NPASS Compound

Structure

CID170862 OpenBabel06191715542D 27 30 0 0 1 0 0 0 0 0999 V2000 2.1517 -0.5809 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3132 1.0536 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5870 -0.8891 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9361 2.1443 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1586 2.9142 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1741 -0.0001 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0001 -1.8326 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7935 -1.3745 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7935 1.3744 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3805 -0.4582 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1741 0.9162 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 0.9163 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7935 -0.4582 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2517 -0.5809 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9189 0.5109 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7936 -1.3745 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.5870 0.9162 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.7935 -0.4582 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.9163 0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.8251 2.1443 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5870 -0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.3806 1.3744 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.1917 -0.1019 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.3806 2.9142 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.7141 2.1442 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.2517 0.5810 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 14 2 0 0 0 0 2 15 1 0 0 0 0 5 26 1 0 0 0 0 6 10 1 0 0 0 0 6 11 1 0 0 0 0 7 8 1 0 0 0 0 8 18 1 0 0 0 0 9 12 1 0 0 0 0 9 17 1 0 0 0 0 10 21 1 0 0 0 0 11 22 1 0 0 0 0 13 16 1 0 0 0 0 13 23 1 0 0 0 0 14 16 1 0 0 0 0 14 19 1 0 0 0 0 15 24 2 0 0 0 0 15 27 1 0 0 0 0 16 7 1 6 0 0 0 17 21 1 1 0 0 0 17 22 1 0 0 0 0 18 21 1 1 0 0 0 18 23 1 0 0 0 0 19 23 1 1 0 0 0 19 27 1 0 0 0 0 20 22 1 0 0 0 0 20 25 2 0 0 0 0 20 26 1 0 0 0 0 21 3 1 1 0 0 0 22 4 1 6 0 0 0 23 12 1 1 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	374.25
Volume:	399.39
LogP:	3.729
LogD:	3.37
LogS:	-4.906
# Rotatable Bonds:	4
TPSA:	52.6
# H-Bond Aceptor:	4
# H-Bond Donor:	0
# Rings:	4
# Heavy Atoms:	4

MedChem Properties

QED Drug-Likeness Score:	0.521
Synthetic Accessibility Score:	5.618
Fsp3:	0.826
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Rejected
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:	-4.8
MDCK Permeability:	2.3251464881468564e-05
Pgp-inhibitor:	0.991
Pgp-substrate:	0.001
Human Intestinal Absorption (HIA):	0.003
20% Bioavailability (F20%):	0.007
30% Bioavailability (F30%):	0.752

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.481
Plasma Protein Binding (PPB):	62.1797981262207%
Volume Distribution (VD):	1.228
Pgp-substrate:	40.000118255615234%

ADMET: Metabolism

CYP1A2-inhibitor:	0.149
CYP1A2-substrate:	0.428
CYP2C19-inhibitor:	0.085
CYP2C19-substrate:	0.702
CYP2C9-inhibitor:	0.098
CYP2C9-substrate:	0.047
CYP2D6-inhibitor:	0.026
CYP2D6-substrate:	0.165
CYP3A4-inhibitor:	0.943
CYP3A4-substrate:	0.336

ADMET: Excretion

Clearance (CL):	4.132
Half-life (T1/2):	0.07

ADMET: Toxicity

hERG Blockers:	0.096
Human Hepatotoxicity (H-HT):	0.731
Drug-inuced Liver Injury (DILI):	0.875
AMES Toxicity:	0.311
Rat Oral Acute Toxicity:	0.949
Maximum Recommended Daily Dose:	0.835
Skin Sensitization:	0.68
Carcinogencity:	0.74
Eye Corrosion:	0.761
Eye Irritation:	0.443
Respiratory Toxicity:	0.943

Download Data

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

Natural Product: NPC170862

Natural Product ID:	NPC170862
*Common Name:**	QLTYOHMTRZEZPE-WJPQBGAJSA-N
IUPAC Name:	n.a.
Synonyms:	15-Acetoxy-Kaurenoic Acid Methyl Ester
Standard InCHIKey:	QLTYOHMTRZEZPE-WJPQBGAJSA-N
Standard InCHI:	InChI=1S/C23H34O4/c1-14-16-7-8-18-21(3)10-6-11-22(4,20(25)26-5)17(21)9-12-23(18,13-16)19(14)27-15(2)24/h16-19H,1,6-13H2,2-5H3/t16-,17+,18+,19+,21-,22-,23-/m1/s1
SMILES:	C=C1[C@@H]2CC[C@H]3[C@]4(C)CCC[C@](C)([C@H]4CC[C@]3(C2)[C@H]1OC(=O)C)C(=O)OC
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL598600
PubChem CID:	46233563
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000259] Prenol lipids [CHEMONTID:0001551] Diterpenoids [CHEMONTID:0003782] Kaurane diterpenoids

*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
NPO13461	Maytenus buchananii	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[10075788]
NPO12682	Euphorbia helioscopia	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[18321057]
NPO12682	Euphorbia helioscopia	Species	Euphorbiaceae	Eukaryota	n.a.	whole plant	n.a.	PMID[19099222]
NPO13162	Glycosmis petelotii	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[24949913]
NPO12682	Euphorbia helioscopia	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[30724086]
NPO12682	Euphorbia helioscopia	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[31550154]
NPO13461	Maytenus buchananii	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[7463095]
NPO13461	Maytenus buchananii	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO12682	Euphorbia helioscopia	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO13461	Maytenus buchananii	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO12682	Euphorbia helioscopia	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO5896	Crinum laurentii	Species	Amaryllidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO12682	Euphorbia helioscopia	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO12829	Ocotea acutifolia	Species	Lauraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12682	Euphorbia helioscopia	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12346	Daphnandra apatela	Species	Atherospermataceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5896	Crinum laurentii	Species	Amaryllidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9211	Margyricarpus setosus	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10762	Brasilia sickii	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[UNPD]
NPO13461	Maytenus buchananii	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13162	Glycosmis petelotii	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26146	Ruilopezia lindenii	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15995	Moesziomyces rugulosus	Species	Ustilaginaceae	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
IC50	2
Others	1

Activity Type	# Activity
Cell Line	3

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT113	Cell Line	RAW264.7	Mus musculus	IC50	=	25000.0	nM	PMID[509147]
NPT113	Cell Line	RAW264.7	Mus musculus	Activity	=	40.0	%	PMID[509148]
NPT113	Cell Line	RAW264.7	Mus musculus	IC50	>	25000.0	nM	PMID[509148]

☑ 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 NPC170862 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	200
0.1-0.2	1599
0.2-0.3	6864
0.3-0.4	15360
0.4-0.5	5892
0.5-0.6	6329
0.6-0.7	5111
0.7-0.8	1268
0.8-0.85	61
0.85-0.9	10
0.9-0.95	1
0.95-1	2

Similarity Score	Similarity Level	Natural Product ID
0.9625	High Similarity	NPC472505
0.8902	High Similarity	NPC263974
0.878	High Similarity	NPC471037
0.875	High Similarity	NPC280877
0.875	High Similarity	NPC471475
0.8736	High Similarity	NPC475700
0.8701	High Similarity	NPC279241
0.8659	High Similarity	NPC170985
0.8588	High Similarity	NPC134197
0.8571	High Similarity	NPC98270
0.8554	High Similarity	NPC245866
0.8471	Intermediate Similarity	NPC80590
0.8471	Intermediate Similarity	NPC471042
0.8452	Intermediate Similarity	NPC475509
0.8415	Intermediate Similarity	NPC170038
0.8395	Intermediate Similarity	NPC63020
0.8293	Intermediate Similarity	NPC118987
0.8276	Intermediate Similarity	NPC4309
0.8276	Intermediate Similarity	NPC28227
0.8276	Intermediate Similarity	NPC211162
0.8276	Intermediate Similarity	NPC183374
0.8261	Intermediate Similarity	NPC176845
0.8261	Intermediate Similarity	NPC469986
0.8256	Intermediate Similarity	NPC195640
0.8256	Intermediate Similarity	NPC286153
0.8256	Intermediate Similarity	NPC70661
0.8191	Intermediate Similarity	NPC170615
0.8182	Intermediate Similarity	NPC24772
0.8182	Intermediate Similarity	NPC471043
0.8182	Intermediate Similarity	NPC116146
0.8161	Intermediate Similarity	NPC33768
0.8148	Intermediate Similarity	NPC246445
0.814	Intermediate Similarity	NPC474971
0.814	Intermediate Similarity	NPC323765
0.8132	Intermediate Similarity	NPC33473
0.8132	Intermediate Similarity	NPC205173
0.8125	Intermediate Similarity	NPC475517
0.8125	Intermediate Similarity	NPC474524
0.8118	Intermediate Similarity	NPC470047
0.8118	Intermediate Similarity	NPC470046
0.8105	Intermediate Similarity	NPC221421
0.8085	Intermediate Similarity	NPC474327
0.8068	Intermediate Similarity	NPC16377
0.8068	Intermediate Similarity	NPC255176
0.8049	Intermediate Similarity	NPC66105
0.8046	Intermediate Similarity	NPC264127
0.8046	Intermediate Similarity	NPC2783
0.8046	Intermediate Similarity	NPC470051
0.8046	Intermediate Similarity	NPC12774
0.8046	Intermediate Similarity	NPC470050
0.8043	Intermediate Similarity	NPC322063
0.8023	Intermediate Similarity	NPC100391
0.8	Intermediate Similarity	NPC470230
0.8	Intermediate Similarity	NPC471901
0.8	Intermediate Similarity	NPC226988
0.8	Intermediate Similarity	NPC46881
0.8	Intermediate Similarity	NPC244708
0.8	Intermediate Similarity	NPC330659
0.8	Intermediate Similarity	NPC154101
0.8	Intermediate Similarity	NPC161187
0.8	Intermediate Similarity	NPC160506
0.8	Intermediate Similarity	NPC130840
0.7976	Intermediate Similarity	NPC274522
0.7976	Intermediate Similarity	NPC304194
0.7976	Intermediate Similarity	NPC476265
0.7957	Intermediate Similarity	NPC475894
0.7955	Intermediate Similarity	NPC269360
0.7955	Intermediate Similarity	NPC175293
0.7955	Intermediate Similarity	NPC264005
0.7938	Intermediate Similarity	NPC28791
0.7938	Intermediate Similarity	NPC295366
0.7935	Intermediate Similarity	NPC469599
0.7935	Intermediate Similarity	NPC210214
0.7931	Intermediate Similarity	NPC201655
0.7931	Intermediate Similarity	NPC294438
0.7931	Intermediate Similarity	NPC470223
0.7931	Intermediate Similarity	NPC264317
0.7927	Intermediate Similarity	NPC92489
0.7912	Intermediate Similarity	NPC294263
0.7912	Intermediate Similarity	NPC169343
0.7912	Intermediate Similarity	NPC199543
0.7912	Intermediate Similarity	NPC471902
0.7912	Intermediate Similarity	NPC473690
0.7912	Intermediate Similarity	NPC287118
0.7907	Intermediate Similarity	NPC472498
0.7895	Intermediate Similarity	NPC121218
0.7895	Intermediate Similarity	NPC253886
0.7889	Intermediate Similarity	NPC198818
0.7889	Intermediate Similarity	NPC8062
0.7889	Intermediate Similarity	NPC471896
0.7882	Intermediate Similarity	NPC232625
0.7882	Intermediate Similarity	NPC14203
0.7882	Intermediate Similarity	NPC229584
0.7872	Intermediate Similarity	NPC153792
0.7872	Intermediate Similarity	NPC98868
0.7872	Intermediate Similarity	NPC271387
0.7865	Intermediate Similarity	NPC254572
0.7865	Intermediate Similarity	NPC250687
0.7865	Intermediate Similarity	NPC48824
0.7865	Intermediate Similarity	NPC229407
0.7865	Intermediate Similarity	NPC97884
0.7865	Intermediate Similarity	NPC472220
0.7865	Intermediate Similarity	NPC160304
0.7865	Intermediate Similarity	NPC474719
0.7857	Intermediate Similarity	NPC192744
0.7857	Intermediate Similarity	NPC305835
0.7857	Intermediate Similarity	NPC86852
0.7857	Intermediate Similarity	NPC47808
0.7857	Intermediate Similarity	NPC251824
0.7849	Intermediate Similarity	NPC164750
0.7849	Intermediate Similarity	NPC307164
0.7841	Intermediate Similarity	NPC475007
0.7841	Intermediate Similarity	NPC185638
0.7831	Intermediate Similarity	NPC471035
0.7831	Intermediate Similarity	NPC68828
0.7831	Intermediate Similarity	NPC212661
0.7831	Intermediate Similarity	NPC238227
0.7826	Intermediate Similarity	NPC84893
0.7826	Intermediate Similarity	NPC47853
0.7826	Intermediate Similarity	NPC100257
0.7826	Intermediate Similarity	NPC3359
0.7826	Intermediate Similarity	NPC224410
0.7816	Intermediate Similarity	NPC470011
0.7816	Intermediate Similarity	NPC469407
0.7802	Intermediate Similarity	NPC250753
0.7802	Intermediate Similarity	NPC471747
0.7802	Intermediate Similarity	NPC475416
0.7791	Intermediate Similarity	NPC258153
0.7791	Intermediate Similarity	NPC145143
0.7791	Intermediate Similarity	NPC471159
0.7791	Intermediate Similarity	NPC200513
0.7791	Intermediate Similarity	NPC476458
0.7791	Intermediate Similarity	NPC477858
0.7791	Intermediate Similarity	NPC123880
0.7789	Intermediate Similarity	NPC108371
0.7789	Intermediate Similarity	NPC201406
0.7778	Intermediate Similarity	NPC213832
0.7778	Intermediate Similarity	NPC247312
0.7778	Intermediate Similarity	NPC476733
0.7778	Intermediate Similarity	NPC177141
0.7778	Intermediate Similarity	NPC57954
0.7778	Intermediate Similarity	NPC11611
0.7778	Intermediate Similarity	NPC474679
0.7778	Intermediate Similarity	NPC473647
0.7778	Intermediate Similarity	NPC271974
0.7778	Intermediate Similarity	NPC474889
0.7778	Intermediate Similarity	NPC269267
0.7778	Intermediate Similarity	NPC474570
0.7778	Intermediate Similarity	NPC54689
0.7778	Intermediate Similarity	NPC61411
0.7778	Intermediate Similarity	NPC215029
0.7778	Intermediate Similarity	NPC220498
0.7778	Intermediate Similarity	NPC305039
0.7766	Intermediate Similarity	NPC107243
0.7766	Intermediate Similarity	NPC57416
0.7765	Intermediate Similarity	NPC206735
0.7753	Intermediate Similarity	NPC317590
0.7753	Intermediate Similarity	NPC167877
0.7753	Intermediate Similarity	NPC162107
0.7753	Intermediate Similarity	NPC46912
0.7742	Intermediate Similarity	NPC98639
0.7742	Intermediate Similarity	NPC69548
0.7742	Intermediate Similarity	NPC470229
0.7742	Intermediate Similarity	NPC279974
0.7742	Intermediate Similarity	NPC184848
0.7732	Intermediate Similarity	NPC112009
0.7732	Intermediate Similarity	NPC180204
0.7732	Intermediate Similarity	NPC469985
0.7727	Intermediate Similarity	NPC474013
0.7727	Intermediate Similarity	NPC189311
0.7727	Intermediate Similarity	NPC470048
0.7717	Intermediate Similarity	NPC475061
0.7717	Intermediate Similarity	NPC470376
0.7717	Intermediate Similarity	NPC470375
0.7717	Intermediate Similarity	NPC243866
0.7711	Intermediate Similarity	NPC471046
0.7711	Intermediate Similarity	NPC476601
0.7708	Intermediate Similarity	NPC295276
0.7708	Intermediate Similarity	NPC310981
0.7701	Intermediate Similarity	NPC473742
0.7701	Intermediate Similarity	NPC472740
0.7692	Intermediate Similarity	NPC469595
0.7692	Intermediate Similarity	NPC161638
0.7692	Intermediate Similarity	NPC475776
0.7692	Intermediate Similarity	NPC101651
0.7692	Intermediate Similarity	NPC194485
0.7692	Intermediate Similarity	NPC148414
0.7692	Intermediate Similarity	NPC159748
0.7692	Intermediate Similarity	NPC53890
0.7692	Intermediate Similarity	NPC212679
0.7692	Intermediate Similarity	NPC169933
0.7692	Intermediate Similarity	NPC175628
0.7692	Intermediate Similarity	NPC111585
0.7692	Intermediate Similarity	NPC123252
0.7692	Intermediate Similarity	NPC220454
0.7692	Intermediate Similarity	NPC219937
0.7684	Intermediate Similarity	NPC16911
0.7684	Intermediate Similarity	NPC78427
0.7684	Intermediate Similarity	NPC252295
0.7684	Intermediate Similarity	NPC473155

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 NPC170862 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	177
0.1-0.2	1914
0.2-0.3	4210
0.3-0.4	1900
0.4-0.5	499
0.5-0.6	193
0.6-0.7	190
0.7-0.8	59
0.8-0.85	8
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.8276	Intermediate Similarity	NPD7513	Clinical (unspecified phase)
0.8256	Intermediate Similarity	NPD5330	Approved
0.8256	Intermediate Similarity	NPD6409	Approved
0.8256	Intermediate Similarity	NPD7334	Approved
0.8256	Intermediate Similarity	NPD7146	Approved
0.8256	Intermediate Similarity	NPD6684	Approved
0.8256	Intermediate Similarity	NPD7521	Approved
0.8101	Intermediate Similarity	NPD5777	Approved
0.8068	Intermediate Similarity	NPD6903	Approved
0.8	Intermediate Similarity	NPD8034	Phase 2
0.8	Intermediate Similarity	NPD8035	Phase 2
0.8	Intermediate Similarity	NPD5693	Phase 1
0.7978	Intermediate Similarity	NPD6051	Approved
0.7931	Intermediate Similarity	NPD7520	Clinical (unspecified phase)
0.7865	Intermediate Similarity	NPD5737	Approved
0.7865	Intermediate Similarity	NPD6672	Approved
0.7841	Intermediate Similarity	NPD6098	Approved
0.7791	Intermediate Similarity	NPD4752	Clinical (unspecified phase)
0.7778	Intermediate Similarity	NPD6080	Approved
0.7778	Intermediate Similarity	NPD6673	Approved
0.7778	Intermediate Similarity	NPD6904	Approved
0.7717	Intermediate Similarity	NPD6399	Phase 3
0.7701	Intermediate Similarity	NPD4788	Approved
0.7684	Intermediate Similarity	NPD7638	Approved
0.7604	Intermediate Similarity	NPD7639	Approved
0.7604	Intermediate Similarity	NPD7640	Approved
0.7579	Intermediate Similarity	NPD6084	Phase 2
0.7579	Intermediate Similarity	NPD6083	Phase 2
0.7553	Intermediate Similarity	NPD6356	Clinical (unspecified phase)
0.7473	Intermediate Similarity	NPD5208	Approved
0.7419	Intermediate Similarity	NPD6050	Approved
0.7381	Intermediate Similarity	NPD3702	Approved
0.7368	Intermediate Similarity	NPD5695	Phase 3
0.732	Intermediate Similarity	NPD5696	Approved
0.7312	Intermediate Similarity	NPD5692	Phase 3
0.7294	Intermediate Similarity	NPD6117	Approved
0.7263	Intermediate Similarity	NPD7900	Approved
0.7263	Intermediate Similarity	NPD7901	Clinical (unspecified phase)
0.7263	Intermediate Similarity	NPD7748	Approved
0.7262	Intermediate Similarity	NPD6113	Clinical (unspecified phase)
0.7238	Intermediate Similarity	NPD8133	Approved
0.7234	Intermediate Similarity	NPD5694	Approved
0.7228	Intermediate Similarity	NPD6402	Approved
0.7228	Intermediate Similarity	NPD5739	Approved
0.7228	Intermediate Similarity	NPD7128	Approved
0.7228	Intermediate Similarity	NPD6675	Approved
0.7222	Intermediate Similarity	NPD3133	Approved
0.7222	Intermediate Similarity	NPD3665	Phase 1
0.7222	Intermediate Similarity	NPD3666	Approved
0.7222	Intermediate Similarity	NPD4786	Approved
0.7209	Intermediate Similarity	NPD6116	Phase 1
0.7128	Intermediate Similarity	NPD5207	Approved
0.7126	Intermediate Similarity	NPD6114	Approved
0.7126	Intermediate Similarity	NPD6697	Approved
0.7126	Intermediate Similarity	NPD6115	Approved
0.7126	Intermediate Similarity	NPD6118	Approved
0.7108	Intermediate Similarity	NPD4245	Approved
0.7108	Intermediate Similarity	NPD4244	Approved
0.71	Intermediate Similarity	NPD7632	Discontinued
0.7087	Intermediate Similarity	NPD7320	Approved
0.7087	Intermediate Similarity	NPD6899	Approved
0.7087	Intermediate Similarity	NPD6881	Approved
0.7083	Intermediate Similarity	NPD6001	Approved
0.7059	Intermediate Similarity	NPD6008	Approved
0.7053	Intermediate Similarity	NPD7515	Phase 2
0.7041	Intermediate Similarity	NPD7902	Approved
0.7037	Intermediate Similarity	NPD4224	Phase 2
0.7033	Intermediate Similarity	NPD3668	Phase 3
0.7024	Intermediate Similarity	NPD6081	Approved
0.7021	Intermediate Similarity	NPD4753	Phase 2
0.7019	Intermediate Similarity	NPD6372	Approved
0.7019	Intermediate Similarity	NPD6373	Approved
0.7	Intermediate Similarity	NPD3667	Approved
0.7	Intermediate Similarity	NPD4221	Approved
0.7	Intermediate Similarity	NPD4223	Phase 3
0.699	Remote Similarity	NPD5697	Approved
0.699	Remote Similarity	NPD5701	Approved
0.6988	Remote Similarity	NPD3698	Phase 2
0.6957	Remote Similarity	NPD1694	Approved
0.6957	Remote Similarity	NPD5329	Approved
0.6952	Remote Similarity	NPD7290	Approved
0.6952	Remote Similarity	NPD6883	Approved
0.6952	Remote Similarity	NPD7102	Approved
0.6923	Remote Similarity	NPD6011	Approved
0.6887	Remote Similarity	NPD8130	Phase 1
0.6887	Remote Similarity	NPD6649	Approved
0.6887	Remote Similarity	NPD6401	Clinical (unspecified phase)
0.6887	Remote Similarity	NPD6650	Approved
0.6887	Remote Similarity	NPD6869	Approved
0.6887	Remote Similarity	NPD6847	Approved
0.6887	Remote Similarity	NPD6617	Approved
0.6875	Remote Similarity	NPD5281	Approved
0.6875	Remote Similarity	NPD5284	Approved
0.6863	Remote Similarity	NPD6052	Approved
0.6857	Remote Similarity	NPD6013	Approved
0.6857	Remote Similarity	NPD6012	Approved
0.6857	Remote Similarity	NPD6014	Approved
0.6848	Remote Similarity	NPD4197	Approved
0.6842	Remote Similarity	NPD5328	Approved
0.6837	Remote Similarity	NPD5654	Approved
0.6824	Remote Similarity	NPD4808	Clinical (unspecified phase)
0.6824	Remote Similarity	NPD4809	Clinical (unspecified phase)
0.6822	Remote Similarity	NPD8297	Approved
0.6822	Remote Similarity	NPD6882	Approved
0.6804	Remote Similarity	NPD4202	Approved
0.6782	Remote Similarity	NPD8039	Approved
0.6762	Remote Similarity	NPD6686	Approved
0.6739	Remote Similarity	NPD5362	Discontinued
0.6727	Remote Similarity	NPD7115	Discovery
0.6706	Remote Similarity	NPD4789	Approved
0.6702	Remote Similarity	NPD4693	Phase 3
0.6702	Remote Similarity	NPD4138	Approved
0.6702	Remote Similarity	NPD4688	Approved
0.6702	Remote Similarity	NPD4690	Approved
0.6702	Remote Similarity	NPD3618	Phase 1
0.6702	Remote Similarity	NPD4689	Approved
0.6702	Remote Similarity	NPD5205	Approved
0.6701	Remote Similarity	NPD6079	Approved
0.67	Remote Similarity	NPD5959	Approved
0.67	Remote Similarity	NPD4755	Approved
0.6696	Remote Similarity	NPD7507	Approved
0.6667	Remote Similarity	NPD4629	Approved
0.6667	Remote Similarity	NPD6053	Discontinued
0.6667	Remote Similarity	NPD6412	Phase 2
0.6667	Remote Similarity	NPD6614	Approved
0.6667	Remote Similarity	NPD5210	Approved
0.6632	Remote Similarity	NPD3573	Approved
0.6606	Remote Similarity	NPD6858	Approved
0.6606	Remote Similarity	NPD7094	Approved
0.6602	Remote Similarity	NPD5211	Phase 2
0.6598	Remote Similarity	NPD5785	Approved
0.6596	Remote Similarity	NPD6082	Clinical (unspecified phase)
0.6593	Remote Similarity	NPD7525	Registered
0.6588	Remote Similarity	NPD3700	Clinical (unspecified phase)
0.6588	Remote Similarity	NPD3699	Clinical (unspecified phase)
0.6569	Remote Similarity	NPD5285	Approved
0.6569	Remote Similarity	NPD5286	Approved
0.6569	Remote Similarity	NPD4700	Approved
0.6569	Remote Similarity	NPD4696	Approved
0.6556	Remote Similarity	NPD5784	Clinical (unspecified phase)
0.6531	Remote Similarity	NPD6411	Approved
0.6531	Remote Similarity	NPD7637	Suspended
0.6526	Remote Similarity	NPD5280	Approved
0.6526	Remote Similarity	NPD5279	Phase 3
0.6526	Remote Similarity	NPD5690	Phase 2
0.6526	Remote Similarity	NPD4694	Approved
0.6525	Remote Similarity	NPD7319	Approved
0.6522	Remote Similarity	NPD4692	Approved
0.6522	Remote Similarity	NPD4139	Approved
0.6518	Remote Similarity	NPD6335	Approved
0.6517	Remote Similarity	NPD3701	Clinical (unspecified phase)
0.6512	Remote Similarity	NPD4747	Approved
0.6509	Remote Similarity	NPD5954	Clinical (unspecified phase)
0.6506	Remote Similarity	NPD3171	Clinical (unspecified phase)
0.6505	Remote Similarity	NPD5223	Approved
0.6495	Remote Similarity	NPD7285	Clinical (unspecified phase)
0.6486	Remote Similarity	NPD6274	Approved
0.6476	Remote Similarity	NPD5141	Approved
0.6471	Remote Similarity	NPD5361	Clinical (unspecified phase)
0.6471	Remote Similarity	NPD5360	Phase 3
0.6471	Remote Similarity	NPD4225	Approved
0.646	Remote Similarity	NPD7100	Approved
0.646	Remote Similarity	NPD7101	Approved
0.6455	Remote Similarity	NPD4632	Approved
0.6452	Remote Similarity	NPD6435	Approved
0.6449	Remote Similarity	NPD5345	Clinical (unspecified phase)
0.6442	Remote Similarity	NPD5225	Approved
0.6442	Remote Similarity	NPD5224	Approved
0.6442	Remote Similarity	NPD4633	Approved
0.6442	Remote Similarity	NPD5226	Approved
0.6437	Remote Similarity	NPD4243	Approved
0.6436	Remote Similarity	NPD5222	Approved
0.6436	Remote Similarity	NPD5221	Approved
0.6436	Remote Similarity	NPD7732	Phase 3
0.6436	Remote Similarity	NPD5349	Clinical (unspecified phase)
0.6436	Remote Similarity	NPD5220	Clinical (unspecified phase)
0.6436	Remote Similarity	NPD4697	Phase 3
0.6429	Remote Similarity	NPD6317	Approved
0.6404	Remote Similarity	NPD7339	Approved
0.6404	Remote Similarity	NPD6942	Approved
0.6395	Remote Similarity	NPD4137	Phase 3
0.6389	Remote Similarity	NPD4061	Clinical (unspecified phase)
0.6381	Remote Similarity	NPD5174	Approved
0.6381	Remote Similarity	NPD4754	Approved
0.6381	Remote Similarity	NPD5175	Approved
0.6374	Remote Similarity	NPD3617	Approved
0.6373	Remote Similarity	NPD5173	Approved
0.6372	Remote Similarity	NPD7328	Approved
0.6372	Remote Similarity	NPD7327	Approved
0.6372	Remote Similarity	NPD6313	Approved
0.6372	Remote Similarity	NPD6314	Approved
0.6354	Remote Similarity	NPD3574	Clinical (unspecified phase)
0.6348	Remote Similarity	NPD6909	Approved
0.6348	Remote Similarity	NPD6908	Approved
0.6344	Remote Similarity	NPD5369	Approved
0.6339	Remote Similarity	NPD6868	Approved
0.633	Remote Similarity	NPD5955	Clinical (unspecified phase)
0.6327	Remote Similarity	NPD6101	Approved
0.6327	Remote Similarity	NPD5764	Clinical (unspecified phase)
0.6322	Remote Similarity	NPD4691	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