NPASS Compound

Structure

NPC473283 OpenBabel07101718182D 41 43 0 0 1 0 0 0 0 0999 V2000 -1.5180 -4.8564 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2382 -1.4680 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3883 -9.0150 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1314 -8.3459 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4067 -0.9135 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7766 -5.9269 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -1.0981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9000 -2.9543 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2308 -3.6974 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5909 -2.0032 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1797 -6.3427 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4894 -7.0858 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9511 1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5398 -4.6485 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2601 -1.2601 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5388 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1293 -5.3916 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 1.7321 1.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.0000 1.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.5981 2.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.9511 -0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 0.6340 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1804 -8.0369 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.5981 1.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 4.3301 4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5388 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.0981 0.6340 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.7978 -8.2448 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.1074 -5.1837 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -0.2321 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 21 1 0 0 0 0 2 22 1 0 0 0 0 3 23 1 0 0 0 0 4 31 1 0 0 0 0 5 31 1 0 0 0 0 9 39 1 0 0 0 0 10 40 1 0 0 0 0 11 12 1 0 0 0 0 11 13 2 0 0 0 0 12 21 2 0 0 0 0 13 22 1 0 0 0 0 14 17 2 0 0 0 0 14 25 1 0 0 0 0 15 18 1 0 0 0 0 15 26 1 0 0 0 0 16 19 1 0 0 0 0 16 28 1 0 0 0 0 17 31 1 0 0 0 0 18 33 1 0 0 0 0 19 32 1 0 0 0 0 20 24 1 0 0 0 0 20 27 1 0 0 0 0 21 25 1 0 0 0 0 22 29 2 0 0 0 0 23 35 2 0 0 0 0 23 41 1 0 0 0 0 24 29 1 0 0 0 0 24 36 2 0 0 0 0 25 39 1 0 0 0 0 26 32 1 6 0 0 0 26 34 1 0 0 0 0 27 32 1 1 0 0 0 27 33 1 0 0 0 0 28 34 1 1 0 0 0 28 41 1 0 0 0 0 29 33 1 0 0 0 0 30 34 1 0 0 0 0 30 37 2 0 0 0 0 30 40 1 0 0 0 0 31 38 1 0 0 0 0 32 6 1 6 0 0 0 33 7 1 1 0 0 0 34 8 1 1 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	570.36
Volume:	614.027
LogP:	3.47
LogD:	3.133
LogS:	-4.865
# Rotatable Bonds:	10
TPSA:	99.13
# H-Bond Aceptor:	7
# H-Bond Donor:	1
# Rings:	3
# Heavy Atoms:	7

MedChem Properties

QED Drug-Likeness Score:	0.164
Synthetic Accessibility Score:	5.276
Fsp3:	0.676
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Accepted
GSK Rule:	Rejected
BMS Rule:	1
Golden Triangle Rule:	Rejected
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-4.907
MDCK Permeability:	2.240454159618821e-05
Pgp-inhibitor:	1.0
Pgp-substrate:	0.013
Human Intestinal Absorption (HIA):	0.023
20% Bioavailability (F20%):	0.023
30% Bioavailability (F30%):	0.654

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.19
Plasma Protein Binding (PPB):	90.73804473876953%
Volume Distribution (VD):	1.109
Pgp-substrate:	6.96038818359375%

ADMET: Metabolism

CYP1A2-inhibitor:	0.016
CYP1A2-substrate:	0.231
CYP2C19-inhibitor:	0.137
CYP2C19-substrate:	0.864
CYP2C9-inhibitor:	0.328
CYP2C9-substrate:	0.063
CYP2D6-inhibitor:	0.113
CYP2D6-substrate:	0.232
CYP3A4-inhibitor:	0.87
CYP3A4-substrate:	0.731

ADMET: Excretion

Clearance (CL):	2.63
Half-life (T1/2):	0.302

ADMET: Toxicity

hERG Blockers:	0.324
Human Hepatotoxicity (H-HT):	0.557
Drug-inuced Liver Injury (DILI):	0.387
AMES Toxicity:	0.012
Rat Oral Acute Toxicity:	0.62
Maximum Recommended Daily Dose:	0.97
Skin Sensitization:	0.804
Carcinogencity:	0.05
Eye Corrosion:	0.003
Eye Irritation:	0.009
Respiratory Toxicity:	0.97

Download Data

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

Natural Product: NPC473283

Natural Product ID:	NPC473283
*Common Name:**	13E-Globostellatic Acid B Methyl Ester
IUPAC Name:	methyl (3E,3aS,5aR,6R,7R,9aR,9bS)-7-acetyloxy-3-[(3E,5E,8E)-10-hydroxy-7-methoxy-6,10-dimethylundeca-3,5,8-trien-2-ylidene]-3a,6,9a-trimethyl-2-oxo-1,4,5,5a,7,8,9,9b-octahydrocyclopenta[a]naphthalene-6-carboxylate
Synonyms:	13E-Globostellatic Acid B Methyl Ester
Standard InCHIKey:	QIHQIMPZPQVOJO-ZWZVHUMJSA-N
Standard InCHI:	InChI=1S/C34H50O7/c1-21(25(39-9)14-17-31(4,5)38)12-11-13-22(2)29-24(36)20-27-32(6)19-16-28(41-23(3)35)34(8,30(37)40-10)26(32)15-18-33(27,29)7/h11-14,17,25-28,38H,15-16,18-20H2,1-10H3/b13-11+,17-14+,21-12+,29-22-/t25?,26-,27+,28-,32+,33+,34-/m1/s1
SMILES:	COC(/C(=C/C=C/C(=C1/C(=O)C[C@@H]2[C@]1(C)CC[C@@H]1[C@]2(C)CC[C@H]([C@]1(C)C(=O)OC)OC(=O)C)/C)/C)/C=C/C(O)(C)C
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL392801
PubChem CID:	44434368
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000259] Prenol lipids [CHEMONTID:0001553] Triterpenoids

*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
NPO28502	Rhabdastrella globostellata	Species	Ancorinidae	Eukaryota	n.a.	n.a.	n.a.	PMID[11858759]
NPO28502	Rhabdastrella globostellata	Species	Ancorinidae	Eukaryota	n.a.	n.a.	n.a.	PMID[16499318]
NPO28502	Rhabdastrella globostellata	Species	Ancorinidae	Eukaryota	n.a.	n.a.	n.a.	PMID[16562838]
NPO28502	Rhabdastrella globostellata	Species	Ancorinidae	Eukaryota	n.a.	n.a.	n.a.	PMID[17524651]
NPO28502	Rhabdastrella globostellata	Species	Ancorinidae	Eukaryota	n.a.	n.a.	n.a.	PMID[20627740]
NPO28502	Rhabdastrella globostellata	Species	Ancorinidae	Eukaryota	n.a.	n.a.	n.a.	PMID[20718449]
NPO28502	Rhabdastrella globostellata	Species	Ancorinidae	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	4
Others	3

Activity Type	# Activity
Cell Line	5
NON-MOLECULAR	2

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT737	Cell Line	HUVEC	Homo sapiens	IC50	=	1100.0	nM	PMID[571023]
NPT111	Cell Line	K562	Homo sapiens	IC50	=	9300.0	nM	PMID[571023]
NPT737	Cell Line	HUVEC	Homo sapiens	Ratio IC50	=	6.0	n.a.	PMID[571023]
NPT111	Cell Line	K562	Homo sapiens	Ratio IC50	=	9.0	n.a.	PMID[571023]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	IC50	=	6500.0	nM	PMID[571023]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	IC50	=	6000.0	nM	PMID[571023]

☑ 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 NPC473283 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	191
0.1-0.2	974
0.2-0.3	3497
0.3-0.4	7041
0.4-0.5	14056
0.5-0.6	7504
0.6-0.7	6546
0.7-0.8	2705
0.8-0.85	127
0.85-0.9	29
0.9-0.95	22
0.95-1	5

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC475526
1.0	High Similarity	NPC329345
0.9688	High Similarity	NPC320447
0.9588	High Similarity	NPC72151
0.94	High Similarity	NPC318363
0.94	High Similarity	NPC475418
0.94	High Similarity	NPC473482
0.9307	High Similarity	NPC475065
0.93	High Similarity	NPC473284
0.9286	High Similarity	NPC32577
0.9286	High Similarity	NPC155332
0.9286	High Similarity	NPC114540
0.9271	High Similarity	NPC110937
0.9271	High Similarity	NPC2049
0.9184	High Similarity	NPC282524
0.9184	High Similarity	NPC115899
0.9158	High Similarity	NPC471078
0.9158	High Similarity	NPC473435
0.9158	High Similarity	NPC473431
0.9158	High Similarity	NPC473280
0.9109	High Similarity	NPC330011
0.9109	High Similarity	NPC329048
0.9082	High Similarity	NPC266955
0.9	High Similarity	NPC475050
0.898	High Similarity	NPC108368
0.898	High Similarity	NPC57079
0.8969	High Similarity	NPC471153
0.8889	High Similarity	NPC35751
0.8866	High Similarity	NPC88310
0.8842	High Similarity	NPC161638
0.8824	High Similarity	NPC266570
0.88	High Similarity	NPC168319
0.88	High Similarity	NPC194028
0.8776	High Similarity	NPC122324
0.8776	High Similarity	NPC106425
0.8776	High Similarity	NPC301534
0.8776	High Similarity	NPC151725
0.8776	High Similarity	NPC250757
0.8762	High Similarity	NPC474315
0.8673	High Similarity	NPC180950
0.8646	High Similarity	NPC474842
0.8646	High Similarity	NPC475965
0.8627	High Similarity	NPC180204
0.86	High Similarity	NPC316598
0.8598	High Similarity	NPC122056
0.8586	High Similarity	NPC242848
0.8571	High Similarity	NPC474690
0.8571	High Similarity	NPC299100
0.8557	High Similarity	NPC473986
0.8557	High Similarity	NPC474018
0.8519	High Similarity	NPC147912
0.8519	High Similarity	NPC67259
0.85	High Similarity	NPC474785
0.85	High Similarity	NPC253826
0.85	High Similarity	NPC474938
0.8491	Intermediate Similarity	NPC16270
0.8476	Intermediate Similarity	NPC220155
0.8468	Intermediate Similarity	NPC476962
0.8447	Intermediate Similarity	NPC112009
0.8431	Intermediate Similarity	NPC476888
0.8431	Intermediate Similarity	NPC93744
0.8384	Intermediate Similarity	NPC38830
0.8364	Intermediate Similarity	NPC470492
0.8364	Intermediate Similarity	NPC286528
0.8364	Intermediate Similarity	NPC20302
0.8364	Intermediate Similarity	NPC167606
0.8364	Intermediate Similarity	NPC140055
0.835	Intermediate Similarity	NPC476890
0.835	Intermediate Similarity	NPC40918
0.8333	Intermediate Similarity	NPC477521
0.8333	Intermediate Similarity	NPC475970
0.8333	Intermediate Similarity	NPC69291
0.8333	Intermediate Similarity	NPC117685
0.8317	Intermediate Similarity	NPC53844
0.83	Intermediate Similarity	NPC209355
0.83	Intermediate Similarity	NPC84383
0.83	Intermediate Similarity	NPC293052
0.8288	Intermediate Similarity	NPC50774
0.8288	Intermediate Similarity	NPC709
0.8286	Intermediate Similarity	NPC34768
0.8286	Intermediate Similarity	NPC189863
0.8283	Intermediate Similarity	NPC472871
0.8283	Intermediate Similarity	NPC139692
0.8269	Intermediate Similarity	NPC476889
0.8265	Intermediate Similarity	NPC8062
0.8252	Intermediate Similarity	NPC118174
0.8247	Intermediate Similarity	NPC292491
0.8247	Intermediate Similarity	NPC310752
0.8247	Intermediate Similarity	NPC80335
0.8247	Intermediate Similarity	NPC473879
0.8218	Intermediate Similarity	NPC234993
0.8218	Intermediate Similarity	NPC327788
0.8218	Intermediate Similarity	NPC134072
0.8214	Intermediate Similarity	NPC264954
0.8208	Intermediate Similarity	NPC179380
0.8208	Intermediate Similarity	NPC91034
0.8208	Intermediate Similarity	NPC302788
0.8208	Intermediate Similarity	NPC475294
0.82	Intermediate Similarity	NPC470697
0.82	Intermediate Similarity	NPC84893
0.8198	Intermediate Similarity	NPC470493
0.8198	Intermediate Similarity	NPC243065
0.8198	Intermediate Similarity	NPC183580
0.8198	Intermediate Similarity	NPC312824
0.819	Intermediate Similarity	NPC472868
0.819	Intermediate Similarity	NPC473175
0.8182	Intermediate Similarity	NPC177037
0.8182	Intermediate Similarity	NPC177641
0.8182	Intermediate Similarity	NPC472814
0.8173	Intermediate Similarity	NPC475091
0.8173	Intermediate Similarity	NPC476081
0.8165	Intermediate Similarity	NPC264634
0.8165	Intermediate Similarity	NPC147180
0.8163	Intermediate Similarity	NPC118011
0.8163	Intermediate Similarity	NPC36668
0.8155	Intermediate Similarity	NPC474012
0.8155	Intermediate Similarity	NPC476299
0.8155	Intermediate Similarity	NPC201406
0.8155	Intermediate Similarity	NPC54705
0.8155	Intermediate Similarity	NPC251680
0.8155	Intermediate Similarity	NPC471413
0.8148	Intermediate Similarity	NPC179642
0.8144	Intermediate Similarity	NPC166857
0.8144	Intermediate Similarity	NPC141292
0.8142	Intermediate Similarity	NPC474370
0.8137	Intermediate Similarity	NPC26413
0.8131	Intermediate Similarity	NPC102843
0.8125	Intermediate Similarity	NPC473617
0.8125	Intermediate Similarity	NPC473828
0.8119	Intermediate Similarity	NPC171395
0.8108	Intermediate Similarity	NPC64318
0.8108	Intermediate Similarity	NPC476963
0.81	Intermediate Similarity	NPC115021
0.81	Intermediate Similarity	NPC162615
0.81	Intermediate Similarity	NPC205034
0.81	Intermediate Similarity	NPC38232
0.81	Intermediate Similarity	NPC152778
0.8095	Intermediate Similarity	NPC120321
0.8095	Intermediate Similarity	NPC476237
0.8081	Intermediate Similarity	NPC51486
0.8081	Intermediate Similarity	NPC78973
0.8081	Intermediate Similarity	NPC471896
0.8077	Intermediate Similarity	NPC99411
0.8077	Intermediate Similarity	NPC476240
0.8077	Intermediate Similarity	NPC476223
0.8077	Intermediate Similarity	NPC471412
0.8077	Intermediate Similarity	NPC224720
0.8073	Intermediate Similarity	NPC470960
0.807	Intermediate Similarity	NPC67569
0.8061	Intermediate Similarity	NPC104560
0.8058	Intermediate Similarity	NPC98868
0.8058	Intermediate Similarity	NPC252295
0.8056	Intermediate Similarity	NPC472216
0.8056	Intermediate Similarity	NPC474901
0.8056	Intermediate Similarity	NPC10064
0.8056	Intermediate Similarity	NPC475941
0.8056	Intermediate Similarity	NPC284828
0.8056	Intermediate Similarity	NPC173905
0.8056	Intermediate Similarity	NPC5475
0.8056	Intermediate Similarity	NPC170221
0.8039	Intermediate Similarity	NPC16967
0.8037	Intermediate Similarity	NPC220974
0.8037	Intermediate Similarity	NPC476958
0.8037	Intermediate Similarity	NPC263729
0.8037	Intermediate Similarity	NPC475570
0.8037	Intermediate Similarity	NPC187435
0.8037	Intermediate Similarity	NPC67321
0.8036	Intermediate Similarity	NPC239273
0.8036	Intermediate Similarity	NPC476959
0.8036	Intermediate Similarity	NPC476965
0.8036	Intermediate Similarity	NPC470959
0.802	Intermediate Similarity	NPC469406
0.802	Intermediate Similarity	NPC477129
0.802	Intermediate Similarity	NPC477130
0.802	Intermediate Similarity	NPC8993
0.802	Intermediate Similarity	NPC124207
0.8019	Intermediate Similarity	NPC118911
0.8019	Intermediate Similarity	NPC239162
0.8018	Intermediate Similarity	NPC475163
0.8018	Intermediate Similarity	NPC470953
0.8017	Intermediate Similarity	NPC470494
0.8017	Intermediate Similarity	NPC3381
0.8	Intermediate Similarity	NPC478156
0.8	Intermediate Similarity	NPC153700
0.8	Intermediate Similarity	NPC23786
0.8	Intermediate Similarity	NPC252433
0.8	Intermediate Similarity	NPC162973
0.8	Intermediate Similarity	NPC100267
0.8	Intermediate Similarity	NPC470265
0.8	Intermediate Similarity	NPC88326
0.8	Intermediate Similarity	NPC90952
0.8	Intermediate Similarity	NPC473163
0.8	Intermediate Similarity	NPC470113
0.8	Intermediate Similarity	NPC191620
0.8	Intermediate Similarity	NPC475806
0.8	Intermediate Similarity	NPC475524
0.8	Intermediate Similarity	NPC22388
0.7982	Intermediate Similarity	NPC29133
0.7982	Intermediate Similarity	NPC41123
0.7982	Intermediate Similarity	NPC145074

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 NPC473283 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	160
0.1-0.2	1139
0.2-0.3	3347
0.3-0.4	2788
0.4-0.5	1101
0.5-0.6	284
0.6-0.7	207
0.7-0.8	120
0.8-0.85	4
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.8364	Intermediate Similarity	NPD7115	Discovery
0.8155	Intermediate Similarity	NPD7639	Approved
0.8155	Intermediate Similarity	NPD7640	Approved
0.8058	Intermediate Similarity	NPD7638	Approved
0.7885	Intermediate Similarity	NPD4225	Approved
0.7843	Intermediate Similarity	NPD7748	Approved
0.7798	Intermediate Similarity	NPD6881	Approved
0.7798	Intermediate Similarity	NPD6899	Approved
0.7778	Intermediate Similarity	NPD6675	Approved
0.7778	Intermediate Similarity	NPD6402	Approved
0.7778	Intermediate Similarity	NPD7128	Approved
0.7778	Intermediate Similarity	NPD5739	Approved
0.7748	Intermediate Similarity	NPD8130	Phase 1
0.7706	Intermediate Similarity	NPD5697	Approved
0.7679	Intermediate Similarity	NPD8297	Approved
0.7677	Intermediate Similarity	NPD6409	Approved
0.7677	Intermediate Similarity	NPD5330	Approved
0.7677	Intermediate Similarity	NPD7146	Approved
0.7677	Intermediate Similarity	NPD7521	Approved
0.7677	Intermediate Similarity	NPD7334	Approved
0.7677	Intermediate Similarity	NPD6684	Approved
0.7658	Intermediate Similarity	NPD6883	Approved
0.7658	Intermediate Similarity	NPD7290	Approved
0.7658	Intermediate Similarity	NPD7102	Approved
0.7647	Intermediate Similarity	NPD7637	Suspended
0.7636	Intermediate Similarity	NPD7320	Approved
0.7629	Intermediate Similarity	NPD4752	Clinical (unspecified phase)
0.7619	Intermediate Similarity	NPD6083	Phase 2
0.7619	Intermediate Similarity	NPD6084	Phase 2
0.7619	Intermediate Similarity	NPD7902	Approved
0.7589	Intermediate Similarity	NPD6617	Approved
0.7589	Intermediate Similarity	NPD6847	Approved
0.7589	Intermediate Similarity	NPD6650	Approved
0.7589	Intermediate Similarity	NPD6869	Approved
0.7589	Intermediate Similarity	NPD6649	Approved
0.7576	Intermediate Similarity	NPD1694	Approved
0.7573	Intermediate Similarity	NPD6399	Phase 3
0.7568	Intermediate Similarity	NPD6372	Approved
0.7568	Intermediate Similarity	NPD6373	Approved
0.7568	Intermediate Similarity	NPD6013	Approved
0.7568	Intermediate Similarity	NPD6012	Approved
0.7568	Intermediate Similarity	NPD6014	Approved
0.7549	Intermediate Similarity	NPD5785	Approved
0.7545	Intermediate Similarity	NPD5701	Approved
0.7525	Intermediate Similarity	NPD6903	Approved
0.7525	Intermediate Similarity	NPD6672	Approved
0.7525	Intermediate Similarity	NPD7513	Clinical (unspecified phase)
0.7525	Intermediate Similarity	NPD5737	Approved
0.7522	Intermediate Similarity	NPD6882	Approved
0.75	Intermediate Similarity	NPD5211	Phase 2
0.75	Intermediate Similarity	NPD7632	Discontinued
0.75	Intermediate Similarity	NPD7901	Clinical (unspecified phase)
0.75	Intermediate Similarity	NPD3618	Phase 1
0.75	Intermediate Similarity	NPD7900	Approved
0.7477	Intermediate Similarity	NPD6011	Approved
0.7476	Intermediate Similarity	NPD5693	Phase 1
0.7476	Intermediate Similarity	NPD7515	Phase 2
0.7476	Intermediate Similarity	NPD6079	Approved
0.7451	Intermediate Similarity	NPD5328	Approved
0.7429	Intermediate Similarity	NPD6356	Clinical (unspecified phase)
0.7429	Intermediate Similarity	NPD5695	Phase 3
0.7404	Intermediate Similarity	NPD5779	Approved
0.7404	Intermediate Similarity	NPD5778	Approved
0.7383	Intermediate Similarity	NPD5696	Approved
0.7364	Intermediate Similarity	NPD5141	Approved
0.7327	Intermediate Similarity	NPD3574	Clinical (unspecified phase)
0.7315	Intermediate Similarity	NPD5286	Approved
0.7315	Intermediate Similarity	NPD4696	Approved
0.7315	Intermediate Similarity	NPD5285	Approved
0.7308	Intermediate Similarity	NPD8034	Phase 2
0.7308	Intermediate Similarity	NPD8035	Phase 2
0.7308	Intermediate Similarity	NPD5284	Approved
0.7308	Intermediate Similarity	NPD6050	Approved
0.7308	Intermediate Similarity	NPD6411	Approved
0.7308	Intermediate Similarity	NPD5281	Approved
0.7308	Intermediate Similarity	NPD5694	Approved
0.729	Intermediate Similarity	NPD4755	Approved
0.7282	Intermediate Similarity	NPD6904	Approved
0.7282	Intermediate Similarity	NPD6080	Approved
0.7282	Intermediate Similarity	NPD6673	Approved
0.7281	Intermediate Similarity	NPD6401	Clinical (unspecified phase)
0.7255	Intermediate Similarity	NPD3573	Approved
0.7238	Intermediate Similarity	NPD4202	Approved
0.7227	Intermediate Similarity	NPD6319	Approved
0.7212	Intermediate Similarity	NPD5207	Approved
0.7212	Intermediate Similarity	NPD5692	Phase 3
0.7196	Intermediate Similarity	NPD5221	Approved
0.7196	Intermediate Similarity	NPD5220	Clinical (unspecified phase)
0.7196	Intermediate Similarity	NPD5222	Approved
0.7182	Intermediate Similarity	NPD5226	Approved
0.7182	Intermediate Similarity	NPD4633	Approved
0.7182	Intermediate Similarity	NPD5225	Approved
0.7182	Intermediate Similarity	NPD5224	Approved
0.7177	Intermediate Similarity	NPD7319	Approved
0.7156	Intermediate Similarity	NPD4700	Approved
0.7143	Intermediate Similarity	NPD6008	Approved
0.7143	Intermediate Similarity	NPD7100	Approved
0.7143	Intermediate Similarity	NPD7101	Approved
0.7131	Intermediate Similarity	NPD7492	Approved
0.713	Intermediate Similarity	NPD5173	Approved
0.7129	Intermediate Similarity	NPD3665	Phase 1
0.7129	Intermediate Similarity	NPD3133	Approved
0.7129	Intermediate Similarity	NPD3666	Approved
0.7129	Intermediate Similarity	NPD4786	Approved
0.7117	Intermediate Similarity	NPD5174	Approved
0.7117	Intermediate Similarity	NPD5175	Approved
0.7115	Intermediate Similarity	NPD5764	Clinical (unspecified phase)
0.7115	Intermediate Similarity	NPD6051	Approved
0.7115	Intermediate Similarity	NPD4753	Phase 2
0.7115	Intermediate Similarity	NPD6101	Approved
0.7105	Intermediate Similarity	NPD4061	Clinical (unspecified phase)
0.71	Intermediate Similarity	NPD5209	Approved
0.71	Intermediate Similarity	NPD3667	Approved
0.7097	Intermediate Similarity	NPD7736	Approved
0.7091	Intermediate Similarity	NPD5223	Approved
0.7083	Intermediate Similarity	NPD6054	Approved
0.7083	Intermediate Similarity	NPD8039	Approved
0.7073	Intermediate Similarity	NPD6616	Approved
0.7073	Intermediate Similarity	NPD7507	Approved
0.7059	Intermediate Similarity	NPD7520	Clinical (unspecified phase)
0.7059	Intermediate Similarity	NPD5363	Approved
0.7059	Intermediate Similarity	NPD6335	Approved
0.7043	Intermediate Similarity	NPD5955	Clinical (unspecified phase)
0.7043	Intermediate Similarity	NPD4634	Approved
0.7041	Intermediate Similarity	NPD5784	Clinical (unspecified phase)
0.7037	Intermediate Similarity	NPD4697	Phase 3
0.7034	Intermediate Similarity	NPD6868	Approved
0.7034	Intermediate Similarity	NPD6274	Approved
0.7019	Intermediate Similarity	NPD5208	Approved
0.7018	Intermediate Similarity	NPD6686	Approved
0.7018	Intermediate Similarity	NPD5345	Clinical (unspecified phase)
0.7016	Intermediate Similarity	NPD7078	Approved
0.7016	Intermediate Similarity	NPD8293	Discontinued
0.7009	Intermediate Similarity	NPD4632	Approved
0.7009	Intermediate Similarity	NPD6001	Approved
0.7	Intermediate Similarity	NPD6648	Approved
0.699	Remote Similarity	NPD6098	Approved
0.699	Remote Similarity	NPD4519	Discontinued
0.699	Remote Similarity	NPD5279	Phase 3
0.699	Remote Similarity	NPD4623	Approved
0.6975	Remote Similarity	NPD6317	Approved
0.6967	Remote Similarity	NPD6370	Approved
0.6961	Remote Similarity	NPD3668	Phase 3
0.6944	Remote Similarity	NPD5210	Approved
0.6944	Remote Similarity	NPD4629	Approved
0.6944	Remote Similarity	NPD1698	Clinical (unspecified phase)
0.6942	Remote Similarity	NPD6059	Approved
0.6931	Remote Similarity	NPD4223	Phase 3
0.6931	Remote Similarity	NPD4221	Approved
0.6931	Remote Similarity	NPD4269	Approved
0.6931	Remote Similarity	NPD4270	Approved
0.693	Remote Similarity	NPD5954	Clinical (unspecified phase)
0.6917	Remote Similarity	NPD6313	Approved
0.6917	Remote Similarity	NPD6314	Approved
0.6893	Remote Similarity	NPD5329	Approved
0.6885	Remote Similarity	NPD6908	Approved
0.6885	Remote Similarity	NPD7503	Approved
0.6885	Remote Similarity	NPD6909	Approved
0.6885	Remote Similarity	NPD6016	Approved
0.6885	Remote Similarity	NPD6015	Approved
0.687	Remote Similarity	NPD4730	Approved
0.687	Remote Similarity	NPD4729	Approved
0.6863	Remote Similarity	NPD6695	Phase 3
0.6842	Remote Similarity	NPD4768	Approved
0.6842	Remote Similarity	NPD4767	Approved
0.6833	Remote Similarity	NPD6009	Approved
0.6832	Remote Similarity	NPD5369	Approved
0.6829	Remote Similarity	NPD5988	Approved
0.6827	Remote Similarity	NPD5280	Approved
0.6827	Remote Similarity	NPD5786	Approved
0.6827	Remote Similarity	NPD4694	Approved
0.6814	Remote Similarity	NPD4754	Approved
0.6803	Remote Similarity	NPD8377	Approved
0.6803	Remote Similarity	NPD8294	Approved
0.6796	Remote Similarity	NPD7338	Clinical (unspecified phase)
0.6796	Remote Similarity	NPD4197	Approved
0.6792	Remote Similarity	NPD7285	Clinical (unspecified phase)
0.6789	Remote Similarity	NPD5654	Approved
0.6783	Remote Similarity	NPD6412	Phase 2
0.678	Remote Similarity	NPD6053	Discontinued
0.6777	Remote Similarity	NPD7327	Approved
0.6777	Remote Similarity	NPD7328	Approved
0.6774	Remote Similarity	NPD7604	Phase 2
0.6762	Remote Similarity	NPD7750	Discontinued
0.6752	Remote Similarity	NPD5249	Phase 3
0.6752	Remote Similarity	NPD5247	Approved
0.6752	Remote Similarity	NPD6371	Approved
0.6752	Remote Similarity	NPD5250	Approved
0.6752	Remote Similarity	NPD5251	Approved
0.6752	Remote Similarity	NPD5248	Approved
0.6748	Remote Similarity	NPD5983	Phase 2
0.6748	Remote Similarity	NPD8380	Approved
0.6748	Remote Similarity	NPD8335	Approved
0.6748	Remote Similarity	NPD8513	Phase 3
0.6748	Remote Similarity	NPD8379	Approved
0.6748	Remote Similarity	NPD6291	Clinical (unspecified phase)
0.6748	Remote Similarity	NPD8296	Approved
0.6748	Remote Similarity	NPD8517	Approved
0.6748	Remote Similarity	NPD8033	Approved
0.6748	Remote Similarity	NPD8516	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