NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	540.18
Volume:	505.184
LogP:	-0.124
LogD:	0.033
LogS:	-2.321
# Rotatable Bonds:	9
TPSA:	204.83
# H-Bond Aceptor:	13
# H-Bond Donor:	7
# Rings:	4
# Heavy Atoms:	13

MedChem Properties

QED Drug-Likeness Score:	0.146
Synthetic Accessibility Score:	4.986
Fsp3:	0.56
Lipinski Rule-of-5:	Rejected
Pfizer Rule:	Accepted
GSK Rule:	Rejected
BMS Rule:	0
Golden Triangle Rule:	Rejected
Chelating Alert:	1
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-6.159
MDCK Permeability:	8.527437603333965e-05
Pgp-inhibitor:	0.001
Pgp-substrate:	0.995
Human Intestinal Absorption (HIA):	0.86
20% Bioavailability (F20%):	0.145
30% Bioavailability (F30%):	0.998

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.197
Plasma Protein Binding (PPB):	56.169097900390625%
Volume Distribution (VD):	0.326
Pgp-substrate:	27.151424407958984%

ADMET: Metabolism

CYP1A2-inhibitor:	0.019
CYP1A2-substrate:	0.038
CYP2C19-inhibitor:	0.01
CYP2C19-substrate:	0.068
CYP2C9-inhibitor:	0.002
CYP2C9-substrate:	0.488
CYP2D6-inhibitor:	0.006
CYP2D6-substrate:	0.117
CYP3A4-inhibitor:	0.147
CYP3A4-substrate:	0.056

ADMET: Excretion

Clearance (CL):	1.407
Half-life (T1/2):	0.799

ADMET: Toxicity

hERG Blockers:	0.062
Human Hepatotoxicity (H-HT):	0.354
Drug-inuced Liver Injury (DILI):	0.402
AMES Toxicity:	0.058
Rat Oral Acute Toxicity:	0.056
Maximum Recommended Daily Dose:	0.028
Skin Sensitization:	0.064
Carcinogencity:	0.878
Eye Corrosion:	0.003
Eye Irritation:	0.012
Respiratory Toxicity:	0.356

Download Data

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

Natural Product: NPC478249

Natural Product ID:	NPC478249
*Common Name:**	6-O-trans-isoferuloyl-5,7-bisdeoxycynanchoside
IUPAC Name:	n.a.
Synonyms:
Standard InCHIKey:	FAKVECSFXGGNPS-JTVHBPCLSA-N
Standard InCHI:	InChI=1S/C25H30O13/c26-8-15-19(31)21(33)20(32)16(36-15)9-35-24-18-12(5-6-34-24)22(23-25(18,10-27)38-23)37-17(30)4-2-11-1-3-13(28)14(29)7-11/h1-7,12,15-16,18-24,26-29,31-33H,8-10H2/b4-2+/t12-,15?,16+,18?,19-,20?,21+,22+,23+,24+,25-/m1/s1
SMILES:	[H]OC1=C(O[H])C=C(/C=C/C(=O)O[C@@H]2[C@@H]3O[C@]3(CO)C3([H])[C@H](OC[C@@H]4OC(CO)[C@@H](O)[C@H](O)C4O)OC=C[C@@]23[H])C=C1
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 NPC478249 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	327
0.1-0.2	1344
0.2-0.3	3266
0.3-0.4	7453
0.4-0.5	10357
0.5-0.6	7433
0.6-0.7	9147
0.7-0.8	2883
0.8-0.85	362
0.85-0.9	106
0.9-0.95	14
0.95-1	5

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC269914
0.9792	High Similarity	NPC147224
0.979	High Similarity	NPC308178
0.9726	High Similarity	NPC478241
0.9726	High Similarity	NPC89693
0.9726	High Similarity	NPC229548
0.953	High Similarity	NPC478248
0.947	High Similarity	NPC478265
0.9315	High Similarity	NPC18789
0.9306	High Similarity	NPC302286
0.9306	High Similarity	NPC263397
0.9306	High Similarity	NPC237872
0.9306	High Similarity	NPC88754
0.9306	High Similarity	NPC116104
0.9276	High Similarity	NPC179914
0.9247	High Similarity	NPC474234
0.9221	High Similarity	NPC476011
0.9145	High Similarity	NPC478266
0.9133	High Similarity	NPC203664
0.9116	High Similarity	NPC37838
0.911	High Similarity	NPC110063
0.911	High Similarity	NPC478240
0.9108	High Similarity	NPC208818
0.9091	High Similarity	NPC474936
0.9045	High Similarity	NPC130730
0.9045	High Similarity	NPC301910
0.9028	High Similarity	NPC49597
0.9028	High Similarity	NPC226005
0.9021	High Similarity	NPC157554
0.8973	High Similarity	NPC140502
0.8931	High Similarity	NPC21956
0.8919	High Similarity	NPC262182
0.8919	High Similarity	NPC252292
0.8919	High Similarity	NPC287615
0.8919	High Similarity	NPC216819
0.8919	High Similarity	NPC100998
0.8919	High Similarity	NPC83743
0.8919	High Similarity	NPC476382
0.8919	High Similarity	NPC34587
0.8919	High Similarity	NPC34927
0.8912	High Similarity	NPC478239
0.8904	High Similarity	NPC46644
0.8897	High Similarity	NPC100389
0.8882	High Similarity	NPC478268
0.8874	High Similarity	NPC470934
0.8874	High Similarity	NPC188393
0.8868	High Similarity	NPC286809
0.8854	High Similarity	NPC206815
0.8851	High Similarity	NPC184464
0.8851	High Similarity	NPC297342
0.8851	High Similarity	NPC251062
0.8844	High Similarity	NPC157816
0.8836	High Similarity	NPC202700
0.8831	High Similarity	NPC475484
0.8808	High Similarity	NPC478242
0.8805	High Similarity	NPC282551
0.88	High Similarity	NPC232992
0.8782	High Similarity	NPC469384
0.8776	High Similarity	NPC186406
0.8759	High Similarity	NPC37468
0.8759	High Similarity	NPC186418
0.8742	High Similarity	NPC199311
0.8742	High Similarity	NPC3460
0.8742	High Similarity	NPC300262
0.8742	High Similarity	NPC261122
0.8742	High Similarity	NPC80732
0.8742	High Similarity	NPC28651
0.8742	High Similarity	NPC192763
0.8742	High Similarity	NPC215095
0.8742	High Similarity	NPC210611
0.8742	High Similarity	NPC201148
0.8733	High Similarity	NPC199928
0.8733	High Similarity	NPC476865
0.8726	High Similarity	NPC138993
0.8725	High Similarity	NPC232228
0.8718	High Similarity	NPC286919
0.8718	High Similarity	NPC475663
0.8699	High Similarity	NPC304152
0.8684	High Similarity	NPC259347
0.8684	High Similarity	NPC283839
0.8684	High Similarity	NPC90896
0.8684	High Similarity	NPC476398
0.8684	High Similarity	NPC470933
0.8684	High Similarity	NPC94871
0.8684	High Similarity	NPC473427
0.8684	High Similarity	NPC471062
0.8684	High Similarity	NPC306890
0.8684	High Similarity	NPC106138
0.8684	High Similarity	NPC476386
0.8681	High Similarity	NPC254398
0.8681	High Similarity	NPC6836
0.8679	High Similarity	NPC109990
0.8667	High Similarity	NPC476864
0.8667	High Similarity	NPC476869
0.8667	High Similarity	NPC476866
0.8667	High Similarity	NPC476868
0.8658	High Similarity	NPC186296
0.8654	High Similarity	NPC11411
0.8649	High Similarity	NPC7518
0.8649	High Similarity	NPC154262
0.8649	High Similarity	NPC137501
0.8649	High Similarity	NPC159387
0.8649	High Similarity	NPC472711
0.8639	High Similarity	NPC328273
0.8639	High Similarity	NPC321638
0.8639	High Similarity	NPC171134
0.8639	High Similarity	NPC321184
0.8627	High Similarity	NPC257970
0.8627	High Similarity	NPC69367
0.8627	High Similarity	NPC117346
0.8627	High Similarity	NPC470927
0.8627	High Similarity	NPC240592
0.8621	High Similarity	NPC471883
0.8621	High Similarity	NPC35731
0.8621	High Similarity	NPC470881
0.8616	High Similarity	NPC145847
0.8611	High Similarity	NPC473924
0.8611	High Similarity	NPC473285
0.8611	High Similarity	NPC252833
0.86	High Similarity	NPC129417
0.86	High Similarity	NPC84181
0.86	High Similarity	NPC292443
0.86	High Similarity	NPC283995
0.86	High Similarity	NPC470235
0.86	High Similarity	NPC476867
0.8591	High Similarity	NPC296643
0.8589	High Similarity	NPC470685
0.8571	High Similarity	NPC476376
0.8571	High Similarity	NPC475379
0.8571	High Similarity	NPC125823
0.8571	High Similarity	NPC7145
0.8571	High Similarity	NPC213197
0.8571	High Similarity	NPC85192
0.8571	High Similarity	NPC143480
0.8562	High Similarity	NPC478234
0.8562	High Similarity	NPC476870
0.8562	High Similarity	NPC478236
0.8553	High Similarity	NPC41844
0.8544	High Similarity	NPC478269
0.8542	High Similarity	NPC248307
0.8542	High Similarity	NPC65942
0.8542	High Similarity	NPC254819
0.8542	High Similarity	NPC219677
0.8535	High Similarity	NPC228357
0.8533	High Similarity	NPC475213
0.8533	High Similarity	NPC152796
0.8533	High Similarity	NPC185307
0.8533	High Similarity	NPC46092
0.8533	High Similarity	NPC477898
0.8533	High Similarity	NPC470950
0.8531	High Similarity	NPC477294
0.8531	High Similarity	NPC477293
0.8531	High Similarity	NPC307110
0.8531	High Similarity	NPC229784
0.8526	High Similarity	NPC478232
0.8523	High Similarity	NPC134405
0.8523	High Similarity	NPC476385
0.8516	High Similarity	NPC472611
0.8516	High Similarity	NPC472612
0.8516	High Similarity	NPC289967
0.8514	High Similarity	NPC197316
0.8514	High Similarity	NPC68092
0.8514	High Similarity	NPC81515
0.8514	High Similarity	NPC476383
0.8514	High Similarity	NPC472350
0.8514	High Similarity	NPC64141
0.8514	High Similarity	NPC89105
0.8506	High Similarity	NPC476871
0.8503	High Similarity	NPC177035
0.8503	High Similarity	NPC199459
0.8503	High Similarity	NPC52277
0.8497	Intermediate Similarity	NPC478237
0.8493	Intermediate Similarity	NPC886
0.8493	Intermediate Similarity	NPC287597
0.8493	Intermediate Similarity	NPC34293
0.8493	Intermediate Similarity	NPC135127
0.8487	Intermediate Similarity	NPC112861
0.8481	Intermediate Similarity	NPC226759
0.8481	Intermediate Similarity	NPC187205
0.8477	Intermediate Similarity	NPC141455
0.8477	Intermediate Similarity	NPC300894
0.8477	Intermediate Similarity	NPC296659
0.8477	Intermediate Similarity	NPC202391
0.8477	Intermediate Similarity	NPC196063
0.8477	Intermediate Similarity	NPC296954
0.8471	Intermediate Similarity	NPC38699
0.8467	Intermediate Similarity	NPC476356
0.8467	Intermediate Similarity	NPC265648
0.8467	Intermediate Similarity	NPC67467
0.8467	Intermediate Similarity	NPC222433
0.8462	Intermediate Similarity	NPC245615
0.8462	Intermediate Similarity	NPC115466
0.8462	Intermediate Similarity	NPC61604
0.8462	Intermediate Similarity	NPC232880
0.8462	Intermediate Similarity	NPC469699
0.8462	Intermediate Similarity	NPC299706
0.8457	Intermediate Similarity	NPC475621
0.8452	Intermediate Similarity	NPC158546
0.8452	Intermediate Similarity	NPC289021
0.8446	Intermediate Similarity	NPC260425

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 NPC478249 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	262
0.1-0.2	801
0.2-0.3	1877
0.3-0.4	2737
0.4-0.5	1990
0.5-0.6	1053
0.6-0.7	385
0.7-0.8	43
0.8-0.85	1
0.85-0.9	1
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.8882	High Similarity	NPD7685	Pre-registration
0.8514	High Similarity	NPD7266	Discontinued
0.8442	Intermediate Similarity	NPD1653	Approved
0.7803	Intermediate Similarity	NPD8055	Clinical (unspecified phase)
0.7751	Intermediate Similarity	NPD7228	Approved
0.7651	Intermediate Similarity	NPD6234	Discontinued
0.7647	Intermediate Similarity	NPD6653	Approved
0.7602	Intermediate Similarity	NPD7054	Approved
0.7561	Intermediate Similarity	NPD37	Approved
0.756	Intermediate Similarity	NPD7199	Phase 2
0.7558	Intermediate Similarity	NPD7472	Approved
0.755	Intermediate Similarity	NPD3027	Phase 3
0.7544	Intermediate Similarity	NPD3818	Discontinued
0.753	Intermediate Similarity	NPD4967	Phase 2
0.753	Intermediate Similarity	NPD4966	Approved
0.753	Intermediate Similarity	NPD4965	Approved
0.7516	Intermediate Similarity	NPD3620	Phase 2
0.7516	Intermediate Similarity	NPD3619	Clinical (unspecified phase)
0.75	Intermediate Similarity	NPD6143	Clinical (unspecified phase)
0.7484	Intermediate Similarity	NPD6190	Approved
0.7483	Intermediate Similarity	NPD3705	Approved
0.7468	Intermediate Similarity	NPD6674	Discontinued
0.7457	Intermediate Similarity	NPD7074	Phase 3
0.7456	Intermediate Similarity	NPD8127	Discontinued
0.7452	Intermediate Similarity	NPD5762	Approved
0.7452	Intermediate Similarity	NPD5763	Approved
0.7429	Intermediate Similarity	NPD4338	Clinical (unspecified phase)
0.7397	Intermediate Similarity	NPD1357	Approved
0.7383	Intermediate Similarity	NPD4379	Clinical (unspecified phase)
0.7371	Intermediate Similarity	NPD7251	Discontinued
0.7368	Intermediate Similarity	NPD7184	Clinical (unspecified phase)
0.7365	Intermediate Similarity	NPD1091	Approved
0.7333	Intermediate Similarity	NPD7028	Phase 2
0.733	Intermediate Similarity	NPD7808	Phase 3
0.7314	Intermediate Similarity	NPD6797	Phase 2
0.729	Intermediate Similarity	NPD1613	Approved
0.729	Intermediate Similarity	NPD1612	Clinical (unspecified phase)
0.7273	Intermediate Similarity	NPD7240	Approved
0.7219	Intermediate Similarity	NPD4868	Clinical (unspecified phase)
0.719	Intermediate Similarity	NPD2861	Phase 2
0.7179	Intermediate Similarity	NPD4140	Approved
0.7176	Intermediate Similarity	NPD4381	Clinical (unspecified phase)
0.7152	Intermediate Similarity	NPD6980	Clinical (unspecified phase)
0.7101	Intermediate Similarity	NPD8455	Phase 2
0.7083	Intermediate Similarity	NPD228	Approved
0.7079	Intermediate Similarity	NPD6559	Discontinued
0.7059	Intermediate Similarity	NPD6362	Approved
0.7044	Intermediate Similarity	NPD7097	Phase 1
0.7041	Intermediate Similarity	NPD1934	Approved
0.7037	Intermediate Similarity	NPD1652	Phase 2
0.7032	Intermediate Similarity	NPD1529	Clinical (unspecified phase)
0.7025	Intermediate Similarity	NPD5735	Approved
0.7025	Intermediate Similarity	NPD5124	Phase 1
0.7025	Intermediate Similarity	NPD5123	Clinical (unspecified phase)
0.7025	Intermediate Similarity	NPD230	Phase 1
0.7019	Intermediate Similarity	NPD6006	Clinical (unspecified phase)
0.7019	Intermediate Similarity	NPD6004	Phase 3
0.7019	Intermediate Similarity	NPD6003	Clinical (unspecified phase)
0.7019	Intermediate Similarity	NPD6005	Phase 3
0.7019	Intermediate Similarity	NPD6002	Phase 3
0.7	Intermediate Similarity	NPD8312	Approved
0.7	Intermediate Similarity	NPD8313	Approved
0.6995	Remote Similarity	NPD8397	Clinical (unspecified phase)
0.6994	Remote Similarity	NPD4110	Phase 3
0.6994	Remote Similarity	NPD4628	Phase 3
0.6994	Remote Similarity	NPD4109	Clinical (unspecified phase)
0.6968	Remote Similarity	NPD1530	Clinical (unspecified phase)
0.6968	Remote Similarity	NPD7237	Clinical (unspecified phase)
0.6962	Remote Similarity	NPD4060	Phase 1
0.6959	Remote Similarity	NPD3817	Phase 2
0.6948	Remote Similarity	NPD3094	Phase 2
0.6932	Remote Similarity	NPD6166	Phase 2
0.6932	Remote Similarity	NPD6167	Clinical (unspecified phase)
0.6932	Remote Similarity	NPD6168	Clinical (unspecified phase)
0.6923	Remote Similarity	NPD1358	Approved
0.6919	Remote Similarity	NPD7879	Clinical (unspecified phase)
0.6918	Remote Similarity	NPD6355	Discontinued
0.6913	Remote Similarity	NPD5536	Phase 2
0.6911	Remote Similarity	NPD7680	Approved
0.691	Remote Similarity	NPD5844	Phase 1
0.691	Remote Similarity	NPD7804	Clinical (unspecified phase)
0.6909	Remote Similarity	NPD5058	Phase 3
0.6903	Remote Similarity	NPD5647	Approved
0.6901	Remote Similarity	NPD2801	Approved
0.6901	Remote Similarity	NPD2978	Approved
0.6901	Remote Similarity	NPD2393	Clinical (unspecified phase)
0.6901	Remote Similarity	NPD2977	Approved
0.689	Remote Similarity	NPD6398	Clinical (unspecified phase)
0.689	Remote Similarity	NPD8166	Discontinued
0.6886	Remote Similarity	NPD6273	Approved
0.6886	Remote Similarity	NPD7314	Clinical (unspecified phase)
0.6879	Remote Similarity	NPD7095	Approved
0.6871	Remote Similarity	NPD5283	Phase 1
0.6868	Remote Similarity	NPD7090	Clinical (unspecified phase)
0.6859	Remote Similarity	NPD9494	Approved
0.6859	Remote Similarity	NPD5736	Approved
0.6853	Remote Similarity	NPD3134	Approved
0.6851	Remote Similarity	NPD7549	Discontinued
0.6848	Remote Similarity	NPD6842	Approved
0.6848	Remote Similarity	NPD6843	Phase 3
0.6848	Remote Similarity	NPD6841	Approved
0.6833	Remote Similarity	NPD7993	Clinical (unspecified phase)
0.6824	Remote Similarity	NPD4380	Phase 2
0.6821	Remote Similarity	NPD3882	Suspended
0.6813	Remote Similarity	NPD4340	Discontinued
0.681	Remote Similarity	NPD1375	Discontinued
0.6805	Remote Similarity	NPD3686	Approved
0.6805	Remote Similarity	NPD3687	Approved
0.6802	Remote Similarity	NPD1465	Phase 2
0.6798	Remote Similarity	NPD7473	Discontinued
0.6797	Remote Similarity	NPD422	Phase 1
0.679	Remote Similarity	NPD7033	Discontinued
0.6782	Remote Similarity	NPD7075	Discontinued
0.6779	Remote Similarity	NPD7157	Approved
0.677	Remote Similarity	NPD6353	Approved
0.6763	Remote Similarity	NPD5353	Approved
0.6732	Remote Similarity	NPD3496	Discontinued
0.673	Remote Similarity	NPD6410	Clinical (unspecified phase)
0.6726	Remote Similarity	NPD7004	Clinical (unspecified phase)
0.6723	Remote Similarity	NPD6232	Discontinued
0.671	Remote Similarity	NPD2982	Phase 2
0.671	Remote Similarity	NPD5327	Phase 3
0.671	Remote Similarity	NPD2983	Phase 2
0.6709	Remote Similarity	NPD4908	Phase 1
0.6708	Remote Similarity	NPD1933	Approved
0.6708	Remote Similarity	NPD447	Suspended
0.6708	Remote Similarity	NPD3657	Discovery
0.6689	Remote Similarity	NPD7843	Approved
0.6688	Remote Similarity	NPD4624	Approved
0.6688	Remote Similarity	NPD3092	Approved
0.6687	Remote Similarity	NPD6663	Approved
0.6687	Remote Similarity	NPD6233	Phase 2
0.6687	Remote Similarity	NPD1878	Clinical (unspecified phase)
0.6686	Remote Similarity	NPD7975	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD1511	Approved
0.6667	Remote Similarity	NPD2492	Phase 1
0.6667	Remote Similarity	NPD2424	Discontinued
0.6667	Remote Similarity	NPD4626	Approved
0.6667	Remote Similarity	NPD7458	Discontinued
0.6667	Remote Similarity	NPD5402	Approved
0.6667	Remote Similarity	NPD3751	Discontinued
0.6667	Remote Similarity	NPD970	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD4357	Discontinued
0.6646	Remote Similarity	NPD3018	Phase 2
0.6645	Remote Similarity	NPD2981	Phase 2
0.6627	Remote Similarity	NPD5698	Clinical (unspecified phase)
0.6627	Remote Similarity	NPD4236	Phase 3
0.6627	Remote Similarity	NPD4237	Approved
0.6626	Remote Similarity	NPD4978	Clinical (unspecified phase)
0.6625	Remote Similarity	NPD4907	Clinical (unspecified phase)
0.6622	Remote Similarity	NPD969	Suspended
0.661	Remote Similarity	NPD5494	Approved
0.6609	Remote Similarity	NPD7096	Clinical (unspecified phase)
0.6609	Remote Similarity	NPD7819	Suspended
0.6609	Remote Similarity	NPD5563	Clinical (unspecified phase)
0.6603	Remote Similarity	NPD4749	Approved
0.6601	Remote Similarity	NPD5691	Approved
0.6599	Remote Similarity	NPD3021	Approved
0.6599	Remote Similarity	NPD3022	Approved
0.659	Remote Similarity	NPD6385	Approved
0.659	Remote Similarity	NPD6386	Approved
0.6588	Remote Similarity	NPD1512	Approved
0.6587	Remote Similarity	NPD7982	Clinical (unspecified phase)
0.6587	Remote Similarity	NPD6331	Phase 2
0.6585	Remote Similarity	NPD4108	Discontinued
0.6582	Remote Similarity	NPD6007	Clinical (unspecified phase)
0.6581	Remote Similarity	NPD1610	Phase 2
0.6575	Remote Similarity	NPD7799	Discontinued
0.6567	Remote Similarity	NPD7930	Approved
0.6564	Remote Similarity	NPD7435	Discontinued
0.6561	Remote Similarity	NPD7296	Approved
0.6561	Remote Similarity	NPD8651	Approved
0.6558	Remote Similarity	NPD5125	Phase 3
0.6558	Remote Similarity	NPD5126	Approved
0.6556	Remote Similarity	NPD6671	Approved
0.6552	Remote Similarity	NPD7945	Clinical (unspecified phase)
0.6552	Remote Similarity	NPD6801	Discontinued
0.655	Remote Similarity	NPD5403	Approved
0.6545	Remote Similarity	NPD2935	Discontinued
0.6543	Remote Similarity	NPD7966	Clinical (unspecified phase)
0.6543	Remote Similarity	NPD1558	Phase 1
0.6536	Remote Similarity	NPD3787	Discontinued
0.6536	Remote Similarity	NPD9545	Approved
0.6536	Remote Similarity	NPD3091	Approved
0.6531	Remote Similarity	NPD2684	Approved
0.6527	Remote Similarity	NPD3060	Approved
0.6524	Remote Similarity	NPD4537	Clinical (unspecified phase)
0.6524	Remote Similarity	NPD4536	Approved
0.6524	Remote Similarity	NPD4538	Approved
0.6524	Remote Similarity	NPD8434	Phase 2
0.6522	Remote Similarity	NPD7038	Approved
0.6522	Remote Similarity	NPD6859	Clinical (unspecified phase)
0.6522	Remote Similarity	NPD3764	Approved
0.6522	Remote Similarity	NPD6798	Discontinued
0.6522	Remote Similarity	NPD7039	Approved
0.6519	Remote Similarity	NPD2797	Approved
0.6514	Remote Similarity	NPD5761	Phase 2
0.6514	Remote Similarity	NPD5773	Approved
0.6514	Remote Similarity	NPD5760	Phase 2
0.6514	Remote Similarity	NPD5772	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