NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	482.14
Volume:	438.586
LogP:	0.674
LogD:	0.67
LogS:	-3.226
# Rotatable Bonds:	7
TPSA:	176.9
# H-Bond Aceptor:	12
# H-Bond Donor:	5
# Rings:	5
# Heavy Atoms:	12

MedChem Properties

QED Drug-Likeness Score:	0.228
Synthetic Accessibility Score:	4.874
Fsp3:	0.591
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Accepted
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:	-6.19
MDCK Permeability:	9.3199843831826e-05
Pgp-inhibitor:	0.009
Pgp-substrate:	0.77
Human Intestinal Absorption (HIA):	0.873
20% Bioavailability (F20%):	0.018
30% Bioavailability (F30%):	0.998

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.185
Plasma Protein Binding (PPB):	36.39505386352539%
Volume Distribution (VD):	0.622
Pgp-substrate:	26.583656311035156%

ADMET: Metabolism

CYP1A2-inhibitor:	0.02
CYP1A2-substrate:	0.063
CYP2C19-inhibitor:	0.023
CYP2C19-substrate:	0.421
CYP2C9-inhibitor:	0.004
CYP2C9-substrate:	0.075
CYP2D6-inhibitor:	0.006
CYP2D6-substrate:	0.235
CYP3A4-inhibitor:	0.105
CYP3A4-substrate:	0.06

ADMET: Excretion

Clearance (CL):	1.632
Half-life (T1/2):	0.778

ADMET: Toxicity

hERG Blockers:	0.129
Human Hepatotoxicity (H-HT):	0.224
Drug-inuced Liver Injury (DILI):	0.758
AMES Toxicity:	0.037
Rat Oral Acute Toxicity:	0.084
Maximum Recommended Daily Dose:	0.007
Skin Sensitization:	0.066
Carcinogencity:	0.421
Eye Corrosion:	0.003
Eye Irritation:	0.014
Respiratory Toxicity:	0.951

Download Data

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

Natural Product: NPC478232

Natural Product ID:	NPC478232
*Common Name:**	4'-methoxycatalposide
IUPAC Name:	n.a.
Synonyms:
Standard InCHIKey:	RBPRKAIUQYKIOS-WDFVJLJTSA-N
Standard InCHI:	InChI=1S/C24H30O12/c1-31-12-4-2-11(3-5-12)22(30)35-20-13-6-7-32-23(16(13)24(10-26)21(20)36-24)33-9-15-18(28)19(29)17(27)14(8-25)34-15/h2-7,13-21,23,25-29H,8-10H2,1H3/t13-,14?,15+,16-,17?,18-,19?,20+,21+,23+,24-/m1/s1
SMILES:	[H][C@]12[C@H](OC[C@@H]3OC(CO)C(O)C(O)[C@@H]3O)OC=C[C@@]1([H])[C@H](OC(=O)C1=CC=C(OC)C=C1)[C@@H]1O[C@@]12CO
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 NPC478232 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	334
0.1-0.2	1300
0.2-0.3	2881
0.3-0.4	6574
0.4-0.5	10916
0.5-0.6	7800
0.6-0.7	10153
0.7-0.8	2606
0.8-0.85	86
0.85-0.9	36
0.9-0.95	9
0.95-1	2

Similarity Score	Similarity Level	Natural Product ID
0.9595	High Similarity	NPC194705
0.9542	High Similarity	NPC206815
0.9392	High Similarity	NPC478236
0.9392	High Similarity	NPC478234
0.9359	High Similarity	NPC301910
0.9359	High Similarity	NPC130730
0.9315	High Similarity	NPC478240
0.9286	High Similarity	NPC474936
0.9272	High Similarity	NPC229354
0.9267	High Similarity	NPC475379
0.9267	High Similarity	NPC158546
0.9267	High Similarity	NPC289021
0.9257	High Similarity	NPC473149
0.9167	High Similarity	NPC476011
0.9161	High Similarity	NPC138993
0.8994	High Similarity	NPC282551
0.8986	High Similarity	NPC116104
0.8986	High Similarity	NPC88754
0.8986	High Similarity	NPC237872
0.8986	High Similarity	NPC263397
0.8986	High Similarity	NPC302286
0.8968	High Similarity	NPC475378
0.8954	High Similarity	NPC478235
0.8947	High Similarity	NPC117346
0.8947	High Similarity	NPC240592
0.8926	High Similarity	NPC473281
0.8926	High Similarity	NPC77922
0.8882	High Similarity	NPC96599
0.8851	High Similarity	NPC46644
0.8808	High Similarity	NPC37838
0.8774	High Similarity	NPC89693
0.8774	High Similarity	NPC478241
0.8774	High Similarity	NPC229548
0.8773	High Similarity	NPC470685
0.8765	High Similarity	NPC21956
0.8734	High Similarity	NPC179914
0.8733	High Similarity	NPC475213
0.8733	High Similarity	NPC152796
0.8725	High Similarity	NPC80098
0.8716	High Similarity	NPC49597
0.8701	High Similarity	NPC147224
0.8693	High Similarity	NPC308178
0.8675	High Similarity	NPC251062
0.8675	High Similarity	NPC184464
0.8675	High Similarity	NPC296659
0.8675	High Similarity	NPC202391
0.8634	High Similarity	NPC109990
0.8609	High Similarity	NPC186296
0.8606	High Similarity	NPC195972
0.86	High Similarity	NPC7518
0.86	High Similarity	NPC159387
0.86	High Similarity	NPC137501
0.86	High Similarity	NPC154262
0.8571	High Similarity	NPC145847
0.8544	High Similarity	NPC475484
0.8526	High Similarity	NPC474620
0.8526	High Similarity	NPC269914
0.8526	High Similarity	NPC478249
0.8516	High Similarity	NPC161955
0.8506	High Similarity	NPC18789
0.8491	Intermediate Similarity	NPC478248
0.8487	Intermediate Similarity	NPC242756
0.8477	Intermediate Similarity	NPC79908
0.8467	Intermediate Similarity	NPC220936
0.8467	Intermediate Similarity	NPC31745
0.8447	Intermediate Similarity	NPC478265
0.8442	Intermediate Similarity	NPC143246
0.8442	Intermediate Similarity	NPC119773
0.8442	Intermediate Similarity	NPC474268
0.8442	Intermediate Similarity	NPC475539
0.8442	Intermediate Similarity	NPC291153
0.8438	Intermediate Similarity	NPC187205
0.8431	Intermediate Similarity	NPC471028
0.8378	Intermediate Similarity	NPC114116
0.8377	Intermediate Similarity	NPC475528
0.8366	Intermediate Similarity	NPC478250
0.8354	Intermediate Similarity	NPC134905
0.8354	Intermediate Similarity	NPC180586
0.8354	Intermediate Similarity	NPC36130
0.8354	Intermediate Similarity	NPC203664
0.8344	Intermediate Similarity	NPC182350
0.8333	Intermediate Similarity	NPC189631
0.8333	Intermediate Similarity	NPC294470
0.8323	Intermediate Similarity	NPC286919
0.8323	Intermediate Similarity	NPC474044
0.8323	Intermediate Similarity	NPC475663
0.8323	Intermediate Similarity	NPC474234
0.8323	Intermediate Similarity	NPC329997
0.8323	Intermediate Similarity	NPC226759
0.8312	Intermediate Similarity	NPC63304
0.8302	Intermediate Similarity	NPC137813
0.8293	Intermediate Similarity	NPC120012
0.828	Intermediate Similarity	NPC111785
0.8272	Intermediate Similarity	NPC469384
0.8267	Intermediate Similarity	NPC212729
0.8255	Intermediate Similarity	NPC322503
0.8255	Intermediate Similarity	NPC470143
0.825	Intermediate Similarity	NPC194095
0.825	Intermediate Similarity	NPC327032
0.825	Intermediate Similarity	NPC191046
0.8247	Intermediate Similarity	NPC293154
0.8243	Intermediate Similarity	NPC475824
0.8235	Intermediate Similarity	NPC51181
0.8228	Intermediate Similarity	NPC227980
0.8228	Intermediate Similarity	NPC104172
0.8228	Intermediate Similarity	NPC88886
0.8221	Intermediate Similarity	NPC208676
0.8221	Intermediate Similarity	NPC130489
0.8219	Intermediate Similarity	NPC175333
0.8212	Intermediate Similarity	NPC471345
0.8208	Intermediate Similarity	NPC299855
0.8208	Intermediate Similarity	NPC96194
0.8205	Intermediate Similarity	NPC473867
0.8199	Intermediate Similarity	NPC10205
0.8187	Intermediate Similarity	NPC257847
0.8187	Intermediate Similarity	NPC157898
0.8182	Intermediate Similarity	NPC31081
0.8182	Intermediate Similarity	NPC65833
0.8182	Intermediate Similarity	NPC245219
0.8161	Intermediate Similarity	NPC189704
0.816	Intermediate Similarity	NPC43761
0.8148	Intermediate Similarity	NPC471405
0.8148	Intermediate Similarity	NPC478266
0.8133	Intermediate Similarity	NPC294722
0.8129	Intermediate Similarity	NPC469367
0.8125	Intermediate Similarity	NPC23253
0.8121	Intermediate Similarity	NPC41009
0.8121	Intermediate Similarity	NPC254819
0.8114	Intermediate Similarity	NPC476067
0.8114	Intermediate Similarity	NPC475121
0.8113	Intermediate Similarity	NPC35097
0.8108	Intermediate Similarity	NPC295970
0.8107	Intermediate Similarity	NPC149502
0.8107	Intermediate Similarity	NPC271755
0.8107	Intermediate Similarity	NPC254071
0.8107	Intermediate Similarity	NPC222665
0.8098	Intermediate Similarity	NPC472860
0.8098	Intermediate Similarity	NPC133984
0.8092	Intermediate Similarity	NPC186746
0.8092	Intermediate Similarity	NPC472132
0.8089	Intermediate Similarity	NPC473147
0.8079	Intermediate Similarity	NPC471029
0.8079	Intermediate Similarity	NPC34456
0.8079	Intermediate Similarity	NPC169398
0.8077	Intermediate Similarity	NPC194938
0.8075	Intermediate Similarity	NPC469699
0.8065	Intermediate Similarity	NPC184053
0.8063	Intermediate Similarity	NPC213723
0.8049	Intermediate Similarity	NPC160780
0.8049	Intermediate Similarity	NPC289811
0.8039	Intermediate Similarity	NPC475195
0.8037	Intermediate Similarity	NPC17521
0.8037	Intermediate Similarity	NPC45165
0.8027	Intermediate Similarity	NPC267733
0.8027	Intermediate Similarity	NPC276047
0.8025	Intermediate Similarity	NPC476364
0.8024	Intermediate Similarity	NPC475979
0.8014	Intermediate Similarity	NPC145287
0.8012	Intermediate Similarity	NPC289438
0.8012	Intermediate Similarity	NPC134819
0.8012	Intermediate Similarity	NPC469456
0.8	Intermediate Similarity	NPC205054
0.8	Intermediate Similarity	NPC69367
0.8	Intermediate Similarity	NPC203020
0.8	Intermediate Similarity	NPC239966
0.8	Intermediate Similarity	NPC148185
0.7989	Intermediate Similarity	NPC473776
0.7989	Intermediate Similarity	NPC473205
0.7988	Intermediate Similarity	NPC104275
0.7988	Intermediate Similarity	NPC1913
0.7988	Intermediate Similarity	NPC49173
0.7988	Intermediate Similarity	NPC4747
0.7988	Intermediate Similarity	NPC43638
0.7987	Intermediate Similarity	NPC140722
0.7987	Intermediate Similarity	NPC4958
0.7987	Intermediate Similarity	NPC473428
0.7987	Intermediate Similarity	NPC120728
0.7987	Intermediate Similarity	NPC218685
0.7987	Intermediate Similarity	NPC92054
0.7978	Intermediate Similarity	NPC475299
0.7975	Intermediate Similarity	NPC156624
0.7975	Intermediate Similarity	NPC172920
0.7975	Intermediate Similarity	NPC212808
0.7974	Intermediate Similarity	NPC27721
0.7966	Intermediate Similarity	NPC71385
0.7966	Intermediate Similarity	NPC230670
0.7963	Intermediate Similarity	NPC105827
0.7963	Intermediate Similarity	NPC310661
0.7963	Intermediate Similarity	NPC34965
0.7963	Intermediate Similarity	NPC183536
0.7952	Intermediate Similarity	NPC293568
0.7952	Intermediate Similarity	NPC117943
0.7952	Intermediate Similarity	NPC311803
0.7952	Intermediate Similarity	NPC477627
0.7952	Intermediate Similarity	NPC472859
0.7952	Intermediate Similarity	NPC25389
0.795	Intermediate Similarity	NPC191154
0.7947	Intermediate Similarity	NPC269421
0.7939	Intermediate Similarity	NPC287872
0.7939	Intermediate Similarity	NPC279732

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 NPC478232 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	271
0.1-0.2	793
0.2-0.3	1775
0.3-0.4	2647
0.4-0.5	2207
0.5-0.6	1064
0.6-0.7	347
0.7-0.8	45
0.8-0.85	0
0.85-0.9	0
0.9-0.95	1
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.9068	High Similarity	NPD7685	Pre-registration
0.7879	Intermediate Similarity	NPD4381	Clinical (unspecified phase)
0.7834	Intermediate Similarity	NPD4628	Phase 3
0.7529	Intermediate Similarity	NPD7199	Phase 2
0.7515	Intermediate Similarity	NPD4380	Phase 2
0.7514	Intermediate Similarity	NPD3818	Discontinued
0.7485	Intermediate Similarity	NPD8455	Phase 2
0.7472	Intermediate Similarity	NPD8055	Clinical (unspecified phase)
0.7471	Intermediate Similarity	NPD7054	Approved
0.7471	Intermediate Similarity	NPD7804	Clinical (unspecified phase)
0.7469	Intermediate Similarity	NPD6143	Clinical (unspecified phase)
0.7439	Intermediate Similarity	NPD6980	Clinical (unspecified phase)
0.7429	Intermediate Similarity	NPD7472	Approved
0.7401	Intermediate Similarity	NPD4338	Clinical (unspecified phase)
0.7389	Intermediate Similarity	NPD6653	Approved
0.7386	Intermediate Similarity	NPD6797	Phase 2
0.7381	Intermediate Similarity	NPD7096	Clinical (unspecified phase)
0.7378	Intermediate Similarity	NPD6273	Approved
0.7353	Intermediate Similarity	NPD7075	Discontinued
0.7349	Intermediate Similarity	NPD7458	Discontinued
0.7345	Intermediate Similarity	NPD7251	Discontinued
0.7345	Intermediate Similarity	NPD6559	Discontinued
0.7341	Intermediate Similarity	NPD7184	Clinical (unspecified phase)
0.733	Intermediate Similarity	NPD7074	Phase 3
0.7321	Intermediate Similarity	NPD6801	Discontinued
0.7314	Intermediate Similarity	NPD7799	Discontinued
0.7312	Intermediate Similarity	NPD6002	Phase 3
0.7312	Intermediate Similarity	NPD6004	Phase 3
0.7312	Intermediate Similarity	NPD7266	Discontinued
0.7312	Intermediate Similarity	NPD6006	Clinical (unspecified phase)
0.7312	Intermediate Similarity	NPD6005	Phase 3
0.7312	Intermediate Similarity	NPD6003	Clinical (unspecified phase)
0.7303	Intermediate Similarity	NPD7808	Phase 3
0.7297	Intermediate Similarity	NPD9545	Approved
0.7294	Intermediate Similarity	NPD4868	Clinical (unspecified phase)
0.7289	Intermediate Similarity	NPD1653	Approved
0.7268	Intermediate Similarity	NPD7879	Clinical (unspecified phase)
0.7256	Intermediate Similarity	NPD6799	Approved
0.7239	Intermediate Similarity	NPD6190	Approved
0.7235	Intermediate Similarity	NPD3817	Phase 2
0.7222	Intermediate Similarity	NPD7421	Clinical (unspecified phase)
0.7219	Intermediate Similarity	NPD37	Approved
0.7215	Intermediate Similarity	NPD6355	Discontinued
0.7208	Intermediate Similarity	NPD6007	Clinical (unspecified phase)
0.7208	Intermediate Similarity	NPD5647	Approved
0.7193	Intermediate Similarity	NPD4966	Approved
0.7193	Intermediate Similarity	NPD4965	Approved
0.7193	Intermediate Similarity	NPD4967	Phase 2
0.7188	Intermediate Similarity	NPD7033	Discontinued
0.7178	Intermediate Similarity	NPD1878	Clinical (unspecified phase)
0.7176	Intermediate Similarity	NPD7819	Suspended
0.7173	Intermediate Similarity	NPD7999	Approved
0.7167	Intermediate Similarity	NPD8312	Approved
0.7167	Intermediate Similarity	NPD8313	Approved
0.716	Intermediate Similarity	NPD970	Clinical (unspecified phase)
0.7143	Intermediate Similarity	NPD6362	Approved
0.7126	Intermediate Similarity	NPD5403	Approved
0.7126	Intermediate Similarity	NPD8127	Discontinued
0.7119	Intermediate Similarity	NPD7228	Approved
0.711	Intermediate Similarity	NPD6234	Discontinued
0.7108	Intermediate Similarity	NPD5401	Approved
0.7108	Intermediate Similarity	NPD7004	Clinical (unspecified phase)
0.7107	Intermediate Similarity	NPD230	Phase 1
0.7105	Intermediate Similarity	NPD1091	Approved
0.7101	Intermediate Similarity	NPD6599	Discontinued
0.7101	Intermediate Similarity	NPD7028	Phase 2
0.7089	Intermediate Similarity	NPD6233	Phase 2
0.7079	Intermediate Similarity	NPD5844	Phase 1
0.7076	Intermediate Similarity	NPD5761	Phase 2
0.7076	Intermediate Similarity	NPD5760	Phase 2
0.7068	Intermediate Similarity	NPD7497	Discontinued
0.7059	Intermediate Similarity	NPD7411	Suspended
0.7056	Intermediate Similarity	NPD7930	Approved
0.7056	Intermediate Similarity	NPD6765	Approved
0.7056	Intermediate Similarity	NPD6764	Approved
0.7044	Intermediate Similarity	NPD7966	Clinical (unspecified phase)
0.7037	Intermediate Similarity	NPD2796	Approved
0.7035	Intermediate Similarity	NPD5402	Approved
0.7025	Intermediate Similarity	NPD3764	Approved
0.7025	Intermediate Similarity	NPD6859	Clinical (unspecified phase)
0.7022	Intermediate Similarity	NPD3751	Discontinued
0.7019	Intermediate Similarity	NPD7097	Phase 1
0.7018	Intermediate Similarity	NPD1934	Approved
0.7	Intermediate Similarity	NPD1933	Approved
0.6994	Remote Similarity	NPD5763	Approved
0.6994	Remote Similarity	NPD5762	Approved
0.6989	Remote Similarity	NPD3787	Discontinued
0.6988	Remote Similarity	NPD7236	Approved
0.6987	Remote Similarity	NPD2798	Approved
0.6977	Remote Similarity	NPD2393	Clinical (unspecified phase)
0.6975	Remote Similarity	NPD1510	Phase 2
0.697	Remote Similarity	NPD3750	Approved
0.6968	Remote Similarity	NPD1876	Approved
0.6961	Remote Similarity	NPD7240	Approved
0.6957	Remote Similarity	NPD8434	Phase 2
0.6951	Remote Similarity	NPD1549	Phase 2
0.6948	Remote Similarity	NPD1608	Approved
0.6936	Remote Similarity	NPD8443	Clinical (unspecified phase)
0.6936	Remote Similarity	NPD5353	Approved
0.6918	Remote Similarity	NPD6798	Discontinued
0.691	Remote Similarity	NPD6166	Phase 2
0.691	Remote Similarity	NPD6168	Clinical (unspecified phase)
0.691	Remote Similarity	NPD6167	Clinical (unspecified phase)
0.6909	Remote Similarity	NPD1652	Phase 2
0.6906	Remote Similarity	NPD7993	Clinical (unspecified phase)
0.6905	Remote Similarity	NPD4378	Clinical (unspecified phase)
0.6902	Remote Similarity	NPD6784	Approved
0.6902	Remote Similarity	NPD6785	Approved
0.6891	Remote Similarity	NPD7435	Discontinued
0.689	Remote Similarity	NPD1552	Clinical (unspecified phase)
0.689	Remote Similarity	NPD1550	Clinical (unspecified phase)
0.6882	Remote Similarity	NPD7239	Suspended
0.6879	Remote Similarity	NPD2801	Approved
0.6875	Remote Similarity	NPD5494	Approved
0.6872	Remote Similarity	NPD7583	Approved
0.6871	Remote Similarity	NPD3748	Approved
0.6871	Remote Similarity	NPD2799	Discontinued
0.6837	Remote Similarity	NPD7585	Approved
0.6835	Remote Similarity	NPD9494	Approved
0.6832	Remote Similarity	NPD4140	Approved
0.6829	Remote Similarity	NPD2935	Discontinued
0.6826	Remote Similarity	NPD3887	Approved
0.6826	Remote Similarity	NPD2354	Approved
0.6823	Remote Similarity	NPD6782	Approved
0.6823	Remote Similarity	NPD6777	Approved
0.6823	Remote Similarity	NPD6781	Approved
0.6823	Remote Similarity	NPD6780	Approved
0.6823	Remote Similarity	NPD6778	Approved
0.6823	Remote Similarity	NPD6779	Approved
0.6823	Remote Similarity	NPD6776	Approved
0.6816	Remote Similarity	NPD7852	Clinical (unspecified phase)
0.6815	Remote Similarity	NPD2797	Approved
0.6813	Remote Similarity	NPD3268	Approved
0.6805	Remote Similarity	NPD2532	Approved
0.6805	Remote Similarity	NPD2534	Approved
0.6805	Remote Similarity	NPD7410	Clinical (unspecified phase)
0.6805	Remote Similarity	NPD8389	Clinical (unspecified phase)
0.6805	Remote Similarity	NPD2533	Approved
0.68	Remote Similarity	NPD3882	Suspended
0.6798	Remote Similarity	NPD6232	Discontinued
0.6792	Remote Similarity	NPD6832	Phase 2
0.6791	Remote Similarity	NPD8397	Clinical (unspecified phase)
0.679	Remote Similarity	NPD5123	Clinical (unspecified phase)
0.679	Remote Similarity	NPD5124	Phase 1
0.6786	Remote Similarity	NPD5058	Phase 3
0.6782	Remote Similarity	NPD1465	Phase 2
0.6781	Remote Similarity	NPD1358	Approved
0.6778	Remote Similarity	NPD7473	Discontinued
0.677	Remote Similarity	NPD4062	Phase 3
0.6768	Remote Similarity	NPD4308	Phase 3
0.6766	Remote Similarity	NPD4110	Phase 3
0.6766	Remote Similarity	NPD6398	Clinical (unspecified phase)
0.6766	Remote Similarity	NPD4109	Clinical (unspecified phase)
0.6763	Remote Similarity	NPD6386	Approved
0.6763	Remote Similarity	NPD6385	Approved
0.6761	Remote Similarity	NPD3749	Approved
0.6753	Remote Similarity	NPD17	Approved
0.6747	Remote Similarity	NPD5958	Discontinued
0.6747	Remote Similarity	NPD2424	Discontinued
0.6746	Remote Similarity	NPD1511	Approved
0.6744	Remote Similarity	NPD5808	Clinical (unspecified phase)
0.6731	Remote Similarity	NPD3972	Approved
0.6731	Remote Similarity	NPD9717	Approved
0.6728	Remote Similarity	NPD1240	Approved
0.6727	Remote Similarity	NPD1551	Phase 2
0.6727	Remote Similarity	NPD2438	Suspended
0.6725	Remote Similarity	NPD920	Approved
0.6712	Remote Similarity	NPD3134	Approved
0.6708	Remote Similarity	NPD2313	Discontinued
0.6705	Remote Similarity	NPD7768	Phase 2
0.6701	Remote Similarity	NPD7584	Approved
0.6687	Remote Similarity	NPD447	Suspended
0.6687	Remote Similarity	NPD2343	Clinical (unspecified phase)
0.6687	Remote Similarity	NPD5735	Approved
0.6683	Remote Similarity	NPD7874	Approved
0.6683	Remote Similarity	NPD7875	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD7314	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD7003	Approved
0.6667	Remote Similarity	NPD3705	Approved
0.6667	Remote Similarity	NPD1512	Approved
0.665	Remote Similarity	NPD7783	Phase 2
0.665	Remote Similarity	NPD7782	Clinical (unspecified phase)
0.6647	Remote Similarity	NPD3226	Approved
0.6646	Remote Similarity	NPD7095	Approved
0.6646	Remote Similarity	NPD1607	Approved
0.6646	Remote Similarity	NPD3225	Approved
0.6646	Remote Similarity	NPD5952	Clinical (unspecified phase)
0.6633	Remote Similarity	NPD7698	Approved
0.6633	Remote Similarity	NPD8151	Discontinued
0.6633	Remote Similarity	NPD7697	Approved
0.6633	Remote Similarity	NPD7696	Phase 3
0.6629	Remote Similarity	NPD5537	Clinical (unspecified phase)
0.6626	Remote Similarity	NPD4307	Phase 2
0.6625	Remote Similarity	NPD2861	Phase 2
0.6623	Remote Similarity	NPD1241	Discontinued
0.6612	Remote Similarity	NPD8470	Clinical (unspecified phase)
0.661	Remote Similarity	NPD7058	Phase 2
0.661	Remote Similarity	NPD7057	Phase 3
0.6608	Remote Similarity	NPD642	Clinical (unspecified phase)
0.6607	Remote Similarity	NPD1243	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