NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	138.03
Volume:	136.897
LogP:	1.197
LogD:	1.099
LogS:	-1.324
# Rotatable Bonds:	1
TPSA:	57.53
# H-Bond Aceptor:	3
# H-Bond Donor:	2
# Rings:	1
# Heavy Atoms:	3

MedChem Properties

QED Drug-Likeness Score:	0.567
Synthetic Accessibility Score:	2.193
Fsp3:	0.0
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Accepted
GSK Rule:	Accepted
BMS Rule:	1
Golden Triangle Rule:	Rejected
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-4.612
MDCK Permeability:	8.134480594890192e-06
Pgp-inhibitor:	0.0
Pgp-substrate:	0.008
Human Intestinal Absorption (HIA):	0.016
20% Bioavailability (F20%):	0.93
30% Bioavailability (F30%):	0.969

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.079
Plasma Protein Binding (PPB):	64.71497344970703%
Volume Distribution (VD):	0.839
Pgp-substrate:	35.69618606567383%

ADMET: Metabolism

CYP1A2-inhibitor:	0.684
CYP1A2-substrate:	0.114
CYP2C19-inhibitor:	0.078
CYP2C19-substrate:	0.061
CYP2C9-inhibitor:	0.06
CYP2C9-substrate:	0.895
CYP2D6-inhibitor:	0.056
CYP2D6-substrate:	0.547
CYP3A4-inhibitor:	0.167
CYP3A4-substrate:	0.15

ADMET: Excretion

Clearance (CL):	12.94
Half-life (T1/2):	0.911

ADMET: Toxicity

hERG Blockers:	0.014
Human Hepatotoxicity (H-HT):	0.036
Drug-inuced Liver Injury (DILI):	0.038
AMES Toxicity:	0.355
Rat Oral Acute Toxicity:	0.061
Maximum Recommended Daily Dose:	0.253
Skin Sensitization:	0.844
Carcinogencity:	0.16
Eye Corrosion:	0.968
Eye Irritation:	0.982
Respiratory Toxicity:	0.945

Download Data

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

Natural Product: NPC283844

Natural Product ID:	NPC283844
*Common Name:**	2,4-Dihydroxybenzaldehyde
IUPAC Name:	2,4-dihydroxybenzaldehyde
Synonyms:	2,4-Dihydroxybenzaldehyde; Beta-Resorcylaldehyde
Standard InCHIKey:	IUNJCFABHJZSKB-UHFFFAOYSA-N
Standard InCHI:	InChI=1S/C7H6O3/c8-4-5-1-2-6(9)3-7(5)10/h1-4,9-10H
SMILES:	c1cc(cc(c1C=O)O)O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL243587
PubChem CID:	7213
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
NPO8038	Pachliopta aristolochiae	Species	Papilionidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO2322	Oryctes nevadensis	Species	Solanaceae	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

Activity Type	# Activity
IC50	6
LD50	4
Others	14
Potency	2

Activity Type	# Activity
Individual Protein	4
Organism	1
Others	21

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT1418	Individual Protein	Anandamide amidohydrolase	Homo sapiens	Inhibition	=	-13.4	%	PMID[492990]
NPT100	Individual Protein	Glutaminase kidney isoform, mitochondrial	Homo sapiens	Potency	n.a.	12589.3	nM	PMID[492991]
NPT441	Individual Protein	Cytochrome P450 19A1	Homo sapiens	Activity	=	91.7	%	PMID[492992]
NPT43	Individual Protein	Tyrosinase	Agaricus bisporus	IC50	>	200000.0	nM	PMID[492994]
NPT2	Others	Unspecified		IC50	=	4880000.0	nM	PMID[492989]
NPT2	Others	Unspecified		IC50	=	204173794466.95	nM	PMID[492989]
NPT2	Others	Unspecified		IC50	=	108848.0	nM	PMID[492991]
NPT6	Organism	Plasmodium falciparum	Plasmodium falciparum	Potency	n.a.	1651.1	nM	PMID[492991]
NPT2	Others	Unspecified		IC50	=	1400000.0	nM	PMID[492993]
NPT2	Others	Unspecified		IC50	=	1100000.0	nM	PMID[492993]
NPT2	Others	Unspecified		LD50	=	6.0	ug	PMID[492995]
NPT2	Others	Unspecified		FC	=	2.6	n.a.	PMID[492995]
NPT2	Others	Unspecified		LD50	=	3.0	ug	PMID[492995]
NPT2	Others	Unspecified		FC	=	1.0	n.a.	PMID[492995]
NPT2	Others	Unspecified		MHC	=	50.0	ug	PMID[492995]
NPT2	Others	Unspecified		FC	=	10.0	n.a.	PMID[492995]
NPT35	Others	n.a.		LogP	=	1.19	n.a.	PMID[492995]
NPT2	Others	Unspecified		LD50	=	100.0	ug	PMID[492995]
NPT2	Others	Unspecified		FC	=	2.5	n.a.	PMID[492995]
NPT2	Others	Unspecified		LD50	=	8.0	ug	PMID[492995]
NPT2	Others	Unspecified		FC	=	1.6	n.a.	PMID[492995]
NPT2	Others	Unspecified		MHC	=	5.0	ug	PMID[492995]
NPT2	Others	Unspecified		Activity	=	10.0	%	PMID[492995]
NPT2	Others	Unspecified		Activity	=	2.5	ug	PMID[492995]

☑ 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 NPC283844 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	403
0.1-0.2	2339
0.2-0.3	5828
0.3-0.4	12923
0.4-0.5	4747
0.5-0.6	6397
0.6-0.7	6881
0.7-0.8	2854
0.8-0.85	230
0.85-0.9	77
0.9-0.95	16
0.95-1	2

Similarity Score	Similarity Level	Natural Product ID
0.973	High Similarity	NPC230349
0.9298	High Similarity	NPC241089
0.9217	High Similarity	NPC161617
0.906	High Similarity	NPC297186
0.9016	High Similarity	NPC78662
0.9016	High Similarity	NPC8005
0.9	High Similarity	NPC303264
0.8983	High Similarity	NPC115159
0.8983	High Similarity	NPC143427
0.8983	High Similarity	NPC267552
0.8983	High Similarity	NPC224273
0.8983	High Similarity	NPC45438
0.8983	High Similarity	NPC156139
0.8983	High Similarity	NPC73532
0.8983	High Similarity	NPC19174
0.8966	High Similarity	NPC209486
0.8966	High Similarity	NPC40649
0.8908	High Similarity	NPC133909
0.8908	High Similarity	NPC309765
0.8908	High Similarity	NPC32032
0.8862	High Similarity	NPC476119
0.886	High Similarity	NPC223004
0.8824	High Similarity	NPC242895
0.8824	High Similarity	NPC303737
0.8818	High Similarity	NPC219913
0.8814	High Similarity	NPC294964
0.8814	High Similarity	NPC294037
0.8783	High Similarity	NPC276111
0.8783	High Similarity	NPC118288
0.877	High Similarity	NPC95309
0.876	High Similarity	NPC13238
0.8739	High Similarity	NPC149246
0.8739	High Similarity	NPC146642
0.8729	High Similarity	NPC158222
0.871	High Similarity	NPC102829
0.871	High Similarity	NPC60558
0.871	High Similarity	NPC120488
0.8667	High Similarity	NPC215392
0.8655	High Similarity	NPC159525
0.864	High Similarity	NPC62219
0.864	High Similarity	NPC185497
0.8629	High Similarity	NPC80694
0.8629	High Similarity	NPC186098
0.8618	High Similarity	NPC8745
0.8618	High Similarity	NPC62952
0.8607	High Similarity	NPC255073
0.8595	High Similarity	NPC91105
0.8584	High Similarity	NPC100551
0.8571	High Similarity	NPC275504
0.8571	High Similarity	NPC198249
0.8571	High Similarity	NPC475042
0.8559	High Similarity	NPC121259
0.8548	High Similarity	NPC105157
0.8548	High Similarity	NPC190043
0.8548	High Similarity	NPC98254
0.8548	High Similarity	NPC162612
0.8548	High Similarity	NPC30501
0.8548	High Similarity	NPC100067
0.8548	High Similarity	NPC23126
0.8548	High Similarity	NPC266689
0.8548	High Similarity	NPC169250
0.8548	High Similarity	NPC103356
0.8548	High Similarity	NPC72158
0.8537	High Similarity	NPC10926
0.8525	High Similarity	NPC472029
0.8525	High Similarity	NPC65761
0.8522	High Similarity	NPC114682
0.8512	High Similarity	NPC196976
0.8512	High Similarity	NPC226275
0.8496	Intermediate Similarity	NPC29883
0.8492	Intermediate Similarity	NPC42292
0.8492	Intermediate Similarity	NPC307732
0.8487	Intermediate Similarity	NPC184527
0.848	Intermediate Similarity	NPC21305
0.848	Intermediate Similarity	NPC473017
0.848	Intermediate Similarity	NPC221777
0.8468	Intermediate Similarity	NPC267846
0.8462	Intermediate Similarity	NPC222633
0.8462	Intermediate Similarity	NPC163154
0.8438	Intermediate Similarity	NPC40524
0.8438	Intermediate Similarity	NPC139074
0.8438	Intermediate Similarity	NPC213485
0.8417	Intermediate Similarity	NPC188814
0.8417	Intermediate Similarity	NPC195262
0.8413	Intermediate Similarity	NPC474998
0.8407	Intermediate Similarity	NPC184658
0.84	Intermediate Similarity	NPC214620
0.84	Intermediate Similarity	NPC116513
0.84	Intermediate Similarity	NPC128428
0.84	Intermediate Similarity	NPC305518
0.8387	Intermediate Similarity	NPC262671
0.8387	Intermediate Similarity	NPC201728
0.8387	Intermediate Similarity	NPC477454
0.8387	Intermediate Similarity	NPC475733
0.8372	Intermediate Similarity	NPC474519
0.8359	Intermediate Similarity	NPC64359
0.8359	Intermediate Similarity	NPC65060
0.8359	Intermediate Similarity	NPC262359
0.8359	Intermediate Similarity	NPC308037
0.8359	Intermediate Similarity	NPC313618
0.8346	Intermediate Similarity	NPC147757
0.8346	Intermediate Similarity	NPC26697
0.8333	Intermediate Similarity	NPC162939
0.8333	Intermediate Similarity	NPC179898
0.8333	Intermediate Similarity	NPC293453
0.832	Intermediate Similarity	NPC473691
0.8308	Intermediate Similarity	NPC61153
0.8308	Intermediate Similarity	NPC470210
0.8308	Intermediate Similarity	NPC283590
0.8308	Intermediate Similarity	NPC164136
0.8308	Intermediate Similarity	NPC70859
0.8308	Intermediate Similarity	NPC130899
0.8308	Intermediate Similarity	NPC278375
0.8295	Intermediate Similarity	NPC205468
0.8295	Intermediate Similarity	NPC129132
0.8295	Intermediate Similarity	NPC212631
0.8295	Intermediate Similarity	NPC257756
0.8295	Intermediate Similarity	NPC87231
0.8293	Intermediate Similarity	NPC218333
0.8281	Intermediate Similarity	NPC469526
0.8281	Intermediate Similarity	NPC34070
0.8279	Intermediate Similarity	NPC248363
0.8268	Intermediate Similarity	NPC69235
0.8268	Intermediate Similarity	NPC92624
0.8268	Intermediate Similarity	NPC212379
0.8261	Intermediate Similarity	NPC224584
0.825	Intermediate Similarity	NPC28169
0.8244	Intermediate Similarity	NPC39426
0.8244	Intermediate Similarity	NPC234560
0.8231	Intermediate Similarity	NPC312318
0.8231	Intermediate Similarity	NPC472365
0.8231	Intermediate Similarity	NPC56031
0.8231	Intermediate Similarity	NPC192304
0.8231	Intermediate Similarity	NPC337373
0.8231	Intermediate Similarity	NPC139813
0.8231	Intermediate Similarity	NPC175098
0.8231	Intermediate Similarity	NPC263670
0.8231	Intermediate Similarity	NPC242294
0.8231	Intermediate Similarity	NPC188646
0.8226	Intermediate Similarity	NPC306288
0.8217	Intermediate Similarity	NPC135801
0.8217	Intermediate Similarity	NPC478190
0.8205	Intermediate Similarity	NPC212718
0.8203	Intermediate Similarity	NPC259942
0.8203	Intermediate Similarity	NPC233056
0.8203	Intermediate Similarity	NPC17840
0.8203	Intermediate Similarity	NPC247477
0.8195	Intermediate Similarity	NPC471620
0.8189	Intermediate Similarity	NPC41263
0.8182	Intermediate Similarity	NPC87545
0.8182	Intermediate Similarity	NPC240593
0.8182	Intermediate Similarity	NPC94637
0.8182	Intermediate Similarity	NPC235428
0.8174	Intermediate Similarity	NPC226699
0.8168	Intermediate Similarity	NPC286336
0.8167	Intermediate Similarity	NPC128825
0.8158	Intermediate Similarity	NPC163734
0.8154	Intermediate Similarity	NPC203817
0.8154	Intermediate Similarity	NPC153783
0.8148	Intermediate Similarity	NPC299154
0.8148	Intermediate Similarity	NPC73061
0.814	Intermediate Similarity	NPC219892
0.814	Intermediate Similarity	NPC189823
0.813	Intermediate Similarity	NPC216216
0.8125	Intermediate Similarity	NPC230818
0.8125	Intermediate Similarity	NPC109123
0.812	Intermediate Similarity	NPC9121
0.812	Intermediate Similarity	NPC290291
0.812	Intermediate Similarity	NPC476480
0.812	Intermediate Similarity	NPC275055
0.812	Intermediate Similarity	NPC212767
0.812	Intermediate Similarity	NPC303644
0.812	Intermediate Similarity	NPC209560
0.812	Intermediate Similarity	NPC84585
0.812	Intermediate Similarity	NPC7013
0.812	Intermediate Similarity	NPC177307
0.812	Intermediate Similarity	NPC116632
0.812	Intermediate Similarity	NPC162680
0.812	Intermediate Similarity	NPC188879
0.812	Intermediate Similarity	NPC181124
0.812	Intermediate Similarity	NPC175552
0.812	Intermediate Similarity	NPC294409
0.8115	Intermediate Similarity	NPC328459
0.8115	Intermediate Similarity	NPC90522
0.811	Intermediate Similarity	NPC473787
0.8106	Intermediate Similarity	NPC131039
0.8099	Intermediate Similarity	NPC174087
0.8095	Intermediate Similarity	NPC65041
0.8092	Intermediate Similarity	NPC20560
0.8092	Intermediate Similarity	NPC44437
0.8092	Intermediate Similarity	NPC144051
0.8092	Intermediate Similarity	NPC294593
0.8092	Intermediate Similarity	NPC28753
0.8092	Intermediate Similarity	NPC57601
0.8092	Intermediate Similarity	NPC82225
0.8092	Intermediate Similarity	NPC166480
0.8092	Intermediate Similarity	NPC18877
0.8092	Intermediate Similarity	NPC282780
0.8092	Intermediate Similarity	NPC223457
0.8092	Intermediate Similarity	NPC159623

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 NPC283844 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	414
0.1-0.2	1012
0.2-0.3	1829
0.3-0.4	3040
0.4-0.5	1730
0.5-0.6	850
0.6-0.7	201
0.7-0.8	59
0.8-0.85	14
0.85-0.9	1
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.8584	High Similarity	NPD9266	Approved
0.8584	High Similarity	NPD74	Approved
0.8496	Intermediate Similarity	NPD9265	Clinical (unspecified phase)
0.8496	Intermediate Similarity	NPD9263	Approved
0.8496	Intermediate Similarity	NPD9267	Approved
0.8496	Intermediate Similarity	NPD9264	Approved
0.8359	Intermediate Similarity	NPD1240	Approved
0.8244	Intermediate Similarity	NPD1510	Phase 2
0.8231	Intermediate Similarity	NPD1607	Approved
0.8217	Intermediate Similarity	NPD943	Approved
0.8167	Intermediate Similarity	NPD9493	Approved
0.8142	Intermediate Similarity	NPD9261	Approved
0.806	Intermediate Similarity	NPD1549	Phase 2
0.8033	Intermediate Similarity	NPD9545	Approved
0.8	Intermediate Similarity	NPD9281	Approved
0.8	Intermediate Similarity	NPD9269	Phase 2
0.7985	Intermediate Similarity	NPD1550	Clinical (unspecified phase)
0.7985	Intermediate Similarity	NPD1552	Clinical (unspecified phase)
0.797	Intermediate Similarity	NPD651	Clinical (unspecified phase)
0.7967	Intermediate Similarity	NPD9268	Approved
0.791	Intermediate Similarity	NPD1551	Phase 2
0.7836	Intermediate Similarity	NPD1509	Clinical (unspecified phase)
0.7724	Intermediate Similarity	NPD405	Clinical (unspecified phase)
0.7674	Intermediate Similarity	NPD1164	Approved
0.7664	Intermediate Similarity	NPD970	Clinical (unspecified phase)
0.7612	Intermediate Similarity	NPD230	Phase 1
0.7586	Intermediate Similarity	NPD846	Approved
0.7586	Intermediate Similarity	NPD940	Approved
0.7518	Intermediate Similarity	NPD2796	Approved
0.75	Intermediate Similarity	NPD1201	Approved
0.7465	Intermediate Similarity	NPD4378	Clinical (unspecified phase)
0.7448	Intermediate Similarity	NPD4380	Phase 2
0.7447	Intermediate Similarity	NPD643	Clinical (unspecified phase)
0.7442	Intermediate Similarity	NPD9717	Approved
0.7429	Intermediate Similarity	NPD1878	Clinical (unspecified phase)
0.7405	Intermediate Similarity	NPD1470	Approved
0.7405	Intermediate Similarity	NPD1203	Approved
0.7402	Intermediate Similarity	NPD4196	Clinical (unspecified phase)
0.7394	Intermediate Similarity	NPD6799	Approved
0.7394	Intermediate Similarity	NPD1511	Approved
0.7343	Intermediate Similarity	NPD7410	Clinical (unspecified phase)
0.7343	Intermediate Similarity	NPD642	Clinical (unspecified phase)
0.7333	Intermediate Similarity	NPD520	Approved
0.7293	Intermediate Similarity	NPD9494	Approved
0.7292	Intermediate Similarity	NPD1512	Approved
0.7279	Intermediate Similarity	NPD7411	Suspended
0.7273	Intermediate Similarity	NPD7390	Discontinued
0.723	Intermediate Similarity	NPD1934	Approved
0.7203	Intermediate Similarity	NPD1242	Phase 1
0.72	Intermediate Similarity	NPD3882	Suspended
0.7181	Intermediate Similarity	NPD2393	Clinical (unspecified phase)
0.7174	Intermediate Similarity	NPD6651	Approved
0.7168	Intermediate Similarity	NPD9256	Approved
0.7168	Intermediate Similarity	NPD9258	Approved
0.7152	Intermediate Similarity	NPD7075	Discontinued
0.7152	Intermediate Similarity	NPD4381	Clinical (unspecified phase)
0.7143	Intermediate Similarity	NPD2935	Discontinued
0.7143	Intermediate Similarity	NPD5406	Approved
0.7143	Intermediate Similarity	NPD5408	Approved
0.7143	Intermediate Similarity	NPD5405	Approved
0.7143	Intermediate Similarity	NPD5404	Approved
0.7133	Intermediate Similarity	NPD8443	Clinical (unspecified phase)
0.7132	Intermediate Similarity	NPD6859	Clinical (unspecified phase)
0.7123	Intermediate Similarity	NPD920	Approved
0.7103	Intermediate Similarity	NPD2533	Approved
0.7103	Intermediate Similarity	NPD2532	Approved
0.7103	Intermediate Similarity	NPD2534	Approved
0.7095	Intermediate Similarity	NPD6599	Discontinued
0.7067	Intermediate Similarity	NPD7096	Clinical (unspecified phase)
0.7067	Intermediate Similarity	NPD7819	Suspended
0.7067	Intermediate Similarity	NPD2801	Approved
0.7063	Intermediate Similarity	NPD3750	Approved
0.7007	Intermediate Similarity	NPD411	Approved
0.7	Intermediate Similarity	NPD6801	Discontinued
0.6993	Remote Similarity	NPD1243	Approved
0.6993	Remote Similarity	NPD2654	Approved
0.6993	Remote Similarity	NPD2800	Approved
0.6974	Remote Similarity	NPD7768	Phase 2
0.6972	Remote Similarity	NPD2344	Approved
0.697	Remote Similarity	NPD422	Phase 1
0.697	Remote Similarity	NPD1547	Clinical (unspecified phase)
0.6963	Remote Similarity	NPD1019	Discontinued
0.6928	Remote Similarity	NPD3749	Approved
0.6923	Remote Similarity	NPD1548	Phase 1
0.6909	Remote Similarity	NPD9089	Approved
0.6892	Remote Similarity	NPD5403	Approved
0.6885	Remote Similarity	NPD1237	Approved
0.6879	Remote Similarity	NPD9279	Approved
0.6879	Remote Similarity	NPD7852	Clinical (unspecified phase)
0.6875	Remote Similarity	NPD111	Approved
0.6875	Remote Similarity	NPD7421	Clinical (unspecified phase)
0.6871	Remote Similarity	NPD5401	Approved
0.6861	Remote Similarity	NPD6832	Phase 2
0.6857	Remote Similarity	NPD447	Suspended
0.6818	Remote Similarity	NPD9093	Approved
0.6814	Remote Similarity	NPD9257	Approved
0.6814	Remote Similarity	NPD9259	Approved
0.6797	Remote Similarity	NPD1241	Discontinued
0.6797	Remote Similarity	NPD3817	Phase 2
0.6792	Remote Similarity	NPD3818	Discontinued
0.6781	Remote Similarity	NPD2309	Approved
0.6774	Remote Similarity	NPD919	Approved
0.6772	Remote Similarity	NPD6167	Clinical (unspecified phase)
0.6772	Remote Similarity	NPD6168	Clinical (unspecified phase)
0.6772	Remote Similarity	NPD6166	Phase 2
0.6763	Remote Similarity	NPD3764	Approved
0.6757	Remote Similarity	NPD7422	Clinical (unspecified phase)
0.6753	Remote Similarity	NPD4868	Clinical (unspecified phase)
0.6752	Remote Similarity	NPD6232	Discontinued
0.675	Remote Similarity	NPD9273	Approved
0.6746	Remote Similarity	NPD4750	Phase 3
0.6716	Remote Similarity	NPD1610	Phase 2
0.6715	Remote Similarity	NPD2798	Approved
0.6713	Remote Similarity	NPD3748	Approved
0.669	Remote Similarity	NPD9277	Approved
0.669	Remote Similarity	NPD75	Approved
0.6688	Remote Similarity	NPD1247	Approved
0.6688	Remote Similarity	NPD6959	Discontinued
0.6667	Remote Similarity	NPD1759	Phase 1
0.6667	Remote Similarity	NPD3972	Approved
0.6667	Remote Similarity	NPD5953	Discontinued
0.6646	Remote Similarity	NPD7804	Clinical (unspecified phase)
0.6646	Remote Similarity	NPD7054	Approved
0.6646	Remote Similarity	NPD7286	Phase 2
0.6639	Remote Similarity	NPD2934	Approved
0.6639	Remote Similarity	NPD2933	Approved
0.6626	Remote Similarity	NPD6559	Discontinued
0.6625	Remote Similarity	NPD7473	Discontinued
0.6621	Remote Similarity	NPD9278	Suspended
0.6621	Remote Similarity	NPD9276	Approved
0.6621	Remote Similarity	NPD9274	Approved
0.6621	Remote Similarity	NPD9275	Approved
0.662	Remote Similarity	NPD1899	Clinical (unspecified phase)
0.6605	Remote Similarity	NPD7472	Approved
0.6605	Remote Similarity	NPD7074	Phase 3
0.6605	Remote Similarity	NPD1729	Discontinued
0.6599	Remote Similarity	NPD4628	Phase 3
0.6599	Remote Similarity	NPD1196	Approved
0.6597	Remote Similarity	NPD2799	Discontinued
0.6591	Remote Similarity	NPD1758	Phase 1
0.6583	Remote Similarity	NPD2859	Approved
0.6583	Remote Similarity	NPD2860	Approved
0.6581	Remote Similarity	NPD5402	Approved
0.6565	Remote Similarity	NPD255	Approved
0.6565	Remote Similarity	NPD256	Approved
0.6564	Remote Similarity	NPD6797	Phase 2
0.6554	Remote Similarity	NPD6190	Approved
0.6552	Remote Similarity	NPD9094	Approved
0.6543	Remote Similarity	NPD6020	Phase 2
0.6531	Remote Similarity	NPD1195	Approved
0.6525	Remote Similarity	NPD2313	Discontinued
0.6525	Remote Similarity	NPD1296	Phase 2
0.6524	Remote Similarity	NPD7251	Discontinued
0.6519	Remote Similarity	NPD5494	Approved
0.6516	Remote Similarity	NPD1465	Phase 2
0.6515	Remote Similarity	NPD9568	Approved
0.6503	Remote Similarity	NPD1933	Approved
0.65	Remote Similarity	NPD1432	Clinical (unspecified phase)
0.6485	Remote Similarity	NPD4419	Clinical (unspecified phase)
0.6485	Remote Similarity	NPD4338	Clinical (unspecified phase)
0.6485	Remote Similarity	NPD7808	Phase 3
0.6484	Remote Similarity	NPD9380	Clinical (unspecified phase)
0.6475	Remote Similarity	NPD9495	Approved
0.6467	Remote Similarity	NPD1543	Discontinued
0.6449	Remote Similarity	NPD3225	Approved
0.6446	Remote Similarity	NPD1809	Phase 2
0.6446	Remote Similarity	NPD844	Approved
0.6438	Remote Similarity	NPD5711	Approved
0.6438	Remote Similarity	NPD6099	Approved
0.6438	Remote Similarity	NPD5710	Approved
0.6438	Remote Similarity	NPD6100	Approved
0.6423	Remote Similarity	NPD1238	Approved
0.6423	Remote Similarity	NPD3020	Approved
0.6417	Remote Similarity	NPD845	Approved
0.6417	Remote Similarity	NPD1202	Approved
0.6403	Remote Similarity	NPD2797	Approved
0.64	Remote Similarity	NPD3300	Phase 2
0.6393	Remote Similarity	NPD288	Approved
0.6383	Remote Similarity	NPD4908	Phase 1
0.6382	Remote Similarity	NPD9509	Clinical (unspecified phase)
0.6376	Remote Similarity	NPD3400	Discontinued
0.6376	Remote Similarity	NPD6398	Clinical (unspecified phase)
0.6371	Remote Similarity	NPD289	Clinical (unspecified phase)
0.637	Remote Similarity	NPD7033	Discontinued
0.637	Remote Similarity	NPD4308	Phase 3
0.6364	Remote Similarity	NPD9260	Approved
0.6341	Remote Similarity	NPD5844	Phase 1
0.634	Remote Similarity	NPD6980	Clinical (unspecified phase)
0.6331	Remote Similarity	NPD1876	Approved
0.6327	Remote Similarity	NPD9570	Approved
0.6325	Remote Similarity	NPD6104	Discontinued
0.6324	Remote Similarity	NPD1778	Approved
0.6324	Remote Similarity	NPD3019	Approved
0.6324	Remote Similarity	NPD2932	Approved
0.6319	Remote Similarity	NPD468	Phase 1
0.6319	Remote Similarity	NPD3140	Approved
0.6319	Remote Similarity	NPD3142	Approved
0.6304	Remote Similarity	NPD1608	Approved
0.6304	Remote Similarity	NPD1481	Phase 2
0.6296	Remote Similarity	NPD3926	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