NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	308.1
Volume:	322.944
LogP:	4.111
LogD:	3.32
LogS:	-3.622
# Rotatable Bonds:	3
TPSA:	69.92
# H-Bond Aceptor:	4
# H-Bond Donor:	3
# Rings:	3
# Heavy Atoms:	4

MedChem Properties

QED Drug-Likeness Score:	0.68
Synthetic Accessibility Score:	2.063
Fsp3:	0.053
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Rejected
GSK Rule:	Rejected
BMS Rule:	0
Golden Triangle Rule:	Accepted
Chelating Alert:	1
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-4.931
MDCK Permeability:	1.4150758943287656e-05
Pgp-inhibitor:	0.014
Pgp-substrate:	0.001
Human Intestinal Absorption (HIA):	0.006
20% Bioavailability (F20%):	0.949
30% Bioavailability (F30%):	0.647

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.061
Plasma Protein Binding (PPB):	100.15550231933594%
Volume Distribution (VD):	0.632
Pgp-substrate:	0.857064425945282%

ADMET: Metabolism

CYP1A2-inhibitor:	0.962
CYP1A2-substrate:	0.476
CYP2C19-inhibitor:	0.918
CYP2C19-substrate:	0.061
CYP2C9-inhibitor:	0.723
CYP2C9-substrate:	0.915
CYP2D6-inhibitor:	0.708
CYP2D6-substrate:	0.866
CYP3A4-inhibitor:	0.459
CYP3A4-substrate:	0.235

ADMET: Excretion

Clearance (CL):	6.821
Half-life (T1/2):	0.655

ADMET: Toxicity

hERG Blockers:	0.164
Human Hepatotoxicity (H-HT):	0.027
Drug-inuced Liver Injury (DILI):	0.924
AMES Toxicity:	0.467
Rat Oral Acute Toxicity:	0.295
Maximum Recommended Daily Dose:	0.036
Skin Sensitization:	0.844
Carcinogencity:	0.147
Eye Corrosion:	0.003
Eye Irritation:	0.885
Respiratory Toxicity:	0.172

Download Data

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

Natural Product: NPC476639

Natural Product ID:	NPC476639
*Common Name:**	4''-Deoxy-5'-desmethyl-terphenyllin
IUPAC Name:	2-(4-hydroxyphenyl)-4-methoxy-5-phenylbenzene-1,3-diol
Synonyms:
Standard InCHIKey:	IHJTZIHPAWAVBT-UHFFFAOYSA-N
Standard InCHI:	InChI=1S/C19H16O4/c1-23-19-15(12-5-3-2-4-6-12)11-16(21)17(18(19)22)13-7-9-14(20)10-8-13/h2-11,20-22H,1H3
SMILES:	COC1=C(C(=C(C=C1C2=CC=CC=C2)O)C3=CC=C(C=C3)O)O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	n.a.
PubChem CID:	57333564
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0002448] Benzenoids [CHEMONTID:0002279] Benzene and substituted derivatives [CHEMONTID:0002042] Terphenyls [CHEMONTID:0002126] P-terphenyls

*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
NPO31572	Aspergillus sp.	Species	Aspergillaceae	Eukaryota	rhizosphere	Sonoran desert	n.a.	PMID[15620238]
NPO31572	Aspergillus sp.	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[17542490]
NPO31572	Aspergillus sp.	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[17564467]
NPO31572	Aspergillus sp.	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[19053517]
NPO31572	Aspergillus sp.	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[21366228]
NPO31572	Aspergillus sp.	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[21718031]
NPO31572	Aspergillus sp.	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[21854017]
NPO33649	Aspergillus sp. YXf3	Species	Aspergillaceae	Eukaryota	isolated from a healthy leaf of Ginkgo biloba	the campus of Nanjing University, Nanjing, China	2008-OCT	PMID[22196792]
NPO31572	Aspergillus sp.	Species	Aspergillaceae	Eukaryota	healthy leaf of Ginkgo biloba	campus of Nanjing University, Nanjing, China	2008-OCT	PMID[22196792]
NPO31572	Aspergillus sp.	Species	Aspergillaceae	Eukaryota	isolated from the sponge Xestospongia testudinaria	n.a.	n.a.	PMID[22225637]
NPO31572	Aspergillus sp.	Species	Aspergillaceae	Eukaryota	Isolated from a sandy-loam soil sample	50 m inland from Waikiki Beach, Honolulu, Hawaii	2010-JUL	PMID[22400916]
NPO31572	Aspergillus sp.	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[22703109]
NPO31572	Aspergillus sp.	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[23527875]
NPO31572	Aspergillus sp.	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[24050204]
NPO31572	Aspergillus sp.	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[25001296]
NPO31572	Aspergillus sp.	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[25581396]
NPO31572	Aspergillus sp.	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[26273902]
NPO31572	Aspergillus sp.	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[31012585]
NPO31572	Aspergillus sp.	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[33305943]

☑ 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	>	30000	nM	PMID[22196792]

☑ 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 NPC476639 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	638
0.1-0.2	2015
0.2-0.3	6427
0.3-0.4	12789
0.4-0.5	3802
0.5-0.6	4266
0.6-0.7	7661
0.7-0.8	4051
0.8-0.85	626
0.85-0.9	312
0.9-0.95	83
0.95-1	27

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC114155
1.0	High Similarity	NPC300846
0.9923	High Similarity	NPC6262
0.9923	High Similarity	NPC90615
0.9923	High Similarity	NPC201145
0.9923	High Similarity	NPC25111
0.9923	High Similarity	NPC73535
0.9923	High Similarity	NPC272157
0.9773	High Similarity	NPC73505
0.9773	High Similarity	NPC34431
0.9773	High Similarity	NPC295719
0.9773	High Similarity	NPC165026
0.9769	High Similarity	NPC261873
0.9769	High Similarity	NPC111655
0.9769	High Similarity	NPC283009
0.9692	High Similarity	NPC103967
0.9627	High Similarity	NPC175838
0.9549	High Similarity	NPC79622
0.9549	High Similarity	NPC29868
0.9549	High Similarity	NPC212942
0.9538	High Similarity	NPC218884
0.9478	High Similarity	NPC12668
0.9478	High Similarity	NPC308768
0.9462	High Similarity	NPC232275
0.9403	High Similarity	NPC132804
0.9403	High Similarity	NPC218131
0.9403	High Similarity	NPC243759
0.9403	High Similarity	NPC275061
0.9403	High Similarity	NPC105847
0.9403	High Similarity	NPC220344
0.9403	High Similarity	NPC243996
0.9398	High Similarity	NPC202846
0.9398	High Similarity	NPC143139
0.9398	High Similarity	NPC205442
0.9389	High Similarity	NPC6451
0.9385	High Similarity	NPC234488
0.9385	High Similarity	NPC299221
0.9385	High Similarity	NPC51840
0.9385	High Similarity	NPC311680
0.9328	High Similarity	NPC22902
0.9328	High Similarity	NPC266006
0.9328	High Similarity	NPC151656
0.9328	High Similarity	NPC242715
0.9328	High Similarity	NPC200935
0.9328	High Similarity	NPC230919
0.9328	High Similarity	NPC56329
0.9328	High Similarity	NPC266453
0.9323	High Similarity	NPC294884
0.9323	High Similarity	NPC158142
0.9323	High Similarity	NPC200557
0.9323	High Similarity	NPC10314
0.9323	High Similarity	NPC108198
0.9323	High Similarity	NPC69029
0.9313	High Similarity	NPC12275
0.9313	High Similarity	NPC474356
0.9313	High Similarity	NPC45715
0.9308	High Similarity	NPC58164
0.9308	High Similarity	NPC10225
0.9254	High Similarity	NPC30632
0.9248	High Similarity	NPC160697
0.9248	High Similarity	NPC125649
0.9237	High Similarity	NPC224157
0.9237	High Similarity	NPC192687
0.9231	High Similarity	NPC266691
0.9231	High Similarity	NPC154866
0.9197	High Similarity	NPC183709
0.9179	High Similarity	NPC241241
0.9179	High Similarity	NPC313081
0.916	High Similarity	NPC190144
0.9154	High Similarity	NPC169474
0.9154	High Similarity	NPC124452
0.9154	High Similarity	NPC159968
0.9154	High Similarity	NPC74817
0.9154	High Similarity	NPC236791
0.9154	High Similarity	NPC266555
0.9154	High Similarity	NPC293054
0.9154	High Similarity	NPC82679
0.9154	High Similarity	NPC236760
0.9154	High Similarity	NPC324112
0.9154	High Similarity	NPC246620
0.9154	High Similarity	NPC282000
0.9143	High Similarity	NPC275125
0.9143	High Similarity	NPC97937
0.9143	High Similarity	NPC170239
0.9124	High Similarity	NPC472089
0.9118	High Similarity	NPC245207
0.9118	High Similarity	NPC319647
0.9118	High Similarity	NPC25966
0.9118	High Similarity	NPC184613
0.9118	High Similarity	NPC127218
0.9091	High Similarity	NPC126836
0.9077	High Similarity	NPC28730
0.9077	High Similarity	NPC223953
0.9077	High Similarity	NPC78974
0.9077	High Similarity	NPC223136
0.9077	High Similarity	NPC214406
0.9077	High Similarity	NPC103823
0.9077	High Similarity	NPC18924
0.9077	High Similarity	NPC44748
0.9058	High Similarity	NPC472087
0.9058	High Similarity	NPC472088
0.9044	High Similarity	NPC102904
0.9044	High Similarity	NPC176051
0.9044	High Similarity	NPC103976
0.9044	High Similarity	NPC276490
0.9044	High Similarity	NPC107551
0.9044	High Similarity	NPC474282
0.9044	High Similarity	NPC326797
0.9037	High Similarity	NPC255147
0.9037	High Similarity	NPC256262
0.9037	High Similarity	NPC281521
0.9037	High Similarity	NPC201357
0.903	High Similarity	NPC32778
0.9015	High Similarity	NPC212015
0.9014	High Similarity	NPC113790
0.9008	High Similarity	NPC252131
0.9008	High Similarity	NPC127587
0.9	High Similarity	NPC116907
0.9	High Similarity	NPC208950
0.9	High Similarity	NPC117214
0.9	High Similarity	NPC221077
0.9	High Similarity	NPC233410
0.9	High Similarity	NPC299584
0.9	High Similarity	NPC298757
0.9	High Similarity	NPC17943
0.9	High Similarity	NPC125617
0.9	High Similarity	NPC234400
0.9	High Similarity	NPC82483
0.9	High Similarity	NPC60885
0.9	High Similarity	NPC203133
0.9	High Similarity	NPC472093
0.9	High Similarity	NPC251855
0.9	High Similarity	NPC57490
0.9	High Similarity	NPC193544
0.9	High Similarity	NPC475169
0.9	High Similarity	NPC105925
0.9	High Similarity	NPC265483
0.8993	High Similarity	NPC477616
0.8993	High Similarity	NPC469630
0.8992	High Similarity	NPC197757
0.8992	High Similarity	NPC228922
0.8992	High Similarity	NPC121115
0.8986	High Similarity	NPC471389
0.8978	High Similarity	NPC22517
0.8978	High Similarity	NPC114171
0.8978	High Similarity	NPC230124
0.8978	High Similarity	NPC6300
0.8971	High Similarity	NPC248727
0.8971	High Similarity	NPC472336
0.8971	High Similarity	NPC162659
0.8971	High Similarity	NPC173660
0.8971	High Similarity	NPC265433
0.8971	High Similarity	NPC270456
0.8971	High Similarity	NPC472334
0.8963	High Similarity	NPC555
0.8963	High Similarity	NPC56764
0.8963	High Similarity	NPC206737
0.8963	High Similarity	NPC209199
0.8963	High Similarity	NPC106215
0.8963	High Similarity	NPC276026
0.8963	High Similarity	NPC7515
0.8963	High Similarity	NPC289258
0.8963	High Similarity	NPC188378
0.8963	High Similarity	NPC469659
0.8955	High Similarity	NPC86655
0.8955	High Similarity	NPC14224
0.8955	High Similarity	NPC228843
0.8955	High Similarity	NPC202762
0.8955	High Similarity	NPC161958
0.8955	High Similarity	NPC127624
0.8947	High Similarity	NPC214860
0.8939	High Similarity	NPC28765
0.8936	High Similarity	NPC126291
0.8931	High Similarity	NPC112596
0.8931	High Similarity	NPC76451
0.8931	High Similarity	NPC245060
0.8923	High Similarity	NPC206487
0.8923	High Similarity	NPC183446
0.8923	High Similarity	NPC5796
0.8921	High Similarity	NPC107161
0.8915	High Similarity	NPC135414
0.8915	High Similarity	NPC41562
0.8913	High Similarity	NPC61783
0.8913	High Similarity	NPC472092
0.8913	High Similarity	NPC472091
0.8913	High Similarity	NPC472090
0.8913	High Similarity	NPC160283
0.8913	High Similarity	NPC254759
0.8913	High Similarity	NPC284464
0.8913	High Similarity	NPC259519
0.8913	High Similarity	NPC22317
0.8913	High Similarity	NPC20520
0.8905	High Similarity	NPC48956
0.8897	High Similarity	NPC470356
0.8897	High Similarity	NPC94750
0.8897	High Similarity	NPC472337
0.8897	High Similarity	NPC214853
0.8897	High Similarity	NPC195022
0.8897	High Similarity	NPC180602
0.8897	High Similarity	NPC78809

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 NPC476639 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	524
0.1-0.2	965
0.2-0.3	1887
0.3-0.4	2775
0.4-0.5	1502
0.5-0.6	898
0.6-0.7	519
0.7-0.8	75
0.8-0.85	2
0.85-0.9	3
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.8872	High Similarity	NPD3027	Phase 3
0.8657	High Similarity	NPD1529	Clinical (unspecified phase)
0.8582	High Similarity	NPD1530	Clinical (unspecified phase)
0.854	High Similarity	NPD1612	Clinical (unspecified phase)
0.854	High Similarity	NPD1613	Approved
0.8248	Intermediate Similarity	NPD4908	Phase 1
0.8129	Intermediate Similarity	NPD4907	Clinical (unspecified phase)
0.8058	Intermediate Similarity	NPD4625	Phase 3
0.8043	Intermediate Similarity	NPD3018	Phase 2
0.8	Intermediate Similarity	NPD5283	Phase 1
0.7984	Intermediate Similarity	NPD228	Approved
0.7974	Intermediate Similarity	NPD2801	Approved
0.7962	Intermediate Similarity	NPD6232	Discontinued
0.7883	Intermediate Similarity	NPD4749	Approved
0.7883	Intermediate Similarity	NPD2983	Phase 2
0.7883	Intermediate Similarity	NPD2982	Phase 2
0.7868	Intermediate Similarity	NPD1610	Phase 2
0.7826	Intermediate Similarity	NPD5844	Phase 1
0.7812	Intermediate Similarity	NPD7473	Discontinued
0.781	Intermediate Similarity	NPD2981	Phase 2
0.7792	Intermediate Similarity	NPD1934	Approved
0.7786	Intermediate Similarity	NPD2861	Phase 2
0.7771	Intermediate Similarity	NPD6234	Discontinued
0.7762	Intermediate Similarity	NPD3620	Phase 2
0.7762	Intermediate Similarity	NPD3619	Clinical (unspecified phase)
0.7754	Intermediate Similarity	NPD4379	Clinical (unspecified phase)
0.7704	Intermediate Similarity	NPD1548	Phase 1
0.7692	Intermediate Similarity	NPD3022	Approved
0.7692	Intermediate Similarity	NPD3021	Approved
0.7677	Intermediate Similarity	NPD37	Approved
0.7647	Intermediate Similarity	NPD1653	Approved
0.7643	Intermediate Similarity	NPD4868	Clinical (unspecified phase)
0.764	Intermediate Similarity	NPD6167	Clinical (unspecified phase)
0.764	Intermediate Similarity	NPD6166	Phase 2
0.764	Intermediate Similarity	NPD6168	Clinical (unspecified phase)
0.7628	Intermediate Similarity	NPD2393	Clinical (unspecified phase)
0.7622	Intermediate Similarity	NPD6410	Clinical (unspecified phase)
0.7589	Intermediate Similarity	NPD6917	Clinical (unspecified phase)
0.7557	Intermediate Similarity	NPD4750	Phase 3
0.7532	Intermediate Similarity	NPD4965	Approved
0.7532	Intermediate Similarity	NPD4966	Approved
0.7532	Intermediate Similarity	NPD4967	Phase 2
0.75	Intermediate Similarity	NPD3600	Clinical (unspecified phase)
0.75	Intermediate Similarity	NPD1511	Approved
0.7481	Intermediate Similarity	NPD6671	Approved
0.7467	Intermediate Similarity	NPD6674	Discontinued
0.7467	Intermediate Similarity	NPD5698	Clinical (unspecified phase)
0.7453	Intermediate Similarity	NPD7199	Phase 2
0.745	Intermediate Similarity	NPD3540	Phase 1
0.7439	Intermediate Similarity	NPD7228	Approved
0.7421	Intermediate Similarity	NPD3882	Suspended
0.7403	Intermediate Similarity	NPD1940	Clinical (unspecified phase)
0.7403	Intermediate Similarity	NPD1512	Approved
0.7397	Intermediate Similarity	NPD4060	Phase 1
0.7383	Intermediate Similarity	NPD3539	Phase 1
0.7368	Intermediate Similarity	NPD5307	Clinical (unspecified phase)
0.7362	Intermediate Similarity	NPD7184	Clinical (unspecified phase)
0.7321	Intermediate Similarity	NPD7549	Discontinued
0.7297	Intermediate Similarity	NPD4097	Suspended
0.7296	Intermediate Similarity	NPD1465	Phase 2
0.7287	Intermediate Similarity	NPD940	Approved
0.7287	Intermediate Similarity	NPD846	Approved
0.7279	Intermediate Similarity	NPD1558	Phase 1
0.7273	Intermediate Similarity	NPD6143	Clinical (unspecified phase)
0.7267	Intermediate Similarity	NPD6100	Approved
0.7267	Intermediate Similarity	NPD2935	Discontinued
0.7267	Intermediate Similarity	NPD6099	Approved
0.7261	Intermediate Similarity	NPD4005	Discontinued
0.7259	Intermediate Similarity	NPD7635	Approved
0.725	Intermediate Similarity	NPD3817	Phase 2
0.7246	Intermediate Similarity	NPD5536	Phase 2
0.7246	Intermediate Similarity	NPD7074	Phase 3
0.7244	Intermediate Similarity	NPD6980	Clinical (unspecified phase)
0.7237	Intermediate Similarity	NPD5177	Phase 3
0.7235	Intermediate Similarity	NPD8053	Approved
0.7235	Intermediate Similarity	NPD8054	Approved
0.7234	Intermediate Similarity	NPD3705	Approved
0.7229	Intermediate Similarity	NPD3818	Discontinued
0.7226	Intermediate Similarity	NPD7447	Phase 1
0.7222	Intermediate Similarity	NPD6584	Phase 3
0.7219	Intermediate Similarity	NPD2029	Clinical (unspecified phase)
0.7214	Intermediate Similarity	NPD4626	Approved
0.7211	Intermediate Similarity	NPD6233	Phase 2
0.7209	Intermediate Similarity	NPD1242	Phase 1
0.7208	Intermediate Similarity	NPD7124	Phase 2
0.7203	Intermediate Similarity	NPD6696	Suspended
0.7192	Intermediate Similarity	NPD7095	Approved
0.7186	Intermediate Similarity	NPD7054	Approved
0.7181	Intermediate Similarity	NPD1607	Approved
0.7178	Intermediate Similarity	NPD5494	Approved
0.7168	Intermediate Similarity	NPD8397	Clinical (unspecified phase)
0.7164	Intermediate Similarity	NPD5451	Approved
0.7161	Intermediate Similarity	NPD7212	Phase 2
0.7161	Intermediate Similarity	NPD4357	Discontinued
0.7161	Intermediate Similarity	NPD7213	Phase 3
0.716	Intermediate Similarity	NPD4055	Discovery
0.716	Intermediate Similarity	NPD7975	Clinical (unspecified phase)
0.7143	Intermediate Similarity	NPD6859	Clinical (unspecified phase)
0.7143	Intermediate Similarity	NPD7472	Approved
0.7143	Intermediate Similarity	NPD2342	Discontinued
0.7143	Intermediate Similarity	NPD6798	Discontinued
0.7134	Intermediate Similarity	NPD6959	Discontinued
0.7124	Intermediate Similarity	NPD3060	Approved
0.7118	Intermediate Similarity	NPD4338	Clinical (unspecified phase)
0.7115	Intermediate Similarity	NPD7004	Clinical (unspecified phase)
0.7115	Intermediate Similarity	NPD4378	Clinical (unspecified phase)
0.7113	Intermediate Similarity	NPD1611	Approved
0.7113	Intermediate Similarity	NPD422	Phase 1
0.7107	Intermediate Similarity	NPD4675	Approved
0.7107	Intermediate Similarity	NPD4380	Phase 2
0.7107	Intermediate Similarity	NPD4678	Approved
0.7105	Intermediate Similarity	NPD7266	Discontinued
0.7101	Intermediate Similarity	NPD7157	Approved
0.7101	Intermediate Similarity	NPD7993	Clinical (unspecified phase)
0.7095	Intermediate Similarity	NPD2674	Phase 3
0.7092	Intermediate Similarity	NPD5846	Approved
0.7092	Intermediate Similarity	NPD6516	Phase 2
0.709	Intermediate Similarity	NPD2684	Approved
0.7086	Intermediate Similarity	NPD1510	Phase 2
0.7083	Intermediate Similarity	NPD8651	Approved
0.7078	Intermediate Similarity	NPD6398	Clinical (unspecified phase)
0.7073	Intermediate Similarity	NPD6746	Phase 2
0.7068	Intermediate Similarity	NPD968	Approved
0.7059	Intermediate Similarity	NPD6559	Discontinued
0.7047	Intermediate Similarity	NPD1240	Approved
0.7047	Intermediate Similarity	NPD5837	Clinical (unspecified phase)
0.7047	Intermediate Similarity	NPD943	Approved
0.7047	Intermediate Similarity	NPD2238	Phase 2
0.7044	Intermediate Similarity	NPD7261	Clinical (unspecified phase)
0.7034	Intermediate Similarity	NPD3094	Phase 2
0.7032	Intermediate Similarity	NPD6190	Approved
0.7032	Intermediate Similarity	NPD2219	Phase 1
0.7027	Intermediate Similarity	NPD5111	Phase 2
0.7027	Intermediate Similarity	NPD5109	Approved
0.7027	Intermediate Similarity	NPD5110	Phase 2
0.7021	Intermediate Similarity	NPD1357	Approved
0.7021	Intermediate Similarity	NPD1651	Approved
0.702	Intermediate Similarity	NPD6111	Discontinued
0.702	Intermediate Similarity	NPD4538	Approved
0.702	Intermediate Similarity	NPD4536	Approved
0.702	Intermediate Similarity	NPD4537	Clinical (unspecified phase)
0.7014	Intermediate Similarity	NPD6582	Phase 2
0.7014	Intermediate Similarity	NPD6583	Phase 3
0.7007	Intermediate Similarity	NPD7843	Approved
0.7006	Intermediate Similarity	NPD7422	Clinical (unspecified phase)
0.7	Intermediate Similarity	NPD5735	Approved
0.7	Intermediate Similarity	NPD6797	Phase 2
0.7	Intermediate Similarity	NPD3020	Approved
0.7	Intermediate Similarity	NPD3657	Discovery
0.6994	Remote Similarity	NPD8055	Clinical (unspecified phase)
0.6994	Remote Similarity	NPD7768	Phase 2
0.6994	Remote Similarity	NPD6788	Approved
0.6993	Remote Similarity	NPD1091	Approved
0.6986	Remote Similarity	NPD4624	Approved
0.6975	Remote Similarity	NPD5929	Approved
0.6974	Remote Similarity	NPD6028	Clinical (unspecified phase)
0.6974	Remote Similarity	NPD6029	Clinical (unspecified phase)
0.6968	Remote Similarity	NPD3750	Approved
0.6966	Remote Similarity	NPD2922	Phase 1
0.6966	Remote Similarity	NPD1283	Approved
0.6962	Remote Similarity	NPD5261	Clinical (unspecified phase)
0.6959	Remote Similarity	NPD7251	Discontinued
0.6959	Remote Similarity	NPD7240	Approved
0.6957	Remote Similarity	NPD1398	Phase 1
0.6947	Remote Similarity	NPD289	Clinical (unspecified phase)
0.6944	Remote Similarity	NPD2232	Approved
0.6944	Remote Similarity	NPD2233	Approved
0.6944	Remote Similarity	NPD2230	Approved
0.6943	Remote Similarity	NPD7041	Phase 2
0.6943	Remote Similarity	NPD7390	Discontinued
0.6943	Remote Similarity	NPD7040	Clinical (unspecified phase)
0.6936	Remote Similarity	NPD7090	Clinical (unspecified phase)
0.6933	Remote Similarity	NPD8443	Clinical (unspecified phase)
0.6929	Remote Similarity	NPD7340	Approved
0.6923	Remote Similarity	NPD5241	Discontinued
0.6923	Remote Similarity	NPD3496	Discontinued
0.6919	Remote Similarity	NPD7808	Phase 3
0.6914	Remote Similarity	NPD7906	Approved
0.6913	Remote Similarity	NPD3144	Approved
0.6913	Remote Similarity	NPD3145	Approved
0.6903	Remote Similarity	NPD1652	Phase 2
0.6901	Remote Similarity	NPD5691	Approved
0.6899	Remote Similarity	NPD4160	Clinical (unspecified phase)
0.6899	Remote Similarity	NPD844	Approved
0.6899	Remote Similarity	NPD2859	Approved
0.6899	Remote Similarity	NPD7410	Clinical (unspecified phase)
0.6899	Remote Similarity	NPD2860	Approved
0.6894	Remote Similarity	NPD6599	Discontinued
0.6889	Remote Similarity	NPD290	Approved
0.6887	Remote Similarity	NPD230	Phase 1
0.6887	Remote Similarity	NPD6355	Discontinued
0.6886	Remote Similarity	NPD7229	Phase 3
0.6886	Remote Similarity	NPD3787	Discontinued
0.6884	Remote Similarity	NPD5535	Approved
0.6883	Remote Similarity	NPD5762	Approved
0.6883	Remote Similarity	NPD1552	Clinical (unspecified phase)
0.6883	Remote Similarity	NPD1550	Clinical (unspecified phase)
0.6883	Remote Similarity	NPD5763	Approved
0.6875	Remote Similarity	NPD3092	Approved
0.6871	Remote Similarity	NPD2977	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