NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	170.09
Volume:	182.682
LogP:	0.49
LogD:	-0.143
LogS:	-1.407
# Rotatable Bonds:	3
TPSA:	57.53
# H-Bond Aceptor:	3
# H-Bond Donor:	2
# Rings:	0
# Heavy Atoms:	3

MedChem Properties

QED Drug-Likeness Score:	0.496
Synthetic Accessibility Score:	3.064
Fsp3:	0.444
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Accepted
GSK Rule:	Accepted
BMS Rule:	0
Golden Triangle Rule:	Rejected
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-4.458
MDCK Permeability:	3.828114495263435e-05
Pgp-inhibitor:	0.0
Pgp-substrate:	0.013
Human Intestinal Absorption (HIA):	0.007
20% Bioavailability (F20%):	0.001
30% Bioavailability (F30%):	0.003

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.209
Plasma Protein Binding (PPB):	44.9498176574707%
Volume Distribution (VD):	0.248
Pgp-substrate:	40.66809844970703%

ADMET: Metabolism

CYP1A2-inhibitor:	0.063
CYP1A2-substrate:	0.114
CYP2C19-inhibitor:	0.038
CYP2C19-substrate:	0.063
CYP2C9-inhibitor:	0.031
CYP2C9-substrate:	0.894
CYP2D6-inhibitor:	0.032
CYP2D6-substrate:	0.496
CYP3A4-inhibitor:	0.012
CYP3A4-substrate:	0.128

ADMET: Excretion

Clearance (CL):	3.149
Half-life (T1/2):	0.838

ADMET: Toxicity

hERG Blockers:	0.012
Human Hepatotoxicity (H-HT):	0.129
Drug-inuced Liver Injury (DILI):	0.69
AMES Toxicity:	0.007
Rat Oral Acute Toxicity:	0.037
Maximum Recommended Daily Dose:	0.011
Skin Sensitization:	0.231
Carcinogencity:	0.043
Eye Corrosion:	0.552
Eye Irritation:	0.993
Respiratory Toxicity:	0.018

Download Data

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

Natural Product: NPC221467

Natural Product ID:	NPC221467
*Common Name:**	Litseacubebic Acid
IUPAC Name:	(2E,4E)-6-hydroxy-2,6-dimethylhepta-2,4-dienoic acid
Synonyms:
Standard InCHIKey:	DIGXYNABEMPJKO-YDFGWWAZSA-N
Standard InCHI:	InChI=1S/C9H14O3/c1-7(8(10)11)5-4-6-9(2,3)12/h4-6,12H,1-3H3,(H,10,11)/b6-4+,7-5+
SMILES:	C/C(=CC=CC(C)(C)O)/C(=O)O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL2271746
PubChem CID:	76312534
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000264] Organic acids and derivatives [CHEMONTID:0000472] Hydroxy acids and derivatives [CHEMONTID:0000299] Medium-chain hydroxy acids 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
NPO27883	Bursera simaruba	Species	Burseraceae	Eukaryota	Resin	n.a.	n.a.	PMID[1294696]
NPO28935	Ericameria laricifolia	Species	Asteraceae	Eukaryota	n.a.	Sonoran Desert	n.a.	PMID[15043404]
NPO29110	Litsea cubeba	Species	Lauraceae	Eukaryota	n.a.	aerial part	n.a.	PMID[18991207]
NPO27883	Bursera simaruba	Species	Burseraceae	Eukaryota	n.a.	bark	n.a.	PMID[19329133]
NPO29110	Litsea cubeba	Species	Lauraceae	Eukaryota	essential oil	Tibet	n.a.	PMID[20944522]
NPO29110	Litsea cubeba	Species	Lauraceae	Eukaryota	Twigs	n.a.	n.a.	PMID[28541690]
NPO27903	Delphinium denudatum	Species	Ranunculaceae	Eukaryota	n.a.	root	n.a.	PMID[9170290]
NPO29110	Litsea cubeba	Species	Lauraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO26851	Eupatorium rebaudianum	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO27903	Delphinium denudatum	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO27724	Polygala senega	Species	Polygalaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO1079	Vachellia karroo	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO18780	Diplacus aurantiacus	Species	Phrymaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO26851	Eupatorium rebaudianum	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO27724	Polygala senega	Species	Polygalaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO27903	Delphinium denudatum	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO29110	Litsea cubeba	Species	Lauraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO27724	Polygala senega	Species	Polygalaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO27724	Polygala senega	Species	Polygalaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO29110	Litsea cubeba	Species	Lauraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO29307	Loranthus longiflorus	Species	Loranthaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO27724	Polygala senega	Species	Polygalaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO27883	Bursera simaruba	Species	Burseraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16079	Cephalaria leucantha	Species	Caprifoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO29411	Streptomyces nigrescens	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO26851	Eupatorium rebaudianum	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26549	Polanisia trachysperma	Species	Cleomaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO1079	Vachellia karroo	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28959	Cissus quadrangularis	Species	Vitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO29377	Callistemon speciosus	Species	Myrtaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18780	Diplacus aurantiacus	Species	Phrymaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO29218	Ramalina farinacea	Species	Ramalinaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28549	Mentha incana	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO29144	Ormosia fordiana	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO27256	Solanum boerhaavii	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28935	Ericameria laricifolia	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO27562	Coleus wulfenioides	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO27903	Delphinium denudatum	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO862	Podocarpus elatus	Species	Podocarpaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO29110	Litsea cubeba	Species	Lauraceae	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	7

Activity Type	# Activity
Organism	7

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT5263	Organism	Pseudocercospora musae	Pseudocercospora musae	Inhibition	=	78.9	%	PMID[512229]
NPT637	Organism	Fusarium oxysporum	Fusarium oxysporum	Inhibition	=	56.7	%	PMID[512229]
NPT562	Organism	Colletotrichum gloeosporioides	Colletotrichum gloeosporioides	Inhibition	=	71.2	%	PMID[512229]
NPT5264	Organism	Botryosphaeria berengeriana	Botryosphaeria berengeriana	Inhibition	=	59.2	%	PMID[512229]
NPT2976	Organism	Thanatephorus cucumeris	Thanatephorus cucumeris	Inhibition	=	76.8	%	PMID[512229]
NPT638	Organism	Sclerotinia sclerotiorum	Sclerotinia sclerotiorum	Inhibition	=	86.7	%	PMID[512229]
NPT962	Organism	Alternaria alternata	Alternaria alternata	Inhibition	=	57.8	%	PMID[512229]

☑ 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 NPC221467 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	5465
0.2-0.3	20655
0.3-0.4	11363
0.4-0.5	3798
0.5-0.6	1000
0.6-0.7	217
0.7-0.8	45
0.8-0.85	1
0.85-0.9	1
0.9-0.95	1
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
0.898	High Similarity	NPC43053
0.8462	Intermediate Similarity	NPC474127
0.8043	Intermediate Similarity	NPC8270
0.7872	Intermediate Similarity	NPC221250
0.7857	Intermediate Similarity	NPC189700
0.78	Intermediate Similarity	NPC87137
0.7778	Intermediate Similarity	NPC218486
0.7755	Intermediate Similarity	NPC6963
0.7755	Intermediate Similarity	NPC304079
0.7609	Intermediate Similarity	NPC63598
0.7586	Intermediate Similarity	NPC130953
0.75	Intermediate Similarity	NPC324224
0.75	Intermediate Similarity	NPC472808
0.7451	Intermediate Similarity	NPC308331
0.7407	Intermediate Similarity	NPC191643
0.7368	Intermediate Similarity	NPC283502
0.7347	Intermediate Similarity	NPC102879
0.7333	Intermediate Similarity	NPC473737
0.7288	Intermediate Similarity	NPC98519
0.7241	Intermediate Similarity	NPC254095
0.7193	Intermediate Similarity	NPC51846
0.7193	Intermediate Similarity	NPC150717
0.7174	Intermediate Similarity	NPC308418
0.717	Intermediate Similarity	NPC137419
0.717	Intermediate Similarity	NPC122212
0.7143	Intermediate Similarity	NPC322461
0.7119	Intermediate Similarity	NPC86789
0.7097	Intermediate Similarity	NPC471566
0.7097	Intermediate Similarity	NPC471565
0.7069	Intermediate Similarity	NPC135863
0.7069	Intermediate Similarity	NPC293437
0.7069	Intermediate Similarity	NPC249850
0.7049	Intermediate Similarity	NPC2328
0.7049	Intermediate Similarity	NPC77891
0.7037	Intermediate Similarity	NPC15789
0.7021	Intermediate Similarity	NPC107877
0.7018	Intermediate Similarity	NPC173157
0.6957	Remote Similarity	NPC297363
0.6957	Remote Similarity	NPC60675
0.6949	Remote Similarity	NPC223679
0.6949	Remote Similarity	NPC471619
0.6897	Remote Similarity	NPC221763
0.6897	Remote Similarity	NPC325977
0.6885	Remote Similarity	NPC64985
0.6885	Remote Similarity	NPC263732
0.6875	Remote Similarity	NPC254886
0.6866	Remote Similarity	NPC238948
0.6866	Remote Similarity	NPC12815
0.6866	Remote Similarity	NPC215745
0.6852	Remote Similarity	NPC234084
0.6852	Remote Similarity	NPC126184
0.6842	Remote Similarity	NPC478120
0.6833	Remote Similarity	NPC82465
0.6825	Remote Similarity	NPC471556
0.6825	Remote Similarity	NPC273600
0.6786	Remote Similarity	NPC229046
0.6786	Remote Similarity	NPC46565
0.678	Remote Similarity	NPC294938
0.678	Remote Similarity	NPC129150
0.678	Remote Similarity	NPC71755
0.6774	Remote Similarity	NPC322457
0.6774	Remote Similarity	NPC190049
0.6739	Remote Similarity	NPC217161
0.6727	Remote Similarity	NPC236338
0.6724	Remote Similarity	NPC478117
0.6719	Remote Similarity	NPC308294
0.6719	Remote Similarity	NPC142423
0.6667	Remote Similarity	NPC236208
0.6667	Remote Similarity	NPC128520
0.6667	Remote Similarity	NPC21946
0.6667	Remote Similarity	NPC474084
0.6613	Remote Similarity	NPC329416
0.6613	Remote Similarity	NPC317177
0.6613	Remote Similarity	NPC317025
0.6613	Remote Similarity	NPC326645
0.661	Remote Similarity	NPC230296
0.6607	Remote Similarity	NPC15129
0.6604	Remote Similarity	NPC270706
0.66	Remote Similarity	NPC56917
0.66	Remote Similarity	NPC111474
0.6596	Remote Similarity	NPC269641
0.6571	Remote Similarity	NPC4492
0.6571	Remote Similarity	NPC51391
0.6567	Remote Similarity	NPC315597
0.6567	Remote Similarity	NPC59558
0.6557	Remote Similarity	NPC133600
0.6557	Remote Similarity	NPC322002
0.6557	Remote Similarity	NPC322186
0.6557	Remote Similarity	NPC329550
0.6557	Remote Similarity	NPC318306
0.6557	Remote Similarity	NPC97570
0.6557	Remote Similarity	NPC302564
0.6552	Remote Similarity	NPC189677
0.6545	Remote Similarity	NPC267110
0.6545	Remote Similarity	NPC313553
0.6538	Remote Similarity	NPC270796
0.6515	Remote Similarity	NPC287705
0.6515	Remote Similarity	NPC474823
0.6508	Remote Similarity	NPC68110
0.6508	Remote Similarity	NPC179087
0.6508	Remote Similarity	NPC210303
0.6508	Remote Similarity	NPC44343
0.65	Remote Similarity	NPC245650
0.65	Remote Similarity	NPC268185
0.65	Remote Similarity	NPC472445
0.6481	Remote Similarity	NPC128280
0.6471	Remote Similarity	NPC316185
0.6471	Remote Similarity	NPC288667
0.6462	Remote Similarity	NPC37382
0.6462	Remote Similarity	NPC146811
0.6462	Remote Similarity	NPC475555
0.6462	Remote Similarity	NPC315115
0.6462	Remote Similarity	NPC475675
0.6452	Remote Similarity	NPC309408
0.6452	Remote Similarity	NPC305973
0.6452	Remote Similarity	NPC122521
0.6452	Remote Similarity	NPC174447
0.6452	Remote Similarity	NPC327112
0.6452	Remote Similarity	NPC251042
0.6429	Remote Similarity	NPC169056
0.6429	Remote Similarity	NPC225665
0.6429	Remote Similarity	NPC27264
0.6429	Remote Similarity	NPC166018
0.6418	Remote Similarity	NPC143396
0.6418	Remote Similarity	NPC475004
0.6406	Remote Similarity	NPC475618
0.6393	Remote Similarity	NPC281195
0.6393	Remote Similarity	NPC34416
0.6383	Remote Similarity	NPC12889
0.6383	Remote Similarity	NPC98098
0.6383	Remote Similarity	NPC224651
0.6349	Remote Similarity	NPC26810
0.6349	Remote Similarity	NPC55376
0.6349	Remote Similarity	NPC40082
0.6349	Remote Similarity	NPC273614
0.6346	Remote Similarity	NPC180871
0.6346	Remote Similarity	NPC108494
0.6346	Remote Similarity	NPC88079
0.6346	Remote Similarity	NPC194586
0.6346	Remote Similarity	NPC51758
0.6346	Remote Similarity	NPC67761
0.6346	Remote Similarity	NPC68889
0.6346	Remote Similarity	NPC209279
0.6338	Remote Similarity	NPC470705
0.6333	Remote Similarity	NPC86948
0.6324	Remote Similarity	NPC315285
0.6316	Remote Similarity	NPC178586
0.6316	Remote Similarity	NPC148056
0.6308	Remote Similarity	NPC7940
0.6301	Remote Similarity	NPC63326
0.6301	Remote Similarity	NPC265980
0.6296	Remote Similarity	NPC117572
0.629	Remote Similarity	NPC329249
0.6286	Remote Similarity	NPC315843
0.6286	Remote Similarity	NPC227396
0.6271	Remote Similarity	NPC154626
0.6271	Remote Similarity	NPC300121
0.6269	Remote Similarity	NPC63873
0.6269	Remote Similarity	NPC313444
0.625	Remote Similarity	NPC475073
0.625	Remote Similarity	NPC15912
0.6232	Remote Similarity	NPC293114
0.623	Remote Similarity	NPC44542
0.6226	Remote Similarity	NPC216921
0.6212	Remote Similarity	NPC255781
0.6212	Remote Similarity	NPC166791
0.6212	Remote Similarity	NPC322035
0.6212	Remote Similarity	NPC100719
0.6212	Remote Similarity	NPC81907
0.6207	Remote Similarity	NPC151919
0.6197	Remote Similarity	NPC478193
0.6197	Remote Similarity	NPC478192
0.6197	Remote Similarity	NPC478191
0.6197	Remote Similarity	NPC478195
0.6197	Remote Similarity	NPC478196
0.6197	Remote Similarity	NPC478194
0.6197	Remote Similarity	NPC161038
0.619	Remote Similarity	NPC328311
0.6182	Remote Similarity	NPC42304
0.617	Remote Similarity	NPC266979
0.6167	Remote Similarity	NPC297280
0.6167	Remote Similarity	NPC317899
0.6154	Remote Similarity	NPC150162
0.6143	Remote Similarity	NPC284006
0.6143	Remote Similarity	NPC153660
0.614	Remote Similarity	NPC275316
0.614	Remote Similarity	NPC474460
0.614	Remote Similarity	NPC225974
0.6119	Remote Similarity	NPC122627
0.6119	Remote Similarity	NPC21998
0.6119	Remote Similarity	NPC132286
0.6119	Remote Similarity	NPC225272
0.6111	Remote Similarity	NPC203277
0.6111	Remote Similarity	NPC471753
0.6111	Remote Similarity	NPC477686
0.6111	Remote Similarity	NPC138935
0.6102	Remote Similarity	NPC61177
0.6087	Remote Similarity	NPC316029
0.6087	Remote Similarity	NPC476037
0.6087	Remote Similarity	NPC202011

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 NPC221467 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	125
0.1-0.2	3857
0.2-0.3	4034
0.3-0.4	956
0.4-0.5	131
0.5-0.6	36
0.6-0.7	9
0.7-0.8	1
0.8-0.85	1
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.82	Intermediate Similarity	NPD4220	Pre-registration
0.7551	Intermediate Similarity	NPD9411	Phase 1
0.6613	Remote Similarity	NPD4193	Approved
0.6613	Remote Similarity	NPD4191	Approved
0.6613	Remote Similarity	NPD4192	Approved
0.6613	Remote Similarity	NPD4194	Approved
0.6538	Remote Similarity	NPD5326	Phase 3
0.6452	Remote Similarity	NPD4246	Clinical (unspecified phase)
0.6383	Remote Similarity	NPD8573	Approved
0.6296	Remote Similarity	NPD4222	Approved
0.6296	Remote Similarity	NPD39	Approved
0.6027	Remote Similarity	NPD4756	Discovery
0.6	Remote Similarity	NPD539	Approved
0.5965	Remote Similarity	NPD3173	Approved
0.5882	Remote Similarity	NPD4247	Clinical (unspecified phase)
0.5763	Remote Similarity	NPD6927	Phase 3
0.5745	Remote Similarity	NPD9114	Clinical (unspecified phase)
0.5714	Remote Similarity	NPD4265	Approved
0.5686	Remote Similarity	NPD9115	Approved
0.5652	Remote Similarity	NPD9137	Approved
0.5652	Remote Similarity	NPD8187	Phase 3
0.5606	Remote Similarity	NPD9418	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