NPASS Compound

Structure

NPC475003 OpenBabel07101718182D 45 49 0 0 1 0 0 0 0 0999 V2000 0.4212 -2.7960 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2642 -0.9423 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4482 1.4135 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6321 -2.8269 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1208 2.4867 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6729 -0.2106 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2439 0.9102 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5509 0.6663 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6086 0.6663 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2172 -0.9423 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0878 0.3606 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2872 -2.2295 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3174 -2.5048 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.2642 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6321 1.8846 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4482 -2.3558 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0310 2.2428 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1851 -2.0310 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2172 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5509 -1.6086 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.6321 -0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.8161 0.4712 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.6321 -0.9423 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.0798 -3.0587 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.9423 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 -0.8161 -1.4135 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.9423 0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.6086 -1.6086 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.9423 -0.9423 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.8354 -0.2130 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.0803 0.4712 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.6321 2.8269 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.2642 -2.8269 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.6974 2.9091 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.8514 -2.6974 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.0798 -4.0010 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.6708 -0.6684 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.3449 -2.2295 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.4482 0.4712 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8161 1.4135 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.4482 -1.4135 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.8421 -2.5048 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.2749 1.3326 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.2749 -2.2749 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 13 1 0 0 0 0 2 14 1 0 0 0 0 3 15 1 0 0 0 0 4 16 1 0 0 0 0 5 17 1 0 0 0 0 6 18 1 0 0 0 0 7 26 1 0 0 0 0 8 9 2 0 0 0 0 8 19 1 0 0 0 0 9 28 1 0 0 0 0 10 19 2 0 0 0 0 10 20 1 0 0 0 0 11 19 1 0 0 0 0 11 31 1 0 0 0 0 12 39 1 0 0 0 0 13 24 1 0 0 0 0 13 29 1 6 0 0 0 14 32 2 0 0 0 0 14 40 1 0 0 0 0 15 33 2 0 0 0 0 15 41 1 0 0 0 0 16 34 2 0 0 0 0 16 42 1 0 0 0 0 17 35 2 0 0 0 0 17 44 1 0 0 0 0 18 36 2 0 0 0 0 18 45 1 0 0 0 0 20 29 1 6 0 0 0 20 43 1 0 0 0 0 21 22 1 0 0 0 0 21 23 1 0 0 0 0 21 40 1 6 0 0 0 22 26 1 6 0 0 0 22 41 1 0 0 0 0 23 27 1 6 0 0 0 23 42 1 0 0 0 0 24 37 2 0 0 0 0 24 43 1 0 0 0 0 25 26 1 1 0 0 0 25 27 1 0 0 0 0 25 30 1 0 0 0 0 26 28 1 6 0 0 0 27 12 1 1 0 0 0 27 39 1 0 0 0 0 28 30 1 1 0 0 0 28 44 1 0 0 0 0 29 30 1 1 0 0 0 29 38 1 0 0 0 0 30 45 1 1 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	636.21
Volume:	595.415
LogP:	0.702
LogD:	0.099
LogS:	-3.694
# Rotatable Bonds:	11
TPSA:	210.79
# H-Bond Aceptor:	15
# H-Bond Donor:	2
# Rings:	5
# Heavy Atoms:	15

MedChem Properties

QED Drug-Likeness Score:	0.215
Synthetic Accessibility Score:	6.172
Fsp3:	0.667
Lipinski Rule-of-5:	Rejected
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:	-5.393
MDCK Permeability:	0.0001361145987175405
Pgp-inhibitor:	0.997
Pgp-substrate:	0.633
Human Intestinal Absorption (HIA):	0.946
20% Bioavailability (F20%):	0.994
30% Bioavailability (F30%):	0.92

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.052
Plasma Protein Binding (PPB):	26.570587158203125%
Volume Distribution (VD):	1.111
Pgp-substrate:	55.09110641479492%

ADMET: Metabolism

CYP1A2-inhibitor:	0.005
CYP1A2-substrate:	0.03
CYP2C19-inhibitor:	0.015
CYP2C19-substrate:	0.063
CYP2C9-inhibitor:	0.008
CYP2C9-substrate:	0.006
CYP2D6-inhibitor:	0.064
CYP2D6-substrate:	0.035
CYP3A4-inhibitor:	0.436
CYP3A4-substrate:	0.239

ADMET: Excretion

Clearance (CL):	1.523
Half-life (T1/2):	0.814

ADMET: Toxicity

hERG Blockers:	0.336
Human Hepatotoxicity (H-HT):	0.993
Drug-inuced Liver Injury (DILI):	0.978
AMES Toxicity:	0.967
Rat Oral Acute Toxicity:	0.609
Maximum Recommended Daily Dose:	0.93
Skin Sensitization:	0.937
Carcinogencity:	0.052
Eye Corrosion:	0.003
Eye Irritation:	0.043
Respiratory Toxicity:	0.437

Download Data

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

Natural Product: NPC475003

Natural Product ID:	NPC475003
*Common Name:**	Juncenolide C
IUPAC Name:	n.a.
Synonyms:	Juncenolide C
Standard InCHIKey:	IJMVASGWKRPVHU-OBNNQZCESA-N
Standard InCHI:	InChI=1S/C30H36O15/c1-13-24(37)43-20-10-19(11-31)8-9-28(44-17(5)35)26(7)22(41-15(3)33)21(40-14(2)32)23(42-16(4)34)27(12-39-27)25(26)30(28,29(13,20)38)45-18(6)36/h8-10,13,20-23,25,31,38H,11-12H2,1-7H3/b9-8-,19-10+/t13-,20-,21+,22-,23+,25+,26-,27+,28+,29-,30-/m0/s1
SMILES:	OCC1=C[C@@H]2OC(=O)[C@@H]([C@]2([C@]2([C@](C=C1)(OC(=O)C)[C@@]1(C)[C@@H](OC(=O)C)[C@@H](OC(=O)C)[C@H]([C@]3([C@H]21)OC3)OC(=O)C)OC(=O)C)O)C
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL491566
PubChem CID:	44566773
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000259] Prenol lipids [CHEMONTID:0001283] Terpene lactones [CHEMONTID:0001538] Diterpene lactones

*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
NPO25525	Junceella juncea	Species	Ellisellidae	Eukaryota	n.a.	n.a.	n.a.	PMID[11809065]
NPO25525	Junceella juncea	Species	Ellisellidae	Eukaryota	n.a.	Taiwanese gorgonian	n.a.	PMID[12608873]
NPO25525	Junceella juncea	Species	Ellisellidae	Eukaryota	n.a.	n.a.	n.a.	PMID[22071302]
NPO25525	Junceella juncea	Species	Ellisellidae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO25525	Junceella juncea	Species	Ellisellidae	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

Activity Type	# Activity
NON-MOLECULAR	2

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	IC50	=	6.6	ug.mL-1	PMID[474705]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	IC50	=	7.8	ug.mL-1	PMID[474705]

☑ 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 NPC475003 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	241
0.1-0.2	1341
0.2-0.3	4122
0.3-0.4	6963
0.4-0.5	14352
0.5-0.6	9301
0.6-0.7	5221
0.7-0.8	1081
0.8-0.85	61
0.85-0.9	9
0.9-0.95	4
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
0.9204	High Similarity	NPC476712
0.9204	High Similarity	NPC476713
0.9115	High Similarity	NPC476711
0.9115	High Similarity	NPC476710
0.9043	High Similarity	NPC470186
0.9027	High Similarity	NPC73314
0.8661	High Similarity	NPC94377
0.8632	High Similarity	NPC284707
0.8547	High Similarity	NPC98249
0.8547	High Similarity	NPC53396
0.8547	High Similarity	NPC296822
0.8547	High Similarity	NPC469684
0.8522	High Similarity	NPC473877
0.85	High Similarity	NPC188222
0.85	High Similarity	NPC310035
0.85	High Similarity	NPC282003
0.8475	Intermediate Similarity	NPC478205
0.8475	Intermediate Similarity	NPC108581
0.8475	Intermediate Similarity	NPC478206
0.8462	Intermediate Similarity	NPC474333
0.843	Intermediate Similarity	NPC303006
0.8421	Intermediate Similarity	NPC42662
0.84	Intermediate Similarity	NPC470185
0.839	Intermediate Similarity	NPC478204
0.8374	Intermediate Similarity	NPC471940
0.8348	Intermediate Similarity	NPC281624
0.8333	Intermediate Similarity	NPC475885
0.8305	Intermediate Similarity	NPC477509
0.8293	Intermediate Similarity	NPC181999
0.8293	Intermediate Similarity	NPC471939
0.825	Intermediate Similarity	NPC236918
0.825	Intermediate Similarity	NPC156745
0.8235	Intermediate Similarity	NPC470775
0.8235	Intermediate Similarity	NPC176513
0.8235	Intermediate Similarity	NPC58662
0.8214	Intermediate Similarity	NPC474709
0.8214	Intermediate Similarity	NPC478156
0.8211	Intermediate Similarity	NPC473919
0.8211	Intermediate Similarity	NPC473709
0.819	Intermediate Similarity	NPC115257
0.819	Intermediate Similarity	NPC161816
0.8182	Intermediate Similarity	NPC329080
0.8182	Intermediate Similarity	NPC472759
0.816	Intermediate Similarity	NPC236999
0.8151	Intermediate Similarity	NPC179626
0.8145	Intermediate Similarity	NPC293112
0.8142	Intermediate Similarity	NPC69171
0.8142	Intermediate Similarity	NPC474165
0.8136	Intermediate Similarity	NPC478212
0.8136	Intermediate Similarity	NPC469454
0.8136	Intermediate Similarity	NPC475966
0.8136	Intermediate Similarity	NPC469463
0.8136	Intermediate Similarity	NPC477126
0.8136	Intermediate Similarity	NPC469496
0.813	Intermediate Similarity	NPC473802
0.813	Intermediate Similarity	NPC67251
0.813	Intermediate Similarity	NPC472399
0.8125	Intermediate Similarity	NPC98225
0.812	Intermediate Similarity	NPC474846
0.812	Intermediate Similarity	NPC194619
0.812	Intermediate Similarity	NPC469655
0.812	Intermediate Similarity	NPC469656
0.8103	Intermediate Similarity	NPC475922
0.8099	Intermediate Similarity	NPC472667
0.8087	Intermediate Similarity	NPC475587
0.8087	Intermediate Similarity	NPC112780
0.8087	Intermediate Similarity	NPC475510
0.8083	Intermediate Similarity	NPC473590
0.807	Intermediate Similarity	NPC239162
0.8067	Intermediate Similarity	NPC117712
0.8065	Intermediate Similarity	NPC81736
0.8065	Intermediate Similarity	NPC172154
0.8065	Intermediate Similarity	NPC145238
0.8053	Intermediate Similarity	NPC183571
0.8051	Intermediate Similarity	NPC269530
0.8036	Intermediate Similarity	NPC474718
0.8034	Intermediate Similarity	NPC472215
0.8034	Intermediate Similarity	NPC473594
0.8034	Intermediate Similarity	NPC474586
0.8034	Intermediate Similarity	NPC472214
0.8034	Intermediate Similarity	NPC473975
0.8034	Intermediate Similarity	NPC473843
0.8033	Intermediate Similarity	NPC143755
0.8017	Intermediate Similarity	NPC474664
0.8017	Intermediate Similarity	NPC473595
0.8017	Intermediate Similarity	NPC233379
0.8017	Intermediate Similarity	NPC14862
0.8017	Intermediate Similarity	NPC473939
0.8017	Intermediate Similarity	NPC146280
0.8017	Intermediate Similarity	NPC470776
0.8017	Intermediate Similarity	NPC476714
0.8017	Intermediate Similarity	NPC124676
0.8	Intermediate Similarity	NPC234858
0.8	Intermediate Similarity	NPC154363
0.8	Intermediate Similarity	NPC473635
0.8	Intermediate Similarity	NPC471127
0.8	Intermediate Similarity	NPC474734
0.7984	Intermediate Similarity	NPC100017
0.7984	Intermediate Similarity	NPC471137
0.7984	Intermediate Similarity	NPC182266
0.7984	Intermediate Similarity	NPC475500
0.7984	Intermediate Similarity	NPC471136
0.7984	Intermediate Similarity	NPC473548
0.7984	Intermediate Similarity	NPC223356
0.7984	Intermediate Similarity	NPC11895
0.7984	Intermediate Similarity	NPC475154
0.7984	Intermediate Similarity	NPC469789
0.7983	Intermediate Similarity	NPC471204
0.7967	Intermediate Similarity	NPC159456
0.7967	Intermediate Similarity	NPC4021
0.7967	Intermediate Similarity	NPC472401
0.7966	Intermediate Similarity	NPC132790
0.7966	Intermediate Similarity	NPC97939
0.7966	Intermediate Similarity	NPC100329
0.7966	Intermediate Similarity	NPC247031
0.7966	Intermediate Similarity	NPC157476
0.7966	Intermediate Similarity	NPC179798
0.7966	Intermediate Similarity	NPC304180
0.7965	Intermediate Similarity	NPC308824
0.7949	Intermediate Similarity	NPC469370
0.7949	Intermediate Similarity	NPC273433
0.7949	Intermediate Similarity	NPC15218
0.7937	Intermediate Similarity	NPC470780
0.7934	Intermediate Similarity	NPC13713
0.7934	Intermediate Similarity	NPC10721
0.7931	Intermediate Similarity	NPC326994
0.7931	Intermediate Similarity	NPC474421
0.7931	Intermediate Similarity	NPC67321
0.7931	Intermediate Similarity	NPC187435
0.7931	Intermediate Similarity	NPC324327
0.7931	Intermediate Similarity	NPC194620
0.7931	Intermediate Similarity	NPC72813
0.792	Intermediate Similarity	NPC476729
0.792	Intermediate Similarity	NPC8369
0.7917	Intermediate Similarity	NPC472400
0.7913	Intermediate Similarity	NPC283850
0.7913	Intermediate Similarity	NPC258532
0.7913	Intermediate Similarity	NPC220964
0.7913	Intermediate Similarity	NPC475676
0.7903	Intermediate Similarity	NPC19464
0.7903	Intermediate Similarity	NPC257017
0.7903	Intermediate Similarity	NPC170538
0.7903	Intermediate Similarity	NPC162009
0.7903	Intermediate Similarity	NPC23786
0.7903	Intermediate Similarity	NPC470265
0.7899	Intermediate Similarity	NPC317687
0.7899	Intermediate Similarity	NPC476801
0.7899	Intermediate Similarity	NPC472002
0.7895	Intermediate Similarity	NPC475091
0.7891	Intermediate Similarity	NPC475314
0.7891	Intermediate Similarity	NPC475389
0.7891	Intermediate Similarity	NPC477189
0.7891	Intermediate Similarity	NPC473838
0.7891	Intermediate Similarity	NPC475606
0.7891	Intermediate Similarity	NPC251564
0.7886	Intermediate Similarity	NPC471126
0.7886	Intermediate Similarity	NPC268530
0.7886	Intermediate Similarity	NPC145182
0.7886	Intermediate Similarity	NPC157252
0.7886	Intermediate Similarity	NPC471128
0.7886	Intermediate Similarity	NPC251226
0.7886	Intermediate Similarity	NPC154491
0.7881	Intermediate Similarity	NPC46407
0.7881	Intermediate Similarity	NPC478209
0.7881	Intermediate Similarity	NPC119550
0.7881	Intermediate Similarity	NPC478211
0.7881	Intermediate Similarity	NPC5103
0.7876	Intermediate Similarity	NPC272223
0.7869	Intermediate Similarity	NPC251310
0.7863	Intermediate Similarity	NPC472439
0.7863	Intermediate Similarity	NPC169888
0.7863	Intermediate Similarity	NPC55972
0.7863	Intermediate Similarity	NPC151393
0.7863	Intermediate Similarity	NPC327286
0.7863	Intermediate Similarity	NPC469916
0.7863	Intermediate Similarity	NPC37628
0.7863	Intermediate Similarity	NPC102843
0.7863	Intermediate Similarity	NPC68282
0.7857	Intermediate Similarity	NPC225049
0.7857	Intermediate Similarity	NPC120446
0.7857	Intermediate Similarity	NPC134454
0.7857	Intermediate Similarity	NPC17326
0.7851	Intermediate Similarity	NPC270478
0.7845	Intermediate Similarity	NPC16313
0.7845	Intermediate Similarity	NPC475802
0.7845	Intermediate Similarity	NPC470975
0.7845	Intermediate Similarity	NPC103088
0.7845	Intermediate Similarity	NPC470979
0.7845	Intermediate Similarity	NPC9303
0.784	Intermediate Similarity	NPC265557
0.784	Intermediate Similarity	NPC91693
0.784	Intermediate Similarity	NPC105926
0.784	Intermediate Similarity	NPC18945
0.7833	Intermediate Similarity	NPC89018
0.7833	Intermediate Similarity	NPC472757
0.7833	Intermediate Similarity	NPC56448
0.7829	Intermediate Similarity	NPC475139
0.7829	Intermediate Similarity	NPC474508
0.7829	Intermediate Similarity	NPC180902
0.7829	Intermediate Similarity	NPC473485

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 NPC475003 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	209
0.1-0.2	1561
0.2-0.3	3638
0.3-0.4	2450
0.4-0.5	830
0.5-0.6	337
0.6-0.7	117
0.7-0.8	8
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
0.7712	Intermediate Similarity	NPD5345	Clinical (unspecified phase)
0.7652	Intermediate Similarity	NPD5344	Discontinued
0.7568	Intermediate Similarity	NPD7983	Approved
0.7565	Intermediate Similarity	NPD6648	Approved
0.754	Intermediate Similarity	NPD8517	Approved
0.754	Intermediate Similarity	NPD8516	Approved
0.754	Intermediate Similarity	NPD8515	Approved
0.754	Intermediate Similarity	NPD8513	Phase 3
0.75	Intermediate Similarity	NPD7115	Discovery
0.75	Intermediate Similarity	NPD4061	Clinical (unspecified phase)
0.7478	Intermediate Similarity	NPD4225	Approved
0.7438	Intermediate Similarity	NPD5955	Clinical (unspecified phase)
0.7345	Intermediate Similarity	NPD5778	Approved
0.7345	Intermediate Similarity	NPD5779	Approved
0.7252	Intermediate Similarity	NPD8074	Phase 3
0.719	Intermediate Similarity	NPD5954	Clinical (unspecified phase)
0.7168	Intermediate Similarity	NPD6698	Approved
0.7168	Intermediate Similarity	NPD46	Approved
0.7154	Intermediate Similarity	NPD6371	Approved
0.7143	Intermediate Similarity	NPD7319	Approved
0.7132	Intermediate Similarity	NPD6921	Approved
0.7018	Intermediate Similarity	NPD7838	Discovery
0.6992	Remote Similarity	NPD6686	Approved
0.6957	Remote Similarity	NPD7637	Suspended
0.6957	Remote Similarity	NPD6411	Approved
0.6923	Remote Similarity	NPD6319	Approved
0.6917	Remote Similarity	NPD7507	Approved
0.6911	Remote Similarity	NPD7899	Clinical (unspecified phase)
0.6833	Remote Similarity	NPD7640	Approved
0.6833	Remote Similarity	NPD7639	Approved
0.6825	Remote Similarity	NPD8413	Clinical (unspecified phase)
0.6783	Remote Similarity	NPD5764	Clinical (unspecified phase)
0.6783	Remote Similarity	NPD6101	Approved
0.678	Remote Similarity	NPD1698	Clinical (unspecified phase)
0.675	Remote Similarity	NPD7638	Approved
0.6723	Remote Similarity	NPD7839	Suspended
0.6718	Remote Similarity	NPD7516	Approved
0.6716	Remote Similarity	NPD7492	Approved
0.6694	Remote Similarity	NPD6008	Approved
0.6692	Remote Similarity	NPD8295	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD6616	Approved
0.6667	Remote Similarity	NPD6054	Approved
0.6642	Remote Similarity	NPD8328	Phase 3
0.6641	Remote Similarity	NPD8297	Approved
0.6641	Remote Similarity	NPD7327	Approved
0.6641	Remote Similarity	NPD7328	Approved
0.6618	Remote Similarity	NPD7078	Approved
0.6612	Remote Similarity	NPD8029	Clinical (unspecified phase)
0.6609	Remote Similarity	NPD7524	Approved
0.6589	Remote Similarity	NPD4632	Approved
0.6579	Remote Similarity	NPD1733	Clinical (unspecified phase)
0.6569	Remote Similarity	NPD7736	Approved
0.6567	Remote Similarity	NPD6370	Approved
0.6562	Remote Similarity	NPD6650	Approved
0.6562	Remote Similarity	NPD6649	Approved
0.6544	Remote Similarity	NPD8273	Phase 1
0.6541	Remote Similarity	NPD6059	Approved
0.6535	Remote Similarity	NPD6373	Approved
0.6535	Remote Similarity	NPD8132	Clinical (unspecified phase)
0.6535	Remote Similarity	NPD6372	Approved
0.6504	Remote Similarity	NPD1700	Approved
0.6496	Remote Similarity	NPD8293	Discontinued
0.6493	Remote Similarity	NPD6016	Approved
0.6493	Remote Similarity	NPD7503	Approved
0.6493	Remote Similarity	NPD6015	Approved
0.6462	Remote Similarity	NPD8133	Approved
0.6457	Remote Similarity	NPD6881	Approved
0.6457	Remote Similarity	NPD6899	Approved
0.6444	Remote Similarity	NPD5988	Approved
0.6441	Remote Similarity	NPD5785	Approved
0.6434	Remote Similarity	NPD7966	Clinical (unspecified phase)
0.6429	Remote Similarity	NPD6675	Approved
0.6429	Remote Similarity	NPD7260	Phase 2
0.6429	Remote Similarity	NPD6402	Approved
0.6429	Remote Similarity	NPD5739	Approved
0.6429	Remote Similarity	NPD7128	Approved
0.6423	Remote Similarity	NPD8451	Approved
0.6417	Remote Similarity	NPD5282	Discontinued
0.6397	Remote Similarity	NPD7604	Phase 2
0.6397	Remote Similarity	NPD7829	Approved
0.6397	Remote Similarity	NPD7830	Approved
0.6385	Remote Similarity	NPD6053	Discontinued
0.6385	Remote Similarity	NPD6882	Approved
0.6379	Remote Similarity	NPD5786	Approved
0.6378	Remote Similarity	NPD5697	Approved
0.6377	Remote Similarity	NPD8448	Approved
0.637	Remote Similarity	NPD8335	Approved
0.637	Remote Similarity	NPD8378	Approved
0.637	Remote Similarity	NPD8380	Approved
0.637	Remote Similarity	NPD8296	Approved
0.637	Remote Similarity	NPD8033	Approved
0.637	Remote Similarity	NPD8379	Approved
0.6357	Remote Similarity	NPD6883	Approved
0.6357	Remote Similarity	NPD4634	Approved
0.6357	Remote Similarity	NPD7102	Approved
0.6357	Remote Similarity	NPD7290	Approved
0.635	Remote Similarity	NPD8340	Approved
0.635	Remote Similarity	NPD8341	Approved
0.635	Remote Similarity	NPD8299	Approved
0.635	Remote Similarity	NPD8342	Approved
0.6348	Remote Similarity	NPD7338	Clinical (unspecified phase)
0.6333	Remote Similarity	NPD6399	Phase 3
0.6328	Remote Similarity	NPD7320	Approved
0.632	Remote Similarity	NPD7632	Discontinued
0.6316	Remote Similarity	NPD6009	Approved
0.6308	Remote Similarity	NPD8130	Phase 1
0.6308	Remote Similarity	NPD6847	Approved
0.6308	Remote Similarity	NPD6869	Approved
0.6308	Remote Similarity	NPD6617	Approved
0.6296	Remote Similarity	NPD8377	Approved
0.6296	Remote Similarity	NPD8294	Approved
0.6279	Remote Similarity	NPD6013	Approved
0.6279	Remote Similarity	NPD6012	Approved
0.6279	Remote Similarity	NPD6014	Approved
0.6277	Remote Similarity	NPD7642	Approved
0.6261	Remote Similarity	NPD6695	Phase 3
0.625	Remote Similarity	NPD8444	Approved
0.625	Remote Similarity	NPD5701	Approved
0.625	Remote Similarity	NPD5983	Phase 2
0.6241	Remote Similarity	NPD8391	Approved
0.6241	Remote Similarity	NPD8392	Approved
0.6241	Remote Similarity	NPD8390	Approved
0.6235	Remote Similarity	NPD8434	Phase 2
0.6218	Remote Similarity	NPD1695	Approved
0.6213	Remote Similarity	NPD8407	Phase 2
0.6202	Remote Similarity	NPD6011	Approved
0.619	Remote Similarity	NPD5211	Phase 2
0.6187	Remote Similarity	NPD6336	Discontinued
0.6186	Remote Similarity	NPD4251	Approved
0.6186	Remote Similarity	NPD4250	Approved
0.6174	Remote Similarity	NPD4270	Approved
0.6174	Remote Similarity	NPD4269	Approved
0.6167	Remote Similarity	NPD3168	Discontinued
0.6154	Remote Similarity	NPD6845	Suspended
0.6154	Remote Similarity	NPD1694	Approved
0.6131	Remote Similarity	NPD8368	Discontinued
0.6129	Remote Similarity	NPD7902	Approved
0.6124	Remote Similarity	NPD6412	Phase 2
0.6121	Remote Similarity	NPD7154	Phase 3
0.6102	Remote Similarity	NPD4249	Approved
0.6099	Remote Similarity	NPD6033	Approved
0.6094	Remote Similarity	NPD5141	Approved
0.6087	Remote Similarity	NPD5369	Approved
0.6061	Remote Similarity	NPD6401	Clinical (unspecified phase)
0.605	Remote Similarity	NPD7750	Discontinued
0.6034	Remote Similarity	NPD4752	Clinical (unspecified phase)
0.6034	Remote Similarity	NPD6435	Approved
0.6032	Remote Similarity	NPD5285	Approved
0.6032	Remote Similarity	NPD4696	Approved
0.6032	Remote Similarity	NPD5286	Approved
0.6027	Remote Similarity	NPD8387	Clinical (unspecified phase)
0.6017	Remote Similarity	NPD5363	Approved
0.6016	Remote Similarity	NPD7748	Approved
0.6	Remote Similarity	NPD4821	Approved
0.6	Remote Similarity	NPD6931	Approved
0.6	Remote Similarity	NPD6930	Phase 2
0.6	Remote Similarity	NPD4822	Approved
0.6	Remote Similarity	NPD4755	Approved
0.6	Remote Similarity	NPD4252	Approved
0.6	Remote Similarity	NPD4819	Approved
0.6	Remote Similarity	NPD4820	Approved
0.6	Remote Similarity	NPD5790	Clinical (unspecified phase)
0.6	Remote Similarity	NPD7332	Phase 2
0.6	Remote Similarity	NPD7514	Phase 3
0.5985	Remote Similarity	NPD7101	Approved
0.5985	Remote Similarity	NPD7100	Approved
0.5984	Remote Similarity	NPD8034	Phase 2
0.5984	Remote Similarity	NPD8035	Phase 2
0.5984	Remote Similarity	NPD6079	Approved
0.5984	Remote Similarity	NPD7515	Phase 2
0.5983	Remote Similarity	NPD5362	Discontinued
0.5982	Remote Similarity	NPD8039	Approved
0.5977	Remote Similarity	NPD8360	Approved
0.5977	Remote Similarity	NPD8361	Approved
0.5965	Remote Similarity	NPD5784	Clinical (unspecified phase)
0.5959	Remote Similarity	NPD8415	Approved
0.595	Remote Similarity	NPD5328	Approved
0.5948	Remote Similarity	NPD6902	Approved
0.5938	Remote Similarity	NPD5226	Approved
0.5938	Remote Similarity	NPD5224	Approved
0.5938	Remote Similarity	NPD5225	Approved
0.5938	Remote Similarity	NPD3653	Clinical (unspecified phase)
0.5938	Remote Similarity	NPD4633	Approved
0.5913	Remote Similarity	NPD6929	Approved
0.5912	Remote Similarity	NPD7641	Discontinued
0.5912	Remote Similarity	NPD6335	Approved
0.5906	Remote Similarity	NPD4700	Approved
0.5899	Remote Similarity	NPD6291	Clinical (unspecified phase)
0.5897	Remote Similarity	NPD5209	Approved
0.5891	Remote Similarity	NPD5174	Approved
0.5891	Remote Similarity	NPD5175	Approved
0.5887	Remote Similarity	NPD7901	Clinical (unspecified phase)
0.5887	Remote Similarity	NPD7900	Approved
0.5886	Remote Similarity	NPD8435	Approved
0.5882	Remote Similarity	NPD6274	Approved
0.5873	Remote Similarity	NPD6084	Phase 2
0.5873	Remote Similarity	NPD6083	Phase 2
0.5865	Remote Similarity	NPD6421	Discontinued
0.5862	Remote Similarity	NPD5368	Approved
0.5859	Remote Similarity	NPD4159	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