NPASS Compound

Structure

CID37473 OpenBabel06191715362D 35 40 0 0 1 0 0 0 0 0999 V2000 -1.8590 2.6277 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0417 1.9446 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1932 0.5902 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4771 -2.0397 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3668 2.7041 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.6605 -1.2675 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.8988 -1.0633 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5515 -0.6771 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0560 -1.2273 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0901 -0.6062 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0489 0.3943 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2531 1.9447 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4302 0.0532 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.8577 -0.2758 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2164 0.4138 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -4.1964 0.1538 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7320 0.0001 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.0489 -1.1831 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.3661 0.7887 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.6830 -1.1830 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.6828 1.1830 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.0490 1.1830 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.0491 -0.3942 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.6829 -0.3942 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.3658 0.0001 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -5.5940 0.0067 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.3585 1.3359 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.2379 0.9413 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.6831 -2.0827 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.1870 1.9338 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.5992 1.9622 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.8283 -0.8439 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.5866 0.4498 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4937 -0.2040 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 12 1 0 0 0 0 2 12 1 0 0 0 0 3 13 2 0 0 0 0 4 18 1 0 0 0 0 5 19 1 0 0 0 0 6 7 1 0 0 0 0 6 10 2 0 0 0 0 7 14 2 0 0 0 0 8 9 1 0 0 0 0 8 13 1 0 0 0 0 9 20 1 0 0 0 0 10 26 1 0 0 0 0 11 18 1 0 0 0 0 12 22 1 0 0 0 0 13 15 1 0 0 0 0 14 16 1 0 0 0 0 14 26 1 0 0 0 0 15 24 1 6 0 0 0 15 27 1 0 0 0 0 16 28 2 0 0 0 0 16 34 1 0 0 0 0 17 22 1 6 0 0 0 17 23 1 0 0 0 0 17 34 1 0 0 0 0 18 20 1 1 0 0 0 19 21 1 6 0 0 0 20 24 1 1 0 0 0 20 29 1 0 0 0 0 21 11 1 6 0 0 0 21 30 1 0 0 0 0 21 35 1 0 0 0 0 22 19 1 6 0 0 0 22 31 1 0 0 0 0 23 18 1 6 0 0 0 23 25 1 0 0 0 0 23 32 1 0 0 0 0 24 25 1 6 0 0 0 24 35 1 0 0 0 0 25 19 1 6 0 0 0 25 33 1 0 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	491.22
Volume:	469.18
LogP:	1.646
LogD:	0.658
LogS:	-3.295
# Rotatable Bonds:	4
TPSA:	172.7
# H-Bond Aceptor:	10
# H-Bond Donor:	7
# Rings:	7
# Heavy Atoms:	10

MedChem Properties

QED Drug-Likeness Score:	0.222
Synthetic Accessibility Score:	7.334
Fsp3:	0.72
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Accepted
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:	-6.136
MDCK Permeability:	8.943933607952204e-06
Pgp-inhibitor:	0.002
Pgp-substrate:	0.994
Human Intestinal Absorption (HIA):	0.197
20% Bioavailability (F20%):	0.992
30% Bioavailability (F30%):	0.947

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.378
Plasma Protein Binding (PPB):	47.49517059326172%
Volume Distribution (VD):	0.571
Pgp-substrate:	50.933753967285156%

ADMET: Metabolism

CYP1A2-inhibitor:	0.009
CYP1A2-substrate:	0.995
CYP2C19-inhibitor:	0.023
CYP2C19-substrate:	0.24
CYP2C9-inhibitor:	0.031
CYP2C9-substrate:	0.009
CYP2D6-inhibitor:	0.001
CYP2D6-substrate:	0.074
CYP3A4-inhibitor:	0.043
CYP3A4-substrate:	0.215

ADMET: Excretion

Clearance (CL):	1.746
Half-life (T1/2):	0.097

ADMET: Toxicity

hERG Blockers:	0.023
Human Hepatotoxicity (H-HT):	0.947
Drug-inuced Liver Injury (DILI):	0.966
AMES Toxicity:	0.968
Rat Oral Acute Toxicity:	0.757
Maximum Recommended Daily Dose:	0.985
Skin Sensitization:	0.918
Carcinogencity:	0.998
Eye Corrosion:	0.003
Eye Irritation:	0.048
Respiratory Toxicity:	0.986

Download Data

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

Natural Product: NPC37473

Natural Product ID:	NPC37473
*Common Name:**	Dehydroryanodine
IUPAC Name:	n.a.
Synonyms:
Standard InCHIKey:	BPFNBBLVUYSFRK-OHEPIYSBSA-N
Standard InCHI:	InChI=1S/C25H33NO9/c1-12(2)22(31)17(34-16(28)14-7-6-10-26-14)23(32)18(4)11-21(30)19(22,5)25(23,33)24(35-21)15(27)13(3)8-9-20(18,24)29/h6-7,10,12,15,17,26-27,29-33H,3,8-9,11H2,1-2,4-5H3/t15-,17-,18+,19+,20+,21+,22-,23-,24-,25-/m1/s1
SMILES:	CC(C)[C@]1([C@H]([C@]2([C@@]3(C)C[C@]4([C@]1(C)[C@@]2([C@]1([C@@H](C(=C)CC[C@]31O)O)O4)O)O)O)OC(=O)c1ccc[nH]1)O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL2273036
PubChem CID:	125168
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000259] Prenol lipids [CHEMONTID:0001551] 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
NPO9348	Cananga odorata	Species	Annonaceae	Eukaryota	fruits	n.a.	n.a.	PMID[11374955]
NPO9348	Cananga odorata	Species	Annonaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[21504145]
NPO9348	Cananga odorata	Species	Annonaceae	Eukaryota	flower buds	Thailand	n.a.	PMID[24601675]
NPO9348	Cananga odorata	Species	Annonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO9348	Cananga odorata	Species	Annonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO16155	Hymenoxys odorata	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO14180	Pieris rapae	Species	Pieridae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11793	Neuropogon trachycarpus	Species	Parmeliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16155	Hymenoxys odorata	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16503	Tovaria pendula	Species	Tovariaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9348	Cananga odorata	Species	Annonaceae	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	1
LD50	1
Others	6

Activity Type	# Activity
Individual Protein	4
Organism	4

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT2699	Individual Protein	Ryanodine receptor 1	Oryctolagus cuniculus	IC50	=	13.0	nM	PMID[554407]
NPT2699	Individual Protein	Ryanodine receptor 1	Oryctolagus cuniculus	Ratio	=	91.0	n.a.	PMID[554408]
NPT2700	Individual Protein	Ryanodine receptor 3	Mus musculus	Ratio	=	77.0	n.a.	PMID[554408]
NPT2699	Individual Protein	Ryanodine receptor 1	Oryctolagus cuniculus	Ratio	=	112.0	n.a.	PMID[554408]
NPT734	Organism	Musca domestica	Musca domestica	KD50	=	0.03	ug/g	PMID[554407]
NPT32	Organism	Mus musculus	Mus musculus	LD50	=	0.1	mg.kg-1	PMID[554407]
NPT734	Organism	Musca domestica	Musca domestica	Ratio	=	136.0	n.a.	PMID[554408]
NPT734	Organism	Musca domestica	Musca domestica	Ratio	=	90.0	n.a.	PMID[554408]

☑ 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 NPC37473 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	435
0.1-0.2	1675
0.2-0.3	4663
0.3-0.4	16996
0.4-0.5	14025
0.5-0.6	3889
0.6-0.7	803
0.7-0.8	207
0.8-0.85	3
0.85-0.9	0
0.9-0.95	0
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
0.8248	Intermediate Similarity	NPC476090
0.808	Intermediate Similarity	NPC141385
0.787	Intermediate Similarity	NPC475498
0.787	Intermediate Similarity	NPC473850
0.787	Intermediate Similarity	NPC475137
0.7826	Intermediate Similarity	NPC76565
0.7826	Intermediate Similarity	NPC57797
0.7826	Intermediate Similarity	NPC250807
0.7797	Intermediate Similarity	NPC475408
0.7797	Intermediate Similarity	NPC471014
0.7768	Intermediate Similarity	NPC475362
0.7768	Intermediate Similarity	NPC470486
0.7768	Intermediate Similarity	NPC475644
0.7768	Intermediate Similarity	NPC471190
0.7768	Intermediate Similarity	NPC471977
0.7763	Intermediate Similarity	NPC144779
0.7763	Intermediate Similarity	NPC294579
0.7753	Intermediate Similarity	NPC470306
0.7737	Intermediate Similarity	NPC476516
0.7725	Intermediate Similarity	NPC122968
0.7725	Intermediate Similarity	NPC475631
0.7725	Intermediate Similarity	NPC146824
0.7725	Intermediate Similarity	NPC87152
0.7725	Intermediate Similarity	NPC228377
0.7725	Intermediate Similarity	NPC475600
0.7725	Intermediate Similarity	NPC477787
0.7725	Intermediate Similarity	NPC328186
0.7725	Intermediate Similarity	NPC476110
0.7719	Intermediate Similarity	NPC6981
0.7719	Intermediate Similarity	NPC471016
0.7699	Intermediate Similarity	NPC472553
0.7682	Intermediate Similarity	NPC473506
0.7675	Intermediate Similarity	NPC477910
0.7669	Intermediate Similarity	NPC30456
0.7652	Intermediate Similarity	NPC216428
0.7652	Intermediate Similarity	NPC84815
0.7652	Intermediate Similarity	NPC301368
0.7644	Intermediate Similarity	NPC48042
0.7644	Intermediate Similarity	NPC304179
0.7644	Intermediate Similarity	NPC472550
0.7637	Intermediate Similarity	NPC237702
0.7627	Intermediate Similarity	NPC473689
0.7627	Intermediate Similarity	NPC316841
0.7627	Intermediate Similarity	NPC292416
0.7627	Intermediate Similarity	NPC475596
0.7627	Intermediate Similarity	NPC475303
0.7621	Intermediate Similarity	NPC476467
0.7609	Intermediate Similarity	NPC62367
0.7605	Intermediate Similarity	NPC170751
0.76	Intermediate Similarity	NPC63041
0.7597	Intermediate Similarity	NPC471980
0.7595	Intermediate Similarity	NPC244839
0.7595	Intermediate Similarity	NPC319880
0.7595	Intermediate Similarity	NPC320324
0.7555	Intermediate Similarity	NPC228331
0.7555	Intermediate Similarity	NPC319128
0.7554	Intermediate Similarity	NPC127026
0.7554	Intermediate Similarity	NPC477788
0.7554	Intermediate Similarity	NPC127720
0.7545	Intermediate Similarity	NPC477043
0.7531	Intermediate Similarity	NPC327769
0.7531	Intermediate Similarity	NPC475406
0.7531	Intermediate Similarity	NPC35208
0.7531	Intermediate Similarity	NPC475426
0.7522	Intermediate Similarity	NPC477907
0.7522	Intermediate Similarity	NPC477909
0.7522	Intermediate Similarity	NPC42678
0.7511	Intermediate Similarity	NPC477912
0.7511	Intermediate Similarity	NPC477044
0.7511	Intermediate Similarity	NPC477041
0.75	Intermediate Similarity	NPC327904
0.75	Intermediate Similarity	NPC472555
0.75	Intermediate Similarity	NPC38959
0.749	Intermediate Similarity	NPC238278
0.7489	Intermediate Similarity	NPC477902
0.7489	Intermediate Similarity	NPC328154
0.7478	Intermediate Similarity	NPC4421
0.7477	Intermediate Similarity	NPC477045
0.7465	Intermediate Similarity	NPC209917
0.7458	Intermediate Similarity	NPC148860
0.7429	Intermediate Similarity	NPC476517
0.7426	Intermediate Similarity	NPC475601
0.7426	Intermediate Similarity	NPC211920
0.7426	Intermediate Similarity	NPC124029
0.7415	Intermediate Similarity	NPC233727
0.7414	Intermediate Similarity	NPC206343
0.7414	Intermediate Similarity	NPC477908
0.7407	Intermediate Similarity	NPC253482
0.7406	Intermediate Similarity	NPC96801
0.7406	Intermediate Similarity	NPC150698
0.7404	Intermediate Similarity	NPC477911
0.7382	Intermediate Similarity	NPC158020
0.7382	Intermediate Similarity	NPC473115
0.7382	Intermediate Similarity	NPC6576
0.7382	Intermediate Similarity	NPC473089
0.7382	Intermediate Similarity	NPC212768
0.7382	Intermediate Similarity	NPC75600
0.7375	Intermediate Similarity	NPC469748
0.7359	Intermediate Similarity	NPC51008
0.7359	Intermediate Similarity	NPC41724
0.7353	Intermediate Similarity	NPC14116
0.7353	Intermediate Similarity	NPC285411
0.7344	Intermediate Similarity	NPC70155
0.7328	Intermediate Similarity	NPC264674
0.7322	Intermediate Similarity	NPC134384
0.7322	Intermediate Similarity	NPC311196
0.7317	Intermediate Similarity	NPC475648
0.7316	Intermediate Similarity	NPC323551
0.7316	Intermediate Similarity	NPC280473
0.7303	Intermediate Similarity	NPC213143
0.7269	Intermediate Similarity	NPC235885
0.7265	Intermediate Similarity	NPC162812
0.7261	Intermediate Similarity	NPC477906
0.7215	Intermediate Similarity	NPC477903
0.721	Intermediate Similarity	NPC165837
0.7205	Intermediate Similarity	NPC476514
0.7197	Intermediate Similarity	NPC141428
0.7167	Intermediate Similarity	NPC472762
0.7149	Intermediate Similarity	NPC204491
0.7149	Intermediate Similarity	NPC193361
0.7149	Intermediate Similarity	NPC30570
0.7149	Intermediate Similarity	NPC62844
0.7137	Intermediate Similarity	NPC470279
0.7137	Intermediate Similarity	NPC57690
0.7126	Intermediate Similarity	NPC85879
0.7126	Intermediate Similarity	NPC326930
0.7126	Intermediate Similarity	NPC475301
0.7126	Intermediate Similarity	NPC53255
0.7125	Intermediate Similarity	NPC477900
0.7125	Intermediate Similarity	NPC477899
0.7124	Intermediate Similarity	NPC470189
0.7124	Intermediate Similarity	NPC40919
0.7113	Intermediate Similarity	NPC235364
0.7112	Intermediate Similarity	NPC472752
0.7098	Intermediate Similarity	NPC13603
0.7094	Intermediate Similarity	NPC292517
0.708	Intermediate Similarity	NPC180668
0.708	Intermediate Similarity	NPC471013
0.708	Intermediate Similarity	NPC148896
0.7071	Intermediate Similarity	NPC2395
0.7064	Intermediate Similarity	NPC229348
0.7054	Intermediate Similarity	NPC26881
0.7052	Intermediate Similarity	NPC475533
0.7036	Intermediate Similarity	NPC10904
0.7029	Intermediate Similarity	NPC477901
0.7027	Intermediate Similarity	NPC471978
0.7026	Intermediate Similarity	NPC475835
0.7024	Intermediate Similarity	NPC324619
0.7024	Intermediate Similarity	NPC475315
0.7017	Intermediate Similarity	NPC319556
0.7017	Intermediate Similarity	NPC187494
0.7016	Intermediate Similarity	NPC473833
0.7008	Intermediate Similarity	NPC471634
0.7008	Intermediate Similarity	NPC473806
0.7004	Intermediate Similarity	NPC203614
0.7004	Intermediate Similarity	NPC36405
0.7	Intermediate Similarity	NPC470843
0.7	Intermediate Similarity	NPC94541
0.6996	Remote Similarity	NPC470280
0.6996	Remote Similarity	NPC470190
0.6987	Remote Similarity	NPC242446
0.6987	Remote Similarity	NPC475476
0.6962	Remote Similarity	NPC328928
0.6962	Remote Similarity	NPC471284
0.6958	Remote Similarity	NPC54066
0.6955	Remote Similarity	NPC79107
0.6955	Remote Similarity	NPC267926
0.6955	Remote Similarity	NPC475424
0.6953	Remote Similarity	NPC131273
0.6953	Remote Similarity	NPC473441
0.6953	Remote Similarity	NPC471015
0.6949	Remote Similarity	NPC151976
0.6949	Remote Similarity	NPC235900
0.6947	Remote Similarity	NPC471979
0.6942	Remote Similarity	NPC266192
0.6941	Remote Similarity	NPC476515
0.6939	Remote Similarity	NPC91125
0.6935	Remote Similarity	NPC57453
0.6933	Remote Similarity	NPC207531
0.6926	Remote Similarity	NPC470873
0.6923	Remote Similarity	NPC127677
0.6911	Remote Similarity	NPC290529
0.6908	Remote Similarity	NPC15801
0.6904	Remote Similarity	NPC472285
0.6891	Remote Similarity	NPC473650
0.6891	Remote Similarity	NPC313640
0.6891	Remote Similarity	NPC160527
0.6891	Remote Similarity	NPC97388
0.688	Remote Similarity	NPC46225
0.6872	Remote Similarity	NPC147446
0.687	Remote Similarity	NPC103361
0.6867	Remote Similarity	NPC289086
0.6849	Remote Similarity	NPC473547
0.6835	Remote Similarity	NPC250129
0.6835	Remote Similarity	NPC82370
0.6833	Remote Similarity	NPC477042
0.6833	Remote Similarity	NPC312645
0.6833	Remote Similarity	NPC96131
0.6818	Remote Similarity	NPC470874
0.6811	Remote Similarity	NPC311451

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 NPC37473 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	231
0.1-0.2	552
0.2-0.3	814
0.3-0.4	2549
0.4-0.5	3316
0.5-0.6	1539
0.6-0.7	148
0.7-0.8	1
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
0.7398	Intermediate Similarity	NPD8468	Phase 2
0.711	Intermediate Similarity	NPD3178	Discontinued
0.6835	Remote Similarity	NPD7470	Discontinued
0.6766	Remote Similarity	NPD4862	Clinical (unspecified phase)
0.6709	Remote Similarity	NPD7947	Clinical (unspecified phase)
0.6681	Remote Similarity	NPD2121	Clinical (unspecified phase)
0.6639	Remote Similarity	NPD2510	Approved
0.6639	Remote Similarity	NPD2509	Approved
0.6639	Remote Similarity	NPD3795	Approved
0.6639	Remote Similarity	NPD3794	Approved
0.6584	Remote Similarity	NPD3394	Approved
0.6584	Remote Similarity	NPD3393	Approved
0.6584	Remote Similarity	NPD3389	Approved
0.6582	Remote Similarity	NPD5901	Discontinued
0.6577	Remote Similarity	NPD5482	Discontinued
0.6574	Remote Similarity	NPD7688	Phase 1
0.6557	Remote Similarity	NPD8325	Phase 3
0.6557	Remote Similarity	NPD8326	Phase 3
0.6557	Remote Similarity	NPD8327	Clinical (unspecified phase)
0.6555	Remote Similarity	NPD7958	Clinical (unspecified phase)
0.6555	Remote Similarity	NPD7957	Phase 1
0.6496	Remote Similarity	NPD5003	Discontinued
0.6488	Remote Similarity	NPD7927	Clinical (unspecified phase)
0.6486	Remote Similarity	NPD5483	Clinical (unspecified phase)
0.6481	Remote Similarity	NPD4427	Phase 2
0.6459	Remote Similarity	NPD2921	Clinical (unspecified phase)
0.6454	Remote Similarity	NPD4086	Phase 1
0.6446	Remote Similarity	NPD7998	Clinical (unspecified phase)
0.6444	Remote Similarity	NPD3947	Discontinued
0.6444	Remote Similarity	NPD7396	Approved
0.6437	Remote Similarity	NPD6770	Approved
0.6432	Remote Similarity	NPD8423	Phase 2
0.6432	Remote Similarity	NPD8399	Phase 1
0.6417	Remote Similarity	NPD7010	Phase 3
0.6416	Remote Similarity	NPD8304	Clinical (unspecified phase)
0.6414	Remote Similarity	NPD8289	Discontinued
0.6411	Remote Similarity	NPD1996	Discontinued
0.641	Remote Similarity	NPD5975	Clinical (unspecified phase)
0.6408	Remote Similarity	NPD7707	Approved
0.6406	Remote Similarity	NPD3006	Discontinued
0.6406	Remote Similarity	NPD5891	Approved
0.6405	Remote Similarity	NPD6529	Discontinued
0.6381	Remote Similarity	NPD7708	Approved
0.6379	Remote Similarity	NPD8063	Discontinued
0.6376	Remote Similarity	NPD1096	Discontinued
0.636	Remote Similarity	NPD6995	Phase 1
0.636	Remote Similarity	NPD6160	Clinical (unspecified phase)
0.6349	Remote Similarity	NPD6732	Clinical (unspecified phase)
0.6347	Remote Similarity	NPD5450	Discontinued
0.6345	Remote Similarity	NPD3280	Approved
0.6341	Remote Similarity	NPD8112	Clinical (unspecified phase)
0.6337	Remote Similarity	NPD4506	Discontinued
0.6333	Remote Similarity	NPD8072	Approved
0.6327	Remote Similarity	NPD6657	Clinical (unspecified phase)
0.6327	Remote Similarity	NPD5866	Approved
0.6316	Remote Similarity	NPD8160	Phase 2
0.6316	Remote Similarity	NPD5612	Discontinued
0.6309	Remote Similarity	NPD2565	Phase 2
0.6309	Remote Similarity	NPD2564	Approved
0.6292	Remote Similarity	NPD8073	Approved
0.6287	Remote Similarity	NPD7803	Approved
0.6286	Remote Similarity	NPD5475	Discontinued
0.6281	Remote Similarity	NPD7001	Phase 3
0.6279	Remote Similarity	NPD4454	Phase 2
0.6275	Remote Similarity	NPD7824	Approved
0.6275	Remote Similarity	NPD4667	Clinical (unspecified phase)
0.627	Remote Similarity	NPD2125	Clinical (unspecified phase)
0.6266	Remote Similarity	NPD7234	Approved
0.6266	Remote Similarity	NPD7233	Approved
0.6265	Remote Similarity	NPD7558	Phase 2
0.6265	Remote Similarity	NPD5632	Approved
0.6261	Remote Similarity	NPD2095	Phase 2
0.6261	Remote Similarity	NPD2094	Phase 2
0.6261	Remote Similarity	NPD2092	Phase 2
0.6261	Remote Similarity	NPD5728	Clinical (unspecified phase)
0.6261	Remote Similarity	NPD6635	Approved
0.626	Remote Similarity	NPD7069	Discontinued
0.625	Remote Similarity	NPD8372	Clinical (unspecified phase)
0.6241	Remote Similarity	NPD6503	Clinical (unspecified phase)
0.6234	Remote Similarity	NPD2096	Phase 2
0.6234	Remote Similarity	NPD2091	Phase 2
0.623	Remote Similarity	NPD6376	Discontinued
0.6224	Remote Similarity	NPD5721	Clinical (unspecified phase)
0.6222	Remote Similarity	NPD7956	Approved
0.6222	Remote Similarity	NPD7955	Approved
0.622	Remote Similarity	NPD5066	Phase 2
0.622	Remote Similarity	NPD5067	Phase 2
0.6218	Remote Similarity	NPD8364	Approved
0.6218	Remote Similarity	NPD8363	Approved
0.6217	Remote Similarity	NPD1783	Clinical (unspecified phase)
0.6211	Remote Similarity	NPD8052	Clinical (unspecified phase)
0.6211	Remote Similarity	NPD5022	Discontinued
0.6208	Remote Similarity	NPD484	Approved
0.6207	Remote Similarity	NPD7886	Phase 2
0.6207	Remote Similarity	NPD7885	Phase 2
0.6206	Remote Similarity	NPD7547	Clinical (unspecified phase)
0.62	Remote Similarity	NPD6578	Clinical (unspecified phase)
0.6198	Remote Similarity	NPD6176	Phase 1
0.6196	Remote Similarity	NPD7731	Approved
0.6196	Remote Similarity	NPD7730	Approved
0.6195	Remote Similarity	NPD8279	Clinical (unspecified phase)
0.6194	Remote Similarity	NPD8097	Phase 3
0.6194	Remote Similarity	NPD8096	Phase 3
0.6184	Remote Similarity	NPD749	Clinical (unspecified phase)
0.6181	Remote Similarity	NPD7271	Approved
0.6179	Remote Similarity	NPD7825	Clinical (unspecified phase)
0.6173	Remote Similarity	NPD8283	Approved
0.6173	Remote Similarity	NPD8365	Clinical (unspecified phase)
0.6173	Remote Similarity	NPD56	Approved
0.6173	Remote Similarity	NPD8282	Approved
0.616	Remote Similarity	NPD1483	Discontinued
0.6157	Remote Similarity	NPD2144	Approved
0.6154	Remote Similarity	NPD2582	Approved
0.6154	Remote Similarity	NPD2581	Approved
0.6151	Remote Similarity	NPD6242	Discontinued
0.6147	Remote Similarity	NPD3038	Discontinued
0.6143	Remote Similarity	NPD8466	Approved
0.6143	Remote Similarity	NPD8429	Approved
0.6143	Remote Similarity	NPD8467	Approved
0.6143	Remote Similarity	NPD8428	Approved
0.6143	Remote Similarity	NPD8465	Approved
0.6143	Remote Similarity	NPD8427	Approved
0.6142	Remote Similarity	NPD6525	Clinical (unspecified phase)
0.6141	Remote Similarity	NPD4601	Approved
0.6141	Remote Similarity	NPD4600	Approved
0.614	Remote Similarity	NPD482	Approved
0.6135	Remote Similarity	NPD7878	Phase 2
0.6135	Remote Similarity	NPD8405	Clinical (unspecified phase)
0.6132	Remote Similarity	NPD2920	Discontinued
0.6125	Remote Similarity	NPD7946	Pre-registration
0.6122	Remote Similarity	NPD7417	Discontinued
0.6121	Remote Similarity	NPD5596	Phase 2
0.6118	Remote Similarity	NPD4376	Phase 3
0.6118	Remote Similarity	NPD6665	Discontinued
0.6107	Remote Similarity	NPD8098	Approved
0.6104	Remote Similarity	NPD7571	Clinical (unspecified phase)
0.6102	Remote Similarity	NPD8356	Approved
0.6096	Remote Similarity	NPD3326	Clinical (unspecified phase)
0.6094	Remote Similarity	NPD3263	Phase 3
0.6092	Remote Similarity	NPD4526	Approved
0.6092	Remote Similarity	NPD4528	Approved
0.6092	Remote Similarity	NPD7853	Phase 2
0.6092	Remote Similarity	NPD4529	Approved
0.6091	Remote Similarity	NPD7187	Phase 2
0.6087	Remote Similarity	NPD8479	Phase 2
0.6081	Remote Similarity	NPD6531	Approved
0.6081	Remote Similarity	NPD6530	Approved
0.6077	Remote Similarity	NPD7953	Approved
0.6077	Remote Similarity	NPD7951	Approved
0.6077	Remote Similarity	NPD7789	Approved
0.6077	Remote Similarity	NPD7952	Approved
0.6077	Remote Similarity	NPD7791	Approved
0.6077	Remote Similarity	NPD7790	Approved
0.6077	Remote Similarity	NPD7950	Approved
0.6073	Remote Similarity	NPD6456	Discontinued
0.6071	Remote Similarity	NPD7395	Discontinued
0.607	Remote Similarity	NPD4736	Clinical (unspecified phase)
0.6065	Remote Similarity	NPD7393	Clinical (unspecified phase)
0.6064	Remote Similarity	NPD3916	Clinical (unspecified phase)
0.6064	Remote Similarity	NPD3918	Approved
0.6064	Remote Similarity	NPD8093	Discontinued
0.6064	Remote Similarity	NPD3917	Approved
0.6063	Remote Similarity	NPD4301	Approved
0.6058	Remote Similarity	NPD7777	Approved
0.6058	Remote Similarity	NPD7778	Approved
0.6058	Remote Similarity	NPD7862	Clinical (unspecified phase)
0.6058	Remote Similarity	NPD53	Approved
0.6057	Remote Similarity	NPD7689	Approved
0.6057	Remote Similarity	NPD1392	Approved
0.6056	Remote Similarity	NPD8460	Approved
0.6056	Remote Similarity	NPD8459	Approved
0.6056	Remote Similarity	NPD8426	Approved
0.6056	Remote Similarity	NPD8425	Approved
0.6053	Remote Similarity	NPD7967	Discontinued
0.6049	Remote Similarity	NPD7727	Phase 2
0.6048	Remote Similarity	NPD7809	Clinical (unspecified phase)
0.6047	Remote Similarity	NPD8105	Discontinued
0.6041	Remote Similarity	NPD5426	Phase 3
0.6038	Remote Similarity	NPD6517	Phase 3
0.6036	Remote Similarity	NPD6026	Approved
0.6033	Remote Similarity	NPD7621	Clinical (unspecified phase)
0.6032	Remote Similarity	NPD8406	Clinical (unspecified phase)
0.6031	Remote Similarity	NPD7603	Discontinued
0.6031	Remote Similarity	NPD5640	Discontinued
0.6024	Remote Similarity	NPD3915	Approved
0.6024	Remote Similarity	NPD8013	Clinical (unspecified phase)
0.6017	Remote Similarity	NPD6642	Approved
0.6017	Remote Similarity	NPD6641	Approved
0.6017	Remote Similarity	NPD5751	Clinical (unspecified phase)
0.6017	Remote Similarity	NPD7948	Phase 1
0.6016	Remote Similarity	NPD6752	Phase 1
0.6016	Remote Similarity	NPD2715	Clinical (unspecified phase)
0.6016	Remote Similarity	NPD6753	Phase 1
0.6015	Remote Similarity	NPD5532	Phase 2
0.6009	Remote Similarity	NPD820	Phase 3
0.6008	Remote Similarity	NPD7268	Clinical (unspecified phase)
0.6008	Remote Similarity	NPD8430	Approved
0.6008	Remote Similarity	NPD6553	Clinical (unspecified phase)
0.6008	Remote Similarity	NPD8486	Clinical (unspecified phase)
0.6008	Remote Similarity	NPD6292	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