NPASS Compound

Structure

NPC146551 OpenBabel07101719122D 34 33 0 0 1 0 0 0 0 0999 V2000 -11.2583 7.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.3923 7.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 9.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 10.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 8.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 11.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 8.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 11.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 7.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 11.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 6.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 11.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 11.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 10.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 9.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 8.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 8.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 7.0000 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 -7.7942 6.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.6603 7.0000 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 -9.5263 6.5000 0.0000 C 0 0 1 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 -9.5263 5.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 2 3 0 0 0 0 2 30 1 0 0 0 0 3 4 1 0 0 0 0 3 5 1 0 0 0 0 4 6 1 0 0 0 0 5 7 1 0 0 0 0 6 8 2 0 0 0 0 7 9 1 0 0 0 0 8 10 1 0 0 0 0 9 11 1 0 0 0 0 10 12 1 0 0 0 0 11 13 1 0 0 0 0 12 14 2 0 0 0 0 13 15 1 0 0 0 0 14 16 1 0 0 0 0 15 17 1 0 0 0 0 16 18 1 0 0 0 0 17 19 1 0 0 0 0 18 20 1 0 0 0 0 19 21 1 0 0 0 0 20 22 1 0 0 0 0 21 23 1 0 0 0 0 22 24 1 0 0 0 0 23 25 2 0 0 0 0 24 26 1 0 0 0 0 25 27 1 0 0 0 0 26 28 2 0 0 0 0 27 29 3 0 0 0 0 28 30 1 0 0 0 0 29 31 1 0 0 0 0 30 32 1 1 0 0 0 31 33 2 0 0 0 0 31 34 1 0 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	466.34
Volume:	547.375
LogP:	7.052
LogD:	3.422
LogS:	-2.343
# Rotatable Bonds:	21
TPSA:	57.53
# H-Bond Aceptor:	3
# H-Bond Donor:	2
# Rings:	0
# Heavy Atoms:	3

MedChem Properties

QED Drug-Likeness Score:	0.103
Synthetic Accessibility Score:	3.812
Fsp3:	0.581
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Rejected
GSK Rule:	Rejected
BMS Rule:	2
Golden Triangle Rule:	Accepted
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-5.423
MDCK Permeability:	5.560762656386942e-05
Pgp-inhibitor:	0.0
Pgp-substrate:	0.0
Human Intestinal Absorption (HIA):	0.794
20% Bioavailability (F20%):	1.0
30% Bioavailability (F30%):	1.0

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.001
Plasma Protein Binding (PPB):	102.2311019897461%
Volume Distribution (VD):	1.291
Pgp-substrate:	0.4325037896633148%

ADMET: Metabolism

CYP1A2-inhibitor:	0.285
CYP1A2-substrate:	0.151
CYP2C19-inhibitor:	0.725
CYP2C19-substrate:	0.076
CYP2C9-inhibitor:	0.566
CYP2C9-substrate:	0.995
CYP2D6-inhibitor:	0.748
CYP2D6-substrate:	0.117
CYP3A4-inhibitor:	0.525
CYP3A4-substrate:	0.019

ADMET: Excretion

Clearance (CL):	2.342
Half-life (T1/2):	0.788

ADMET: Toxicity

hERG Blockers:	0.003
Human Hepatotoxicity (H-HT):	0.945
Drug-inuced Liver Injury (DILI):	0.828
AMES Toxicity:	0.168
Rat Oral Acute Toxicity:	0.136
Maximum Recommended Daily Dose:	0.998
Skin Sensitization:	0.983
Carcinogencity:	0.216
Eye Corrosion:	0.658
Eye Irritation:	0.952
Respiratory Toxicity:	0.966

Download Data

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

Natural Product: NPC146551

Natural Product ID:	NPC146551
*Common Name:**	Corticatic Acid E
IUPAC Name:	(4Z,17Z,20Z,27E,29R)-29-hydroxyhentriaconta-4,17,20,27-tetraen-2,30-diynoic acid
Synonyms:	Corticatic Acid E
Standard InCHIKey:	MEFLVKKDPXTSHP-TUIQHJFHSA-N
Standard InCHI:	InChI=1S/C31H46O3/c1-2-30(32)28-26-24-22-20-18-16-14-12-10-8-6-4-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31(33)34/h1,6,8,12,14,23,25-26,28,30,32H,3-5,7,9-11,13,15-22,24H2,(H,33,34)/b8-6-,14-12-,25-23-,28-26+/t30-/m0/s1
SMILES:	C#C[C@@H](/C=C/CCCCC/C=CC/C=CCCCCCCCCCCC/C=CC#CC(=O)O)O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL484446
PubChem CID:	6478040
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0003909] Fatty Acyls [CHEMONTID:0000262] Fatty acids and conjugates [CHEMONTID:0002950] Very long-chain fatty acids

*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
NPO24364	Petrosia corticata	Species	Petrosiidae	Eukaryota	n.a.	n.a.	n.a.	PMID[12350165]
NPO24364	Petrosia corticata	Species	Petrosiidae	Eukaryota	n.a.	Okinawan, Japan	n.a.	PMID[14695804]
NPO24364	Petrosia corticata	Species	Petrosiidae	Eukaryota	n.a.	n.a.	n.a.	PMID[15332859]
NPO24364	Petrosia corticata	Species	Petrosiidae	Eukaryota	n.a.	n.a.	n.a.	PMID[17407351]
NPO24364	Petrosia corticata	Species	Petrosiidae	Eukaryota	n.a.	n.a.	n.a.	PMID[25987373]
NPO24364	Petrosia corticata	Species	Petrosiidae	Eukaryota	n.a.	n.a.	n.a.	PMID[7807132]
NPO24364	Petrosia corticata	Species	Petrosiidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]

☑ Note for Reference:
In addition to directly collecting NP source organism data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated them from below databases:
☉ UNPD: Universal Natural Products Database [PMID: 23638153].
☉ StreptomeDB: a database of streptomycetes natural products [PMID: 33051671].
☉ TM-MC: a database of medicinal materials and chemical compounds in Northeast Asian traditional medicine [PMID: 26156871].
☉ TCM@Taiwan: a Traditional Chinese Medicine database [PMID: 21253603].
☉ TCMID: a Traditional Chinese Medicine database [PMID: 29106634].
☉ TCMSP: The traditional Chinese medicine systems pharmacology database and analysis platform [PMID: 24735618].
☉ HerDing: a herb recommendation system to treat diseases using genes and chemicals [PMID: 26980517].
☉ MetaboLights: a metabolomics database [PMID: 27010336].
☉ FooDB: a database of constituents, chemistry and biology of food species [www.foodb.ca].

NP Quantity Composition/Concentration

Organism ID	NP ID	Organism Material Preparation	Organism Part	NP Quantity (Standard)	NP Quantity (Minimum)	NP Quantity (Maximum)	Quantity Unit	Reference

☑ Note for Reference:
In addition to directly collecting NP quantitative data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated NP quantitative records for specific NP domains (e.g., NPS from foods or herbs) from domain-specific databases. These databases include:
☉ DUKE: Dr. Duke's Phytochemical and Ethnobotanical Databases.
☉ PHENOL EXPLORER: is the first comprehensive database on polyphenol content in foods [PMID: 24103452], its homepage can be accessed at here.
☉ FooDB: a database of constituents, chemistry and biology of food species [www.foodb.ca].

Biological Activity

Activity Type	# Activity
IC50	1

Activity Type	# Activity
Others	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT2	Others	Unspecified		IC50	=	7300.0	nM	PMID[522442]

☑ 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 NPC146551 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	148
0.1-0.2	4937
0.2-0.3	20679
0.3-0.4	10843
0.4-0.5	4612
0.5-0.6	1017
0.6-0.7	305
0.7-0.8	80
0.8-0.85	29
0.85-0.9	38
0.9-0.95	1
0.95-1	8

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC470963
1.0	High Similarity	NPC474513
0.9808	High Similarity	NPC470964
0.9808	High Similarity	NPC311648
0.9623	High Similarity	NPC48968
0.9623	High Similarity	NPC594
0.9615	High Similarity	NPC152668
0.9107	High Similarity	NPC471278
0.9057	High Similarity	NPC48058
0.902	High Similarity	NPC199286
0.902	High Similarity	NPC471281
0.902	High Similarity	NPC477727
0.8947	High Similarity	NPC475984
0.8846	High Similarity	NPC165447
0.8846	High Similarity	NPC9273
0.8846	High Similarity	NPC197272
0.8846	High Similarity	NPC224148
0.8846	High Similarity	NPC170776
0.8846	High Similarity	NPC256656
0.8846	High Similarity	NPC89824
0.8846	High Similarity	NPC294278
0.8846	High Similarity	NPC76198
0.8846	High Similarity	NPC55383
0.8846	High Similarity	NPC475477
0.8846	High Similarity	NPC471959
0.8846	High Similarity	NPC329608
0.8846	High Similarity	NPC477723
0.8824	High Similarity	NPC471275
0.8824	High Similarity	NPC471280
0.8824	High Similarity	NPC471276
0.8824	High Similarity	NPC125122
0.8793	High Similarity	NPC470965
0.8654	High Similarity	NPC473913
0.8654	High Similarity	NPC249670
0.8654	High Similarity	NPC474642
0.8571	High Similarity	NPC265551
0.8571	High Similarity	NPC212730
0.8545	High Similarity	NPC471239
0.8462	Intermediate Similarity	NPC248884
0.8462	Intermediate Similarity	NPC31194
0.8462	Intermediate Similarity	NPC85079
0.8431	Intermediate Similarity	NPC35141
0.8431	Intermediate Similarity	NPC124183
0.8364	Intermediate Similarity	NPC473532
0.8305	Intermediate Similarity	NPC271282
0.8305	Intermediate Similarity	NPC325929
0.8305	Intermediate Similarity	NPC66460
0.8302	Intermediate Similarity	NPC72699
0.8276	Intermediate Similarity	NPC473652
0.8246	Intermediate Similarity	NPC44542
0.8246	Intermediate Similarity	NPC471279
0.8246	Intermediate Similarity	NPC471277
0.8214	Intermediate Similarity	NPC473735
0.8214	Intermediate Similarity	NPC473910
0.8214	Intermediate Similarity	NPC473896
0.8214	Intermediate Similarity	NPC475353
0.8214	Intermediate Similarity	NPC473725
0.8214	Intermediate Similarity	NPC473721
0.8214	Intermediate Similarity	NPC477726
0.8214	Intermediate Similarity	NPC477725
0.8167	Intermediate Similarity	NPC29697
0.8148	Intermediate Similarity	NPC151782
0.8113	Intermediate Similarity	NPC153538
0.8077	Intermediate Similarity	NPC19834
0.8077	Intermediate Similarity	NPC55063
0.807	Intermediate Similarity	NPC470966
0.807	Intermediate Similarity	NPC470967
0.807	Intermediate Similarity	NPC477661
0.807	Intermediate Similarity	NPC473847
0.807	Intermediate Similarity	NPC471960
0.807	Intermediate Similarity	NPC475384
0.807	Intermediate Similarity	NPC470969
0.807	Intermediate Similarity	NPC161838
0.807	Intermediate Similarity	NPC470968
0.8039	Intermediate Similarity	NPC101616
0.8	Intermediate Similarity	NPC168407
0.7931	Intermediate Similarity	NPC472445
0.7931	Intermediate Similarity	NPC470970
0.7931	Intermediate Similarity	NPC193975
0.7895	Intermediate Similarity	NPC474644
0.7885	Intermediate Similarity	NPC269074
0.7818	Intermediate Similarity	NPC93639
0.7759	Intermediate Similarity	NPC473865
0.7759	Intermediate Similarity	NPC474643
0.7742	Intermediate Similarity	NPC226592
0.7742	Intermediate Similarity	NPC470320
0.7719	Intermediate Similarity	NPC256209
0.7719	Intermediate Similarity	NPC49059
0.7705	Intermediate Similarity	NPC477829
0.7679	Intermediate Similarity	NPC142092
0.7667	Intermediate Similarity	NPC222852
0.7647	Intermediate Similarity	NPC149668
0.7544	Intermediate Similarity	NPC477724
0.7544	Intermediate Similarity	NPC61177
0.7544	Intermediate Similarity	NPC26102
0.7544	Intermediate Similarity	NPC187361
0.7541	Intermediate Similarity	NPC327112
0.75	Intermediate Similarity	NPC129263
0.75	Intermediate Similarity	NPC59408
0.75	Intermediate Similarity	NPC71053
0.7414	Intermediate Similarity	NPC110732
0.7414	Intermediate Similarity	NPC269615
0.7407	Intermediate Similarity	NPC157096
0.7407	Intermediate Similarity	NPC180575
0.7385	Intermediate Similarity	NPC473752
0.7377	Intermediate Similarity	NPC329424
0.7377	Intermediate Similarity	NPC474267
0.7344	Intermediate Similarity	NPC245947
0.7344	Intermediate Similarity	NPC255863
0.7344	Intermediate Similarity	NPC136164
0.7321	Intermediate Similarity	NPC291437
0.7321	Intermediate Similarity	NPC328784
0.7308	Intermediate Similarity	NPC304151
0.7255	Intermediate Similarity	NPC103236
0.7255	Intermediate Similarity	NPC329762
0.7255	Intermediate Similarity	NPC27444
0.7241	Intermediate Similarity	NPC34577
0.7213	Intermediate Similarity	NPC469373
0.7193	Intermediate Similarity	NPC474495
0.7193	Intermediate Similarity	NPC473672
0.7167	Intermediate Similarity	NPC324224
0.7167	Intermediate Similarity	NPC472808
0.7143	Intermediate Similarity	NPC302310
0.7121	Intermediate Similarity	NPC26500
0.7121	Intermediate Similarity	NPC99619
0.7097	Intermediate Similarity	NPC322186
0.7097	Intermediate Similarity	NPC322002
0.7069	Intermediate Similarity	NPC106531
0.7037	Intermediate Similarity	NPC108195
0.7	Intermediate Similarity	NPC474913
0.6984	Remote Similarity	NPC328311
0.6984	Remote Similarity	NPC243532
0.6984	Remote Similarity	NPC299730
0.6964	Remote Similarity	NPC471958
0.6949	Remote Similarity	NPC284224
0.6912	Remote Similarity	NPC470436
0.6875	Remote Similarity	NPC113293
0.6875	Remote Similarity	NPC321838
0.6875	Remote Similarity	NPC26810
0.6875	Remote Similarity	NPC201939
0.6866	Remote Similarity	NPC225272
0.6833	Remote Similarity	NPC137538
0.6825	Remote Similarity	NPC318306
0.6825	Remote Similarity	NPC329249
0.6818	Remote Similarity	NPC323045
0.6818	Remote Similarity	NPC318420
0.6818	Remote Similarity	NPC326268
0.6818	Remote Similarity	NPC317881
0.6786	Remote Similarity	NPC308331
0.678	Remote Similarity	NPC236872
0.678	Remote Similarity	NPC473705
0.6774	Remote Similarity	NPC323436
0.6774	Remote Similarity	NPC129150
0.6731	Remote Similarity	NPC15934
0.6724	Remote Similarity	NPC59051
0.6724	Remote Similarity	NPC473768
0.6721	Remote Similarity	NPC54766
0.6721	Remote Similarity	NPC52264
0.6721	Remote Similarity	NPC45626
0.6721	Remote Similarity	NPC317899
0.6716	Remote Similarity	NPC328653
0.6716	Remote Similarity	NPC146811
0.6667	Remote Similarity	NPC223679
0.6667	Remote Similarity	NPC206906
0.6667	Remote Similarity	NPC474496
0.6667	Remote Similarity	NPC217188
0.6667	Remote Similarity	NPC476658
0.6667	Remote Similarity	NPC236208
0.6667	Remote Similarity	NPC216416
0.6667	Remote Similarity	NPC143396
0.662	Remote Similarity	NPC470435
0.662	Remote Similarity	NPC329890
0.6618	Remote Similarity	NPC49863
0.6618	Remote Similarity	NPC478097
0.6615	Remote Similarity	NPC320305
0.6615	Remote Similarity	NPC55376
0.6615	Remote Similarity	NPC328776
0.6613	Remote Similarity	NPC179764
0.6613	Remote Similarity	NPC187777
0.6607	Remote Similarity	NPC474362
0.6607	Remote Similarity	NPC474202
0.6607	Remote Similarity	NPC276825
0.6571	Remote Similarity	NPC476037
0.6571	Remote Similarity	NPC4299
0.6567	Remote Similarity	NPC476654
0.6567	Remote Similarity	NPC476657
0.6567	Remote Similarity	NPC476655
0.6567	Remote Similarity	NPC323477
0.6552	Remote Similarity	NPC475153
0.6552	Remote Similarity	NPC473551
0.6552	Remote Similarity	NPC267110
0.6552	Remote Similarity	NPC207815
0.6545	Remote Similarity	NPC116934
0.6528	Remote Similarity	NPC227396
0.6508	Remote Similarity	NPC323597
0.6508	Remote Similarity	NPC323498
0.6508	Remote Similarity	NPC294938
0.6508	Remote Similarity	NPC211752
0.65	Remote Similarity	NPC129458
0.65	Remote Similarity	NPC92114

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 NPC146551 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	113
0.1-0.2	4188
0.2-0.3	3813
0.3-0.4	851
0.4-0.5	115
0.5-0.6	56
0.6-0.7	13
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
0.7541	Intermediate Similarity	NPD4246	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD3197	Phase 1
0.6618	Remote Similarity	NPD4247	Clinical (unspecified phase)
0.6607	Remote Similarity	NPD39	Approved
0.6552	Remote Similarity	NPD4220	Pre-registration
0.641	Remote Similarity	NPD5331	Approved
0.641	Remote Similarity	NPD5332	Approved
0.6316	Remote Similarity	NPD4265	Approved
0.629	Remote Similarity	NPD3195	Phase 2
0.629	Remote Similarity	NPD4266	Approved
0.629	Remote Similarity	NPD3196	Approved
0.629	Remote Similarity	NPD3194	Approved
0.6269	Remote Similarity	NPD3210	Clinical (unspecified phase)
0.625	Remote Similarity	NPD5326	Phase 3
0.6184	Remote Similarity	NPD5784	Clinical (unspecified phase)
0.6184	Remote Similarity	NPD4268	Approved
0.6184	Remote Similarity	NPD4271	Approved
0.6154	Remote Similarity	NPD6109	Phase 1
0.614	Remote Similarity	NPD6097	Approved
0.614	Remote Similarity	NPD6096	Approved
0.6129	Remote Similarity	NPD3172	Approved
0.6119	Remote Similarity	NPD4194	Approved
0.6119	Remote Similarity	NPD4192	Approved
0.6119	Remote Similarity	NPD4193	Approved
0.6119	Remote Similarity	NPD4191	Approved
0.6102	Remote Similarity	NPD5343	Approved
0.6066	Remote Similarity	NPD29	Approved
0.6066	Remote Similarity	NPD6927	Phase 3
0.6066	Remote Similarity	NPD28	Approved
0.6034	Remote Similarity	NPD4222	Approved
0.6026	Remote Similarity	NPD4819	Approved
0.6026	Remote Similarity	NPD4821	Approved
0.6026	Remote Similarity	NPD4822	Approved
0.6026	Remote Similarity	NPD4820	Approved
0.6026	Remote Similarity	NPD5790	Clinical (unspecified phase)
0.6026	Remote Similarity	NPD4252	Approved
0.6	Remote Similarity	NPD3173	Approved
0.5949	Remote Similarity	NPD4790	Discontinued
0.5942	Remote Similarity	NPD5325	Clinical (unspecified phase)
0.5938	Remote Similarity	NPD4627	Clinical (unspecified phase)
0.5875	Remote Similarity	NPD4269	Approved
0.5875	Remote Similarity	NPD4270	Approved
0.5857	Remote Similarity	NPD2685	Clinical (unspecified phase)
0.5854	Remote Similarity	NPD6082	Clinical (unspecified phase)
0.5846	Remote Similarity	NPD4219	Approved
0.5802	Remote Similarity	NPD5362	Discontinued
0.5802	Remote Similarity	NPD7154	Phase 3
0.5763	Remote Similarity	NPD3174	Discontinued
0.5676	Remote Similarity	NPD3212	Clinical (unspecified phase)
0.5663	Remote Similarity	NPD5363	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