NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	578.2
Volume:	551.799
LogP:	1.039
LogD:	1.211
LogS:	-2.63
# Rotatable Bonds:	12
TPSA:	204.83
# H-Bond Aceptor:	13
# H-Bond Donor:	7
# Rings:	4
# Heavy Atoms:	13

MedChem Properties

QED Drug-Likeness Score:	0.129
Synthetic Accessibility Score:	4.543
Fsp3:	0.464
Lipinski Rule-of-5:	Rejected
Pfizer Rule:	Accepted
GSK Rule:	Rejected
BMS Rule:	0
Golden Triangle Rule:	Rejected
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-6.298
MDCK Permeability:	9.144715477304999e-06
Pgp-inhibitor:	0.004
Pgp-substrate:	0.708
Human Intestinal Absorption (HIA):	0.963
20% Bioavailability (F20%):	0.904
30% Bioavailability (F30%):	0.997

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.13
Plasma Protein Binding (PPB):	92.04723358154297%
Volume Distribution (VD):	0.344
Pgp-substrate:	11.383288383483887%

ADMET: Metabolism

CYP1A2-inhibitor:	0.02
CYP1A2-substrate:	0.025
CYP2C19-inhibitor:	0.044
CYP2C19-substrate:	0.06
CYP2C9-inhibitor:	0.029
CYP2C9-substrate:	0.447
CYP2D6-inhibitor:	0.015
CYP2D6-substrate:	0.144
CYP3A4-inhibitor:	0.253
CYP3A4-substrate:	0.122

ADMET: Excretion

Clearance (CL):	1.009
Half-life (T1/2):	0.833

ADMET: Toxicity

hERG Blockers:	0.182
Human Hepatotoxicity (H-HT):	0.07
Drug-inuced Liver Injury (DILI):	0.028
AMES Toxicity:	0.276
Rat Oral Acute Toxicity:	0.187
Maximum Recommended Daily Dose:	0.007
Skin Sensitization:	0.948
Carcinogencity:	0.29
Eye Corrosion:	0.003
Eye Irritation:	0.013
Respiratory Toxicity:	0.021

Download Data

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

Natural Product: NPC478255

Natural Product ID:	NPC478255
*Common Name:**	Ovatoside F
IUPAC Name:	n.a.
Synonyms:
Standard InCHIKey:	LNARHOSBHRLKHD-MRXUVQAYSA-N
Standard InCHI:	InChI=1S/C28H34O13/c29-13-20-22(33)23(34)24(26(40-20)37-12-11-17-3-8-19(31)9-4-17)41-27-25(35)28(36,15-39-27)14-38-21(32)10-5-16-1-6-18(30)7-2-16/h1-10,20,22-27,29-31,33-36H,11-15H2/b10-5+/t20?,22-,23?,24-,25?,26+,27-,28-/m0/s1
SMILES:	O=C(/C=C/C1=CC=C(O)C=C1)OC[C@]1(O)CO[C@@H](O[C@H]2C(O)[C@@H](O)C(CO)O[C@H]2OCCC2=CC=C(O)C=C2)C1O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	n.a.
PubChem CID:	n.a.
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds]

*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
NPO9835	Catalpa ovata	Species	Bignoniaceae	Eukaryota	stem bark	Medicinal Plant Garden, College of Pharmacy, Ewha Womans University	2013-DEC	PMID[28787158]
NPO9835	Catalpa ovata	Species	Bignoniaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[9599262]
NPO9835	Catalpa ovata	Species	Bignoniaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO9835	Catalpa ovata	Species	Bignoniaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO9835	Catalpa ovata	Species	Bignoniaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO9835	Catalpa ovata	Species	Bignoniaceae	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

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference

☑ 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 NPC478255 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	279
0.1-0.2	1107
0.2-0.3	2771
0.3-0.4	7097
0.4-0.5	10666
0.5-0.6	9199
0.6-0.7	9295
0.7-0.8	1945
0.8-0.85	205
0.85-0.9	104
0.9-0.95	28
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
0.9758	High Similarity	NPC225307
0.9677	High Similarity	NPC288416
0.9528	High Similarity	NPC235294
0.9528	High Similarity	NPC46137
0.9466	High Similarity	NPC321184
0.9466	High Similarity	NPC171134
0.9466	High Similarity	NPC321638
0.9466	High Similarity	NPC328273
0.938	High Similarity	NPC28637
0.9375	High Similarity	NPC225384
0.9375	High Similarity	NPC246869
0.9375	High Similarity	NPC138777
0.9365	High Similarity	NPC471881
0.9365	High Similarity	NPC156692
0.9365	High Similarity	NPC106677
0.9365	High Similarity	NPC173150
0.9365	High Similarity	NPC45224
0.9365	High Similarity	NPC471882
0.9365	High Similarity	NPC35288
0.936	High Similarity	NPC83218
0.936	High Similarity	NPC126991
0.9286	High Similarity	NPC471157
0.9286	High Similarity	NPC252114
0.9286	High Similarity	NPC61181
0.9274	High Similarity	NPC52097
0.9237	High Similarity	NPC263829
0.9213	High Similarity	NPC103533
0.92	High Similarity	NPC178449
0.92	High Similarity	NPC232454
0.92	High Similarity	NPC470907
0.9194	High Similarity	NPC11724
0.9185	High Similarity	NPC478250
0.9185	High Similarity	NPC40305
0.9185	High Similarity	NPC105005
0.916	High Similarity	NPC34293
0.916	High Similarity	NPC886
0.916	High Similarity	NPC287597
0.912	High Similarity	NPC471067
0.9118	High Similarity	NPC196063
0.9118	High Similarity	NPC296954
0.9118	High Similarity	NPC300894
0.9118	High Similarity	NPC141455
0.9113	High Similarity	NPC476872
0.9098	High Similarity	NPC260425
0.903	High Similarity	NPC64141
0.903	High Similarity	NPC68092
0.903	High Similarity	NPC205195
0.903	High Similarity	NPC89105
0.903	High Similarity	NPC476383
0.903	High Similarity	NPC197316
0.903	High Similarity	NPC81515
0.903	High Similarity	NPC472350
0.9023	High Similarity	NPC471345
0.9008	High Similarity	NPC473924
0.8986	High Similarity	NPC229505
0.896	High Similarity	NPC469548
0.896	High Similarity	NPC469704
0.896	High Similarity	NPC469703
0.896	High Similarity	NPC201402
0.896	High Similarity	NPC476448
0.896	High Similarity	NPC476445
0.896	High Similarity	NPC160854
0.896	High Similarity	NPC229600
0.8955	High Similarity	NPC78363
0.8939	High Similarity	NPC254398
0.8931	High Similarity	NPC219677
0.8931	High Similarity	NPC281798
0.8931	High Similarity	NPC254819
0.8923	High Similarity	NPC253595
0.8915	High Similarity	NPC469687
0.8897	High Similarity	NPC134405
0.8897	High Similarity	NPC47471
0.8897	High Similarity	NPC476385
0.8897	High Similarity	NPC476377
0.8889	High Similarity	NPC469686
0.8881	High Similarity	NPC166180
0.888	High Similarity	NPC469702
0.888	High Similarity	NPC282409
0.8872	High Similarity	NPC471883
0.8872	High Similarity	NPC169398
0.8841	High Similarity	NPC110063
0.8832	High Similarity	NPC265648
0.8832	High Similarity	NPC222433
0.8824	High Similarity	NPC473799
0.8824	High Similarity	NPC475530
0.8806	High Similarity	NPC476870
0.8797	High Similarity	NPC164172
0.8779	High Similarity	NPC229784
0.8779	High Similarity	NPC477293
0.8779	High Similarity	NPC477294
0.8768	High Similarity	NPC205864
0.8768	High Similarity	NPC298257
0.8768	High Similarity	NPC96795
0.8768	High Similarity	NPC119537
0.8768	High Similarity	NPC476384
0.8768	High Similarity	NPC76406
0.8768	High Similarity	NPC247032
0.8768	High Similarity	NPC112
0.8768	High Similarity	NPC476380
0.8768	High Similarity	NPC476375
0.8768	High Similarity	NPC476381
0.8768	High Similarity	NPC269141
0.8768	High Similarity	NPC476397
0.8768	High Similarity	NPC175214
0.8768	High Similarity	NPC264632
0.8768	High Similarity	NPC476378
0.875	High Similarity	NPC49597
0.8732	High Similarity	NPC470934
0.8732	High Similarity	NPC188393
0.8722	High Similarity	NPC471066
0.8722	High Similarity	NPC471095
0.8722	High Similarity	NPC473285
0.8705	High Similarity	NPC184464
0.8705	High Similarity	NPC251062
0.8705	High Similarity	NPC64195
0.8702	High Similarity	NPC232880
0.8696	High Similarity	NPC148080
0.8696	High Similarity	NPC140502
0.8696	High Similarity	NPC469623
0.8676	High Similarity	NPC469364
0.8676	High Similarity	NPC65262
0.8676	High Similarity	NPC476376
0.8676	High Similarity	NPC101686
0.8643	High Similarity	NPC287615
0.8643	High Similarity	NPC83743
0.8643	High Similarity	NPC262182
0.8643	High Similarity	NPC252292
0.8643	High Similarity	NPC34587
0.8643	High Similarity	NPC100998
0.8643	High Similarity	NPC34927
0.8643	High Similarity	NPC476382
0.8643	High Similarity	NPC216819
0.8636	High Similarity	NPC469549
0.8633	High Similarity	NPC204644
0.8626	High Similarity	NPC476873
0.8623	High Similarity	NPC46644
0.8623	High Similarity	NPC186406
0.8603	High Similarity	NPC470572
0.8603	High Similarity	NPC472132
0.8601	High Similarity	NPC35097
0.8594	High Similarity	NPC55608
0.8592	High Similarity	NPC120728
0.8582	High Similarity	NPC320734
0.8571	High Similarity	NPC469705
0.8571	High Similarity	NPC470122
0.8571	High Similarity	NPC296659
0.8571	High Similarity	NPC17968
0.8571	High Similarity	NPC202391
0.8561	High Similarity	NPC145319
0.856	High Similarity	NPC175771
0.856	High Similarity	NPC148055
0.8548	High Similarity	NPC157338
0.8548	High Similarity	NPC313193
0.854	High Similarity	NPC469696
0.8521	High Similarity	NPC232992
0.8511	High Similarity	NPC475528
0.85	High Similarity	NPC237872
0.85	High Similarity	NPC478239
0.85	High Similarity	NPC186296
0.85	High Similarity	NPC88754
0.85	High Similarity	NPC263397
0.85	High Similarity	NPC302286
0.85	High Similarity	NPC116104
0.8496	Intermediate Similarity	NPC295970
0.8489	Intermediate Similarity	NPC154262
0.8489	Intermediate Similarity	NPC476442
0.8489	Intermediate Similarity	NPC215512
0.8489	Intermediate Similarity	NPC159387
0.8489	Intermediate Similarity	NPC137501
0.8489	Intermediate Similarity	NPC7518
0.8485	Intermediate Similarity	NPC108659
0.8485	Intermediate Similarity	NPC79715
0.8485	Intermediate Similarity	NPC231607
0.8485	Intermediate Similarity	NPC264900
0.8483	Intermediate Similarity	NPC478268
0.8478	Intermediate Similarity	NPC220942
0.8478	Intermediate Similarity	NPC226005
0.8478	Intermediate Similarity	NPC31745
0.8478	Intermediate Similarity	NPC220936
0.8473	Intermediate Similarity	NPC90318
0.8462	Intermediate Similarity	NPC192763
0.8462	Intermediate Similarity	NPC3460
0.8462	Intermediate Similarity	NPC215095
0.8462	Intermediate Similarity	NPC300262
0.8462	Intermediate Similarity	NPC261122
0.8462	Intermediate Similarity	NPC210611
0.8462	Intermediate Similarity	NPC28651
0.8462	Intermediate Similarity	NPC201148
0.8462	Intermediate Similarity	NPC80732
0.8462	Intermediate Similarity	NPC199311
0.8451	Intermediate Similarity	NPC475539
0.8451	Intermediate Similarity	NPC143246
0.8451	Intermediate Similarity	NPC119773
0.8451	Intermediate Similarity	NPC474268
0.8444	Intermediate Similarity	NPC254275
0.844	Intermediate Similarity	NPC476867
0.844	Intermediate Similarity	NPC292443
0.844	Intermediate Similarity	NPC232228
0.844	Intermediate Similarity	NPC63304
0.844	Intermediate Similarity	NPC194938

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 NPC478255 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	219
0.1-0.2	694
0.2-0.3	1447
0.3-0.4	2871
0.4-0.5	2279
0.5-0.6	1274
0.6-0.7	343
0.7-0.8	22
0.8-0.85	0
0.85-0.9	1
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.903	High Similarity	NPD7266	Discontinued
0.7862	Intermediate Similarity	NPD6190	Approved
0.7785	Intermediate Similarity	NPD1653	Approved
0.7761	Intermediate Similarity	NPD1091	Approved
0.7622	Intermediate Similarity	NPD4978	Clinical (unspecified phase)
0.7613	Intermediate Similarity	NPD4381	Clinical (unspecified phase)
0.7597	Intermediate Similarity	NPD969	Suspended
0.7532	Intermediate Similarity	NPD8455	Phase 2
0.7518	Intermediate Similarity	NPD3764	Approved
0.7485	Intermediate Similarity	NPD7685	Pre-registration
0.7481	Intermediate Similarity	NPD5126	Approved
0.7481	Intermediate Similarity	NPD5125	Phase 3
0.745	Intermediate Similarity	NPD5058	Phase 3
0.74	Intermediate Similarity	NPD6143	Clinical (unspecified phase)
0.7379	Intermediate Similarity	NPD7097	Phase 1
0.7378	Intermediate Similarity	NPD6559	Discontinued
0.7361	Intermediate Similarity	NPD4340	Discontinued
0.7346	Intermediate Similarity	NPD7228	Approved
0.7346	Intermediate Similarity	NPD3818	Discontinued
0.7315	Intermediate Similarity	NPD4628	Phase 3
0.7248	Intermediate Similarity	NPD1652	Phase 2
0.7244	Intermediate Similarity	NPD37	Approved
0.7233	Intermediate Similarity	NPD6234	Discontinued
0.7226	Intermediate Similarity	NPD4380	Phase 2
0.7222	Intermediate Similarity	NPD6233	Phase 2
0.7215	Intermediate Similarity	NPD4967	Phase 2
0.7215	Intermediate Similarity	NPD4966	Approved
0.7215	Intermediate Similarity	NPD4965	Approved
0.7206	Intermediate Similarity	NPD9545	Approved
0.7203	Intermediate Similarity	NPD3027	Phase 3
0.7202	Intermediate Similarity	NPD8055	Clinical (unspecified phase)
0.7195	Intermediate Similarity	NPD7054	Approved
0.7195	Intermediate Similarity	NPD7804	Clinical (unspecified phase)
0.7172	Intermediate Similarity	NPD1612	Clinical (unspecified phase)
0.7172	Intermediate Similarity	NPD7966	Clinical (unspecified phase)
0.7172	Intermediate Similarity	NPD1613	Approved
0.717	Intermediate Similarity	NPD7075	Discontinued
0.7154	Intermediate Similarity	NPD1358	Approved
0.7152	Intermediate Similarity	NPD7074	Phase 3
0.7152	Intermediate Similarity	NPD7472	Approved
0.7126	Intermediate Similarity	NPD4338	Clinical (unspecified phase)
0.7123	Intermediate Similarity	NPD5123	Clinical (unspecified phase)
0.7123	Intermediate Similarity	NPD5124	Phase 1
0.7107	Intermediate Similarity	NPD4868	Clinical (unspecified phase)
0.7095	Intermediate Similarity	NPD7033	Discontinued
0.7095	Intermediate Similarity	NPD5588	Approved
0.7083	Intermediate Similarity	NPD8312	Approved
0.7083	Intermediate Similarity	NPD8313	Approved
0.7066	Intermediate Similarity	NPD7251	Discontinued
0.7063	Intermediate Similarity	NPD2861	Phase 2
0.7034	Intermediate Similarity	NPD6798	Discontinued
0.7034	Intermediate Similarity	NPD6859	Clinical (unspecified phase)
0.7032	Intermediate Similarity	NPD6980	Clinical (unspecified phase)
0.7032	Intermediate Similarity	NPD5403	Approved
0.7024	Intermediate Similarity	NPD7808	Phase 3
0.7015	Intermediate Similarity	NPD7843	Approved
0.7007	Intermediate Similarity	NPD6355	Discontinued
0.7006	Intermediate Similarity	NPD6797	Phase 2
0.7	Intermediate Similarity	NPD422	Phase 1
0.7	Intermediate Similarity	NPD3705	Approved
0.6994	Remote Similarity	NPD7879	Clinical (unspecified phase)
0.6981	Remote Similarity	NPD7096	Clinical (unspecified phase)
0.6966	Remote Similarity	NPD7095	Approved
0.6964	Remote Similarity	NPD7240	Approved
0.696	Remote Similarity	NPD2933	Approved
0.696	Remote Similarity	NPD2934	Approved
0.6957	Remote Similarity	NPD1548	Phase 1
0.6947	Remote Similarity	NPD3134	Approved
0.6939	Remote Similarity	NPD4060	Phase 1
0.6933	Remote Similarity	NPD7199	Phase 2
0.6918	Remote Similarity	NPD6801	Discontinued
0.6913	Remote Similarity	NPD4536	Approved
0.6913	Remote Similarity	NPD4537	Clinical (unspecified phase)
0.6913	Remote Similarity	NPD4538	Approved
0.6908	Remote Similarity	NPD6674	Discontinued
0.6908	Remote Similarity	NPD7421	Clinical (unspecified phase)
0.6906	Remote Similarity	NPD1357	Approved
0.6905	Remote Similarity	NPD2860	Approved
0.6905	Remote Similarity	NPD2859	Approved
0.6903	Remote Similarity	NPD5401	Approved
0.6901	Remote Similarity	NPD4379	Clinical (unspecified phase)
0.6897	Remote Similarity	NPD1529	Clinical (unspecified phase)
0.6897	Remote Similarity	NPD4908	Phase 1
0.6892	Remote Similarity	NPD230	Phase 1
0.6889	Remote Similarity	NPD5535	Approved
0.6879	Remote Similarity	NPD1610	Phase 2
0.6875	Remote Similarity	NPD6007	Clinical (unspecified phase)
0.6871	Remote Similarity	NPD4062	Phase 3
0.6867	Remote Similarity	NPD5960	Phase 3
0.6863	Remote Similarity	NPD8166	Discontinued
0.6861	Remote Similarity	NPD7157	Approved
0.6853	Remote Similarity	NPD3225	Approved
0.6849	Remote Similarity	NPD5952	Clinical (unspecified phase)
0.6846	Remote Similarity	NPD6653	Approved
0.6842	Remote Similarity	NPD2424	Discontinued
0.6842	Remote Similarity	NPD1549	Phase 2
0.6842	Remote Similarity	NPD2684	Approved
0.6839	Remote Similarity	NPD6799	Approved
0.6835	Remote Similarity	NPD7458	Discontinued
0.6832	Remote Similarity	NPD5402	Approved
0.6828	Remote Similarity	NPD1530	Clinical (unspecified phase)
0.6828	Remote Similarity	NPD5736	Approved
0.6812	Remote Similarity	NPD694	Clinical (unspecified phase)
0.6806	Remote Similarity	NPD3094	Phase 2
0.6803	Remote Similarity	NPD4907	Clinical (unspecified phase)
0.6795	Remote Similarity	NPD3536	Discontinued
0.6795	Remote Similarity	NPD8389	Clinical (unspecified phase)
0.6776	Remote Similarity	NPD5763	Approved
0.6776	Remote Similarity	NPD5762	Approved
0.6776	Remote Similarity	NPD1550	Clinical (unspecified phase)
0.6776	Remote Similarity	NPD1552	Clinical (unspecified phase)
0.6761	Remote Similarity	NPD1535	Discovery
0.6753	Remote Similarity	NPD3750	Approved
0.6753	Remote Similarity	NPD1878	Clinical (unspecified phase)
0.6752	Remote Similarity	NPD7314	Clinical (unspecified phase)
0.675	Remote Similarity	NPD7411	Suspended
0.6747	Remote Similarity	NPD7184	Clinical (unspecified phase)
0.6744	Remote Similarity	NPD3020	Approved
0.6739	Remote Similarity	NPD4198	Discontinued
0.6738	Remote Similarity	NPD5238	Clinical (unspecified phase)
0.6738	Remote Similarity	NPD5846	Approved
0.6738	Remote Similarity	NPD6516	Phase 2
0.6726	Remote Similarity	NPD3751	Discontinued
0.6714	Remote Similarity	NPD1894	Discontinued
0.6713	Remote Similarity	NPD1481	Phase 2
0.6711	Remote Similarity	NPD2935	Discontinued
0.6708	Remote Similarity	NPD1934	Approved
0.6706	Remote Similarity	NPD7993	Clinical (unspecified phase)
0.6692	Remote Similarity	NPD968	Approved
0.669	Remote Similarity	NPD3496	Discontinued
0.669	Remote Similarity	NPD2797	Approved
0.669	Remote Similarity	NPD3847	Discontinued
0.6688	Remote Similarity	NPD5698	Clinical (unspecified phase)
0.6688	Remote Similarity	NPD7004	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD2029	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD1933	Approved
0.6667	Remote Similarity	NPD2978	Approved
0.6667	Remote Similarity	NPD6832	Phase 2
0.6667	Remote Similarity	NPD2393	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD2977	Approved
0.6667	Remote Similarity	NPD3021	Approved
0.6667	Remote Similarity	NPD7819	Suspended
0.6667	Remote Similarity	NPD3022	Approved
0.6667	Remote Similarity	NPD7440	Discontinued
0.6646	Remote Similarity	NPD7615	Clinical (unspecified phase)
0.6645	Remote Similarity	NPD6398	Clinical (unspecified phase)
0.6645	Remote Similarity	NPD1510	Phase 2
0.6644	Remote Similarity	NPD6663	Approved
0.6643	Remote Similarity	NPD3092	Approved
0.6642	Remote Similarity	NPD290	Approved
0.6642	Remote Similarity	NPD9265	Clinical (unspecified phase)
0.6627	Remote Similarity	NPD8127	Discontinued
0.6626	Remote Similarity	NPD3817	Phase 2
0.6625	Remote Similarity	NPD3455	Phase 2
0.6621	Remote Similarity	NPD8651	Approved
0.6612	Remote Similarity	NPD7435	Discontinued
0.6607	Remote Similarity	NPD6166	Phase 2
0.6607	Remote Similarity	NPD6168	Clinical (unspecified phase)
0.6607	Remote Similarity	NPD6167	Clinical (unspecified phase)
0.6601	Remote Similarity	NPD1551	Phase 2
0.66	Remote Similarity	NPD4140	Approved
0.6596	Remote Similarity	NPD7741	Discontinued
0.6591	Remote Similarity	NPD6647	Phase 2
0.6591	Remote Similarity	NPD8397	Clinical (unspecified phase)
0.6588	Remote Similarity	NPD5844	Phase 1
0.6587	Remote Similarity	NPD3787	Discontinued
0.6585	Remote Similarity	NPD3882	Suspended
0.6585	Remote Similarity	NPD7768	Phase 2
0.6584	Remote Similarity	NPD6599	Discontinued
0.6577	Remote Similarity	NPD3268	Approved
0.6576	Remote Similarity	NPD8320	Phase 1
0.6576	Remote Similarity	NPD8319	Approved
0.6575	Remote Similarity	NPD4103	Phase 2
0.6575	Remote Similarity	NPD7237	Clinical (unspecified phase)
0.6575	Remote Similarity	NPD1203	Approved
0.6575	Remote Similarity	NPD4104	Clinical (unspecified phase)
0.6575	Remote Similarity	NPD6362	Approved
0.6571	Remote Similarity	NPD9493	Approved
0.6571	Remote Similarity	NPD8150	Discontinued
0.6571	Remote Similarity	NPD8434	Phase 2
0.6565	Remote Similarity	NPD1242	Phase 1
0.656	Remote Similarity	NPD689	Discontinued
0.6559	Remote Similarity	NPD7585	Approved
0.6558	Remote Similarity	NPD6003	Clinical (unspecified phase)
0.6558	Remote Similarity	NPD6004	Phase 3
0.6558	Remote Similarity	NPD6005	Phase 3
0.6558	Remote Similarity	NPD6002	Phase 3
0.6558	Remote Similarity	NPD6006	Clinical (unspecified phase)
0.6552	Remote Similarity	NPD4659	Approved
0.6545	Remote Similarity	NPD3749	Approved
0.6541	Remote Similarity	NPD7999	Approved
0.6538	Remote Similarity	NPD3400	Discontinued
0.6536	Remote Similarity	NPD4108	Discontinued
0.6536	Remote Similarity	NPD6534	Approved
0.6536	Remote Similarity	NPD6535	Approved
0.6533	Remote Similarity	NPD6405	Approved
0.6533	Remote Similarity	NPD6407	Approved
0.6531	Remote Similarity	NPD5647	Approved
0.6529	Remote Similarity	NPD7799	Discontinued
0.6525	Remote Similarity	NPD5536	Phase 2

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