NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	350.12
Volume:	357.769
LogP:	5.176
LogD:	3.771
LogS:	-5.546
# Rotatable Bonds:	4
TPSA:	57.9
# H-Bond Aceptor:	5
# H-Bond Donor:	0
# Rings:	4
# Heavy Atoms:	5

MedChem Properties

QED Drug-Likeness Score:	0.647
Synthetic Accessibility Score:	2.448
Fsp3:	0.19
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Rejected
GSK Rule:	Rejected
BMS Rule:	0
Golden Triangle Rule:	Accepted
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-4.849
MDCK Permeability:	3.2821619242895395e-05
Pgp-inhibitor:	0.843
Pgp-substrate:	0.006
Human Intestinal Absorption (HIA):	0.002
20% Bioavailability (F20%):	0.003
30% Bioavailability (F30%):	0.365

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.007
Plasma Protein Binding (PPB):	94.26697540283203%
Volume Distribution (VD):	0.725
Pgp-substrate:	3.919076442718506%

ADMET: Metabolism

CYP1A2-inhibitor:	0.961
CYP1A2-substrate:	0.153
CYP2C19-inhibitor:	0.922
CYP2C19-substrate:	0.064
CYP2C9-inhibitor:	0.792
CYP2C9-substrate:	0.915
CYP2D6-inhibitor:	0.924
CYP2D6-substrate:	0.924
CYP3A4-inhibitor:	0.871
CYP3A4-substrate:	0.159

ADMET: Excretion

Clearance (CL):	12.672
Half-life (T1/2):	0.078

ADMET: Toxicity

hERG Blockers:	0.121
Human Hepatotoxicity (H-HT):	0.883
Drug-inuced Liver Injury (DILI):	0.868
AMES Toxicity:	0.541
Rat Oral Acute Toxicity:	0.049
Maximum Recommended Daily Dose:	0.28
Skin Sensitization:	0.368
Carcinogencity:	0.775
Eye Corrosion:	0.003
Eye Irritation:	0.372
Respiratory Toxicity:	0.449

Download Data

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

Natural Product: NPC68882

Natural Product ID:	NPC68882
*Common Name:**	maximaisoflavone B
IUPAC Name:	n.a.
Synonyms:
Standard InCHIKey:	FNMKZDDKPDBYJM-UHFFFAOYSA-N
Standard InCHI:	InChI=1S/C21H18O5/c1-13(2)7-8-23-15-4-5-16-19(10-15)24-11-17(21(16)22)14-3-6-18-20(9-14)26-12-25-18/h3-7,9-11H,8,12H2,1-2H3
SMILES:	CC(=CCOc1ccc2c(c1)occ(c2=O)c1ccc2c(c1)OCO2)C
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	n.a.
PubChem CID:	44257236
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000261] Phenylpropanoids and polyketides [CHEMONTID:0002506] Isoflavonoids [CHEMONTID:0002901] Isoflav-2-enes [CHEMONTID:0000494] Isoflavones

*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
NPO30165	Pongamia pinnata	Species	Fabaceae	Eukaryota	stem bark	Indonesia	1999-SEP	PMID[14510596]
NPO30165	Pongamia pinnata	Species	Fabaceae	Eukaryota	n.a.	stem	n.a.	PMID[14510596]
NPO30165	Pongamia pinnata	Species	Fabaceae	Eukaryota	dry stem	n.a.	n.a.	PMID[25466192]
NPO33696	Millettia oblata ssp. teitensis	Species	Fabaceae	Eukaryota	leaves	Ngangao Forest, Taita Hill, Taita County, Kenya	2014-JUL	PMID[28665590]
NPO30165	Pongamia pinnata	Species	Fabaceae	Eukaryota	Roots	n.a.	n.a.	PMID[29482940]
NPO30165	Pongamia pinnata	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]

☑ 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	2

Activity Type	# Activity
Cell Line	2

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT34	Cell Line	BV-2	Mus musculus	IC50	=	46600.0	nM	PMID[469408]
NPT82	Cell Line	MDA-MB-231	Homo sapiens	IC50	=	153600.0	nM	PMID[469409]

☑ 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 NPC68882 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	484
0.1-0.2	1910
0.2-0.3	4684
0.3-0.4	11195
0.4-0.5	6778
0.5-0.6	3768
0.6-0.7	5877
0.7-0.8	5198
0.8-0.85	2214
0.85-0.9	504
0.9-0.95	74
0.95-1	11

Similarity Score	Similarity Level	Natural Product ID
0.9667	High Similarity	NPC113055
0.96	High Similarity	NPC310206
0.9597	High Similarity	NPC284353
0.9539	High Similarity	NPC34376
0.9533	High Similarity	NPC155063
0.953	High Similarity	NPC279930
0.953	High Similarity	NPC478213
0.9517	High Similarity	NPC471590
0.9517	High Similarity	NPC296575
0.947	High Similarity	NPC258644
0.9463	High Similarity	NPC153008
0.9463	High Similarity	NPC148497
0.9463	High Similarity	NPC292460
0.9412	High Similarity	NPC94155
0.94	High Similarity	NPC244371
0.94	High Similarity	NPC57211
0.9396	High Similarity	NPC279061
0.9384	High Similarity	NPC224687
0.9351	High Similarity	NPC18284
0.9351	High Similarity	NPC273021
0.9351	High Similarity	NPC302741
0.9338	High Similarity	NPC478238
0.9333	High Similarity	NPC52623
0.9333	High Similarity	NPC35544
0.9333	High Similarity	NPC104728
0.9315	High Similarity	NPC113089
0.9315	High Similarity	NPC293201
0.931	High Similarity	NPC185607
0.9281	High Similarity	NPC257914
0.9281	High Similarity	NPC104459
0.9281	High Similarity	NPC238405
0.9257	High Similarity	NPC470511
0.9252	High Similarity	NPC136278
0.9247	High Similarity	NPC70853
0.9247	High Similarity	NPC9966
0.9226	High Similarity	NPC125991
0.9226	High Similarity	NPC478199
0.9221	High Similarity	NPC269906
0.92	High Similarity	NPC189270
0.92	High Similarity	NPC5840
0.92	High Similarity	NPC234152
0.9178	High Similarity	NPC29536
0.9156	High Similarity	NPC215375
0.9156	High Similarity	NPC62518
0.9145	High Similarity	NPC186507
0.9128	High Similarity	NPC117463
0.9128	High Similarity	NPC299923
0.9128	High Similarity	NPC205522
0.9116	High Similarity	NPC476054
0.9097	High Similarity	NPC131557
0.9091	High Similarity	NPC19097
0.9091	High Similarity	NPC167595
0.9079	High Similarity	NPC40033
0.9067	High Similarity	NPC476342
0.9067	High Similarity	NPC63256
0.9067	High Similarity	NPC10304
0.9062	High Similarity	NPC235575
0.906	High Similarity	NPC216314
0.906	High Similarity	NPC120924
0.906	High Similarity	NPC40818
0.906	High Similarity	NPC110639
0.906	High Similarity	NPC310259
0.906	High Similarity	NPC106461
0.906	High Similarity	NPC195919
0.906	High Similarity	NPC14958
0.906	High Similarity	NPC215932
0.9057	High Similarity	NPC41853
0.9051	High Similarity	NPC113093
0.9038	High Similarity	NPC182045
0.9038	High Similarity	NPC260640
0.9038	High Similarity	NPC295009
0.9038	High Similarity	NPC470756
0.9034	High Similarity	NPC44573
0.9026	High Similarity	NPC474983
0.9026	High Similarity	NPC301897
0.9007	High Similarity	NPC238366
0.9007	High Similarity	NPC474648
0.9	High Similarity	NPC212748
0.9	High Similarity	NPC85233
0.9	High Similarity	NPC474999
0.8994	High Similarity	NPC167479
0.8994	High Similarity	NPC135345
0.8994	High Similarity	NPC229729
0.8987	High Similarity	NPC470773
0.8981	High Similarity	NPC469575
0.8981	High Similarity	NPC414831
0.8974	High Similarity	NPC110349
0.8974	High Similarity	NPC285973
0.8974	High Similarity	NPC225624
0.8966	High Similarity	NPC254741
0.8954	High Similarity	NPC144162
0.8944	High Similarity	NPC223375
0.8944	High Similarity	NPC475825
0.894	High Similarity	NPC261548
0.894	High Similarity	NPC195202
0.894	High Similarity	NPC183236
0.8933	High Similarity	NPC302408
0.8933	High Similarity	NPC283002
0.8933	High Similarity	NPC88345
0.8933	High Similarity	NPC12377
0.8933	High Similarity	NPC231013
0.8931	High Similarity	NPC254306
0.8926	High Similarity	NPC23955
0.8926	High Similarity	NPC182842
0.8924	High Similarity	NPC309025
0.8924	High Similarity	NPC88023
0.8924	High Similarity	NPC470178
0.8924	High Similarity	NPC243930
0.8917	High Similarity	NPC471290
0.8917	High Similarity	NPC162668
0.8896	High Similarity	NPC280937
0.8896	High Similarity	NPC472408
0.8896	High Similarity	NPC128961
0.8889	High Similarity	NPC474170
0.8889	High Similarity	NPC62640
0.8889	High Similarity	NPC308451
0.8889	High Similarity	NPC472535
0.8889	High Similarity	NPC72455
0.8889	High Similarity	NPC474388
0.8882	High Similarity	NPC69752
0.8882	High Similarity	NPC105511
0.8882	High Similarity	NPC231194
0.8882	High Similarity	NPC51326
0.8875	High Similarity	NPC76482
0.8874	High Similarity	NPC12200
0.8874	High Similarity	NPC33265
0.8874	High Similarity	NPC62536
0.8868	High Similarity	NPC311830
0.8868	High Similarity	NPC165720
0.8868	High Similarity	NPC22832
0.8868	High Similarity	NPC187923
0.8868	High Similarity	NPC475497
0.8868	High Similarity	NPC284277
0.8868	High Similarity	NPC475366
0.8867	High Similarity	NPC165512
0.8861	High Similarity	NPC300537
0.8861	High Similarity	NPC127782
0.8854	High Similarity	NPC43971
0.8854	High Similarity	NPC328102
0.8854	High Similarity	NPC298093
0.8854	High Similarity	NPC74749
0.8854	High Similarity	NPC19554
0.8846	High Similarity	NPC78071
0.8839	High Similarity	NPC471746
0.8839	High Similarity	NPC255807
0.8839	High Similarity	NPC31018
0.8839	High Similarity	NPC234255
0.8831	High Similarity	NPC39732
0.8831	High Similarity	NPC477231
0.8831	High Similarity	NPC472912
0.8831	High Similarity	NPC257648
0.8831	High Similarity	NPC166201
0.8831	High Similarity	NPC60972
0.8827	High Similarity	NPC475155
0.8827	High Similarity	NPC261254
0.8827	High Similarity	NPC205076
0.8827	High Similarity	NPC48773
0.8827	High Similarity	NPC307518
0.8824	High Similarity	NPC259058
0.8824	High Similarity	NPC177839
0.8824	High Similarity	NPC201547
0.8824	High Similarity	NPC50728
0.8824	High Similarity	NPC338131
0.8824	High Similarity	NPC166753
0.882	High Similarity	NPC229687
0.882	High Similarity	NPC477165
0.882	High Similarity	NPC61791
0.882	High Similarity	NPC471287
0.8816	High Similarity	NPC194653
0.8816	High Similarity	NPC254702
0.8816	High Similarity	NPC203747
0.8816	High Similarity	NPC80710
0.8816	High Similarity	NPC139364
0.8812	High Similarity	NPC475214
0.8812	High Similarity	NPC5778
0.8812	High Similarity	NPC236934
0.8812	High Similarity	NPC255615
0.8812	High Similarity	NPC67037
0.8808	High Similarity	NPC24257
0.8808	High Similarity	NPC153620
0.8805	High Similarity	NPC191306
0.8805	High Similarity	NPC19709
0.8805	High Similarity	NPC270335
0.8805	High Similarity	NPC88043
0.8805	High Similarity	NPC222936
0.8805	High Similarity	NPC284960
0.8805	High Similarity	NPC168822
0.8805	High Similarity	NPC470772
0.8805	High Similarity	NPC65846
0.8797	High Similarity	NPC216092
0.8792	High Similarity	NPC124467
0.8792	High Similarity	NPC214919
0.879	High Similarity	NPC74178
0.879	High Similarity	NPC187792
0.879	High Similarity	NPC184755
0.8784	High Similarity	NPC136095
0.8782	High Similarity	NPC45165
0.8782	High Similarity	NPC472455
0.8782	High Similarity	NPC180340
0.878	High Similarity	NPC156635

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 NPC68882 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	423
0.1-0.2	965
0.2-0.3	1791
0.3-0.4	2740
0.4-0.5	1821
0.5-0.6	884
0.6-0.7	385
0.7-0.8	97
0.8-0.85	33
0.85-0.9	11
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.9114	High Similarity	NPD3818	Discontinued
0.9	High Similarity	NPD6980	Clinical (unspecified phase)
0.8854	High Similarity	NPD5494	Approved
0.8839	High Similarity	NPD3817	Phase 2
0.8836	High Similarity	NPD2796	Approved
0.8782	High Similarity	NPD3882	Suspended
0.871	High Similarity	NPD1934	Approved
0.8704	High Similarity	NPD7054	Approved
0.8671	High Similarity	NPD919	Approved
0.8654	High Similarity	NPD2801	Approved
0.865	High Similarity	NPD7472	Approved
0.865	High Similarity	NPD7074	Phase 3
0.8608	High Similarity	NPD4381	Clinical (unspecified phase)
0.8535	High Similarity	NPD2393	Clinical (unspecified phase)
0.8494	Intermediate Similarity	NPD7808	Phase 3
0.8485	Intermediate Similarity	NPD6797	Phase 2
0.8457	Intermediate Similarity	NPD3926	Phase 2
0.8447	Intermediate Similarity	NPD1247	Approved
0.8434	Intermediate Similarity	NPD7251	Discontinued
0.8431	Intermediate Similarity	NPD1511	Approved
0.8431	Intermediate Similarity	NPD6799	Approved
0.8383	Intermediate Similarity	NPD4338	Clinical (unspecified phase)
0.8323	Intermediate Similarity	NPD1512	Approved
0.8311	Intermediate Similarity	NPD1933	Approved
0.8302	Intermediate Similarity	NPD7819	Suspended
0.8302	Intermediate Similarity	NPD7096	Clinical (unspecified phase)
0.8293	Intermediate Similarity	NPD6168	Clinical (unspecified phase)
0.8293	Intermediate Similarity	NPD6166	Phase 2
0.8293	Intermediate Similarity	NPD6167	Clinical (unspecified phase)
0.8267	Intermediate Similarity	NPD1510	Phase 2
0.8258	Intermediate Similarity	NPD4378	Clinical (unspecified phase)
0.8239	Intermediate Similarity	NPD6801	Discontinued
0.8228	Intermediate Similarity	NPD6599	Discontinued
0.8224	Intermediate Similarity	NPD1549	Phase 2
0.8221	Intermediate Similarity	NPD7199	Phase 2
0.8214	Intermediate Similarity	NPD6559	Discontinued
0.8194	Intermediate Similarity	NPD6143	Clinical (unspecified phase)
0.817	Intermediate Similarity	NPD1243	Approved
0.8158	Intermediate Similarity	NPD1552	Clinical (unspecified phase)
0.8158	Intermediate Similarity	NPD1550	Clinical (unspecified phase)
0.8153	Intermediate Similarity	NPD920	Approved
0.8148	Intermediate Similarity	NPD7075	Discontinued
0.8144	Intermediate Similarity	NPD7804	Clinical (unspecified phase)
0.8129	Intermediate Similarity	NPD643	Clinical (unspecified phase)
0.8121	Intermediate Similarity	NPD7184	Clinical (unspecified phase)
0.8113	Intermediate Similarity	NPD4380	Phase 2
0.8086	Intermediate Similarity	NPD4868	Clinical (unspecified phase)
0.8063	Intermediate Similarity	NPD7411	Suspended
0.8026	Intermediate Similarity	NPD3748	Approved
0.8025	Intermediate Similarity	NPD7410	Clinical (unspecified phase)
0.8025	Intermediate Similarity	NPD642	Clinical (unspecified phase)
0.8	Intermediate Similarity	NPD1240	Approved
0.7952	Intermediate Similarity	NPD6232	Discontinued
0.7929	Intermediate Similarity	NPD5844	Phase 1
0.7925	Intermediate Similarity	NPD5403	Approved
0.7917	Intermediate Similarity	NPD7473	Discontinued
0.7914	Intermediate Similarity	NPD5402	Approved
0.7911	Intermediate Similarity	NPD5401	Approved
0.7895	Intermediate Similarity	NPD1607	Approved
0.7805	Intermediate Similarity	NPD8443	Clinical (unspecified phase)
0.7791	Intermediate Similarity	NPD37	Approved
0.7771	Intermediate Similarity	NPD1878	Clinical (unspecified phase)
0.7771	Intermediate Similarity	NPD3750	Approved
0.7758	Intermediate Similarity	NPD4967	Phase 2
0.7758	Intermediate Similarity	NPD4965	Approved
0.7758	Intermediate Similarity	NPD4966	Approved
0.7756	Intermediate Similarity	NPD970	Clinical (unspecified phase)
0.7748	Intermediate Similarity	NPD6859	Clinical (unspecified phase)
0.7733	Intermediate Similarity	NPD6832	Phase 2
0.7718	Intermediate Similarity	NPD2798	Approved
0.7711	Intermediate Similarity	NPD3749	Approved
0.7707	Intermediate Similarity	NPD7421	Clinical (unspecified phase)
0.7665	Intermediate Similarity	NPD6234	Discontinued
0.7651	Intermediate Similarity	NPD7768	Phase 2
0.7647	Intermediate Similarity	NPD7852	Clinical (unspecified phase)
0.7647	Intermediate Similarity	NPD943	Approved
0.7636	Intermediate Similarity	NPD1465	Phase 2
0.763	Intermediate Similarity	NPD7993	Clinical (unspecified phase)
0.7628	Intermediate Similarity	NPD1551	Phase 2
0.7619	Intermediate Similarity	NPD1547	Clinical (unspecified phase)
0.7597	Intermediate Similarity	NPD1899	Clinical (unspecified phase)
0.7597	Intermediate Similarity	NPD447	Suspended
0.7588	Intermediate Similarity	NPD5242	Approved
0.7578	Intermediate Similarity	NPD2534	Approved
0.7578	Intermediate Similarity	NPD2532	Approved
0.7578	Intermediate Similarity	NPD2533	Approved
0.7574	Intermediate Similarity	NPD6959	Discontinued
0.7547	Intermediate Similarity	NPD4628	Phase 3
0.7546	Intermediate Similarity	NPD1653	Approved
0.7516	Intermediate Similarity	NPD2935	Discontinued
0.7484	Intermediate Similarity	NPD2800	Approved
0.7484	Intermediate Similarity	NPD2654	Approved
0.7468	Intermediate Similarity	NPD2344	Approved
0.7457	Intermediate Similarity	NPD3751	Discontinued
0.7452	Intermediate Similarity	NPD2799	Discontinued
0.7443	Intermediate Similarity	NPD4419	Clinical (unspecified phase)
0.744	Intermediate Similarity	NPD5019	Clinical (unspecified phase)
0.7427	Intermediate Similarity	NPD3787	Discontinued
0.7419	Intermediate Similarity	NPD5005	Approved
0.7419	Intermediate Similarity	NPD5006	Approved
0.7416	Intermediate Similarity	NPD8055	Clinical (unspecified phase)
0.741	Intermediate Similarity	NPD6386	Approved
0.741	Intermediate Similarity	NPD6385	Approved
0.7403	Intermediate Similarity	NPD2313	Discontinued
0.7397	Intermediate Similarity	NPD5536	Phase 2
0.7394	Intermediate Similarity	NPD7458	Discontinued
0.7389	Intermediate Similarity	NPD8397	Clinical (unspecified phase)
0.7386	Intermediate Similarity	NPD7685	Pre-registration
0.7383	Intermediate Similarity	NPD3705	Approved
0.7381	Intermediate Similarity	NPD5353	Approved
0.7372	Intermediate Similarity	NPD230	Phase 1
0.7356	Intermediate Similarity	NPD7228	Approved
0.7342	Intermediate Similarity	NPD7033	Discontinued
0.7341	Intermediate Similarity	NPD2403	Approved
0.7341	Intermediate Similarity	NPD7784	Clinical (unspecified phase)
0.733	Intermediate Similarity	NPD5953	Discontinued
0.7312	Intermediate Similarity	NPD7501	Clinical (unspecified phase)
0.7308	Intermediate Similarity	NPD7879	Clinical (unspecified phase)
0.7308	Intermediate Similarity	NPD4307	Phase 2
0.7308	Intermediate Similarity	NPD1612	Clinical (unspecified phase)
0.7308	Intermediate Similarity	NPD1613	Approved
0.7303	Intermediate Similarity	NPD3266	Approved
0.7303	Intermediate Similarity	NPD3267	Approved
0.7297	Intermediate Similarity	NPD4420	Approved
0.7289	Intermediate Similarity	NPD3226	Approved
0.7284	Intermediate Similarity	NPD2309	Approved
0.7273	Intermediate Similarity	NPD1529	Clinical (unspecified phase)
0.725	Intermediate Similarity	NPD1471	Phase 3
0.725	Intermediate Similarity	NPD2346	Discontinued
0.7248	Intermediate Similarity	NPD17	Approved
0.7226	Intermediate Similarity	NPD3027	Phase 3
0.7219	Intermediate Similarity	NPD3972	Approved
0.7216	Intermediate Similarity	NPD7286	Phase 2
0.7208	Intermediate Similarity	NPD1530	Clinical (unspecified phase)
0.7208	Intermediate Similarity	NPD3018	Phase 2
0.7207	Intermediate Similarity	NPD8313	Approved
0.7207	Intermediate Similarity	NPD8312	Approved
0.7191	Intermediate Similarity	NPD7240	Approved
0.719	Intermediate Similarity	NPD1203	Approved
0.7188	Intermediate Similarity	NPD6100	Approved
0.7188	Intermediate Similarity	NPD6099	Approved
0.7179	Intermediate Similarity	NPD3268	Approved
0.7179	Intermediate Similarity	NPD1296	Phase 2
0.7178	Intermediate Similarity	NPD3887	Approved
0.7173	Intermediate Similarity	NPD7584	Approved
0.716	Intermediate Similarity	NPD6280	Approved
0.716	Intermediate Similarity	NPD6279	Approved
0.7159	Intermediate Similarity	NPD7893	Clinical (unspecified phase)
0.7152	Intermediate Similarity	NPD7004	Clinical (unspecified phase)
0.7143	Intermediate Similarity	NPD7028	Phase 2
0.7143	Intermediate Similarity	NPD1019	Discontinued
0.7126	Intermediate Similarity	NPD6808	Phase 2
0.7126	Intermediate Similarity	NPD7229	Phase 3
0.7125	Intermediate Similarity	NPD1509	Clinical (unspecified phase)
0.7125	Intermediate Similarity	NPD4308	Phase 3
0.7123	Intermediate Similarity	NPD1241	Discontinued
0.7117	Intermediate Similarity	NPD6398	Clinical (unspecified phase)
0.7107	Intermediate Similarity	NPD6651	Approved
0.7105	Intermediate Similarity	NPD1608	Approved
0.7105	Intermediate Similarity	NPD2981	Phase 2
0.7105	Intermediate Similarity	NPD9717	Approved
0.7101	Intermediate Similarity	NPD5889	Approved
0.7101	Intermediate Similarity	NPD5890	Approved
0.7097	Intermediate Similarity	NPD9494	Approved
0.7088	Intermediate Similarity	NPD8434	Phase 2
0.7078	Intermediate Similarity	NPD2797	Approved
0.7076	Intermediate Similarity	NPD4288	Approved
0.707	Intermediate Similarity	NPD6798	Discontinued
0.7062	Intermediate Similarity	NPD2163	Approved
0.7059	Intermediate Similarity	NPD2983	Phase 2
0.7059	Intermediate Similarity	NPD2982	Phase 2
0.7059	Intermediate Similarity	NPD8090	Clinical (unspecified phase)
0.7059	Intermediate Similarity	NPD4379	Clinical (unspecified phase)
0.7051	Intermediate Similarity	NPD4908	Phase 1
0.7048	Intermediate Similarity	NPD3688	Clinical (unspecified phase)
0.7048	Intermediate Similarity	NPD3146	Approved
0.7044	Intermediate Similarity	NPD6355	Discontinued
0.7037	Intermediate Similarity	NPD6777	Approved
0.7037	Intermediate Similarity	NPD2355	Clinical (unspecified phase)
0.7037	Intermediate Similarity	NPD6779	Approved
0.7037	Intermediate Similarity	NPD6780	Approved
0.7037	Intermediate Similarity	NPD6781	Approved
0.7037	Intermediate Similarity	NPD6778	Approved
0.7037	Intermediate Similarity	NPD2353	Approved
0.7037	Intermediate Similarity	NPD6782	Approved
0.7037	Intermediate Similarity	NPD6776	Approved
0.7029	Intermediate Similarity	NPD5710	Approved
0.7029	Intermediate Similarity	NPD5711	Approved
0.7019	Intermediate Similarity	NPD651	Clinical (unspecified phase)
0.7018	Intermediate Similarity	NPD8455	Phase 2
0.7013	Intermediate Similarity	NPD1876	Approved
0.7012	Intermediate Similarity	NPD4109	Clinical (unspecified phase)
0.7012	Intermediate Similarity	NPD4110	Phase 3
0.701	Intermediate Similarity	NPD8151	Discontinued
0.7007	Intermediate Similarity	NPD5283	Phase 1
0.7005	Intermediate Similarity	NPD4361	Phase 2
0.7005	Intermediate Similarity	NPD4362	Clinical (unspecified phase)
0.7	Intermediate Similarity	NPD1548	Phase 1
0.6994	Remote Similarity	NPD6971	Discontinued
0.6988	Remote Similarity	NPD4357	Discontinued

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