7007	Intermediate Similarity	NPD4824	Approved
0.7007	Intermediate Similarity	NPD4823	Approved
0.7006	Intermediate Similarity	NPD5065	Approved
0.7	Intermediate Similarity	NPD1570	Approved
0.6993	Remote Similarity	NPD1395	Clinical (unspecified phase)
0.6986	Remote Similarity	NPD991	Phase 2
0.6986	Remote Similarity	NPD2118	Approved
0.6986	Remote Similarity	NPD992	Clinical (unspecified phase)
0.6986	Remote Similarity	NPD2119	Approved
0.6986	Remote Similarity	NPD1598	Discontinued
0.6982	Remote Similarity	NPD1620	Clinical (unspecified phase)
0.698	Remote Similarity	NPD9100	Approved
0.6977	Remote Similarity	NPD3082	Discontinued
0.6975	Remote Similarity	NPD687	Clinical (unspecified phase)
0.6971	Remote Similarity	NPD6022	Clinical (unspecified phase)
0.697	Remote Similarity	NPD5862	Discovery
0.6954	Remote Similarity	NPD4021	Phase 2
0.6944	Remote Similarity	NPD4396	Clinical (unspecified phase)
0.6944	Remote Similarity	NPD484	Approved
0.6943	Remote Similarity	NPD2089	Clinical (unspecified phase)
0.6936	Remote Similarity	NPD706	Phase 1
0.6932	Remote Similarity	NPD6887	Clinical (unspecified phase)
0.6932	Remote Similarity	NPD5317	Clinical (unspecified phase)
0.6932	Remote Similarity	NPD4376	Phase 3
0.6914	Remote Similarity	NPD2544	Clinical (unspecified phase)
0.6914	Remote Similarity	NPD3321	Discontinued
0.6905	Remote Similarity	NPD9690	Approved
0.6901	Remote Similarity	NPD7414	Clinical (unspecified phase)
0.6899	Remote Similarity	NPD3576	Approved
0.6899	Remote Similarity	NPD3575	Approved
0.6894	Remote Similarity	NPD1274	Clinical (unspecified phase)
0.689	Remote Similarity	NPD5925	Phase 1
0.689	Remote Similarity	NPD6635	Approved
0.6885	Remote Similarity	NPD944	Approved
0.6883	Remote Similarity	NPD9599	Approved
0.6879	Remote Similarity	NPD9392	Approved
0.6879	Remote Similarity	NPD9396	Approved
0.6875	Remote Similarity	NPD2012	Clinical (unspecified phase)
0.6875	Remote Similarity	NPD4699	Discontinued
0.6871	Remote Similarity	NPD9705	Discontinued
0.6871	Remote Similarity	NPD112	Approved
0.6867	Remote Similarity	NPD2781	Approved
0.686	Remote Similarity	NPD2095	Phase 2
0.686	Remote Similarity	NPD5728	Clinical (unspecified phase)
0.686	Remote Similarity	NPD2092	Phase 2
0.686	Remote Similarity	NPD2094	Phase 2
0.6852	Remote Similarity	NPD4670	Clinical (unspecified phase)
0.6852	Remote Similarity	NPD4669	Clinical (unspecified phase)
0.6852	Remote Similarity	NPD4671	Clinical (unspecified phase)
0.6848	Remote Similarity	NPD2780	Approved
0.6848	Remote Similarity	NPD2782	Approved
0.6846	Remote Similarity	NPD3475	Approved
0.6846	Remote Similarity	NPD3476	Approved
0.6846	Remote Similarity	NPD715	Phase 3
0.6842	Remote Similarity	NPD9510	Approved
0.6828	Remote Similarity	NPD6529	Discontinued
0.6824	Remote Similarity	NPD5352	Clinical (unspecified phase)
0.6824	Remote Similarity	NPD1032	Phase 2
0.6821	Remote Similarity	NPD2096	Phase 2
0.6821	Remote Similarity	NPD2091	Phase 2
0.6815	Remote Similarity	NPD175	Clinical (unspecified phase)
0.6813	Remote Similarity	NPD6476	Clinical (unspecified phase)
0.6813	Remote Similarity	NPD6158	Phase 2
0.681	Remote Similarity	NPD3433	Clinical (unspecified phase)
0.6798	Remote Similarity	NPD4551	Phase 2
0.6793	Remote Similarity	NPD4906	Approved
0.6793	Remote Similarity	NPD4905	Approved
0.6793	Remote Similarity	NPD4903	Approved
0.6793	Remote Similarity	NPD7396	Approved
0.6792	Remote Similarity	NPD1183	Approved
0.679	Remote Similarity	NPD276	Clinical (unspecified phase)
0.679	Remote Similarity	NPD6026	Approved
0.6786	Remote Similarity	NPD5934	Clinical (unspecified phase)
0.6782	Remote Similarity	NPD4889	Approved
0.678	Remote Similarity	NPD2336	Approved
0.6778	Remote Similarity	NPD2952	Discontinued
0.6759	Remote Similarity	NPD748	Clinical (unspecified phase)
0.6757	Remote Similarity	NPD4904	Approved
0.6755	Remote Similarity	NPD1994	Approved
0.6755	Remote Similarity	NPD1995	Approved
0.6755	Remote Similarity	NPD1993	Approved
0.6748	Remote Similarity	NPD5541	Clinical (unspecified phase)
0.6747	Remote Similarity	NPD2719	Clinical (unspecified phase)
0.6747	Remote Similarity	NPD2720	Phase 1
0.6746	Remote Similarity	NPD2077	Approved
0.6746	Remote Similarity	NPD2076	Approved
0.6743	Remote Similarity	NPD3039	Clinical (unspecified phase)
0.6743	Remote Similarity	NPD4375	Approved
0.6742	Remote Similarity	NPD3404	Approved
0.6738	Remote Similarity	NPD60	Approved
0.6732	Remote Similarity	NPD792	Discontinued
0.673	Remote Similarity	NPD1270	Approved
0.6725	Remote Similarity	NPD4072	Approved
0.6725	Remote Similarity	NPD4071	Approved
0.6724	Remote Similarity	NPD3569	Discontinued
0.6723	Remote Similarity	NPD5316	Approved
0.6723	Remote Similarity	NPD4081	Clinical (unspecified phase)
0.6711	Remote Similarity	NPD4029	Approved
0.6711	Remote Similarity	NPD4028	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