NPASS Compound

Structure

CID282593 OpenBabel06191716092D 30 33 0 0 1 0 0 0 0 0999 V2000 -2.6329 5.3937 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9993 6.3858 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.5418 5.6986 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8089 3.7142 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0003 1.0114 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5364 2.4740 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2057 4.6047 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3514 3.0269 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.7482 3.9175 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8448 -1.4642 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6902 -0.9764 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2254 1.4621 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2251 0.4868 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6893 0.0005 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8456 1.4631 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8445 0.4882 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6910 1.9508 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8451 -1.4637 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5721 5.5969 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3817 2.9253 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -4.1753 4.7064 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0003 -0.9759 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6895 -0.9755 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6905 -0.0005 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.3815 1.9503 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.5358 0.4872 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.8454 0.4877 0.0000 C 0 0 1 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 -2.5361 1.4626 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.5557 -1.4752 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 7 1 0 0 0 0 2 19 1 0 0 0 0 3 19 1 0 0 0 0 7 21 2 0 0 0 0 8 9 1 0 0 0 0 8 20 1 0 0 0 0 9 21 1 0 0 0 0 10 11 1 0 0 0 0 10 22 1 0 0 0 0 12 13 1 0 0 0 0 12 25 1 0 0 0 0 13 26 1 0 0 0 0 14 16 1 0 0 0 0 14 23 1 0 0 0 0 15 17 1 0 0 0 0 15 27 1 0 0 0 0 16 28 1 0 0 0 0 17 29 1 0 0 0 0 18 22 2 0 0 0 0 18 23 1 0 0 0 0 19 21 1 0 0 0 0 20 4 1 1 0 0 0 20 25 1 0 0 0 0 22 28 1 0 0 0 0 23 30 2 0 0 0 0 24 11 1 1 0 0 0 24 26 1 0 0 0 0 24 27 1 0 0 0 0 25 29 1 6 0 0 0 26 29 1 6 0 0 0 27 28 1 6 0 0 0 28 5 1 6 0 0 0 29 6 1 6 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	410.35
Volume:	476.795
LogP:	7.371
LogD:	6.813
LogS:	-6.408
# Rotatable Bonds:	5
TPSA:	17.07
# H-Bond Aceptor:	1
# H-Bond Donor:	0
# Rings:	4
# Heavy Atoms:	1

MedChem Properties

QED Drug-Likeness Score:	0.418
Synthetic Accessibility Score:	4.509
Fsp3:	0.828
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Rejected
GSK Rule:	Rejected
BMS Rule:	0
Golden Triangle Rule:	Rejected
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-4.744
MDCK Permeability:	8.926117516239174e-06
Pgp-inhibitor:	0.936
Pgp-substrate:	0.002
Human Intestinal Absorption (HIA):	0.003
20% Bioavailability (F20%):	0.984
30% Bioavailability (F30%):	0.95

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.662
Plasma Protein Binding (PPB):	91.96062469482422%
Volume Distribution (VD):	1.385
Pgp-substrate:	1.7805291414260864%

ADMET: Metabolism

CYP1A2-inhibitor:	0.105
CYP1A2-substrate:	0.526
CYP2C19-inhibitor:	0.194
CYP2C19-substrate:	0.912
CYP2C9-inhibitor:	0.361
CYP2C9-substrate:	0.516
CYP2D6-inhibitor:	0.323
CYP2D6-substrate:	0.689
CYP3A4-inhibitor:	0.723
CYP3A4-substrate:	0.688

ADMET: Excretion

Clearance (CL):	6.226
Half-life (T1/2):	0.168

ADMET: Toxicity

hERG Blockers:	0.159
Human Hepatotoxicity (H-HT):	0.215
Drug-inuced Liver Injury (DILI):	0.802
AMES Toxicity:	0.006
Rat Oral Acute Toxicity:	0.016
Maximum Recommended Daily Dose:	0.138
Skin Sensitization:	0.955
Carcinogencity:	0.17
Eye Corrosion:	0.777
Eye Irritation:	0.614
Respiratory Toxicity:	0.974

Download Data

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

Natural Product: NPC282593

Natural Product ID:	NPC282593
*Common Name:**	24-Ethylcholesta-4,24(28)-Dien-3-One
IUPAC Name:	(8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(E,2R)-5-propan-2-ylhept-5-en-2-yl]-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one
Synonyms:
Standard InCHIKey:	JKNOXDGSYQSJQT-IOYZGJOASA-N
Standard InCHI:	InChI=1S/C29H46O/c1-7-21(19(2)3)9-8-20(4)25-12-13-26-24-11-10-22-18-23(30)14-16-28(22,5)27(24)15-17-29(25,26)6/h7,18-20,24-27H,8-17H2,1-6H3/b21-7+/t20-,24+,25-,26+,27+,28+,29-/m1/s1
SMILES:	C/C=C(/C(C)C)CC[C@H]([C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CCC2=CC(=O)CC[C@]12C)C
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL517299
PubChem CID:	11795872
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000258] Steroids and steroid derivatives [CHEMONTID:0002031] Stigmastanes and derivatives

*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
NPO16318	Turbinaria conoides	Species	Sargassaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[10075746]
NPO18932	Melia azedarach	Species	Meliaceae	Eukaryota	n.a.	Brazilian	n.a.	PMID[15387656]
NPO18932	Melia azedarach	Species	Meliaceae	Eukaryota	n.a.	ripe fruit	n.a.	PMID[16205005]
NPO18932	Melia azedarach	Species	Meliaceae	Eukaryota	Fruits	n.a.	n.a.	PMID[33253570]
NPO18932	Melia azedarach	Species	Meliaceae	Eukaryota	Seeds	n.a.	n.a.	PMID[3701342]
NPO18932	Melia azedarach	Species	Meliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO18932.1	Melia azedarach var. toosendan	Varieties	Meliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO18932	Melia azedarach	Species	Meliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO6567	Aesculus x carnea	Species	Sapindaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO18932	Melia azedarach	Species	Meliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO18932.1	Melia azedarach var. toosendan	Varieties	Meliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO18932	Melia azedarach	Species	Meliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO27825	Diospyros sapota	Species	Ebenaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16768	Tortella inclinata	Species	Pottiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO6567	Aesculus x carnea	Species	Sapindaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21457	Schefflera taiwaniana	Species	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15720	Russula flavida	Species	Russulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18932.1	Melia azedarach var. toosendan	Varieties	Meliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18932	Melia azedarach	Species	Meliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16318	Turbinaria conoides	Species	Sargassaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20447	Ichthyothere rufa	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18754	Agathosma capensis	Species	Rutaceae	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
ED50	4

Activity Type	# Activity
Cell Line	4

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT168	Cell Line	P388	Mus musculus	ED50	>	50.0	ug ml-1	PMID[474242]
NPT91	Cell Line	KB	Homo sapiens	ED50	>	50.0	ug ml-1	PMID[474242]
NPT81	Cell Line	A549	Homo sapiens	ED50	>	50.0	ug ml-1	PMID[474242]
NPT139	Cell Line	HT-29	Homo sapiens	ED50	>	50.0	ug ml-1	PMID[474242]

☑ 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 NPC282593 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	188
0.1-0.2	2116
0.2-0.3	12755
0.3-0.4	12517
0.4-0.5	7271
0.5-0.6	5149
0.6-0.7	2140
0.7-0.8	455
0.8-0.85	60
0.85-0.9	19
0.9-0.95	11
0.95-1	16

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC159577
1.0	High Similarity	NPC35734
0.9848	High Similarity	NPC115023
0.9701	High Similarity	NPC474228
0.9701	High Similarity	NPC303613
0.9701	High Similarity	NPC251705
0.9697	High Similarity	NPC307176
0.9692	High Similarity	NPC20610
0.9552	High Similarity	NPC234707
0.9545	High Similarity	NPC182815
0.9545	High Similarity	NPC139397
0.942	High Similarity	NPC293803
0.9412	High Similarity	NPC470045
0.9412	High Similarity	NPC470044
0.9403	High Similarity	NPC260040
0.9403	High Similarity	NPC265782
0.9403	High Similarity	NPC251929
0.9403	High Similarity	NPC2634
0.9286	High Similarity	NPC69408
0.9275	High Similarity	NPC309852
0.9275	High Similarity	NPC255021
0.9265	High Similarity	NPC305501
0.9265	High Similarity	NPC470078
0.9265	High Similarity	NPC54123
0.9118	High Similarity	NPC214770
0.9118	High Similarity	NPC477856
0.9091	High Similarity	NPC323005
0.8955	High Similarity	NPC176107
0.8873	High Similarity	NPC473171
0.8873	High Similarity	NPC255650
0.8841	High Similarity	NPC40574
0.8806	High Similarity	NPC92327
0.8788	High Similarity	NPC469662
0.8784	High Similarity	NPC474509
0.8769	High Similarity	NPC213152
0.8732	High Similarity	NPC474797
0.8732	High Similarity	NPC329866
0.8732	High Similarity	NPC474796
0.8714	High Similarity	NPC223187
0.8714	High Similarity	NPC190035
0.8649	High Similarity	NPC170793
0.8649	High Similarity	NPC90965
0.8636	High Similarity	NPC202118
0.8636	High Similarity	NPC165695
0.8636	High Similarity	NPC197238
0.8615	High Similarity	NPC127582
0.8553	High Similarity	NPC472239
0.8553	High Similarity	NPC320514
0.8551	High Similarity	NPC296697
0.8551	High Similarity	NPC310992
0.8551	High Similarity	NPC142754
0.8551	High Similarity	NPC82477
0.8551	High Similarity	NPC39157
0.8551	High Similarity	NPC260474
0.8551	High Similarity	NPC188292
0.8529	High Similarity	NPC189917
0.8529	High Similarity	NPC107704
0.8529	High Similarity	NPC39462
0.8529	High Similarity	NPC43300
0.8529	High Similarity	NPC96812
0.8529	High Similarity	NPC168824
0.8514	High Similarity	NPC82635
0.8514	High Similarity	NPC469996
0.8514	High Similarity	NPC470052
0.8507	High Similarity	NPC475124
0.8507	High Similarity	NPC212210
0.8507	High Similarity	NPC285371
0.8462	Intermediate Similarity	NPC472304
0.8462	Intermediate Similarity	NPC276764
0.8451	Intermediate Similarity	NPC181204
0.8451	Intermediate Similarity	NPC5701
0.8451	Intermediate Similarity	NPC225467
0.8429	Intermediate Similarity	NPC256846
0.8429	Intermediate Similarity	NPC477857
0.8429	Intermediate Similarity	NPC286814
0.8406	Intermediate Similarity	NPC220210
0.8406	Intermediate Similarity	NPC20181
0.8378	Intermediate Similarity	NPC91665
0.8358	Intermediate Similarity	NPC472306
0.8333	Intermediate Similarity	NPC214043
0.8333	Intermediate Similarity	NPC25853
0.8333	Intermediate Similarity	NPC85774
0.8312	Intermediate Similarity	NPC3511
0.8312	Intermediate Similarity	NPC472867
0.8312	Intermediate Similarity	NPC142253
0.8312	Intermediate Similarity	NPC193347
0.8308	Intermediate Similarity	NPC94991
0.8308	Intermediate Similarity	NPC27610
0.8308	Intermediate Similarity	NPC266295
0.8308	Intermediate Similarity	NPC56905
0.8286	Intermediate Similarity	NPC87141
0.8261	Intermediate Similarity	NPC176171
0.8243	Intermediate Similarity	NPC474463
0.8243	Intermediate Similarity	NPC469796
0.8243	Intermediate Similarity	NPC469793
0.8228	Intermediate Similarity	NPC29447
0.8228	Intermediate Similarity	NPC469948
0.8209	Intermediate Similarity	NPC60565
0.8205	Intermediate Similarity	NPC41539
0.8182	Intermediate Similarity	NPC477372
0.8182	Intermediate Similarity	NPC147066
0.8182	Intermediate Similarity	NPC259261
0.8158	Intermediate Similarity	NPC215843
0.8154	Intermediate Similarity	NPC49575
0.8154	Intermediate Similarity	NPC230823
0.8154	Intermediate Similarity	NPC55004
0.8154	Intermediate Similarity	NPC267626
0.8143	Intermediate Similarity	NPC475523
0.8133	Intermediate Similarity	NPC470557
0.8125	Intermediate Similarity	NPC474733
0.8125	Intermediate Similarity	NPC474778
0.8125	Intermediate Similarity	NPC145879
0.8125	Intermediate Similarity	NPC474732
0.8125	Intermediate Similarity	NPC31564
0.8116	Intermediate Similarity	NPC251118
0.8101	Intermediate Similarity	NPC87552
0.8101	Intermediate Similarity	NPC237712
0.8101	Intermediate Similarity	NPC473246
0.8101	Intermediate Similarity	NPC181743
0.8101	Intermediate Similarity	NPC178025
0.8101	Intermediate Similarity	NPC144258
0.8101	Intermediate Similarity	NPC16287
0.8082	Intermediate Similarity	NPC474488
0.8077	Intermediate Similarity	NPC327969
0.8077	Intermediate Similarity	NPC100297
0.8077	Intermediate Similarity	NPC321289
0.8052	Intermediate Similarity	NPC472478
0.803	Intermediate Similarity	NPC30215
0.8028	Intermediate Similarity	NPC155198
0.8026	Intermediate Similarity	NPC228911
0.8026	Intermediate Similarity	NPC115515
0.8025	Intermediate Similarity	NPC136948
0.8025	Intermediate Similarity	NPC475740
0.8025	Intermediate Similarity	NPC58063
0.8025	Intermediate Similarity	NPC93778
0.8	Intermediate Similarity	NPC60350
0.8	Intermediate Similarity	NPC472940
0.8	Intermediate Similarity	NPC472931
0.8	Intermediate Similarity	NPC11711
0.8	Intermediate Similarity	NPC8571
0.7975	Intermediate Similarity	NPC168188
0.7975	Intermediate Similarity	NPC470046
0.7975	Intermediate Similarity	NPC470015
0.7975	Intermediate Similarity	NPC21667
0.7975	Intermediate Similarity	NPC470047
0.7973	Intermediate Similarity	NPC128346
0.7973	Intermediate Similarity	NPC211641
0.7973	Intermediate Similarity	NPC159497
0.7973	Intermediate Similarity	NPC219232
0.7971	Intermediate Similarity	NPC473902
0.7971	Intermediate Similarity	NPC6697
0.7949	Intermediate Similarity	NPC201912
0.7949	Intermediate Similarity	NPC4166
0.7949	Intermediate Similarity	NPC38350
0.7922	Intermediate Similarity	NPC477371
0.7922	Intermediate Similarity	NPC190211
0.7901	Intermediate Similarity	NPC118648
0.7901	Intermediate Similarity	NPC195640
0.7901	Intermediate Similarity	NPC222613
0.7901	Intermediate Similarity	NPC475022
0.7895	Intermediate Similarity	NPC472300
0.7879	Intermediate Similarity	NPC115385
0.7875	Intermediate Similarity	NPC161423
0.7875	Intermediate Similarity	NPC59453
0.7875	Intermediate Similarity	NPC320801
0.7875	Intermediate Similarity	NPC329043
0.7875	Intermediate Similarity	NPC227064
0.7875	Intermediate Similarity	NPC82902
0.7875	Intermediate Similarity	NPC221758
0.7875	Intermediate Similarity	NPC321187
0.7875	Intermediate Similarity	NPC58841
0.7867	Intermediate Similarity	NPC65650
0.7848	Intermediate Similarity	NPC469805
0.7848	Intermediate Similarity	NPC469804
0.7848	Intermediate Similarity	NPC260956
0.7848	Intermediate Similarity	NPC311092
0.7838	Intermediate Similarity	NPC130016
0.7838	Intermediate Similarity	NPC109576
0.7838	Intermediate Similarity	NPC56747
0.7838	Intermediate Similarity	NPC180015
0.7831	Intermediate Similarity	NPC249312
0.7831	Intermediate Similarity	NPC268406
0.7831	Intermediate Similarity	NPC26959
0.7831	Intermediate Similarity	NPC262043
0.7831	Intermediate Similarity	NPC1015
0.7831	Intermediate Similarity	NPC305039
0.7831	Intermediate Similarity	NPC309603
0.7831	Intermediate Similarity	NPC31985
0.7831	Intermediate Similarity	NPC473999
0.7831	Intermediate Similarity	NPC186688
0.7831	Intermediate Similarity	NPC477943
0.7826	Intermediate Similarity	NPC32285
0.7826	Intermediate Similarity	NPC288253
0.7821	Intermediate Similarity	NPC2482
0.7808	Intermediate Similarity	NPC246722
0.7808	Intermediate Similarity	NPC151045
0.7805	Intermediate Similarity	NPC476293
0.7794	Intermediate Similarity	NPC270042
0.7792	Intermediate Similarity	NPC105197
0.7778	Intermediate Similarity	NPC471224

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 NPC282593 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	190
0.1-0.2	2178
0.2-0.3	4591
0.3-0.4	1543
0.4-0.5	299
0.5-0.6	121
0.6-0.7	140
0.7-0.8	67
0.8-0.85	13
0.85-0.9	2
0.9-0.95	3
0.95-1	3

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.9697	High Similarity	NPD4747	Approved
0.9545	High Similarity	NPD4137	Phase 3
0.9403	High Similarity	NPD4691	Approved
0.9275	High Similarity	NPD5733	Approved
0.9104	High Similarity	NPD3621	Clinical (unspecified phase)
0.9	High Similarity	NPD4058	Approved
0.9	High Similarity	NPD4687	Approved
0.8986	High Similarity	NPD5276	Approved
0.8312	Intermediate Similarity	NPD4223	Phase 3
0.8312	Intermediate Similarity	NPD4221	Approved
0.8228	Intermediate Similarity	NPD5329	Approved
0.8101	Intermediate Similarity	NPD4197	Approved
0.7927	Intermediate Similarity	NPD6672	Approved
0.7927	Intermediate Similarity	NPD5737	Approved
0.7901	Intermediate Similarity	NPD6409	Approved
0.7901	Intermediate Similarity	NPD5330	Approved
0.7901	Intermediate Similarity	NPD5205	Approved
0.7901	Intermediate Similarity	NPD7146	Approved
0.7901	Intermediate Similarity	NPD4688	Approved
0.7901	Intermediate Similarity	NPD4690	Approved
0.7901	Intermediate Similarity	NPD4689	Approved
0.7901	Intermediate Similarity	NPD7334	Approved
0.7901	Intermediate Similarity	NPD6684	Approved
0.7901	Intermediate Similarity	NPD4138	Approved
0.7901	Intermediate Similarity	NPD7521	Approved
0.7901	Intermediate Similarity	NPD4693	Phase 3
0.7875	Intermediate Similarity	NPD3666	Approved
0.7875	Intermediate Similarity	NPD3665	Phase 1
0.7875	Intermediate Similarity	NPD3133	Approved
0.7875	Intermediate Similarity	NPD4786	Approved
0.7831	Intermediate Similarity	NPD6080	Approved
0.7831	Intermediate Similarity	NPD6673	Approved
0.7831	Intermediate Similarity	NPD5328	Approved
0.7831	Intermediate Similarity	NPD6904	Approved
0.7792	Intermediate Similarity	NPD3617	Approved
0.7761	Intermediate Similarity	NPD287	Approved
0.775	Intermediate Similarity	NPD3527	Clinical (unspecified phase)
0.7711	Intermediate Similarity	NPD6903	Approved
0.7711	Intermediate Similarity	NPD7513	Clinical (unspecified phase)
0.7711	Intermediate Similarity	NPD5208	Approved
0.7683	Intermediate Similarity	NPD5280	Approved
0.7683	Intermediate Similarity	NPD4694	Approved
0.7683	Intermediate Similarity	NPD5690	Phase 2
0.7683	Intermediate Similarity	NPD3618	Phase 1
0.7683	Intermediate Similarity	NPD6098	Approved
0.7647	Intermediate Similarity	NPD6079	Approved
0.7625	Intermediate Similarity	NPD3667	Approved
0.7619	Intermediate Similarity	NPD4753	Phase 2
0.75	Intermediate Similarity	NPD8028	Phase 2
0.747	Intermediate Similarity	NPD5279	Phase 3
0.747	Intermediate Similarity	NPD3574	Clinical (unspecified phase)
0.7468	Intermediate Similarity	NPD4195	Approved
0.7442	Intermediate Similarity	NPD5693	Phase 1
0.7442	Intermediate Similarity	NPD6050	Approved
0.7439	Intermediate Similarity	NPD3668	Phase 3
0.7386	Intermediate Similarity	NPD6356	Clinical (unspecified phase)
0.7375	Intermediate Similarity	NPD4695	Discontinued
0.7356	Intermediate Similarity	NPD4202	Approved
0.7326	Intermediate Similarity	NPD5207	Approved
0.7326	Intermediate Similarity	NPD5692	Phase 3
0.7273	Intermediate Similarity	NPD6001	Approved
0.7262	Intermediate Similarity	NPD4623	Approved
0.7262	Intermediate Similarity	NPD4519	Discontinued
0.7241	Intermediate Similarity	NPD5694	Approved
0.7241	Intermediate Similarity	NPD5281	Approved
0.7241	Intermediate Similarity	NPD5284	Approved
0.7237	Intermediate Similarity	NPD4243	Approved
0.7222	Intermediate Similarity	NPD6083	Phase 2
0.7222	Intermediate Similarity	NPD6084	Phase 2
0.7191	Intermediate Similarity	NPD4629	Approved
0.7191	Intermediate Similarity	NPD5210	Approved
0.7159	Intermediate Similarity	NPD6399	Phase 3
0.7126	Intermediate Similarity	NPD4096	Approved
0.7111	Intermediate Similarity	NPD5220	Clinical (unspecified phase)
0.7111	Intermediate Similarity	NPD4697	Phase 3
0.7111	Intermediate Similarity	NPD5221	Approved
0.7111	Intermediate Similarity	NPD5222	Approved
0.7108	Intermediate Similarity	NPD4788	Approved
0.7073	Intermediate Similarity	NPD4139	Approved
0.7073	Intermediate Similarity	NPD4692	Approved
0.7051	Intermediate Similarity	NPD4784	Approved
0.7051	Intermediate Similarity	NPD4785	Approved
0.7033	Intermediate Similarity	NPD5173	Approved
0.7033	Intermediate Similarity	NPD4755	Approved
0.7	Intermediate Similarity	NPD5695	Phase 3
0.6977	Remote Similarity	NPD3573	Approved
0.6966	Remote Similarity	NPD5133	Approved
0.6962	Remote Similarity	NPD6942	Approved
0.6962	Remote Similarity	NPD7339	Approved
0.6957	Remote Similarity	NPD5696	Approved
0.6897	Remote Similarity	NPD4518	Approved
0.6882	Remote Similarity	NPD4700	Approved
0.6882	Remote Similarity	NPD4696	Approved
0.6882	Remote Similarity	NPD5285	Approved
0.6882	Remote Similarity	NPD5286	Approved
0.6854	Remote Similarity	NPD7515	Phase 2
0.6842	Remote Similarity	NPD6052	Approved
0.6818	Remote Similarity	NPD7285	Clinical (unspecified phase)
0.6813	Remote Similarity	NPD5654	Approved
0.6809	Remote Similarity	NPD5223	Approved
0.675	Remote Similarity	NPD5275	Approved
0.675	Remote Similarity	NPD4190	Phase 3
0.6737	Remote Similarity	NPD5226	Approved
0.6737	Remote Similarity	NPD5224	Approved
0.6737	Remote Similarity	NPD5211	Phase 2
0.6737	Remote Similarity	NPD4633	Approved
0.6737	Remote Similarity	NPD5225	Approved
0.6737	Remote Similarity	NPD5091	Approved
0.6703	Remote Similarity	NPD7901	Clinical (unspecified phase)
0.6703	Remote Similarity	NPD7748	Approved
0.6703	Remote Similarity	NPD7900	Approved
0.6701	Remote Similarity	NPD5739	Approved
0.6701	Remote Similarity	NPD6675	Approved
0.6701	Remote Similarity	NPD7128	Approved
0.6701	Remote Similarity	NPD6402	Approved
0.6667	Remote Similarity	NPD5959	Approved
0.6667	Remote Similarity	NPD5175	Approved
0.6667	Remote Similarity	NPD6939	Phase 2
0.6667	Remote Similarity	NPD6938	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD4754	Approved
0.6667	Remote Similarity	NPD5174	Approved
0.6633	Remote Similarity	NPD6614	Approved
0.6598	Remote Similarity	NPD5141	Approved
0.6588	Remote Similarity	NPD4752	Clinical (unspecified phase)
0.6579	Remote Similarity	NPD7331	Phase 2
0.6566	Remote Similarity	NPD6881	Approved
0.6566	Remote Similarity	NPD7320	Approved
0.6566	Remote Similarity	NPD6899	Approved
0.6552	Remote Similarity	NPD7520	Clinical (unspecified phase)
0.6538	Remote Similarity	NPD6922	Approved
0.6538	Remote Similarity	NPD6923	Approved
0.6531	Remote Similarity	NPD4767	Approved
0.6531	Remote Similarity	NPD6008	Approved
0.6531	Remote Similarity	NPD4768	Approved
0.6526	Remote Similarity	NPD6404	Discontinued
0.6522	Remote Similarity	NPD5769	Clinical (unspecified phase)
0.65	Remote Similarity	NPD6372	Approved
0.65	Remote Similarity	NPD6373	Approved
0.6489	Remote Similarity	NPD7902	Approved
0.6465	Remote Similarity	NPD5697	Approved
0.6465	Remote Similarity	NPD6412	Phase 2
0.6465	Remote Similarity	NPD5701	Approved
0.6463	Remote Similarity	NPD3701	Clinical (unspecified phase)
0.6456	Remote Similarity	NPD7143	Approved
0.6456	Remote Similarity	NPD7144	Approved
0.6436	Remote Similarity	NPD7102	Approved
0.6436	Remote Similarity	NPD6883	Approved
0.6436	Remote Similarity	NPD7290	Approved
0.641	Remote Similarity	NPD5361	Clinical (unspecified phase)
0.641	Remote Similarity	NPD5360	Phase 3
0.64	Remote Similarity	NPD5168	Approved
0.64	Remote Similarity	NPD4729	Approved
0.64	Remote Similarity	NPD6011	Approved
0.64	Remote Similarity	NPD4730	Approved
0.64	Remote Similarity	NPD5128	Approved
0.6383	Remote Similarity	NPD7732	Phase 3
0.6383	Remote Similarity	NPD7614	Phase 1
0.6375	Remote Similarity	NPD7152	Approved
0.6375	Remote Similarity	NPD7150	Approved
0.6375	Remote Similarity	NPD7151	Approved
0.6373	Remote Similarity	NPD6401	Clinical (unspecified phase)
0.6373	Remote Similarity	NPD6869	Approved
0.6373	Remote Similarity	NPD6650	Approved
0.6373	Remote Similarity	NPD6649	Approved
0.6373	Remote Similarity	NPD6847	Approved
0.6373	Remote Similarity	NPD6617	Approved
0.6373	Remote Similarity	NPD8130	Phase 1
0.6353	Remote Similarity	NPD7525	Registered
0.6337	Remote Similarity	NPD6012	Approved
0.6337	Remote Similarity	NPD6013	Approved
0.6337	Remote Similarity	NPD6014	Approved
0.6316	Remote Similarity	NPD3495	Discontinued
0.6311	Remote Similarity	NPD6882	Approved
0.6311	Remote Similarity	NPD8297	Approved
0.631	Remote Similarity	NPD5784	Clinical (unspecified phase)
0.6275	Remote Similarity	NPD5169	Approved
0.6275	Remote Similarity	NPD5247	Approved
0.6275	Remote Similarity	NPD5250	Approved
0.6275	Remote Similarity	NPD5251	Approved
0.6275	Remote Similarity	NPD5134	Clinical (unspecified phase)
0.6275	Remote Similarity	NPD5248	Approved
0.6275	Remote Similarity	NPD5249	Phase 3
0.6275	Remote Similarity	NPD4634	Approved
0.6275	Remote Similarity	NPD5135	Approved
0.6264	Remote Similarity	NPD6051	Approved
0.625	Remote Similarity	NPD7638	Approved
0.625	Remote Similarity	NPD4789	Approved
0.6234	Remote Similarity	NPD7341	Phase 2
0.6234	Remote Similarity	NPD3171	Clinical (unspecified phase)
0.622	Remote Similarity	NPD6924	Approved
0.622	Remote Similarity	NPD6926	Approved
0.6214	Remote Similarity	NPD5215	Approved
0.6214	Remote Similarity	NPD5216	Approved
0.6214	Remote Similarity	NPD5217	Approved
0.6214	Remote Similarity	NPD5127	Approved
0.6186	Remote Similarity	NPD7639	Approved
0.6186	Remote Similarity	NPD7640	Approved
0.618	Remote Similarity	NPD1694	Approved
0.6173	Remote Similarity	NPD4809	Clinical (unspecified phase)
0.6173	Remote Similarity	NPD6081	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