NPASS Compound

Structure

NPC473865 OpenBabel07101719132D 24 23 0 0 1 0 0 0 0 0999 V2000 -15.5885 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.5263 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -15.5885 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -14.7224 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -13.8564 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -12.9904 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -12.1244 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -11.2583 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.3923 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.6603 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.5263 -1.5000 0.0000 C 0 0 3 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 0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 4 1 0 0 0 0 2 5 3 0 0 0 0 3 22 1 0 0 0 0 4 6 1 0 0 0 0 5 23 1 0 0 0 0 6 7 1 0 0 0 0 7 8 1 0 0 0 0 8 13 1 0 0 0 0 9 10 1 0 0 0 0 9 11 1 0 0 0 0 10 12 1 0 0 0 0 11 14 1 0 0 0 0 12 15 1 0 0 0 0 13 16 1 0 0 0 0 14 17 1 0 0 0 0 15 18 1 0 0 0 0 16 19 1 0 0 0 0 17 20 1 0 0 0 0 18 21 2 0 0 0 0 19 22 1 0 0 0 0 20 22 1 0 0 0 0 21 23 1 0 0 0 0 23 24 1 1 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	334.32
Volume:	407.245
LogP:	8.326
LogD:	4.904
LogS:	-6.374
# Rotatable Bonds:	17
TPSA:	20.23
# H-Bond Aceptor:	1
# H-Bond Donor:	1
# Rings:	0
# Heavy Atoms:	1

MedChem Properties

QED Drug-Likeness Score:	0.172
Synthetic Accessibility Score:	3.29
Fsp3:	0.826
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Rejected
GSK Rule:	Rejected
BMS Rule:	1
Golden Triangle Rule:	Accepted
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-4.812
MDCK Permeability:	1.3360172488319222e-05
Pgp-inhibitor:	0.0
Pgp-substrate:	0.0
Human Intestinal Absorption (HIA):	0.085
20% Bioavailability (F20%):	0.778
30% Bioavailability (F30%):	0.964

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.147
Plasma Protein Binding (PPB):	98.691650390625%
Volume Distribution (VD):	2.886
Pgp-substrate:	0.9403354525566101%

ADMET: Metabolism

CYP1A2-inhibitor:	0.315
CYP1A2-substrate:	0.177
CYP2C19-inhibitor:	0.606
CYP2C19-substrate:	0.09
CYP2C9-inhibitor:	0.428
CYP2C9-substrate:	0.986
CYP2D6-inhibitor:	0.398
CYP2D6-substrate:	0.064
CYP3A4-inhibitor:	0.355
CYP3A4-substrate:	0.059

ADMET: Excretion

Clearance (CL):	3.21
Half-life (T1/2):	0.053

ADMET: Toxicity

hERG Blockers:	0.005
Human Hepatotoxicity (H-HT):	0.192
Drug-inuced Liver Injury (DILI):	0.137
AMES Toxicity:	0.053
Rat Oral Acute Toxicity:	0.713
Maximum Recommended Daily Dose:	0.998
Skin Sensitization:	0.97
Carcinogencity:	0.061
Eye Corrosion:	0.95
Eye Irritation:	0.944
Respiratory Toxicity:	0.962

Download Data

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

Natural Product: NPC473865

Natural Product ID:	NPC473865
*Common Name:**	(E,3R)-14-Methyldocos-4-En-1-Yn-3-Ol
IUPAC Name:	(E,3R)-14-methyldocos-4-en-1-yn-3-ol
Synonyms:
Standard InCHIKey:	OJSONOXLRPJULC-TVVHOIPDSA-N
Standard InCHI:	InChI=1S/C23H42O/c1-4-6-7-8-13-16-19-22(3)20-17-14-11-9-10-12-15-18-21-23(24)5-2/h2,18,21-24H,4,6-17,19-20H2,1,3H3/b21-18+/t22?,23-/m0/s1
SMILES:	CCCCCCCCC(CCCCCCCC/C=C/[C@H](C#C)O)C
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL453783
PubChem CID:	10382264
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0003909] Fatty Acyls [CHEMONTID:0001334] Fatty alcohols [CHEMONTID:0002951] Long-chain fatty alcohols

*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
NPO15047	Cribrochalina vasculum	Species	Niphatidae	Eukaryota	n.a.	Caribbean	n.a.	PMID[1431945]
NPO15047	Cribrochalina vasculum	Species	Niphatidae	Eukaryota	n.a.	n.a.	n.a.	PMID[8691203]
NPO15047	Cribrochalina vasculum	Species	Niphatidae	Eukaryota	n.a.	n.a.	n.a.	PMID[8984159]
NPO15047	Cribrochalina vasculum	Species	Niphatidae	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
Others	1

Activity Type	# Activity
Organism	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT176	Organism	Artemia salina	Artemia salina	LC50	=	0.03	ug.mL-1	PMID[477022]

☑ 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 NPC473865 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	150
0.1-0.2	3684
0.2-0.3	18789
0.3-0.4	12226
0.4-0.5	5959
0.5-0.6	1493
0.6-0.7	254
0.7-0.8	100
0.8-0.85	36
0.85-0.9	3
0.9-0.95	0
0.95-1	3

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC474643
0.9808	High Similarity	NPC474644
0.8846	High Similarity	NPC249670
0.8846	High Similarity	NPC473913
0.8846	High Similarity	NPC474642
0.8491	Intermediate Similarity	NPC199286
0.8491	Intermediate Similarity	NPC182102
0.8491	Intermediate Similarity	NPC477727
0.8491	Intermediate Similarity	NPC471281
0.8491	Intermediate Similarity	NPC26960
0.8333	Intermediate Similarity	NPC475477
0.8333	Intermediate Similarity	NPC294278
0.8333	Intermediate Similarity	NPC329608
0.8333	Intermediate Similarity	NPC471959
0.8333	Intermediate Similarity	NPC224148
0.8333	Intermediate Similarity	NPC9273
0.8333	Intermediate Similarity	NPC55383
0.8333	Intermediate Similarity	NPC89824
0.8333	Intermediate Similarity	NPC197272
0.8333	Intermediate Similarity	NPC170776
0.8333	Intermediate Similarity	NPC76198
0.8333	Intermediate Similarity	NPC165447
0.8333	Intermediate Similarity	NPC477723
0.8333	Intermediate Similarity	NPC256656
0.8302	Intermediate Similarity	NPC31194
0.8302	Intermediate Similarity	NPC471275
0.8302	Intermediate Similarity	NPC471276
0.8302	Intermediate Similarity	NPC471280
0.8302	Intermediate Similarity	NPC125122
0.8302	Intermediate Similarity	NPC85079
0.8302	Intermediate Similarity	NPC248884
0.8269	Intermediate Similarity	NPC55063
0.8269	Intermediate Similarity	NPC19834
0.8148	Intermediate Similarity	NPC72699
0.8077	Intermediate Similarity	NPC269074
0.8	Intermediate Similarity	NPC151782
0.7966	Intermediate Similarity	NPC181872
0.7963	Intermediate Similarity	NPC153538
0.7925	Intermediate Similarity	NPC35141
0.7925	Intermediate Similarity	NPC124183
0.7895	Intermediate Similarity	NPC48058
0.7895	Intermediate Similarity	NPC473532
0.7885	Intermediate Similarity	NPC101616
0.7833	Intermediate Similarity	NPC122239
0.7759	Intermediate Similarity	NPC470963
0.7759	Intermediate Similarity	NPC146551
0.7759	Intermediate Similarity	NPC473910
0.7759	Intermediate Similarity	NPC329686
0.7759	Intermediate Similarity	NPC473896
0.7759	Intermediate Similarity	NPC477725
0.7759	Intermediate Similarity	NPC477726
0.7759	Intermediate Similarity	NPC473721
0.7759	Intermediate Similarity	NPC475353
0.7759	Intermediate Similarity	NPC474513
0.7759	Intermediate Similarity	NPC473735
0.7759	Intermediate Similarity	NPC473725
0.7705	Intermediate Similarity	NPC471081
0.7679	Intermediate Similarity	NPC93639
0.7627	Intermediate Similarity	NPC470967
0.7627	Intermediate Similarity	NPC470964
0.7627	Intermediate Similarity	NPC477661
0.7627	Intermediate Similarity	NPC475384
0.7627	Intermediate Similarity	NPC471960
0.7627	Intermediate Similarity	NPC470969
0.7627	Intermediate Similarity	NPC470968
0.7627	Intermediate Similarity	NPC311648
0.7627	Intermediate Similarity	NPC473847
0.7627	Intermediate Similarity	NPC161838
0.7627	Intermediate Similarity	NPC470966
0.7593	Intermediate Similarity	NPC180575
0.7586	Intermediate Similarity	NPC49059
0.7586	Intermediate Similarity	NPC256209
0.7544	Intermediate Similarity	NPC142092
0.7541	Intermediate Similarity	NPC473866
0.7541	Intermediate Similarity	NPC475931
0.75	Intermediate Similarity	NPC149668
0.75	Intermediate Similarity	NPC48968
0.75	Intermediate Similarity	NPC470970
0.75	Intermediate Similarity	NPC594
0.75	Intermediate Similarity	NPC304151
0.75	Intermediate Similarity	NPC11130
0.75	Intermediate Similarity	NPC308844
0.7458	Intermediate Similarity	NPC471239
0.7458	Intermediate Similarity	NPC152668
0.7419	Intermediate Similarity	NPC471278
0.7377	Intermediate Similarity	NPC226848
0.7368	Intermediate Similarity	NPC59408
0.7368	Intermediate Similarity	NPC474495
0.7368	Intermediate Similarity	NPC244038
0.7368	Intermediate Similarity	NPC71053
0.7368	Intermediate Similarity	NPC473672
0.7333	Intermediate Similarity	NPC55412
0.7333	Intermediate Similarity	NPC249645
0.7288	Intermediate Similarity	NPC110732
0.7258	Intermediate Similarity	NPC473652
0.7241	Intermediate Similarity	NPC208638
0.7231	Intermediate Similarity	NPC19569
0.7222	Intermediate Similarity	NPC108195
0.7213	Intermediate Similarity	NPC193975
0.7213	Intermediate Similarity	NPC121034
0.7193	Intermediate Similarity	NPC474460
0.7193	Intermediate Similarity	NPC328784
0.7193	Intermediate Similarity	NPC291437
0.7167	Intermediate Similarity	NPC251666
0.7167	Intermediate Similarity	NPC232247
0.7119	Intermediate Similarity	NPC187361
0.7119	Intermediate Similarity	NPC26102
0.7119	Intermediate Similarity	NPC477724
0.7115	Intermediate Similarity	NPC27444
0.7115	Intermediate Similarity	NPC103236
0.7115	Intermediate Similarity	NPC329762
0.7097	Intermediate Similarity	NPC155025
0.7077	Intermediate Similarity	NPC309300
0.7077	Intermediate Similarity	NPC300593
0.7069	Intermediate Similarity	NPC129263
0.7031	Intermediate Similarity	NPC225342
0.7031	Intermediate Similarity	NPC475984
0.7031	Intermediate Similarity	NPC168407
0.7018	Intermediate Similarity	NPC302310
0.7015	Intermediate Similarity	NPC73603
0.7015	Intermediate Similarity	NPC259299
0.7015	Intermediate Similarity	NPC114651
0.6981	Remote Similarity	NPC269823
0.6964	Remote Similarity	NPC157096
0.6949	Remote Similarity	NPC68014
0.6949	Remote Similarity	NPC35756
0.6935	Remote Similarity	NPC265551
0.6935	Remote Similarity	NPC212730
0.6923	Remote Similarity	NPC474155
0.6923	Remote Similarity	NPC15934
0.6923	Remote Similarity	NPC473508
0.6923	Remote Similarity	NPC470965
0.6923	Remote Similarity	NPC473759
0.6912	Remote Similarity	NPC224532
0.6912	Remote Similarity	NPC305698
0.6909	Remote Similarity	NPC138935
0.6885	Remote Similarity	NPC227135
0.6875	Remote Similarity	NPC240506
0.6875	Remote Similarity	NPC99487
0.6875	Remote Similarity	NPC176621
0.6866	Remote Similarity	NPC267027
0.6852	Remote Similarity	NPC256766
0.6852	Remote Similarity	NPC206906
0.6852	Remote Similarity	NPC213538
0.6833	Remote Similarity	NPC34577
0.6833	Remote Similarity	NPC61177
0.6833	Remote Similarity	NPC474496
0.6812	Remote Similarity	NPC471560
0.6812	Remote Similarity	NPC74722
0.6812	Remote Similarity	NPC304690
0.6812	Remote Similarity	NPC329989
0.6812	Remote Similarity	NPC239373
0.6786	Remote Similarity	NPC276825
0.6774	Remote Similarity	NPC48891
0.6769	Remote Similarity	NPC271282
0.6769	Remote Similarity	NPC68679
0.6769	Remote Similarity	NPC274704
0.6769	Remote Similarity	NPC207007
0.6769	Remote Similarity	NPC66460
0.6769	Remote Similarity	NPC325929
0.6769	Remote Similarity	NPC321867
0.6727	Remote Similarity	NPC116934
0.6719	Remote Similarity	NPC309825
0.6714	Remote Similarity	NPC189745
0.6714	Remote Similarity	NPC34834
0.6714	Remote Similarity	NPC4299
0.6667	Remote Similarity	NPC471279
0.6667	Remote Similarity	NPC29697
0.6667	Remote Similarity	NPC471277
0.6667	Remote Similarity	NPC44542
0.6667	Remote Similarity	NPC471238
0.6667	Remote Similarity	NPC279200
0.662	Remote Similarity	NPC472254
0.662	Remote Similarity	NPC471662
0.662	Remote Similarity	NPC477983
0.662	Remote Similarity	NPC477981
0.6618	Remote Similarity	NPC311736
0.6618	Remote Similarity	NPC250977
0.6618	Remote Similarity	NPC202017
0.6618	Remote Similarity	NPC326310
0.6615	Remote Similarity	NPC234264
0.6615	Remote Similarity	NPC47840
0.6615	Remote Similarity	NPC66020
0.6613	Remote Similarity	NPC281590
0.6613	Remote Similarity	NPC298299
0.6613	Remote Similarity	NPC148216
0.6613	Remote Similarity	NPC223604
0.6613	Remote Similarity	NPC130209
0.6613	Remote Similarity	NPC148163
0.661	Remote Similarity	NPC475071
0.661	Remote Similarity	NPC131623
0.661	Remote Similarity	NPC329773
0.6604	Remote Similarity	NPC29091
0.6604	Remote Similarity	NPC255042
0.6604	Remote Similarity	NPC182840
0.6604	Remote Similarity	NPC103213
0.6575	Remote Similarity	NPC171148
0.6575	Remote Similarity	NPC313179
0.6575	Remote Similarity	NPC69383
0.6571	Remote Similarity	NPC101622

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 NPC473865 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	159
0.1-0.2	3551
0.2-0.3	4022
0.3-0.4	1154
0.4-0.5	174
0.5-0.6	79
0.6-0.7	10
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
0.7333	Intermediate Similarity	NPD4219	Approved
0.6769	Remote Similarity	NPD368	Approved
0.6613	Remote Similarity	NPD342	Phase 1
0.6575	Remote Similarity	NPD8264	Approved
0.6538	Remote Similarity	NPD5332	Approved
0.6538	Remote Similarity	NPD5331	Approved
0.6491	Remote Similarity	NPD4265	Approved
0.6316	Remote Similarity	NPD7322	Clinical (unspecified phase)
0.6316	Remote Similarity	NPD5784	Clinical (unspecified phase)
0.6282	Remote Similarity	NPD6898	Phase 1
0.625	Remote Similarity	NPD7143	Approved
0.625	Remote Similarity	NPD7144	Approved
0.6176	Remote Similarity	NPD3210	Clinical (unspecified phase)
0.6164	Remote Similarity	NPD7150	Approved
0.6164	Remote Similarity	NPD7151	Approved
0.6164	Remote Similarity	NPD7152	Approved
0.6154	Remote Similarity	NPD4820	Approved
0.6154	Remote Similarity	NPD7332	Phase 2
0.6154	Remote Similarity	NPD7514	Phase 3
0.6154	Remote Similarity	NPD4819	Approved
0.6154	Remote Similarity	NPD4822	Approved
0.6154	Remote Similarity	NPD4821	Approved
0.6119	Remote Similarity	NPD4246	Clinical (unspecified phase)
0.6111	Remote Similarity	NPD6922	Approved
0.6111	Remote Similarity	NPD6923	Approved
0.6104	Remote Similarity	NPD7145	Approved
0.6104	Remote Similarity	NPD4271	Approved
0.6104	Remote Similarity	NPD4268	Approved
0.6076	Remote Similarity	NPD6902	Approved
0.6029	Remote Similarity	NPD4194	Approved
0.6029	Remote Similarity	NPD4192	Approved
0.6029	Remote Similarity	NPD4191	Approved
0.6029	Remote Similarity	NPD4193	Approved
0.6026	Remote Similarity	NPD6683	Phase 2
0.6024	Remote Similarity	NPD4751	Clinical (unspecified phase)
0.6	Remote Similarity	NPD4269	Approved
0.6	Remote Similarity	NPD4270	Approved
0.5976	Remote Similarity	NPD6082	Clinical (unspecified phase)
0.5974	Remote Similarity	NPD6925	Approved
0.5974	Remote Similarity	NPD5776	Phase 2
0.5949	Remote Similarity	NPD4252	Approved
0.5949	Remote Similarity	NPD5790	Clinical (unspecified phase)
0.5926	Remote Similarity	NPD7154	Phase 3
0.5926	Remote Similarity	NPD5362	Discontinued
0.5875	Remote Similarity	NPD4790	Discontinued
0.5867	Remote Similarity	NPD4732	Discontinued
0.5857	Remote Similarity	NPD5325	Clinical (unspecified phase)
0.5833	Remote Similarity	NPD7750	Discontinued
0.5823	Remote Similarity	NPD6929	Approved
0.5789	Remote Similarity	NPD6926	Approved
0.5789	Remote Similarity	NPD6924	Approved
0.5783	Remote Similarity	NPD5363	Approved
0.5775	Remote Similarity	NPD2685	Clinical (unspecified phase)
0.5769	Remote Similarity	NPD6932	Approved
0.575	Remote Similarity	NPD6930	Phase 2
0.575	Remote Similarity	NPD6931	Approved
0.5714	Remote Similarity	NPD7339	Approved
0.5714	Remote Similarity	NPD6942	Approved
0.5714	Remote Similarity	NPD5786	Approved
0.5641	Remote Similarity	NPD6933	Approved
0.5606	Remote Similarity	NPD4627	Clinical (unspecified phase)
0.56	Remote Similarity	NPD3212	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