NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	540.18
Volume:	499.264
LogP:	0.488
LogD:	0.486
LogS:	-3.003
# Rotatable Bonds:	9
TPSA:	197.13
# H-Bond Aceptor:	13
# H-Bond Donor:	6
# Rings:	5
# Heavy Atoms:	13

MedChem Properties

QED Drug-Likeness Score:	0.124
Synthetic Accessibility Score:	5.005
Fsp3:	0.64
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:	-6.465
MDCK Permeability:	6.698349170619622e-05
Pgp-inhibitor:	0.008
Pgp-substrate:	0.97
Human Intestinal Absorption (HIA):	0.959
20% Bioavailability (F20%):	0.275
30% Bioavailability (F30%):	0.998

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.209
Plasma Protein Binding (PPB):	54.313697814941406%
Volume Distribution (VD):	0.407
Pgp-substrate:	26.9220027923584%

ADMET: Metabolism

CYP1A2-inhibitor:	0.009
CYP1A2-substrate:	0.096
CYP2C19-inhibitor:	0.011
CYP2C19-substrate:	0.343
CYP2C9-inhibitor:	0.002
CYP2C9-substrate:	0.085
CYP2D6-inhibitor:	0.003
CYP2D6-substrate:	0.167
CYP3A4-inhibitor:	0.02
CYP3A4-substrate:	0.058

ADMET: Excretion

Clearance (CL):	1.794
Half-life (T1/2):	0.785

ADMET: Toxicity

hERG Blockers:	0.085
Human Hepatotoxicity (H-HT):	0.249
Drug-inuced Liver Injury (DILI):	0.084
AMES Toxicity:	0.337
Rat Oral Acute Toxicity:	0.168
Maximum Recommended Daily Dose:	0.005
Skin Sensitization:	0.684
Carcinogencity:	0.079
Eye Corrosion:	0.003
Eye Irritation:	0.011
Respiratory Toxicity:	0.924

Download Data

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

Natural Product: NPC478248

Natural Product ID:	NPC478248
*Common Name:**	3,4-dihydro-6-O-di-trans-feruloyl catalpol
IUPAC Name:	n.a.
Synonyms:
Standard InCHIKey:	UNLUMIAUTMNYAF-WDXKYWDXSA-N
Standard InCHI:	InChI=1S/C25H32O13/c1-33-14-8-11(2-4-13(14)28)3-5-16(29)36-21-12-6-7-34-23(17(12)25(10-27)22(21)38-25)37-24-20(32)19(31)18(30)15(9-26)35-24/h2-5,8,12,15,17-24,26-28,30-32H,6-7,9-10H2,1H3/b5-3+/t12-,15?,17-,18+,19?,20+,21+,22+,23+,24+,25-/m1/s1
SMILES:	[H][C@]12[C@H](O[C@@H]3OC(CO)[C@H](O)C(O)[C@@H]3O)OCC[C@@]1([H])[C@H](OC(=O)/C=C/C1=CC(OC)=C(O)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] [CHEMONTID:0000261] Phenylpropanoids and polyketides [CHEMONTID:0000476] Cinnamic acids and derivatives [CHEMONTID:0001391] Hydroxycinnamic acids and derivatives [CHEMONTID:0000059] Coumaric acids and derivatives

*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 NPC478248 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	370
0.1-0.2	1408
0.2-0.3	3126
0.3-0.4	7007
0.4-0.5	10310
0.5-0.6	8907
0.6-0.7	8706
0.7-0.8	2556
0.8-0.85	244
0.85-0.9	56
0.9-0.95	5
0.95-1	2

Similarity Score	Similarity Level	Natural Product ID
0.9664	High Similarity	NPC89693
0.9664	High Similarity	NPC478241
0.9664	High Similarity	NPC229548
0.953	High Similarity	NPC478249
0.953	High Similarity	NPC269914
0.9463	High Similarity	NPC147224
0.9416	High Similarity	NPC478265
0.9329	High Similarity	NPC308178
0.9262	High Similarity	NPC18789
0.9195	High Similarity	NPC474234
0.9103	High Similarity	NPC179914
0.9097	High Similarity	NPC478266
0.906	High Similarity	NPC478240
0.9	High Similarity	NPC301910
0.9	High Similarity	NPC130730
0.8993	High Similarity	NPC302286
0.8993	High Similarity	NPC116104
0.8993	High Similarity	NPC88754
0.8993	High Similarity	NPC237872
0.8993	High Similarity	NPC263397
0.8944	High Similarity	NPC208818
0.894	High Similarity	NPC37838
0.8874	High Similarity	NPC252292
0.8874	High Similarity	NPC100998
0.8874	High Similarity	NPC34587
0.8874	High Similarity	NPC34927
0.8874	High Similarity	NPC476382
0.8859	High Similarity	NPC46644
0.8839	High Similarity	NPC478268
0.8831	High Similarity	NPC470934
0.8831	High Similarity	NPC188393
0.8827	High Similarity	NPC286809
0.8812	High Similarity	NPC206815
0.8812	High Similarity	NPC476011
0.8808	High Similarity	NPC110063
0.8808	High Similarity	NPC251062
0.8808	High Similarity	NPC184464
0.88	High Similarity	NPC140502
0.879	High Similarity	NPC475484
0.8784	High Similarity	NPC304152
0.8773	High Similarity	NPC21956
0.8758	High Similarity	NPC232992
0.8725	High Similarity	NPC226005
0.8725	High Similarity	NPC49597
0.8718	High Similarity	NPC203664
0.8716	High Similarity	NPC157554
0.8688	High Similarity	NPC138993
0.8688	High Similarity	NPC474936
0.8667	High Similarity	NPC202700
0.8645	High Similarity	NPC478242
0.8645	High Similarity	NPC259347
0.8645	High Similarity	NPC476386
0.8645	High Similarity	NPC476398
0.8645	High Similarity	NPC94871
0.8645	High Similarity	NPC470933
0.8645	High Similarity	NPC471062
0.8645	High Similarity	NPC473427
0.8645	High Similarity	NPC306890
0.8627	High Similarity	NPC216819
0.8627	High Similarity	NPC262182
0.8627	High Similarity	NPC83743
0.8627	High Similarity	NPC287615
0.8618	High Similarity	NPC478239
0.8618	High Similarity	NPC186296
0.8616	High Similarity	NPC11411
0.8609	High Similarity	NPC7518
0.8609	High Similarity	NPC154262
0.8609	High Similarity	NPC159387
0.8609	High Similarity	NPC137501
0.8609	High Similarity	NPC472711
0.86	High Similarity	NPC100389
0.859	High Similarity	NPC257970
0.859	High Similarity	NPC470927
0.8581	High Similarity	NPC35731
0.8571	High Similarity	NPC476865
0.8562	High Similarity	NPC470235
0.8562	High Similarity	NPC129417
0.8562	High Similarity	NPC283995
0.8562	High Similarity	NPC297342
0.8562	High Similarity	NPC84181
0.8553	High Similarity	NPC157816
0.8544	High Similarity	NPC229354
0.8537	High Similarity	NPC475621
0.8537	High Similarity	NPC282551
0.8535	High Similarity	NPC475379
0.8528	High Similarity	NPC109990
0.8526	High Similarity	NPC106138
0.8509	High Similarity	NPC478269
0.8509	High Similarity	NPC469384
0.8506	High Similarity	NPC476864
0.8506	High Similarity	NPC476866
0.8506	High Similarity	NPC476868
0.8506	High Similarity	NPC476869
0.85	High Similarity	NPC228357
0.8497	Intermediate Similarity	NPC278961
0.8497	Intermediate Similarity	NPC113680
0.8497	Intermediate Similarity	NPC470950
0.8497	Intermediate Similarity	NPC46092
0.8497	Intermediate Similarity	NPC185307
0.8497	Intermediate Similarity	NPC477898
0.8491	Intermediate Similarity	NPC478232
0.8487	Intermediate Similarity	NPC186406
0.8487	Intermediate Similarity	NPC134405
0.8487	Intermediate Similarity	NPC476385
0.8477	Intermediate Similarity	NPC321638
0.8477	Intermediate Similarity	NPC197316
0.8477	Intermediate Similarity	NPC472350
0.8477	Intermediate Similarity	NPC321184
0.8477	Intermediate Similarity	NPC171134
0.8477	Intermediate Similarity	NPC81515
0.8477	Intermediate Similarity	NPC476383
0.8477	Intermediate Similarity	NPC328273
0.8477	Intermediate Similarity	NPC89105
0.8477	Intermediate Similarity	NPC64141
0.8477	Intermediate Similarity	NPC68092
0.8471	Intermediate Similarity	NPC117346
0.8471	Intermediate Similarity	NPC240592
0.8467	Intermediate Similarity	NPC177035
0.8467	Intermediate Similarity	NPC199459
0.8467	Intermediate Similarity	NPC37468
0.8467	Intermediate Similarity	NPC52277
0.8467	Intermediate Similarity	NPC186418
0.8466	Intermediate Similarity	NPC145847
0.8462	Intermediate Similarity	NPC300262
0.8462	Intermediate Similarity	NPC192763
0.8462	Intermediate Similarity	NPC3460
0.8462	Intermediate Similarity	NPC261122
0.8462	Intermediate Similarity	NPC210611
0.8462	Intermediate Similarity	NPC28651
0.8462	Intermediate Similarity	NPC215095
0.8462	Intermediate Similarity	NPC201148
0.8462	Intermediate Similarity	NPC80732
0.8462	Intermediate Similarity	NPC199311
0.8456	Intermediate Similarity	NPC470881
0.8452	Intermediate Similarity	NPC199928
0.8452	Intermediate Similarity	NPC112861
0.8447	Intermediate Similarity	NPC286919
0.8447	Intermediate Similarity	NPC475663
0.8446	Intermediate Similarity	NPC473285
0.8442	Intermediate Similarity	NPC296954
0.8442	Intermediate Similarity	NPC300894
0.8442	Intermediate Similarity	NPC141455
0.8442	Intermediate Similarity	NPC196063
0.8442	Intermediate Similarity	NPC232228
0.8442	Intermediate Similarity	NPC476867
0.8438	Intermediate Similarity	NPC38699
0.8431	Intermediate Similarity	NPC476356
0.8431	Intermediate Similarity	NPC67467
0.8431	Intermediate Similarity	NPC222433
0.8431	Intermediate Similarity	NPC265648
0.8428	Intermediate Similarity	NPC299706
0.8428	Intermediate Similarity	NPC115466
0.8428	Intermediate Similarity	NPC61604
0.8428	Intermediate Similarity	NPC245615
0.8411	Intermediate Similarity	NPC78363
0.8411	Intermediate Similarity	NPC260425
0.8411	Intermediate Similarity	NPC476376
0.8408	Intermediate Similarity	NPC283839
0.8408	Intermediate Similarity	NPC96599
0.8408	Intermediate Similarity	NPC90896
0.8405	Intermediate Similarity	NPC149873
0.8405	Intermediate Similarity	NPC478267
0.8405	Intermediate Similarity	NPC7191
0.8389	Intermediate Similarity	NPC254398
0.8389	Intermediate Similarity	NPC6836
0.8387	Intermediate Similarity	NPC279298
0.8387	Intermediate Similarity	NPC18979
0.8387	Intermediate Similarity	NPC22150
0.8387	Intermediate Similarity	NPC38041
0.8385	Intermediate Similarity	NPC475378
0.8385	Intermediate Similarity	NPC163635
0.8378	Intermediate Similarity	NPC65942
0.8378	Intermediate Similarity	NPC248307
0.8377	Intermediate Similarity	NPC105005
0.8366	Intermediate Similarity	NPC476377
0.8366	Intermediate Similarity	NPC47471
0.8365	Intermediate Similarity	NPC194705
0.8355	Intermediate Similarity	NPC205195
0.8354	Intermediate Similarity	NPC69367
0.8354	Intermediate Similarity	NPC475224
0.8344	Intermediate Similarity	NPC471988
0.8333	Intermediate Similarity	NPC287597
0.8333	Intermediate Similarity	NPC470685
0.8333	Intermediate Similarity	NPC229505
0.8333	Intermediate Similarity	NPC34293
0.8333	Intermediate Similarity	NPC886
0.8333	Intermediate Similarity	NPC471883
0.8333	Intermediate Similarity	NPC226759
0.8333	Intermediate Similarity	NPC135127
0.8323	Intermediate Similarity	NPC296659
0.8323	Intermediate Similarity	NPC118385
0.8323	Intermediate Similarity	NPC187774
0.8323	Intermediate Similarity	NPC202391
0.8323	Intermediate Similarity	NPC473046
0.8323	Intermediate Similarity	NPC472713
0.8323	Intermediate Similarity	NPC292443
0.8323	Intermediate Similarity	NPC472712
0.8322	Intermediate Similarity	NPC252833
0.8322	Intermediate Similarity	NPC473924
0.8313	Intermediate Similarity	NPC469699

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 NPC478248 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	294
0.1-0.2	834
0.2-0.3	1815
0.3-0.4	2803
0.4-0.5	2008
0.5-0.6	1028
0.6-0.7	332
0.7-0.8	34
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
0.8841	High Similarity	NPD7685	Pre-registration
0.8477	Intermediate Similarity	NPD7266	Discontinued
0.8063	Intermediate Similarity	NPD1653	Approved
0.7836	Intermediate Similarity	NPD7228	Approved
0.7784	Intermediate Similarity	NPD8055	Clinical (unspecified phase)
0.7633	Intermediate Similarity	NPD6234	Discontinued
0.7545	Intermediate Similarity	NPD37	Approved
0.7544	Intermediate Similarity	NPD7199	Phase 2
0.7543	Intermediate Similarity	NPD7074	Phase 3
0.7532	Intermediate Similarity	NPD3027	Phase 3
0.7516	Intermediate Similarity	NPD6653	Approved
0.7515	Intermediate Similarity	NPD4967	Phase 2
0.7515	Intermediate Similarity	NPD4966	Approved
0.7515	Intermediate Similarity	NPD4965	Approved
0.75	Intermediate Similarity	NPD3620	Phase 2
0.75	Intermediate Similarity	NPD3619	Clinical (unspecified phase)
0.7486	Intermediate Similarity	NPD7054	Approved
0.7485	Intermediate Similarity	NPD6143	Clinical (unspecified phase)
0.7453	Intermediate Similarity	NPD6674	Discontinued
0.7443	Intermediate Similarity	NPD7472	Approved
0.7442	Intermediate Similarity	NPD8127	Discontinued
0.7438	Intermediate Similarity	NPD5762	Approved
0.7438	Intermediate Similarity	NPD5763	Approved
0.7429	Intermediate Similarity	NPD3818	Discontinued
0.736	Intermediate Similarity	NPD7240	Approved
0.7356	Intermediate Similarity	NPD7184	Clinical (unspecified phase)
0.7351	Intermediate Similarity	NPD3705	Approved
0.7321	Intermediate Similarity	NPD7028	Phase 2
0.7278	Intermediate Similarity	NPD1612	Clinical (unspecified phase)
0.7278	Intermediate Similarity	NPD1613	Approved
0.7263	Intermediate Similarity	NPD7251	Discontinued
0.7256	Intermediate Similarity	NPD6190	Approved
0.7222	Intermediate Similarity	NPD4338	Clinical (unspecified phase)
0.7222	Intermediate Similarity	NPD7808	Phase 3
0.7209	Intermediate Similarity	NPD4868	Clinical (unspecified phase)
0.7207	Intermediate Similarity	NPD6797	Phase 2
0.7193	Intermediate Similarity	NPD8455	Phase 2
0.7179	Intermediate Similarity	NPD2861	Phase 2
0.717	Intermediate Similarity	NPD4140	Approved
0.7152	Intermediate Similarity	NPD1357	Approved
0.7143	Intermediate Similarity	NPD4379	Clinical (unspecified phase)
0.7143	Intermediate Similarity	NPD6980	Clinical (unspecified phase)
0.7125	Intermediate Similarity	NPD5735	Approved
0.7124	Intermediate Similarity	NPD1091	Approved
0.7088	Intermediate Similarity	NPD8312	Approved
0.7088	Intermediate Similarity	NPD8313	Approved
0.7083	Intermediate Similarity	NPD7314	Clinical (unspecified phase)
0.7072	Intermediate Similarity	NPD6559	Discontinued
0.7069	Intermediate Similarity	NPD4381	Clinical (unspecified phase)
0.7053	Intermediate Similarity	NPD7237	Clinical (unspecified phase)
0.7051	Intermediate Similarity	NPD3094	Phase 2
0.7037	Intermediate Similarity	NPD7097	Phase 1
0.7035	Intermediate Similarity	NPD1934	Approved
0.7025	Intermediate Similarity	NPD1529	Clinical (unspecified phase)
0.7022	Intermediate Similarity	NPD6167	Clinical (unspecified phase)
0.7022	Intermediate Similarity	NPD6166	Phase 2
0.7022	Intermediate Similarity	NPD6168	Clinical (unspecified phase)
0.7012	Intermediate Similarity	NPD6006	Clinical (unspecified phase)
0.7012	Intermediate Similarity	NPD6005	Phase 3
0.7012	Intermediate Similarity	NPD6004	Phase 3
0.7012	Intermediate Similarity	NPD6002	Phase 3
0.7012	Intermediate Similarity	NPD6003	Clinical (unspecified phase)
0.6995	Remote Similarity	NPD7680	Approved
0.6989	Remote Similarity	NPD8397	Clinical (unspecified phase)
0.6988	Remote Similarity	NPD4628	Phase 3
0.6988	Remote Similarity	NPD4109	Clinical (unspecified phase)
0.6988	Remote Similarity	NPD4110	Phase 3
0.6962	Remote Similarity	NPD1530	Clinical (unspecified phase)
0.6959	Remote Similarity	NPD228	Approved
0.6957	Remote Similarity	NPD4060	Phase 1
0.6943	Remote Similarity	NPD6362	Approved
0.6923	Remote Similarity	NPD7993	Clinical (unspecified phase)
0.6915	Remote Similarity	NPD7879	Clinical (unspecified phase)
0.6914	Remote Similarity	NPD6355	Discontinued
0.6914	Remote Similarity	NPD5124	Phase 1
0.6914	Remote Similarity	NPD5123	Clinical (unspecified phase)
0.6906	Remote Similarity	NPD7804	Clinical (unspecified phase)
0.6906	Remote Similarity	NPD5844	Phase 1
0.6905	Remote Similarity	NPD5058	Phase 3
0.6897	Remote Similarity	NPD2393	Clinical (unspecified phase)
0.6897	Remote Similarity	NPD1465	Phase 2
0.6886	Remote Similarity	NPD6398	Clinical (unspecified phase)
0.6886	Remote Similarity	NPD8166	Discontinued
0.6882	Remote Similarity	NPD6273	Approved
0.6875	Remote Similarity	NPD7095	Approved
0.6867	Remote Similarity	NPD5283	Phase 1
0.6865	Remote Similarity	NPD7090	Clinical (unspecified phase)
0.6855	Remote Similarity	NPD5736	Approved
0.6845	Remote Similarity	NPD6843	Phase 3
0.6845	Remote Similarity	NPD6841	Approved
0.6845	Remote Similarity	NPD6842	Approved
0.6826	Remote Similarity	NPD1652	Phase 2
0.681	Remote Similarity	NPD230	Phase 1
0.6807	Remote Similarity	NPD1375	Discontinued
0.68	Remote Similarity	NPD2978	Approved
0.68	Remote Similarity	NPD2977	Approved
0.6796	Remote Similarity	NPD7473	Discontinued
0.6795	Remote Similarity	NPD3092	Approved
0.6792	Remote Similarity	NPD5647	Approved
0.678	Remote Similarity	NPD7075	Discontinued
0.6776	Remote Similarity	NPD7157	Approved
0.6768	Remote Similarity	NPD6353	Approved
0.6761	Remote Similarity	NPD3817	Phase 2
0.6758	Remote Similarity	NPD3751	Discontinued
0.6757	Remote Similarity	NPD7549	Discontinued
0.6733	Remote Similarity	NPD7930	Approved
0.6728	Remote Similarity	NPD6410	Clinical (unspecified phase)
0.6725	Remote Similarity	NPD7004	Clinical (unspecified phase)
0.6724	Remote Similarity	NPD4380	Phase 2
0.6723	Remote Similarity	NPD3882	Suspended
0.6722	Remote Similarity	NPD6232	Discontinued
0.6709	Remote Similarity	NPD5327	Phase 3
0.6708	Remote Similarity	NPD4908	Phase 1
0.6707	Remote Similarity	NPD3657	Discovery
0.6705	Remote Similarity	NPD3686	Approved
0.6705	Remote Similarity	NPD2801	Approved
0.6705	Remote Similarity	NPD3687	Approved
0.6704	Remote Similarity	NPD5494	Approved
0.6689	Remote Similarity	NPD7843	Approved
0.6689	Remote Similarity	NPD1358	Approved
0.6688	Remote Similarity	NPD5536	Phase 2
0.6687	Remote Similarity	NPD6663	Approved
0.6687	Remote Similarity	NPD4624	Approved
0.6687	Remote Similarity	NPD7033	Discontinued
0.6685	Remote Similarity	NPD7975	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD2424	Discontinued
0.6667	Remote Similarity	NPD4626	Approved
0.6667	Remote Similarity	NPD7799	Discontinued
0.6667	Remote Similarity	NPD7999	Approved
0.6667	Remote Similarity	NPD7458	Discontinued
0.6649	Remote Similarity	NPD7296	Approved
0.6646	Remote Similarity	NPD9494	Approved
0.663	Remote Similarity	NPD3787	Discontinued
0.6627	Remote Similarity	NPD5698	Clinical (unspecified phase)
0.6627	Remote Similarity	NPD4978	Clinical (unspecified phase)
0.6626	Remote Similarity	NPD4907	Clinical (unspecified phase)
0.6624	Remote Similarity	NPD3496	Discontinued
0.6622	Remote Similarity	NPD3134	Approved
0.661	Remote Similarity	NPD5563	Clinical (unspecified phase)
0.661	Remote Similarity	NPD7096	Clinical (unspecified phase)
0.661	Remote Similarity	NPD7819	Suspended
0.6606	Remote Similarity	NPD4340	Discontinued
0.6604	Remote Similarity	NPD4749	Approved
0.6603	Remote Similarity	NPD5691	Approved
0.66	Remote Similarity	NPD3021	Approved
0.66	Remote Similarity	NPD3022	Approved
0.6588	Remote Similarity	NPD7982	Clinical (unspecified phase)
0.6587	Remote Similarity	NPD4108	Discontinued
0.6585	Remote Similarity	NPD6233	Phase 2
0.6584	Remote Similarity	NPD6007	Clinical (unspecified phase)
0.6582	Remote Similarity	NPD1610	Phase 2
0.6582	Remote Similarity	NPD422	Phase 1
0.6573	Remote Similarity	NPD5353	Approved
0.6566	Remote Similarity	NPD7435	Discontinued
0.6566	Remote Similarity	NPD7497	Discontinued
0.6562	Remote Similarity	NPD8651	Approved
0.6561	Remote Similarity	NPD5125	Phase 3
0.6561	Remote Similarity	NPD5126	Approved
0.6558	Remote Similarity	NPD6671	Approved
0.6554	Remote Similarity	NPD7945	Clinical (unspecified phase)
0.6548	Remote Similarity	NPD2935	Discontinued
0.6545	Remote Similarity	NPD7966	Clinical (unspecified phase)
0.6543	Remote Similarity	NPD7312	Approved
0.6543	Remote Similarity	NPD7310	Approved
0.6543	Remote Similarity	NPD7311	Approved
0.6543	Remote Similarity	NPD7313	Approved
0.6538	Remote Similarity	NPD3091	Approved
0.6533	Remote Similarity	NPD2684	Approved
0.6529	Remote Similarity	NPD4237	Approved
0.6529	Remote Similarity	NPD4236	Phase 3
0.6527	Remote Similarity	NPD4537	Clinical (unspecified phase)
0.6527	Remote Similarity	NPD4536	Approved
0.6527	Remote Similarity	NPD4538	Approved
0.6526	Remote Similarity	NPD8434	Phase 2
0.6524	Remote Similarity	NPD3764	Approved
0.6524	Remote Similarity	NPD6798	Discontinued
0.6517	Remote Similarity	NPD5761	Phase 2
0.6517	Remote Similarity	NPD5760	Phase 2
0.6514	Remote Similarity	NPD4210	Discontinued
0.6509	Remote Similarity	NPD2029	Clinical (unspecified phase)
0.6508	Remote Similarity	NPD7309	Approved
0.6506	Remote Similarity	NPD1933	Approved
0.6506	Remote Similarity	NPD447	Suspended
0.65	Remote Similarity	NPD2982	Phase 2
0.65	Remote Similarity	NPD2983	Phase 2
0.6497	Remote Similarity	NPD6386	Approved
0.6497	Remote Similarity	NPD6385	Approved
0.6491	Remote Similarity	NPD1878	Clinical (unspecified phase)
0.6491	Remote Similarity	NPD6331	Phase 2
0.6488	Remote Similarity	NPD5960	Phase 3
0.6488	Remote Similarity	NPD5588	Approved
0.6485	Remote Similarity	NPD8151	Discontinued
0.648	Remote Similarity	NPD5402	Approved
0.6474	Remote Similarity	NPD4357	Discontinued
0.6474	Remote Similarity	NPD1511	Approved
0.6471	Remote Similarity	NPD970	Clinical (unspecified phase)
0.6467	Remote Similarity	NPD2492	Phase 1
0.6467	Remote Similarity	NPD2898	Approved
0.6461	Remote Similarity	NPD6801	Discontinued
0.645	Remote Similarity	NPD2161	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