NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	243.05
Volume:	232.273
LogP:	2.325
LogD:	2.724
LogS:	-3.503
# Rotatable Bonds:	2
TPSA:	47.9
# H-Bond Aceptor:	4
# H-Bond Donor:	0
# Rings:	3
# Heavy Atoms:	5

MedChem Properties

QED Drug-Likeness Score:	0.694
Synthetic Accessibility Score:	2.643
Fsp3:	0.083
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:	-4.664
MDCK Permeability:	2.8000418751616962e-05
Pgp-inhibitor:	0.01
Pgp-substrate:	0.0
Human Intestinal Absorption (HIA):	0.004
20% Bioavailability (F20%):	0.002
30% Bioavailability (F30%):	0.743

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.772
Plasma Protein Binding (PPB):	87.38419342041016%
Volume Distribution (VD):	1.333
Pgp-substrate:	7.891444206237793%

ADMET: Metabolism

CYP1A2-inhibitor:	0.989
CYP1A2-substrate:	0.728
CYP2C19-inhibitor:	0.835
CYP2C19-substrate:	0.388
CYP2C9-inhibitor:	0.454
CYP2C9-substrate:	0.864
CYP2D6-inhibitor:	0.034
CYP2D6-substrate:	0.76
CYP3A4-inhibitor:	0.395
CYP3A4-substrate:	0.198

ADMET: Excretion

Clearance (CL):	5.17
Half-life (T1/2):	0.466

ADMET: Toxicity

hERG Blockers:	0.018
Human Hepatotoxicity (H-HT):	0.156
Drug-inuced Liver Injury (DILI):	0.945
AMES Toxicity:	0.809
Rat Oral Acute Toxicity:	0.563
Maximum Recommended Daily Dose:	0.289
Skin Sensitization:	0.475
Carcinogencity:	0.427
Eye Corrosion:	0.074
Eye Irritation:	0.954
Respiratory Toxicity:	0.79

Download Data

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

Natural Product: NPC134079

Natural Product ID:	NPC134079
*Common Name:**	7-Methoxy-5-(Pyridin-2-Yl)Isothiazolo[4,5-B]Pyridine
IUPAC Name:	7-methoxy-5-pyridin-2-yl-[1,2]thiazolo[4,5-b]pyridine
Synonyms:
Standard InCHIKey:	IPFRVDBHTAUDIX-UHFFFAOYSA-N
Standard InCHI:	InChI=1S/C12H9N3OS/c1-16-11-6-9(8-4-2-3-5-13-8)15-10-7-14-17-12(10)11/h2-7H,1H3
SMILES:	COc1cc(c2ccccn2)nc2cnsc12
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL1834107
PubChem CID:	10060329
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000002] Organoheterocyclic compounds [CHEMONTID:0000089] Pyridines and derivatives [CHEMONTID:0000326] Bipyridines and oligopyridines

*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
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[10344559]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[10344578]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[10348041]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[10604756]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[10695669]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[10724004]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[10994816]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[11099231]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[11132958]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[11374972]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[11473415]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[14738393]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	Australian	n.a.	PMID[15497950]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[15813185]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[15844966]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[15974616]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[16180833]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[1666120]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[16724845]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[16830891]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[16872146]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[17125235]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[17315965]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[17551212]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[17608531]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[17844998]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[17887721]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[17917237]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[18044841]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	Indonesian	n.a.	PMID[18081255]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[18081255]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[18205372]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	Northwest Territories, Canada	1995	PMID[18327911]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[18327911]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[18666798]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[18776684]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[19007176]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[19129624]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[19191549]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[19856955]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[19883065]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[20092333]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[20545334]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[20836523]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[21028889]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[21028891]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	mycelium	n.a.	PMID[21090727]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[21314175]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	mycelium	n.a.	PMID[21639131]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[21728289]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	latex	n.a.	PMID[21751787]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[21807523]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[21873059]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	latex	n.a.	PMID[21879726]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	mycelium	n.a.	PMID[22145663]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[22574670]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[22583058]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[22591466]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[22758660]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[22775474]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[23387796]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[23662937]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[24592993]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[24754815]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[24878306]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[24964393]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[25211234]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[25455147]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[25495422]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[25537064]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[25918793]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[25934225]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[26035239]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[26465675]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[26798949]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[26905826]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[31013087]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[31298537]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[31894983]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[32298122]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[8501018]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	mycelium	n.a.	PMID[8784423]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[8931733]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[8982334]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[9031666]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[9031676]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[9066767]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[9066768]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[9186568]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[9531983]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	mycelium	n.a.	PMID[9711246]

☑ 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	1

Activity Type	# Activity
Cell Line	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT519	Cell Line	SH-SY5Y	Homo sapiens	Activity	=	80.0	%	PMID[451856]

☑ 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 NPC134079 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	979
0.1-0.2	14372
0.2-0.3	5229
0.3-0.4	15950
0.4-0.5	3256
0.5-0.6	2438
0.6-0.7	415
0.7-0.8	49
0.8-0.85	8
0.85-0.9	0
0.9-0.95	0
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
0.887	High Similarity	NPC74382
0.887	High Similarity	NPC206251
0.882	High Similarity	NPC224327
0.8772	High Similarity	NPC476518
0.8721	High Similarity	NPC14651
0.8721	High Similarity	NPC121658
0.8671	High Similarity	NPC111624
0.838	Intermediate Similarity	NPC161887
0.838	Intermediate Similarity	NPC219963
0.838	Intermediate Similarity	NPC266551
0.8242	Intermediate Similarity	NPC20249
0.8103	Intermediate Similarity	NPC25899
0.8	Intermediate Similarity	NPC267928
0.7955	Intermediate Similarity	NPC48192
0.7937	Intermediate Similarity	NPC226202
0.7876	Intermediate Similarity	NPC19872
0.7744	Intermediate Similarity	NPC232727
0.77	Intermediate Similarity	NPC123976
0.77	Intermediate Similarity	NPC167860
0.7692	Intermediate Similarity	NPC176538
0.7656	Intermediate Similarity	NPC84853
0.7641	Intermediate Similarity	NPC187558
0.7634	Intermediate Similarity	NPC222592
0.7634	Intermediate Similarity	NPC168486
0.7602	Intermediate Similarity	NPC121772
0.76	Intermediate Similarity	NPC287208
0.7562	Intermediate Similarity	NPC174672
0.75	Intermediate Similarity	NPC285635
0.7488	Intermediate Similarity	NPC213530
0.7488	Intermediate Similarity	NPC193267
0.7487	Intermediate Similarity	NPC476138
0.7487	Intermediate Similarity	NPC245816
0.7475	Intermediate Similarity	NPC174758
0.7459	Intermediate Similarity	NPC177404
0.7426	Intermediate Similarity	NPC82548
0.7389	Intermediate Similarity	NPC185782
0.7337	Intermediate Similarity	NPC315957
0.7286	Intermediate Similarity	NPC287437
0.7282	Intermediate Similarity	NPC26679
0.726	Intermediate Similarity	NPC274982
0.7222	Intermediate Similarity	NPC26872
0.7219	Intermediate Similarity	NPC258773
0.7209	Intermediate Similarity	NPC314954
0.7204	Intermediate Similarity	NPC1527
0.7198	Intermediate Similarity	NPC26850
0.7192	Intermediate Similarity	NPC285558
0.7179	Intermediate Similarity	NPC296527
0.7177	Intermediate Similarity	NPC8022
0.7177	Intermediate Similarity	NPC470799
0.717	Intermediate Similarity	NPC60621
0.717	Intermediate Similarity	NPC310118
0.715	Intermediate Similarity	NPC284678
0.7143	Intermediate Similarity	NPC76748
0.7136	Intermediate Similarity	NPC13880
0.7121	Intermediate Similarity	NPC198673
0.711	Intermediate Similarity	NPC101543
0.711	Intermediate Similarity	NPC469554
0.7107	Intermediate Similarity	NPC92111
0.7081	Intermediate Similarity	NPC476287
0.7073	Intermediate Similarity	NPC323345
0.7073	Intermediate Similarity	NPC470164
0.7037	Intermediate Similarity	NPC153467
0.7035	Intermediate Similarity	NPC307963
0.7024	Intermediate Similarity	NPC476581
0.7024	Intermediate Similarity	NPC16452
0.7024	Intermediate Similarity	NPC36229
0.7023	Intermediate Similarity	NPC122436
0.7005	Intermediate Similarity	NPC110151
0.6985	Remote Similarity	NPC324149
0.698	Remote Similarity	NPC239954
0.698	Remote Similarity	NPC168911
0.6952	Remote Similarity	NPC296482
0.6952	Remote Similarity	NPC202768
0.6952	Remote Similarity	NPC53069
0.6946	Remote Similarity	NPC476582
0.6946	Remote Similarity	NPC476578
0.6946	Remote Similarity	NPC4071
0.6923	Remote Similarity	NPC141053
0.6916	Remote Similarity	NPC292958
0.6912	Remote Similarity	NPC234197
0.6905	Remote Similarity	NPC208284
0.69	Remote Similarity	NPC133140
0.69	Remote Similarity	NPC195268
0.6893	Remote Similarity	NPC475774
0.6893	Remote Similarity	NPC200836
0.6881	Remote Similarity	NPC251090
0.6878	Remote Similarity	NPC31930
0.6875	Remote Similarity	NPC313189
0.6872	Remote Similarity	NPC171409
0.6872	Remote Similarity	NPC96405
0.6872	Remote Similarity	NPC118776
0.6863	Remote Similarity	NPC476167
0.686	Remote Similarity	NPC329708
0.686	Remote Similarity	NPC274291
0.686	Remote Similarity	NPC47059
0.686	Remote Similarity	NPC165349
0.686	Remote Similarity	NPC118832
0.686	Remote Similarity	NPC264166
0.6833	Remote Similarity	NPC260434
0.6829	Remote Similarity	NPC477019
0.6827	Remote Similarity	NPC472111
0.6814	Remote Similarity	NPC192315
0.6812	Remote Similarity	NPC53144
0.681	Remote Similarity	NPC469589
0.6808	Remote Similarity	NPC470549
0.6802	Remote Similarity	NPC84478
0.6802	Remote Similarity	NPC284559
0.6794	Remote Similarity	NPC135549
0.6792	Remote Similarity	NPC112206
0.6792	Remote Similarity	NPC202605
0.6786	Remote Similarity	NPC295228
0.678	Remote Similarity	NPC18487
0.6779	Remote Similarity	NPC470500
0.6779	Remote Similarity	NPC475070
0.6776	Remote Similarity	NPC170114
0.6772	Remote Similarity	NPC118511
0.6763	Remote Similarity	NPC211813
0.6757	Remote Similarity	NPC36168
0.6756	Remote Similarity	NPC235685
0.6751	Remote Similarity	NPC48938
0.6751	Remote Similarity	NPC176127
0.6732	Remote Similarity	NPC212213
0.6731	Remote Similarity	NPC223427
0.6726	Remote Similarity	NPC101350
0.672	Remote Similarity	NPC59779
0.672	Remote Similarity	NPC124542
0.672	Remote Similarity	NPC471177
0.6716	Remote Similarity	NPC194967
0.6698	Remote Similarity	NPC5145
0.6698	Remote Similarity	NPC290689
0.6667	Remote Similarity	NPC24802
0.6667	Remote Similarity	NPC476121
0.6667	Remote Similarity	NPC110741
0.6667	Remote Similarity	NPC476124
0.6667	Remote Similarity	NPC476041
0.6667	Remote Similarity	NPC304926
0.6667	Remote Similarity	NPC329793
0.6667	Remote Similarity	NPC224764
0.6652	Remote Similarity	NPC30540
0.665	Remote Similarity	NPC204385
0.6649	Remote Similarity	NPC471178
0.6636	Remote Similarity	NPC472098
0.6636	Remote Similarity	NPC264176
0.662	Remote Similarity	NPC85273
0.662	Remote Similarity	NPC11464
0.6618	Remote Similarity	NPC329541
0.6615	Remote Similarity	NPC312872
0.6609	Remote Similarity	NPC316756
0.6605	Remote Similarity	NPC471080
0.6605	Remote Similarity	NPC469592
0.6605	Remote Similarity	NPC266931
0.6604	Remote Similarity	NPC476465
0.6603	Remote Similarity	NPC295898
0.6602	Remote Similarity	NPC224928
0.6599	Remote Similarity	NPC42979
0.6597	Remote Similarity	NPC97367
0.6594	Remote Similarity	NPC99891
0.6587	Remote Similarity	NPC329747
0.6584	Remote Similarity	NPC472289
0.658	Remote Similarity	NPC472434
0.6576	Remote Similarity	NPC220523
0.6567	Remote Similarity	NPC63971
0.6567	Remote Similarity	NPC91868
0.6561	Remote Similarity	NPC322482
0.6558	Remote Similarity	NPC316981
0.6557	Remote Similarity	NPC193238
0.655	Remote Similarity	NPC204717
0.6548	Remote Similarity	NPC283152
0.6546	Remote Similarity	NPC473764
0.6546	Remote Similarity	NPC314940
0.6544	Remote Similarity	NPC152768
0.6544	Remote Similarity	NPC148183
0.654	Remote Similarity	NPC53534
0.6538	Remote Similarity	NPC26543
0.6535	Remote Similarity	NPC46580
0.6533	Remote Similarity	NPC206201
0.6533	Remote Similarity	NPC470474
0.653	Remote Similarity	NPC17565
0.6528	Remote Similarity	NPC162530
0.6526	Remote Similarity	NPC475910
0.652	Remote Similarity	NPC182222
0.6517	Remote Similarity	NPC314002
0.6516	Remote Similarity	NPC216612
0.65	Remote Similarity	NPC220765
0.6498	Remote Similarity	NPC235076
0.6497	Remote Similarity	NPC288943
0.6492	Remote Similarity	NPC120798
0.6485	Remote Similarity	NPC171171
0.6484	Remote Similarity	NPC469594
0.6484	Remote Similarity	NPC197141
0.6481	Remote Similarity	NPC251160
0.6468	Remote Similarity	NPC62069
0.6468	Remote Similarity	NPC288349
0.6465	Remote Similarity	NPC96890
0.6465	Remote Similarity	NPC184964
0.6465	Remote Similarity	NPC470020
0.6465	Remote Similarity	NPC188420
0.6458	Remote Similarity	NPC79911
0.6456	Remote Similarity	NPC106937
0.6456	Remote Similarity	NPC289786

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 NPC134079 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	473
0.1-0.2	1032
0.2-0.3	563
0.3-0.4	2602
0.4-0.5	2278
0.5-0.6	1811
0.6-0.7	380
0.7-0.8	11
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.7396	Intermediate Similarity	NPD1033	Clinical (unspecified phase)
0.7396	Intermediate Similarity	NPD1034	Phase 3
0.7363	Intermediate Similarity	NPD3397	Phase 2
0.7342	Intermediate Similarity	NPD6450	Phase 2
0.7337	Intermediate Similarity	NPD1739	Approved
0.7337	Intermediate Similarity	NPD1740	Approved
0.7258	Intermediate Similarity	NPD565	Phase 2
0.7245	Intermediate Similarity	NPD4372	Phase 1
0.7214	Intermediate Similarity	NPD5259	Phase 3
0.7204	Intermediate Similarity	NPD6872	Clinical (unspecified phase)
0.7192	Intermediate Similarity	NPD4795	Phase 2
0.7172	Intermediate Similarity	NPD3396	Approved
0.7172	Intermediate Similarity	NPD3395	Approved
0.7136	Intermediate Similarity	NPD3478	Clinical (unspecified phase)
0.7136	Intermediate Similarity	NPD3477	Phase 2
0.7121	Intermediate Similarity	NPD1304	Clinical (unspecified phase)
0.7114	Intermediate Similarity	NPD2958	Clinical (unspecified phase)
0.71	Intermediate Similarity	NPD4899	Clinical (unspecified phase)
0.7087	Intermediate Similarity	NPD2816	Clinical (unspecified phase)
0.7077	Intermediate Similarity	NPD3039	Clinical (unspecified phase)
0.7071	Intermediate Similarity	NPD6569	Phase 2
0.7064	Intermediate Similarity	NPD2062	Phase 2
0.7035	Intermediate Similarity	NPD1038	Approved
0.7015	Intermediate Similarity	NPD2959	Phase 3
0.7014	Intermediate Similarity	NPD1259	Discontinued
0.7	Intermediate Similarity	NPD1602	Discontinued
0.6996	Remote Similarity	NPD1927	Discontinued
0.6986	Remote Similarity	NPD1504	Discontinued
0.6981	Remote Similarity	NPD7823	Clinical (unspecified phase)
0.697	Remote Similarity	NPD4081	Clinical (unspecified phase)
0.6967	Remote Similarity	NPD6140	Clinical (unspecified phase)
0.6959	Remote Similarity	NPD3386	Phase 2
0.6952	Remote Similarity	NPD3815	Phase 1
0.6952	Remote Similarity	NPD3816	Phase 1
0.6948	Remote Similarity	NPD3354	Phase 2
0.6947	Remote Similarity	NPD1078	Clinical (unspecified phase)
0.6946	Remote Similarity	NPD4548	Discontinued
0.6939	Remote Similarity	NPD4889	Approved
0.6931	Remote Similarity	NPD1622	Discontinued
0.6915	Remote Similarity	NPD1951	Clinical (unspecified phase)
0.6912	Remote Similarity	NPD1258	Discontinued
0.6912	Remote Similarity	NPD6246	Approved
0.6909	Remote Similarity	NPD6131	Phase 1
0.6904	Remote Similarity	NPD4375	Approved
0.69	Remote Similarity	NPD3924	Approved
0.69	Remote Similarity	NPD3921	Approved
0.69	Remote Similarity	NPD3922	Approved
0.69	Remote Similarity	NPD3923	Approved
0.6895	Remote Similarity	NPD5320	Approved
0.6895	Remote Similarity	NPD5319	Approved
0.6895	Remote Similarity	NPD6759	Phase 2
0.6893	Remote Similarity	NPD5144	Discontinued
0.6891	Remote Similarity	NPD1032	Phase 2
0.6872	Remote Similarity	NPD7414	Clinical (unspecified phase)
0.6869	Remote Similarity	NPD6393	Clinical (unspecified phase)
0.6869	Remote Similarity	NPD703	Discontinued
0.6863	Remote Similarity	NPD3825	Phase 3
0.686	Remote Similarity	NPD32	Approved
0.686	Remote Similarity	NPD4038	Approved
0.686	Remote Similarity	NPD4033	Approved
0.686	Remote Similarity	NPD4034	Approved
0.686	Remote Similarity	NPD5628	Clinical (unspecified phase)
0.686	Remote Similarity	NPD4035	Approved
0.686	Remote Similarity	NPD4122	Approved
0.686	Remote Similarity	NPD31	Approved
0.686	Remote Similarity	NPD4039	Approved
0.686	Remote Similarity	NPD4037	Approved
0.686	Remote Similarity	NPD4036	Approved
0.685	Remote Similarity	NPD2334	Discontinued
0.6849	Remote Similarity	NPD6553	Clinical (unspecified phase)
0.6847	Remote Similarity	NPD6769	Clinical (unspecified phase)
0.6847	Remote Similarity	NPD2472	Approved
0.6847	Remote Similarity	NPD2471	Approved
0.6829	Remote Similarity	NPD4396	Clinical (unspecified phase)
0.6827	Remote Similarity	NPD5601	Phase 2
0.6821	Remote Similarity	NPD2600	Approved
0.6821	Remote Similarity	NPD2599	Approved
0.6821	Remote Similarity	NPD2601	Approved
0.682	Remote Similarity	NPD1856	Discontinued
0.6818	Remote Similarity	NPD9542	Approved
0.6804	Remote Similarity	NPD1603	Discontinued
0.6794	Remote Similarity	NPD1392	Approved
0.6793	Remote Similarity	NPD9595	Approved
0.6793	Remote Similarity	NPD9596	Approved
0.6791	Remote Similarity	NPD604	Clinical (unspecified phase)
0.6789	Remote Similarity	NPD424	Approved
0.6789	Remote Similarity	NPD425	Approved
0.6789	Remote Similarity	NPD6306	Phase 2
0.6788	Remote Similarity	NPD1923	Clinical (unspecified phase)
0.6787	Remote Similarity	NPD5842	Clinical (unspecified phase)
0.6786	Remote Similarity	NPD4203	Approved
0.6786	Remote Similarity	NPD4204	Approved
0.6784	Remote Similarity	NPD2749	Discontinued
0.6774	Remote Similarity	NPD4881	Clinical (unspecified phase)
0.6769	Remote Similarity	NPD8100	Phase 3
0.6769	Remote Similarity	NPD1620	Clinical (unspecified phase)
0.6755	Remote Similarity	NPD9705	Discontinued
0.6755	Remote Similarity	NPD112	Approved
0.6745	Remote Similarity	NPD3570	Phase 2
0.6745	Remote Similarity	NPD3939	Suspended
0.6738	Remote Similarity	NPD2581	Approved
0.6738	Remote Similarity	NPD2582	Approved
0.6738	Remote Similarity	NPD9574	Clinical (unspecified phase)
0.6737	Remote Similarity	NPD2782	Approved
0.6737	Remote Similarity	NPD2780	Approved
0.6732	Remote Similarity	NPD1789	Approved
0.6732	Remote Similarity	NPD1788	Approved
0.6728	Remote Similarity	NPD6856	Discontinued
0.6724	Remote Similarity	NPD715	Phase 3
0.6718	Remote Similarity	NPD4072	Approved
0.6718	Remote Similarity	NPD4071	Approved
0.6714	Remote Similarity	NPD2848	Discontinued
0.67	Remote Similarity	NPD6257	Clinical (unspecified phase)
0.6698	Remote Similarity	NPD6262	Clinical (unspecified phase)
0.6697	Remote Similarity	NPD1882	Phase 2
0.6696	Remote Similarity	NPD2921	Clinical (unspecified phase)
0.6696	Remote Similarity	NPD4850	Phase 1
0.6684	Remote Similarity	NPD754	Clinical (unspecified phase)
0.6683	Remote Similarity	NPD1286	Suspended
0.6683	Remote Similarity	NPD2952	Discontinued
0.6682	Remote Similarity	NPD2954	Approved
0.6682	Remote Similarity	NPD2955	Approved
0.6682	Remote Similarity	NPD5658	Approved
0.6682	Remote Similarity	NPD3402	Phase 1
0.6681	Remote Similarity	NPD8101	Phase 3
0.6667	Remote Similarity	NPD3324	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD2757	Phase 2
0.6667	Remote Similarity	NPD5530	Phase 1
0.6667	Remote Similarity	NPD5067	Phase 2
0.6667	Remote Similarity	NPD5867	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD6567	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD5066	Phase 2
0.6667	Remote Similarity	NPD6276	Discontinued
0.6667	Remote Similarity	NPD6508	Approved
0.6667	Remote Similarity	NPD6861	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD7555	Discontinued
0.6667	Remote Similarity	NPD2781	Approved
0.6649	Remote Similarity	NPD926	Approved
0.6649	Remote Similarity	NPD925	Approved
0.6637	Remote Similarity	NPD7567	Approved
0.6637	Remote Similarity	NPD6969	Phase 2
0.6637	Remote Similarity	NPD6968	Phase 2
0.6622	Remote Similarity	NPD4306	Phase 1
0.6622	Remote Similarity	NPD1911	Approved
0.6622	Remote Similarity	NPD1910	Approved
0.6609	Remote Similarity	NPD1941	Approved
0.6609	Remote Similarity	NPD6956	Phase 1
0.6606	Remote Similarity	NPD3938	Phase 1
0.6605	Remote Similarity	NPD2772	Clinical (unspecified phase)
0.6605	Remote Similarity	NPD2314	Clinical (unspecified phase)
0.6604	Remote Similarity	NPD5528	Clinical (unspecified phase)
0.6604	Remote Similarity	NPD2187	Approved
0.6604	Remote Similarity	NPD5863	Clinical (unspecified phase)
0.6604	Remote Similarity	NPD5529	Phase 1
0.6604	Remote Similarity	NPD2189	Approved
0.66	Remote Similarity	NPD7424	Clinical (unspecified phase)
0.6589	Remote Similarity	NPD2540	Clinical (unspecified phase)
0.6582	Remote Similarity	NPD6207	Discovery
0.658	Remote Similarity	NPD5047	Clinical (unspecified phase)
0.6566	Remote Similarity	NPD1928	Discontinued
0.6562	Remote Similarity	NPD8512	Phase 3
0.6561	Remote Similarity	NPD5045	Phase 2
0.656	Remote Similarity	NPD2441	Approved
0.656	Remote Similarity	NPD2440	Phase 3
0.6558	Remote Similarity	NPD7069	Discontinued
0.6553	Remote Similarity	NPD1704	Clinical (unspecified phase)
0.6544	Remote Similarity	NPD5101	Discontinued
0.6538	Remote Similarity	NPD4118	Clinical (unspecified phase)
0.6538	Remote Similarity	NPD5999	Phase 2
0.6538	Remote Similarity	NPD5828	Phase 2
0.6537	Remote Similarity	NPD4440	Clinical (unspecified phase)
0.6537	Remote Similarity	NPD4551	Phase 2
0.6537	Remote Similarity	NPD5534	Clinical (unspecified phase)
0.653	Remote Similarity	NPD6501	Approved
0.653	Remote Similarity	NPD6500	Approved
0.6526	Remote Similarity	NPD5255	Approved
0.652	Remote Similarity	NPD4148	Approved
0.652	Remote Similarity	NPD3074	Discontinued
0.6514	Remote Similarity	NPD3326	Clinical (unspecified phase)
0.6514	Remote Similarity	NPD1095	Clinical (unspecified phase)
0.6514	Remote Similarity	NPD5059	Clinical (unspecified phase)
0.6514	Remote Similarity	NPD1744	Approved
0.6512	Remote Similarity	NPD4131	Phase 3
0.6509	Remote Similarity	NPD5483	Clinical (unspecified phase)
0.6507	Remote Similarity	NPD2414	Clinical (unspecified phase)
0.6506	Remote Similarity	NPD7416	Clinical (unspecified phase)
0.6505	Remote Similarity	NPD4418	Discontinued
0.6504	Remote Similarity	NPD7705	Clinical (unspecified phase)
0.6502	Remote Similarity	NPD4021	Phase 2
0.6502	Remote Similarity	NPD7676	Clinical (unspecified phase)
0.6502	Remote Similarity	NPD7674	Phase 3
0.6502	Remote Similarity	NPD7675	Phase 3
0.6502	Remote Similarity	NPD7426	Phase 1
0.6498	Remote Similarity	NPD8247	Approved
0.6498	Remote Similarity	NPD8246	Approved
0.6493	Remote Similarity	NPD5513	Phase 2
0.6493	Remote Similarity	NPD6324	Phase 1
0.6492	Remote Similarity	NPD1418	Phase 2
0.6485	Remote Similarity	NPD4920	Clinical (unspecified phase)
0.6485	Remote Similarity	NPD7757	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