NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	497.71
Volume:	277.892
LogP:	5.877
LogD:	2.862
LogS:	-7.202
# Rotatable Bonds:	2
TPSA:	29.46
# H-Bond Aceptor:	2
# H-Bond Donor:	1
# Rings:	2
# Heavy Atoms:	6

MedChem Properties

QED Drug-Likeness Score:	0.528
Synthetic Accessibility Score:	2.372
Fsp3:	0.0
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Rejected
GSK Rule:	Rejected
BMS Rule:	0
Golden Triangle Rule:	Accepted
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-4.882
MDCK Permeability:	1.5487232303712517e-05
Pgp-inhibitor:	0.998
Pgp-substrate:	0.0
Human Intestinal Absorption (HIA):	0.886
20% Bioavailability (F20%):	0.01
30% Bioavailability (F30%):	0.037

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.657
Plasma Protein Binding (PPB):	99.83910369873047%
Volume Distribution (VD):	2.585
Pgp-substrate:	4.976466655731201%

ADMET: Metabolism

CYP1A2-inhibitor:	0.977
CYP1A2-substrate:	0.172
CYP2C19-inhibitor:	0.851
CYP2C19-substrate:	0.092
CYP2C9-inhibitor:	0.778
CYP2C9-substrate:	0.704
CYP2D6-inhibitor:	0.75
CYP2D6-substrate:	0.794
CYP3A4-inhibitor:	0.1
CYP3A4-substrate:	0.137

ADMET: Excretion

Clearance (CL):	0.812
Half-life (T1/2):	0.183

ADMET: Toxicity

hERG Blockers:	0.061
Human Hepatotoxicity (H-HT):	0.116
Drug-inuced Liver Injury (DILI):	0.66
AMES Toxicity:	0.011
Rat Oral Acute Toxicity:	0.83
Maximum Recommended Daily Dose:	0.918
Skin Sensitization:	0.871
Carcinogencity:	0.18
Eye Corrosion:	0.935
Eye Irritation:	0.979
Respiratory Toxicity:	0.799

Download Data

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

Natural Product: NPC86007

Natural Product ID:	NPC86007
*Common Name:**	3,5-Dibromo-2-(2,4-Dibromophenoxy)Phenol
IUPAC Name:	3,5-dibromo-2-(2,4-dibromophenoxy)phenol
Synonyms:
Standard InCHIKey:	SNCQITRZEBFIRW-UHFFFAOYSA-N
Standard InCHI:	InChI=1S/C12H6Br4O2/c13-6-1-2-11(8(15)3-6)18-12-9(16)4-7(14)5-10(12)17/h1-5,17H
SMILES:	Brc1ccc(c(c1)Br)Oc1c(O)cc(cc1Br)Br
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL258224
PubChem CID:	3086109
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0002448] Benzenoids [CHEMONTID:0002279] Benzene and substituted derivatives [CHEMONTID:0004155] Diphenylethers [CHEMONTID:0001845] Bromodiphenyl ethers

*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
NPO17673	Dysidea herbacea	Species	n.a.	n.a.	n.a.	n.a.	n.a.	PMID[10075800]
NPO17673	Dysidea herbacea	Species	n.a.	n.a.	n.a.	n.a.	n.a.	PMID[10650102]
NPO32617	dysidea sp.	Species	Dysideidae	Eukaryota	n.a.	n.a.	n.a.	PMID[11374954]
NPO32617	dysidea sp.	Species	Dysideidae	Eukaryota	n.a.	n.a.	n.a.	PMID[15921404]
NPO32617	dysidea sp.	Species	Dysideidae	Eukaryota	n.a.	n.a.	n.a.	PMID[1593283]
NPO32617	dysidea sp.	Species	Dysideidae	Eukaryota	n.a.	n.a.	n.a.	PMID[18198840]
NPO32617	dysidea sp.	Species	Dysideidae	Eukaryota	n.a.	at 1020 m depth from Chuuk Atoll, Federated States of Micronesia	n.a.	PMID[18824352]
NPO32617	dysidea sp.	Species	Dysideidae	Eukaryota	n.a.	n.a.	n.a.	PMID[20230038]
NPO17673	Dysidea herbacea	Species	n.a.	n.a.	n.a.	Mandapam Coast, Tamilnadu, India	n.a.	PMID[22704923]
NPO19028	Dysidea granulosa	Species	n.a.	n.a.	n.a.	n.a.	n.a.	PMID[25863431]
NPO32617	dysidea sp.	Species	Dysideidae	Eukaryota	n.a.	n.a.	n.a.	PMID[26551342]
NPO32617	dysidea sp.	Species	Dysideidae	Eukaryota	n.a.	n.a.	n.a.	PMID[26863083]
NPO32617	dysidea sp.	Species	Dysideidae	Eukaryota	n.a.	n.a.	n.a.	PMID[27336796]
NPO19028	Dysidea granulosa	Species	n.a.	n.a.	n.a.	n.a.	n.a.	PMID[27399938]
NPO40870	Lamellodysidea sp.	Species	Dysideidae	Eukaryota	n.a.	n.a.	n.a.	PMID[27399938]
NPO19028	Dysidea granulosa	Species	n.a.	n.a.	n.a.	n.a.	n.a.	PMID[31990554]
NPO32617	dysidea sp.	Species	Dysideidae	Eukaryota	n.a.	n.a.	n.a.	PMID[32243140]
NPO32617	dysidea sp.	Species	Dysideidae	Eukaryota	n.a.	Indo-Pacific	n.a.	PMID[7494145]
NPO17673	Dysidea herbacea	Species	n.a.	n.a.	n.a.	n.a.	n.a.	PMID[9463111]
NPO32617	dysidea sp.	Species	Dysideidae	Eukaryota	n.a.	n.a.	n.a.	PMID[9748373]
NPO13746	Achillea leptophylla	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO4863	Dioscorea futschauensis	Species	Dioscoreaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO16323	Umbilicaria proboscidea	Species	Umbilicariaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO4863	Dioscorea futschauensis	Species	Dioscoreaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO13746	Achillea leptophylla	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO4863	Dioscorea futschauensis	Species	Dioscoreaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO4863	Dioscorea futschauensis	Species	Dioscoreaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO16323	Umbilicaria proboscidea	Species	Umbilicariaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16684	Alibertia macrophylla	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17673	Dysidea herbacea	Species	n.a.	n.a.	n.a.	n.a.	n.a.	Database[UNPD]
NPO4863	Dioscorea futschauensis	Species	Dioscoreaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13746	Achillea leptophylla	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13321	Viguiera cordifolia	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO1793	Uvaria mocoli	Species	Annonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19028	Dysidea granulosa	Species	n.a.	n.a.	n.a.	n.a.	n.a.	Database[UNPD]
NPO17210	Dorstenia barnimiana	Species	Moraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9044	Rubia ustulata	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13985	Oxybasis urbica	Species	Chenopodiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16204	Zieria chevalieri	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17991	Sedum forsterianum	Species	Crassulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7857	Verbascum georgicum	Species	Scrophulariaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]

☑ Note for Reference:
In addition to directly collecting NP source organism data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated them from below databases:
☉ UNPD: Universal Natural Products Database [PMID: 23638153].
☉ StreptomeDB: a database of streptomycetes natural products [PMID: 33051671].
☉ TM-MC: a database of medicinal materials and chemical compounds in Northeast Asian traditional medicine [PMID: 26156871].
☉ TCM@Taiwan: a Traditional Chinese Medicine database [PMID: 21253603].
☉ TCMID: a Traditional Chinese Medicine database [PMID: 29106634].
☉ TCMSP: The traditional Chinese medicine systems pharmacology database and analysis platform [PMID: 24735618].
☉ HerDing: a herb recommendation system to treat diseases using genes and chemicals [PMID: 26980517].
☉ MetaboLights: a metabolomics database [PMID: 27010336].
☉ FooDB: a database of constituents, chemistry and biology of food species [www.foodb.ca].

NP Quantity Composition/Concentration

Organism ID	NP ID	Organism Material Preparation	Organism Part	NP Quantity (Standard)	NP Quantity (Minimum)	NP Quantity (Maximum)	Quantity Unit	Reference

☑ Note for Reference:
In addition to directly collecting NP quantitative data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated NP quantitative records for specific NP domains (e.g., NPS from foods or herbs) from domain-specific databases. These databases include:
☉ DUKE: Dr. Duke's Phytochemical and Ethnobotanical Databases.
☉ PHENOL EXPLORER: is the first comprehensive database on polyphenol content in foods [PMID: 24103452], its homepage can be accessed at here.
☉ FooDB: a database of constituents, chemistry and biology of food species [www.foodb.ca].

Biological Activity

Activity Type	# Activity
EC50	1
IC50	4
MIC	19
Others	5

Activity Type	# Activity
Cell Line	1
Individual Protein	3
NON-MOLECULAR	8
Organism	16
Others	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT83	Cell Line	MCF7	Homo sapiens	IC50	=	2840.0	nM	PMID[489993]
NPT2784	Individual Protein	GMP synthase [glutamine-hydrolyzing]	Homo sapiens	Inhibition	=	56.0	%	PMID[489994]
NPT57	Individual Protein	Induced myeloid leukemia cell differentiation protein Mcl-1	Homo sapiens	IC50	=	2.4	ug.mL-1	PMID[489995]
NPT447	Organism	Streptomyces	Streptomyces	IZ	=	20.0	mm	PMID[489993]
NPT447	Organism	Streptomyces	Streptomyces	IZ	=	17.0	mm	PMID[489993]
NPT447	Organism	Streptomyces	Streptomyces	IZ	=	16.0	mm	PMID[489993]
NPT447	Organism	Streptomyces	Streptomyces	IZ	=	13.0	mm	PMID[489993]
NPT792	Individual Protein	Arachidonate 15-lipoxygenase	Homo sapiens	IC50	=	15000.0	nM	PMID[489994]
NPT2	Others	Unspecified		EC50	=	5.71	%	PMID[489994]
NPT2921	Organism	Pseudomonas	Pseudomonas	MIC	=	4.0	ug.mL-1	PMID[489996]
NPT563	Organism	Escherichia coli O157:H7	Escherichia coli O157:H7	MIC	=	8.0	ug.mL-1	PMID[489996]
NPT2939	Organism	Salmonella sp.	Salmonella sp.	MIC	=	1.0	ug.mL-1	PMID[489996]
NPT16	Organism	Staphylococcus aureus	Staphylococcus aureus	MIC	=	0.1	ug.mL-1	PMID[489996]
NPT2940	Organism	Clostridium difficile	Clostridium difficile	MIC	=	4.0	ug.mL-1	PMID[489996]
NPT314	Organism	Bacillus cereus	Bacillus cereus	MIC	=	0.1	ug.mL-1	PMID[489996]
NPT564	Organism	Listeria monocytogenes	Listeria monocytogenes	MIC	=	2.0	ug.mL-1	PMID[489996]
NPT16	Organism	Staphylococcus aureus	Staphylococcus aureus	MIC	=	1.0	ug.mL-1	PMID[489996]
NPT2910	Organism	Campylobacter jejuni	Campylobacter jejuni	MIC	=	5.0	ug.mL-1	PMID[489996]
NPT18	Organism	Pseudomonas aeruginosa	Pseudomonas aeruginosa	MIC	=	16.0	ug.mL-1	PMID[489996]
NPT1522	Organism	Neisseria gonorrhoeae	Neisseria gonorrhoeae	MIC	=	2.0	ug.mL-1	PMID[489996]
NPT173	Organism	Klebsiella pneumoniae	Klebsiella pneumoniae	MIC	=	0.1	ug.mL-1	PMID[489996]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	MIC	=	0.042	ug.mL-1	PMID[489997]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	MIC	=	0.08	ug.mL-1	PMID[489997]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	MIC	=	1.2	ug.mL-1	PMID[489997]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	MIC	=	3.1	ug.mL-1	PMID[489997]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	MIC	>	50.0	ug.mL-1	PMID[489997]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	IC50	=	7.0	ug.mL-1	PMID[489997]

☑ 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 NPC86007 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	915
0.1-0.2	6732
0.2-0.3	13857
0.3-0.4	5272
0.4-0.5	9535
0.5-0.6	5540
0.6-0.7	778
0.7-0.8	16
0.8-0.85	7
0.85-0.9	10
0.9-0.95	8
0.95-1	27

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC44270
0.991	High Similarity	NPC104124
0.9823	High Similarity	NPC196371
0.9823	High Similarity	NPC226737
0.9823	High Similarity	NPC299939
0.9823	High Similarity	NPC153580
0.9823	High Similarity	NPC47769
0.9735	High Similarity	NPC63317
0.9735	High Similarity	NPC41232
0.9652	High Similarity	NPC25134
0.9652	High Similarity	NPC64130
0.9652	High Similarity	NPC175520
0.9652	High Similarity	NPC97157
0.9652	High Similarity	NPC159866
0.9652	High Similarity	NPC295879
0.9649	High Similarity	NPC170824
0.9565	High Similarity	NPC474375
0.9565	High Similarity	NPC173511
0.9565	High Similarity	NPC137922
0.9565	High Similarity	NPC40302
0.9565	High Similarity	NPC88733
0.9558	High Similarity	NPC191194
0.9402	High Similarity	NPC131940
0.9402	High Similarity	NPC230013
0.9402	High Similarity	NPC197576
0.9402	High Similarity	NPC81149
0.9402	High Similarity	NPC68350
0.9123	High Similarity	NPC162294
0.9035	High Similarity	NPC221301
0.9024	High Similarity	NPC178301
0.9008	High Similarity	NPC45728
0.8943	High Similarity	NPC222684
0.8943	High Similarity	NPC206183
0.8879	High Similarity	NPC264379
0.8729	High Similarity	NPC71186
0.8559	High Similarity	NPC319933
0.8346	Intermediate Similarity	NPC8577
0.8293	Intermediate Similarity	NPC235166
0.824	Intermediate Similarity	NPC1744
0.824	Intermediate Similarity	NPC163019
0.7807	Intermediate Similarity	NPC314803
0.7554	Intermediate Similarity	NPC286337
0.7456	Intermediate Similarity	NPC114325
0.7304	Intermediate Similarity	NPC475466
0.7297	Intermediate Similarity	NPC252149
0.726	Intermediate Similarity	NPC152947
0.7246	Intermediate Similarity	NPC245386
0.7214	Intermediate Similarity	NPC271942
0.7188	Intermediate Similarity	NPC86947
0.7117	Intermediate Similarity	NPC319826
0.7111	Intermediate Similarity	NPC13004
0.709	Intermediate Similarity	NPC220311
0.7077	Intermediate Similarity	NPC38483
0.7054	Intermediate Similarity	NPC151617
0.7054	Intermediate Similarity	NPC76915
0.7049	Intermediate Similarity	NPC307875
0.7043	Intermediate Similarity	NPC318429
0.7015	Intermediate Similarity	NPC236265
0.697	Remote Similarity	NPC205213
0.6964	Remote Similarity	NPC125306
0.6957	Remote Similarity	NPC11449
0.6957	Remote Similarity	NPC226493
0.6957	Remote Similarity	NPC160081
0.6953	Remote Similarity	NPC94217
0.6947	Remote Similarity	NPC214289
0.694	Remote Similarity	NPC474169
0.694	Remote Similarity	NPC473572
0.693	Remote Similarity	NPC206876
0.6923	Remote Similarity	NPC9248
0.6917	Remote Similarity	NPC290451
0.6917	Remote Similarity	NPC127389
0.6905	Remote Similarity	NPC473358
0.6901	Remote Similarity	NPC213471
0.6884	Remote Similarity	NPC85049
0.6875	Remote Similarity	NPC33244
0.6875	Remote Similarity	NPC471488
0.6866	Remote Similarity	NPC229213
0.6857	Remote Similarity	NPC303011
0.6842	Remote Similarity	NPC205850
0.6828	Remote Similarity	NPC89341
0.6825	Remote Similarity	NPC246358
0.6825	Remote Similarity	NPC233731
0.6825	Remote Similarity	NPC7097
0.6825	Remote Similarity	NPC36108
0.6825	Remote Similarity	NPC54543
0.6813	Remote Similarity	NPC469979
0.6806	Remote Similarity	NPC160932
0.68	Remote Similarity	NPC124712
0.6794	Remote Similarity	NPC293619
0.6791	Remote Similarity	NPC145780
0.677	Remote Similarity	NPC126128
0.677	Remote Similarity	NPC207819
0.677	Remote Similarity	NPC110454
0.677	Remote Similarity	NPC473462
0.677	Remote Similarity	NPC298981
0.6765	Remote Similarity	NPC74478
0.6765	Remote Similarity	NPC122792
0.6765	Remote Similarity	NPC228972
0.6765	Remote Similarity	NPC213414
0.6757	Remote Similarity	NPC204932
0.6753	Remote Similarity	NPC474535
0.6746	Remote Similarity	NPC471495
0.6742	Remote Similarity	NPC470626
0.6741	Remote Similarity	NPC105147
0.6741	Remote Similarity	NPC228875
0.6741	Remote Similarity	NPC219444
0.6741	Remote Similarity	NPC126216
0.6739	Remote Similarity	NPC474147
0.6739	Remote Similarity	NPC473708
0.6739	Remote Similarity	NPC78061
0.6739	Remote Similarity	NPC122359
0.6739	Remote Similarity	NPC159987
0.6736	Remote Similarity	NPC156356
0.6733	Remote Similarity	NPC473608
0.672	Remote Similarity	NPC41594
0.6719	Remote Similarity	NPC173746
0.6719	Remote Similarity	NPC257124
0.6719	Remote Similarity	NPC139617
0.6719	Remote Similarity	NPC156840
0.6719	Remote Similarity	NPC195873
0.6719	Remote Similarity	NPC78918
0.6719	Remote Similarity	NPC8547
0.6716	Remote Similarity	NPC307253
0.6715	Remote Similarity	NPC142776
0.6715	Remote Similarity	NPC3221
0.6715	Remote Similarity	NPC87113
0.6715	Remote Similarity	NPC194519
0.6712	Remote Similarity	NPC250597
0.671	Remote Similarity	NPC475697
0.6708	Remote Similarity	NPC226001
0.6692	Remote Similarity	NPC310338
0.6692	Remote Similarity	NPC281298
0.6692	Remote Similarity	NPC117759
0.6691	Remote Similarity	NPC84606
0.6691	Remote Similarity	NPC105999
0.669	Remote Similarity	NPC303993
0.6689	Remote Similarity	NPC109346
0.6667	Remote Similarity	NPC17837
0.6667	Remote Similarity	NPC43706
0.6667	Remote Similarity	NPC58607
0.6667	Remote Similarity	NPC134431
0.6667	Remote Similarity	NPC38980
0.6667	Remote Similarity	NPC191037
0.6667	Remote Similarity	NPC304630
0.6667	Remote Similarity	NPC178284
0.6667	Remote Similarity	NPC184632
0.6667	Remote Similarity	NPC156854
0.6646	Remote Similarity	NPC301941
0.6646	Remote Similarity	NPC214188
0.6646	Remote Similarity	NPC74618
0.6646	Remote Similarity	NPC225130
0.6642	Remote Similarity	NPC117780
0.6642	Remote Similarity	NPC56214
0.6642	Remote Similarity	NPC227217
0.6642	Remote Similarity	NPC114901
0.6642	Remote Similarity	NPC293701
0.6642	Remote Similarity	NPC165133
0.6642	Remote Similarity	NPC242885
0.6642	Remote Similarity	NPC137117
0.6642	Remote Similarity	NPC10932
0.6642	Remote Similarity	NPC232316
0.6642	Remote Similarity	NPC61516
0.6642	Remote Similarity	NPC247364
0.6642	Remote Similarity	NPC48990
0.6642	Remote Similarity	NPC95614
0.6642	Remote Similarity	NPC232084
0.6641	Remote Similarity	NPC471487
0.6639	Remote Similarity	NPC307039
0.6639	Remote Similarity	NPC132725
0.6619	Remote Similarity	NPC210355
0.6619	Remote Similarity	NPC319625
0.6619	Remote Similarity	NPC111247
0.6619	Remote Similarity	NPC50368
0.6619	Remote Similarity	NPC292056
0.6619	Remote Similarity	NPC470699
0.6619	Remote Similarity	NPC118787
0.6619	Remote Similarity	NPC183181
0.6619	Remote Similarity	NPC163332
0.6619	Remote Similarity	NPC147821
0.6619	Remote Similarity	NPC41706
0.6618	Remote Similarity	NPC47790
0.6618	Remote Similarity	NPC296202
0.6599	Remote Similarity	NPC474851
0.6599	Remote Similarity	NPC474850
0.6593	Remote Similarity	NPC207613
0.6593	Remote Similarity	NPC269843
0.6593	Remote Similarity	NPC109083
0.6593	Remote Similarity	NPC224814
0.6593	Remote Similarity	NPC60962
0.6593	Remote Similarity	NPC14007
0.6593	Remote Similarity	NPC189844
0.6591	Remote Similarity	NPC79844
0.6589	Remote Similarity	NPC55300
0.6587	Remote Similarity	NPC232654
0.6581	Remote Similarity	NPC157213
0.6573	Remote Similarity	NPC163560
0.6573	Remote Similarity	NPC471328
0.6573	Remote Similarity	NPC244890
0.6571	Remote Similarity	NPC72529
0.6571	Remote Similarity	NPC226661

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 NPC86007 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	644
0.1-0.2	1460
0.2-0.3	3129
0.3-0.4	2279
0.4-0.5	1217
0.5-0.6	392
0.6-0.7	27
0.7-0.8	2
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
0.7456	Intermediate Similarity	NPD9296	Approved
0.7227	Intermediate Similarity	NPD291	Approved
0.7043	Intermediate Similarity	NPD9365	Approved
0.697	Remote Similarity	NPD915	Approved
0.672	Remote Similarity	NPD968	Approved
0.6719	Remote Similarity	NPD228	Approved
0.6693	Remote Similarity	NPD556	Approved
0.6581	Remote Similarity	NPD9295	Approved
0.6454	Remote Similarity	NPD1529	Clinical (unspecified phase)
0.6449	Remote Similarity	NPD4379	Clinical (unspecified phase)
0.6439	Remote Similarity	NPD9299	Approved
0.6429	Remote Similarity	NPD9501	Approved
0.6429	Remote Similarity	NPD9244	Approved
0.6406	Remote Similarity	NPD290	Approved
0.6406	Remote Similarity	NPD9552	Approved
0.6389	Remote Similarity	NPD1558	Phase 1
0.6383	Remote Similarity	NPD1530	Clinical (unspecified phase)
0.6356	Remote Similarity	NPD9094	Approved
0.6276	Remote Similarity	NPD1612	Clinical (unspecified phase)
0.6276	Remote Similarity	NPD1613	Approved
0.6231	Remote Similarity	NPD2684	Approved
0.6204	Remote Similarity	NPD1798	Approved
0.6204	Remote Similarity	NPD1797	Approved
0.6196	Remote Similarity	NPD4010	Discontinued
0.6181	Remote Similarity	NPD3027	Phase 3
0.6131	Remote Similarity	NPD1548	Phase 1
0.6126	Remote Similarity	NPD9087	Approved
0.6125	Remote Similarity	NPD2296	Approved
0.6119	Remote Similarity	NPD5283	Phase 1
0.6058	Remote Similarity	NPD1408	Clinical (unspecified phase)
0.6058	Remote Similarity	NPD1102	Approved
0.6058	Remote Similarity	NPD1103	Approved
0.6053	Remote Similarity	NPD9088	Approved
0.6045	Remote Similarity	NPD7843	Approved
0.6043	Remote Similarity	NPD6516	Phase 2
0.6043	Remote Similarity	NPD5846	Approved
0.6029	Remote Similarity	NPD6671	Approved
0.5971	Remote Similarity	NPD1357	Approved
0.5957	Remote Similarity	NPD1091	Approved
0.5957	Remote Similarity	NPD1610	Phase 2
0.5957	Remote Similarity	NPD1535	Discovery
0.5942	Remote Similarity	NPD5536	Phase 2
0.594	Remote Similarity	NPD3022	Approved
0.594	Remote Similarity	NPD3021	Approved
0.5931	Remote Similarity	NPD9494	Approved
0.5926	Remote Similarity	NPD4288	Approved
0.5915	Remote Similarity	NPD1481	Phase 2
0.5912	Remote Similarity	NPD191	Approved
0.5912	Remote Similarity	NPD7157	Approved
0.5903	Remote Similarity	NPD3827	Clinical (unspecified phase)
0.5903	Remote Similarity	NPD1318	Phase 2
0.5899	Remote Similarity	NPD7534	Approved
0.5899	Remote Similarity	NPD7533	Approved
0.5887	Remote Similarity	NPD155	Clinical (unspecified phase)
0.5878	Remote Similarity	NPD9697	Approved
0.5874	Remote Similarity	NPD6582	Phase 2
0.5874	Remote Similarity	NPD6583	Phase 3
0.5847	Remote Similarity	NPD9089	Approved
0.5839	Remote Similarity	NPD3619	Clinical (unspecified phase)
0.5839	Remote Similarity	NPD3620	Phase 2
0.5839	Remote Similarity	NPD4060	Phase 1
0.5822	Remote Similarity	NPD2250	Discontinued
0.5811	Remote Similarity	NPD3145	Approved
0.5811	Remote Similarity	NPD3144	Approved
0.5809	Remote Similarity	NPD5535	Approved
0.5809	Remote Similarity	NPD821	Approved
0.5794	Remote Similarity	NPD2934	Approved
0.5794	Remote Similarity	NPD2933	Approved
0.5793	Remote Similarity	NPD1203	Approved
0.5789	Remote Similarity	NPD1169	Approved
0.5786	Remote Similarity	NPD1894	Discontinued
0.5782	Remote Similarity	NPD3537	Clinical (unspecified phase)
0.5782	Remote Similarity	NPD5752	Clinical (unspecified phase)
0.5772	Remote Similarity	NPD2674	Phase 3
0.5764	Remote Similarity	NPD2982	Phase 2
0.5764	Remote Similarity	NPD2983	Phase 2
0.5763	Remote Similarity	NPD9093	Approved
0.5753	Remote Similarity	NPD6584	Phase 3
0.5748	Remote Similarity	NPD2859	Approved
0.5748	Remote Similarity	NPD2860	Approved
0.5743	Remote Similarity	NPD7095	Approved
0.5734	Remote Similarity	NPD422	Phase 1
0.5724	Remote Similarity	NPD3225	Approved
0.5714	Remote Similarity	NPD5266	Clinical (unspecified phase)
0.5714	Remote Similarity	NPD2861	Phase 2
0.5705	Remote Similarity	NPD6798	Discontinued
0.5696	Remote Similarity	NPD1511	Approved
0.5695	Remote Similarity	NPD447	Suspended
0.5694	Remote Similarity	NPD2235	Phase 2
0.5694	Remote Similarity	NPD2231	Phase 2
0.5694	Remote Similarity	NPD1608	Approved
0.5694	Remote Similarity	NPD2981	Phase 2
0.5693	Remote Similarity	NPD769	Approved
0.5685	Remote Similarity	NPD2797	Approved
0.5685	Remote Similarity	NPD9549	Phase 2
0.5676	Remote Similarity	NPD4908	Phase 1
0.5674	Remote Similarity	NPD1182	Approved
0.5672	Remote Similarity	NPD1358	Approved
0.5667	Remote Similarity	NPD3532	Approved
0.5667	Remote Similarity	NPD4062	Phase 3
0.5667	Remote Similarity	NPD3530	Approved
0.5667	Remote Similarity	NPD6233	Phase 2
0.5667	Remote Similarity	NPD3531	Approved
0.5662	Remote Similarity	NPD2671	Approved
0.5662	Remote Similarity	NPD2673	Approved
0.566	Remote Similarity	NPD1754	Clinical (unspecified phase)
0.5646	Remote Similarity	NPD5647	Approved
0.5641	Remote Similarity	NPD4162	Approved
0.5638	Remote Similarity	NPD4625	Phase 3
0.5629	Remote Similarity	NPD5837	Clinical (unspecified phase)
0.5625	Remote Similarity	NPD1512	Approved
0.5616	Remote Similarity	NPD2922	Phase 1
0.5615	Remote Similarity	NPD3020	Approved
0.561	Remote Similarity	NPD1934	Approved
0.5608	Remote Similarity	NPD3018	Phase 2
0.5605	Remote Similarity	NPD6331	Phase 2
0.56	Remote Similarity	NPD2802	Phase 3
0.56	Remote Similarity	NPD4907	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