NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	166.03
Volume:	160.346
LogP:	1.085
LogD:	0.632
LogS:	-1.902
# Rotatable Bonds:	2
TPSA:	74.6
# H-Bond Aceptor:	4
# H-Bond Donor:	2
# Rings:	1
# Heavy Atoms:	4

MedChem Properties

QED Drug-Likeness Score:	0.501
Synthetic Accessibility Score:	2.688
Fsp3:	0.0
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Accepted
GSK Rule:	Accepted
BMS Rule:	1
Golden Triangle Rule:	Rejected
Chelating Alert:	1
PAINS Alert:	1

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-4.895
MDCK Permeability:	4.2225851757393684e-06
Pgp-inhibitor:	0.0
Pgp-substrate:	0.001
Human Intestinal Absorption (HIA):	0.048
20% Bioavailability (F20%):	0.893
30% Bioavailability (F30%):	0.994

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.154
Plasma Protein Binding (PPB):	81.97540283203125%
Volume Distribution (VD):	0.819
Pgp-substrate:	20.141033172607422%

ADMET: Metabolism

CYP1A2-inhibitor:	0.348
CYP1A2-substrate:	0.074
CYP2C19-inhibitor:	0.03
CYP2C19-substrate:	0.061
CYP2C9-inhibitor:	0.036
CYP2C9-substrate:	0.629
CYP2D6-inhibitor:	0.015
CYP2D6-substrate:	0.261
CYP3A4-inhibitor:	0.063
CYP3A4-substrate:	0.106

ADMET: Excretion

Clearance (CL):	7.141
Half-life (T1/2):	0.866

ADMET: Toxicity

hERG Blockers:	0.002
Human Hepatotoxicity (H-HT):	0.024
Drug-inuced Liver Injury (DILI):	0.032
AMES Toxicity:	0.417
Rat Oral Acute Toxicity:	0.011
Maximum Recommended Daily Dose:	0.352
Skin Sensitization:	0.831
Carcinogencity:	0.052
Eye Corrosion:	0.991
Eye Irritation:	0.984
Respiratory Toxicity:	0.974

Download Data

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

Natural Product: NPC473787

Natural Product ID:	NPC473787
*Common Name:**	Fomecin B
IUPAC Name:	3,4-dihydroxyphthalaldehyde
Synonyms:
Standard InCHIKey:	KKHVALHAUSRINL-UHFFFAOYSA-N
Standard InCHI:	InChI=1S/C8H6O4/c9-3-5-1-2-7(11)8(12)6(5)4-10/h1-4,11-12H
SMILES:	O=Cc1c(C=O)ccc(c1O)O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL451920
PubChem CID:	22015254
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0004603] Organic oxygen compounds [CHEMONTID:0000323] Organooxygen compounds [CHEMONTID:0001831] Carbonyl compounds [CHEMONTID:0000124] Aldehydes [CHEMONTID:0003213] Aryl-aldehydes [CHEMONTID:0001345] Benzaldehydes [CHEMONTID:0003978] Hydroxybenzaldehydes

*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
NPO32856	pyrofomes demidoffii	Species	Polyporaceae	Eukaryota	n.a.	n.a.	n.a.	Database[Title]

☑ Note for Reference:
In addition to directly collecting NP source organism data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated them from below databases:
☉ UNPD: Universal Natural Products Database [PMID: 23638153].
☉ StreptomeDB: a database of streptomycetes natural products [PMID: 33051671].
☉ TM-MC: a database of medicinal materials and chemical compounds in Northeast Asian traditional medicine [PMID: 26156871].
☉ TCM@Taiwan: a Traditional Chinese Medicine database [PMID: 21253603].
☉ TCMID: a Traditional Chinese Medicine database [PMID: 29106634].
☉ TCMSP: The traditional Chinese medicine systems pharmacology database and analysis platform [PMID: 24735618].
☉ HerDing: a herb recommendation system to treat diseases using genes and chemicals [PMID: 26980517].
☉ MetaboLights: a metabolomics database [PMID: 27010336].
☉ FooDB: a database of constituents, chemistry and biology of food species [www.foodb.ca].

NP Quantity Composition/Concentration

Organism ID	NP ID	Organism Material Preparation	Organism Part	NP Quantity (Standard)	NP Quantity (Minimum)	NP Quantity (Maximum)	Quantity Unit	Reference

☑ Note for Reference:
In addition to directly collecting NP quantitative data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated NP quantitative records for specific NP domains (e.g., NPS from foods or herbs) from domain-specific databases. These databases include:
☉ DUKE: Dr. Duke's Phytochemical and Ethnobotanical Databases.
☉ PHENOL EXPLORER: is the first comprehensive database on polyphenol content in foods [PMID: 24103452], its homepage can be accessed at here.
☉ FooDB: a database of constituents, chemistry and biology of food species [www.foodb.ca].

Biological Activity

Activity Type	# Activity
IC50	3

Activity Type	# Activity
Cell Line	2
NON-MOLECULAR	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT165	Cell Line	HeLa	Homo sapiens	IC50	=	20.0	ug.mL-1	PMID[555902]
NPT616	Cell Line	MDCK	Canis lupus familiaris	IC50	=	14.0	ug.mL-1	PMID[555902]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	IC50	=	17.0	ug.mL-1	PMID[555902]

☑ 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 NPC473787 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	375
0.1-0.2	1800
0.2-0.3	4938
0.3-0.4	12425
0.4-0.5	5741
0.5-0.6	6081
0.6-0.7	8383
0.7-0.8	2777
0.8-0.85	151
0.85-0.9	22
0.9-0.95	3
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
0.9134	High Similarity	NPC117609
0.9083	High Similarity	NPC28169
0.8923	High Similarity	NPC294226
0.8917	High Similarity	NPC278102
0.8682	High Similarity	NPC767
0.8682	High Similarity	NPC247250
0.8647	High Similarity	NPC258502
0.8647	High Similarity	NPC72918
0.8618	High Similarity	NPC150919
0.8593	High Similarity	NPC61398
0.8593	High Similarity	NPC416
0.8593	High Similarity	NPC206207
0.854	High Similarity	NPC84273
0.8538	High Similarity	NPC234175
0.8537	High Similarity	NPC108288
0.8519	High Similarity	NPC147418
0.8485	Intermediate Similarity	NPC34070
0.8485	Intermediate Similarity	NPC469526
0.8473	Intermediate Similarity	NPC474546
0.8467	Intermediate Similarity	NPC203063
0.8456	Intermediate Similarity	NPC141368
0.8421	Intermediate Similarity	NPC17843
0.8421	Intermediate Similarity	NPC135801
0.8413	Intermediate Similarity	NPC260837
0.8409	Intermediate Similarity	NPC26697
0.8382	Intermediate Similarity	NPC290030
0.8374	Intermediate Similarity	NPC163154
0.837	Intermediate Similarity	NPC129752
0.8358	Intermediate Similarity	NPC52407
0.8333	Intermediate Similarity	NPC261759
0.8333	Intermediate Similarity	NPC156654
0.8333	Intermediate Similarity	NPC232178
0.8321	Intermediate Similarity	NPC214620
0.8321	Intermediate Similarity	NPC324209
0.8309	Intermediate Similarity	NPC324929
0.8298	Intermediate Similarity	NPC73416
0.8298	Intermediate Similarity	NPC160777
0.8286	Intermediate Similarity	NPC238629
0.8284	Intermediate Similarity	NPC50763
0.8273	Intermediate Similarity	NPC472904
0.8271	Intermediate Similarity	NPC233056
0.8268	Intermediate Similarity	NPC216297
0.8268	Intermediate Similarity	NPC473662
0.8268	Intermediate Similarity	NPC285829
0.8268	Intermediate Similarity	NPC7151
0.8268	Intermediate Similarity	NPC206778
0.8261	Intermediate Similarity	NPC472903
0.8261	Intermediate Similarity	NPC471819
0.8258	Intermediate Similarity	NPC179898
0.825	Intermediate Similarity	NPC303264
0.8244	Intermediate Similarity	NPC51037
0.8231	Intermediate Similarity	NPC310540
0.8222	Intermediate Similarity	NPC474715
0.8214	Intermediate Similarity	NPC299154
0.8211	Intermediate Similarity	NPC231717
0.8201	Intermediate Similarity	NPC476534
0.8188	Intermediate Similarity	NPC175552
0.8182	Intermediate Similarity	NPC203719
0.8182	Intermediate Similarity	NPC476821
0.8182	Intermediate Similarity	NPC117237
0.8175	Intermediate Similarity	NPC86524
0.8175	Intermediate Similarity	NPC223836
0.8175	Intermediate Similarity	NPC315275
0.8156	Intermediate Similarity	NPC199936
0.8154	Intermediate Similarity	NPC375356
0.814	Intermediate Similarity	NPC198336
0.8134	Intermediate Similarity	NPC199253
0.8134	Intermediate Similarity	NPC62219
0.8134	Intermediate Similarity	NPC136588
0.8134	Intermediate Similarity	NPC147757
0.813	Intermediate Similarity	NPC114682
0.812	Intermediate Similarity	NPC95537
0.812	Intermediate Similarity	NPC237225
0.812	Intermediate Similarity	NPC165257
0.8116	Intermediate Similarity	NPC62907
0.811	Intermediate Similarity	NPC283844
0.811	Intermediate Similarity	NPC184527
0.8106	Intermediate Similarity	NPC49647
0.8106	Intermediate Similarity	NPC295202
0.8106	Intermediate Similarity	NPC136342
0.8106	Intermediate Similarity	NPC231774
0.8106	Intermediate Similarity	NPC227741
0.8095	Intermediate Similarity	NPC477453
0.8088	Intermediate Similarity	NPC200422
0.8088	Intermediate Similarity	NPC295406
0.8088	Intermediate Similarity	NPC289572
0.8088	Intermediate Similarity	NPC157478
0.8085	Intermediate Similarity	NPC73061
0.8085	Intermediate Similarity	NPC291078
0.8083	Intermediate Similarity	NPC219913
0.8083	Intermediate Similarity	NPC163734
0.8082	Intermediate Similarity	NPC118427
0.8077	Intermediate Similarity	NPC283514
0.8077	Intermediate Similarity	NPC307174
0.8077	Intermediate Similarity	NPC91478
0.8077	Intermediate Similarity	NPC86900
0.8077	Intermediate Similarity	NPC300274
0.8074	Intermediate Similarity	NPC85342
0.8074	Intermediate Similarity	NPC41847
0.8074	Intermediate Similarity	NPC93015
0.8062	Intermediate Similarity	NPC190971
0.8062	Intermediate Similarity	NPC216216
0.806	Intermediate Similarity	NPC226855
0.806	Intermediate Similarity	NPC99731
0.8058	Intermediate Similarity	NPC123714
0.8058	Intermediate Similarity	NPC112135
0.8045	Intermediate Similarity	NPC107672
0.8045	Intermediate Similarity	NPC158654
0.8045	Intermediate Similarity	NPC32163
0.8045	Intermediate Similarity	NPC16651
0.8043	Intermediate Similarity	NPC65005
0.8043	Intermediate Similarity	NPC471690
0.8043	Intermediate Similarity	NPC194764
0.8043	Intermediate Similarity	NPC7464
0.8043	Intermediate Similarity	NPC264112
0.8031	Intermediate Similarity	NPC230349
0.8031	Intermediate Similarity	NPC125252
0.803	Intermediate Similarity	NPC262671
0.803	Intermediate Similarity	NPC103540
0.803	Intermediate Similarity	NPC131799
0.803	Intermediate Similarity	NPC201728
0.8029	Intermediate Similarity	NPC474519
0.8029	Intermediate Similarity	NPC50924
0.8029	Intermediate Similarity	NPC44437
0.8029	Intermediate Similarity	NPC204582
0.8027	Intermediate Similarity	NPC164912
0.8017	Intermediate Similarity	NPC19149
0.8016	Intermediate Similarity	NPC161304
0.8016	Intermediate Similarity	NPC240163
0.8016	Intermediate Similarity	NPC4665
0.8015	Intermediate Similarity	NPC70622
0.8015	Intermediate Similarity	NPC478190
0.8014	Intermediate Similarity	NPC470037
0.8	Intermediate Similarity	NPC31799
0.8	Intermediate Similarity	NPC120545
0.8	Intermediate Similarity	NPC295034
0.8	Intermediate Similarity	NPC298268
0.8	Intermediate Similarity	NPC244441
0.8	Intermediate Similarity	NPC162939
0.7986	Intermediate Similarity	NPC264022
0.7986	Intermediate Similarity	NPC170742
0.7985	Intermediate Similarity	NPC3009
0.7973	Intermediate Similarity	NPC474000
0.7972	Intermediate Similarity	NPC79627
0.7971	Intermediate Similarity	NPC176102
0.7971	Intermediate Similarity	NPC71108
0.7971	Intermediate Similarity	NPC204257
0.7971	Intermediate Similarity	NPC254832
0.7971	Intermediate Similarity	NPC278375
0.7971	Intermediate Similarity	NPC229638
0.7971	Intermediate Similarity	NPC267539
0.7971	Intermediate Similarity	NPC29317
0.797	Intermediate Similarity	NPC96915
0.797	Intermediate Similarity	NPC306765
0.797	Intermediate Similarity	NPC3224
0.797	Intermediate Similarity	NPC8745
0.7969	Intermediate Similarity	NPC41567
0.7959	Intermediate Similarity	NPC473201
0.7959	Intermediate Similarity	NPC144283
0.7959	Intermediate Similarity	NPC302783
0.7959	Intermediate Similarity	NPC75377
0.7958	Intermediate Similarity	NPC471972
0.7958	Intermediate Similarity	NPC471971
0.7958	Intermediate Similarity	NPC11314
0.7958	Intermediate Similarity	NPC30846
0.7958	Intermediate Similarity	NPC469855
0.7956	Intermediate Similarity	NPC239855
0.7956	Intermediate Similarity	NPC111845
0.7956	Intermediate Similarity	NPC138472
0.7955	Intermediate Similarity	NPC13238
0.7955	Intermediate Similarity	NPC74507
0.7955	Intermediate Similarity	NPC234890
0.7953	Intermediate Similarity	NPC277394
0.7953	Intermediate Similarity	NPC299252
0.7953	Intermediate Similarity	NPC61062
0.7943	Intermediate Similarity	NPC50823
0.7943	Intermediate Similarity	NPC471853
0.7941	Intermediate Similarity	NPC244699
0.7941	Intermediate Similarity	NPC291001
0.7939	Intermediate Similarity	NPC225710
0.7931	Intermediate Similarity	NPC476463
0.7929	Intermediate Similarity	NPC50615
0.7929	Intermediate Similarity	NPC297797
0.7929	Intermediate Similarity	NPC23667
0.7929	Intermediate Similarity	NPC91887
0.7929	Intermediate Similarity	NPC51531
0.7929	Intermediate Similarity	NPC28592
0.7929	Intermediate Similarity	NPC5014
0.7929	Intermediate Similarity	NPC42384
0.7929	Intermediate Similarity	NPC325625
0.7929	Intermediate Similarity	NPC157284
0.7929	Intermediate Similarity	NPC469857
0.7929	Intermediate Similarity	NPC165191
0.7929	Intermediate Similarity	NPC289358
0.7929	Intermediate Similarity	NPC114333
0.7929	Intermediate Similarity	NPC473779
0.7929	Intermediate Similarity	NPC245760
0.7929	Intermediate Similarity	NPC477849
0.7929	Intermediate Similarity	NPC46242
0.7929	Intermediate Similarity	NPC473479

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 NPC473787 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	375
0.1-0.2	993
0.2-0.3	1761
0.3-0.4	3004
0.4-0.5	1668
0.5-0.6	985
0.6-0.7	315
0.7-0.8	44
0.8-0.85	4
0.85-0.9	1
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.8582	High Similarity	NPD651	Clinical (unspecified phase)
0.8537	High Similarity	NPD405	Clinical (unspecified phase)
0.8421	Intermediate Similarity	NPD943	Approved
0.8182	Intermediate Similarity	NPD9494	Approved
0.803	Intermediate Similarity	NPD1470	Approved
0.7939	Intermediate Similarity	NPD9269	Phase 2
0.7917	Intermediate Similarity	NPD7422	Clinical (unspecified phase)
0.7786	Intermediate Similarity	NPD1509	Clinical (unspecified phase)
0.7727	Intermediate Similarity	NPD1201	Approved
0.7698	Intermediate Similarity	NPD230	Phase 1
0.7634	Intermediate Similarity	NPD9268	Approved
0.76	Intermediate Similarity	NPD9266	Approved
0.76	Intermediate Similarity	NPD74	Approved
0.752	Intermediate Similarity	NPD9267	Approved
0.752	Intermediate Similarity	NPD9264	Approved
0.752	Intermediate Similarity	NPD9265	Clinical (unspecified phase)
0.752	Intermediate Similarity	NPD9263	Approved
0.7483	Intermediate Similarity	NPD1511	Approved
0.7405	Intermediate Similarity	NPD9493	Approved
0.7403	Intermediate Similarity	NPD3882	Suspended
0.7383	Intermediate Similarity	NPD1512	Approved
0.7379	Intermediate Similarity	NPD970	Clinical (unspecified phase)
0.7372	Intermediate Similarity	NPD1164	Approved
0.7324	Intermediate Similarity	NPD447	Suspended
0.732	Intermediate Similarity	NPD1934	Approved
0.7293	Intermediate Similarity	NPD9545	Approved
0.7292	Intermediate Similarity	NPD1510	Phase 2
0.7273	Intermediate Similarity	NPD2393	Clinical (unspecified phase)
0.7273	Intermediate Similarity	NPD2801	Approved
0.7252	Intermediate Similarity	NPD9281	Approved
0.7241	Intermediate Similarity	NPD5404	Approved
0.7241	Intermediate Similarity	NPD5406	Approved
0.7241	Intermediate Similarity	NPD5408	Approved
0.7241	Intermediate Similarity	NPD5405	Approved
0.7239	Intermediate Similarity	NPD4196	Clinical (unspecified phase)
0.72	Intermediate Similarity	NPD9261	Approved
0.7192	Intermediate Similarity	NPD2344	Approved
0.7181	Intermediate Similarity	NPD3300	Phase 2
0.717	Intermediate Similarity	NPD6232	Discontinued
0.7133	Intermediate Similarity	NPD1240	Approved
0.7132	Intermediate Similarity	NPD3021	Approved
0.7132	Intermediate Similarity	NPD3022	Approved
0.7123	Intermediate Similarity	NPD2935	Discontinued
0.7051	Intermediate Similarity	NPD1465	Phase 2
0.7047	Intermediate Similarity	NPD8166	Discontinued
0.7037	Intermediate Similarity	NPD7473	Discontinued
0.7034	Intermediate Similarity	NPD1607	Approved
0.7027	Intermediate Similarity	NPD1549	Phase 2
0.702	Intermediate Similarity	NPD7390	Discontinued
0.7	Intermediate Similarity	NPD6190	Approved
0.7	Intermediate Similarity	NPD2309	Approved
0.6994	Remote Similarity	NPD3818	Discontinued
0.6993	Remote Similarity	NPD3764	Approved
0.6978	Remote Similarity	NPD4379	Clinical (unspecified phase)
0.6974	Remote Similarity	NPD2532	Approved
0.6974	Remote Similarity	NPD2534	Approved
0.6974	Remote Similarity	NPD2533	Approved
0.6962	Remote Similarity	NPD4868	Clinical (unspecified phase)
0.6959	Remote Similarity	NPD1552	Clinical (unspecified phase)
0.6959	Remote Similarity	NPD1550	Clinical (unspecified phase)
0.695	Remote Similarity	NPD258	Approved
0.695	Remote Similarity	NPD257	Approved
0.6906	Remote Similarity	NPD9717	Approved
0.6901	Remote Similarity	NPD9569	Approved
0.6897	Remote Similarity	NPD826	Approved
0.6897	Remote Similarity	NPD825	Approved
0.6894	Remote Similarity	NPD228	Approved
0.6892	Remote Similarity	NPD9570	Approved
0.6892	Remote Similarity	NPD1551	Phase 2
0.6879	Remote Similarity	NPD1203	Approved
0.6875	Remote Similarity	NPD411	Approved
0.6871	Remote Similarity	NPD6168	Clinical (unspecified phase)
0.6871	Remote Similarity	NPD6166	Phase 2
0.6871	Remote Similarity	NPD6167	Clinical (unspecified phase)
0.6859	Remote Similarity	NPD4380	Phase 2
0.6849	Remote Similarity	NPD555	Phase 2
0.6846	Remote Similarity	NPD2346	Discontinued
0.6835	Remote Similarity	NPD7819	Suspended
0.6828	Remote Similarity	NPD259	Phase 1
0.6828	Remote Similarity	NPD520	Approved
0.6824	Remote Similarity	NPD2799	Discontinued
0.6821	Remote Similarity	NPD1878	Clinical (unspecified phase)
0.6812	Remote Similarity	NPD2932	Approved
0.6812	Remote Similarity	NPD3019	Approved
0.6795	Remote Similarity	NPD3226	Approved
0.6795	Remote Similarity	NPD3455	Phase 2
0.6792	Remote Similarity	NPD3817	Phase 2
0.6747	Remote Similarity	NPD7054	Approved
0.6744	Remote Similarity	NPD8397	Clinical (unspecified phase)
0.6733	Remote Similarity	NPD1471	Phase 3
0.6716	Remote Similarity	NPD9379	Approved
0.6716	Remote Similarity	NPD9377	Approved
0.6714	Remote Similarity	NPD1547	Clinical (unspecified phase)
0.6713	Remote Similarity	NPD2798	Approved
0.6711	Remote Similarity	NPD4628	Phase 3
0.6707	Remote Similarity	NPD7472	Approved
0.6707	Remote Similarity	NPD7074	Phase 3
0.6692	Remote Similarity	NPD9280	Clinical (unspecified phase)
0.669	Remote Similarity	NPD9537	Phase 1
0.669	Remote Similarity	NPD9536	Phase 1
0.669	Remote Similarity	NPD1876	Approved
0.6688	Remote Similarity	NPD6799	Approved
0.6688	Remote Similarity	NPD824	Approved
0.6687	Remote Similarity	NPD1247	Approved
0.6686	Remote Similarity	NPD4338	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD288	Approved
0.6667	Remote Similarity	NPD919	Approved
0.6667	Remote Similarity	NPD6797	Phase 2
0.6645	Remote Similarity	NPD4378	Clinical (unspecified phase)
0.6644	Remote Similarity	NPD2313	Discontinued
0.6641	Remote Similarity	NPD289	Clinical (unspecified phase)
0.6627	Remote Similarity	NPD7251	Discontinued
0.6626	Remote Similarity	NPD5494	Approved
0.6622	Remote Similarity	NPD275	Approved
0.6622	Remote Similarity	NPD274	Approved
0.6615	Remote Similarity	NPD164	Approved
0.6615	Remote Similarity	NPD1237	Approved
0.6605	Remote Similarity	NPD3749	Approved
0.6605	Remote Similarity	NPD4381	Clinical (unspecified phase)
0.6605	Remote Similarity	NPD7075	Discontinued
0.6601	Remote Similarity	NPD3750	Approved
0.66	Remote Similarity	NPD3299	Clinical (unspecified phase)
0.6587	Remote Similarity	NPD844	Approved
0.6585	Remote Similarity	NPD9258	Approved
0.6585	Remote Similarity	NPD9256	Approved
0.6573	Remote Similarity	NPD1283	Approved
0.6571	Remote Similarity	NPD9384	Approved
0.6571	Remote Similarity	NPD9381	Approved
0.6571	Remote Similarity	NPD4626	Approved
0.6556	Remote Similarity	NPD2796	Approved
0.6549	Remote Similarity	NPD3972	Approved
0.6548	Remote Similarity	NPD5844	Phase 1
0.6544	Remote Similarity	NPD1241	Discontinued
0.6541	Remote Similarity	NPD6599	Discontinued
0.6541	Remote Similarity	NPD2182	Approved
0.6538	Remote Similarity	NPD642	Clinical (unspecified phase)
0.6536	Remote Similarity	NPD7421	Clinical (unspecified phase)
0.6522	Remote Similarity	NPD7096	Clinical (unspecified phase)
0.6516	Remote Similarity	NPD643	Clinical (unspecified phase)
0.6513	Remote Similarity	NPD2343	Clinical (unspecified phase)
0.651	Remote Similarity	NPD1933	Approved
0.651	Remote Similarity	NPD1899	Clinical (unspecified phase)
0.6508	Remote Similarity	NPD1432	Clinical (unspecified phase)
0.6507	Remote Similarity	NPD6832	Phase 2
0.6506	Remote Similarity	NPD3926	Phase 2
0.6503	Remote Similarity	NPD1755	Approved
0.6494	Remote Similarity	NPD7003	Approved
0.6491	Remote Similarity	NPD7808	Phase 3
0.6488	Remote Similarity	NPD3751	Discontinued
0.6486	Remote Similarity	NPD6663	Approved
0.6485	Remote Similarity	NPD6959	Discontinued
0.6484	Remote Similarity	NPD9495	Approved
0.6483	Remote Similarity	NPD1019	Discontinued
0.6481	Remote Similarity	NPD8443	Clinical (unspecified phase)
0.6481	Remote Similarity	NPD2296	Approved
0.6478	Remote Similarity	NPD7458	Discontinued
0.6475	Remote Similarity	NPD5536	Phase 2
0.6474	Remote Similarity	NPD6143	Clinical (unspecified phase)
0.6471	Remote Similarity	NPD7993	Clinical (unspecified phase)
0.6456	Remote Similarity	NPD920	Approved
0.6443	Remote Similarity	NPD4060	Phase 1
0.6438	Remote Similarity	NPD5736	Approved
0.6437	Remote Similarity	NPD8150	Discontinued
0.6434	Remote Similarity	NPD3020	Approved
0.6433	Remote Similarity	NPD7410	Clinical (unspecified phase)
0.6429	Remote Similarity	NPD2800	Approved
0.6408	Remote Similarity	NPD3023	Approved
0.6408	Remote Similarity	NPD3026	Approved
0.6405	Remote Similarity	NPD7266	Discontinued
0.6398	Remote Similarity	NPD7411	Suspended
0.6397	Remote Similarity	NPD1609	Clinical (unspecified phase)
0.6395	Remote Similarity	NPD4955	Approved
0.6395	Remote Similarity	NPD4954	Approved
0.6395	Remote Similarity	NPD5026	Approved
0.6395	Remote Similarity	NPD5034	Approved
0.6395	Remote Similarity	NPD5028	Approved
0.6395	Remote Similarity	NPD36	Approved
0.6389	Remote Similarity	NPD9622	Approved
0.6384	Remote Similarity	NPD7879	Clinical (unspecified phase)
0.6383	Remote Similarity	NPD3024	Approved
0.6383	Remote Similarity	NPD3025	Approved
0.6383	Remote Similarity	NPD5691	Approved
0.6383	Remote Similarity	NPD1651	Approved
0.638	Remote Similarity	NPD5402	Approved
0.6378	Remote Similarity	NPD2933	Approved
0.6378	Remote Similarity	NPD2934	Approved
0.6375	Remote Similarity	NPD5808	Clinical (unspecified phase)
0.6375	Remote Similarity	NPD2649	Approved
0.6375	Remote Similarity	NPD2651	Approved
0.6369	Remote Similarity	NPD1220	Phase 1
0.6364	Remote Similarity	NPD1281	Approved
0.6364	Remote Similarity	NPD3092	Approved
0.6358	Remote Similarity	NPD6801	Discontinued
0.6347	Remote Similarity	NPD5710	Approved
0.6347	Remote Similarity	NPD5711	Approved
0.6343	Remote Similarity	NPD2342	Discontinued
0.6341	Remote Similarity	NPD7768	Phase 2
0.6337	Remote Similarity	NPD7685	Pre-registration
0.6337	Remote Similarity	NPD5030	Phase 2
0.6337	Remote Similarity	NPD6559	Discontinued

Bioactivity similarity: Similar Natural Products in NPASS

Bioactivity similarity was calculated based on bioactivity descriptors of compounds. The bioactivity descriptors were calculated by a recently developed AI algorithm Chemical Checker (CC) [Nature Biotechnology, 38:1087–1096, 2020; Nature Communications, 12:3932, 2021], which evaluated bioactivity similarities at five levels:
☉ A: chemistry similarity;
☉ B: biological targets similarity;
☉ C: networks similarity;
☉ D: cell-based bioactivity similarity;
☉ E: similarity based on clinical data.

Those 5 categories of CC bioactivity descriptors were calculated and then subjected to manifold projection using UMAP algorithm, to project all NPs on a 2-Dimensional space. The current NP was highlighted with a small circle in the 2-D map. Below figures: left-to-right, A-to-E.

A: chemistry similarity

B: biological targets similarity

C: networks similarity

D: cell-based bioactivity similarity

E: similarity based on clinical data