NPASS Natural Product

Natural Product: NPC156654

Natural Product ID:	NPC156654
Common Name:	Protocatechuic Acid
IUPAC Name:	3,4-dihydroxybenzoic acid
Synonyms:	Protacatechuic Acid
Molecular Formula:	C7H6O4
Standard InCHIKey:	YQUVCSBJEUQKSH-UHFFFAOYSA-N
Standard InCHI:	InChI=1S/C7H6O4/c8-5-2-1-4(7(10)11)3-6(5)9/h1-3,8-9H,(H,10,11)
Canonical SMILES:	OC(=O)c1ccc(c(c1)O)O
First Find Year:
Max Developmental Stage:
Synthetic Gene Cluster:	;

Species Source

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Organism ID	Organism Name	Taxonomy Level	Family	SuperKingdom	Reference
NPO10026	Mitracarpus scaber	Species	Rubiaceae	Eukaryota	UNPD*
NPO10081	Othonna sedifolia	Species	Asteraceae	Eukaryota	UNPD*
NPO10082	Citrus unshiu	Species	Rutaceae	Eukaryota	TM-MC*
NPO10092	Hesperocyparis bakeri	Species	Cupressaceae	Eukaryota	UNPD*
NPO10098	Glycosmis pseudoracemosa	Species	Rutaceae	Eukaryota	UNPD*
NPO10155	Stauntonia obovatifoliola	Species	Lardizabalaceae	Eukaryota	UNPD*
NPO10189	Abutilon theophrasti	Species	Malvaceae	Eukaryota	TM-MC*
NPO10247	Orthosphenia mexicana	Species	Celastraceae	Eukaryota	UNPD*
NPO10304	Colletotrichum gloeosporioides	Species	Glomerellaceae	Eukaryota	UNPD*
NPO10316	Glechoma longituba	Species	Lamiaceae	Eukaryota	TM-MC*

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Biological Activity

Activity Type	# Activity
EC50	6
IC50	25
Kd	2
Ki	13
MIC	7
Others	58
Potency	15

Activity Type	# Activity
Cell Line	9
Individual Protein	46
Organism	17
Others	51
Protein-Protein Interaction	1
Tissue	2

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Target ID	Target Type	Target Name	Activity Type	Activity Relation	Value	Unit	Reference
NPT1	Others	Radical scavenging activity	Activity	=	89.9	%	15043425
NPT1	Others	Radical scavenging activity	IC50	=	77.63	ug/ml	18976928
NPT1	Others	Radical scavenging activity	IC50	=	6.9	ug/ml	16643034
NPT1	Others	Radical scavenging activity	Activity	=	43	%	20973550
NPT1	Others	Radical scavenging activity	Activity	=	68.4	%	20973550
NPT1	Others	Radical scavenging activity	Activity	=	70.4	%	20973550
NPT1	Others	Radical scavenging activity	Activity	=	74.6	%	20973550
NPT1	Others	Radical scavenging activity	Activity	=	82.7	%	20973550
NPT1	Others	Radical scavenging activity	EC50	=	2.1	ug/ml	20973550
NPT1	Others	Radical scavenging activity	EC50	=	8830	nM	24681984

Showing 1 to 10 of 124 entries

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Similar Natural Products 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 NPC156654 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	261
0.1-0.2	1272
0.2-0.3	3211
0.3-0.4	7556
0.4-0.5	5552
0.5-0.6	4003
0.6-0.7	7102
0.7-0.8	1791
0.8-0.85	115
0.85-0.9	20
0.9-0.95	6
0.95-1	0

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Similarity Score	Similarity Level	Natural Product ID
0.7881	Intermediate Similarity	NPC100551
0.7883	Intermediate Similarity	NPC297517
0.7883	Intermediate Similarity	NPC477335
0.7883	Intermediate Similarity	NPC471027
0.7883	Intermediate Similarity	NPC224389

Showing 1 to 5 of 200 entries

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Similar Clinical/Approved Drugs

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules.

● The left chart: Distribution of similarity level between NPC156654 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	286
0.1-0.2	929
0.2-0.3	1741
0.3-0.4	2864
0.4-0.5	1894
0.5-0.6	1040
0.6-0.7	342
0.7-0.8	57
0.8-0.85	4
0.85-0.9	2
0.9-0.95	2
0.95-1	0

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Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.6412	Remote Similarity	NPD5277	Phase 2
0.6415	Remote Similarity	NPD6234	Discontinued
0.6415	Remote Similarity	NPD919	Approved
0.6423	Remote Similarity	NPD1281	Approved
0.6423	Remote Similarity	NPD422	Phase 1

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Structure

External Identifiers

PubChem CID	72
ChEMBL	CHEMBL37537
ZINC

Physicochemical Properties

Molecular Weight:	154.03
ALogP:	-1.1604
MLogP:	1.79
XLogP:	0.536
# Rotatable Bonds:	4
Polar Surface Area:	77.76
# H-Bond Aceptor:	2
# H-Bond Donor:	3
# Rings:	1
# Heavy Atoms:	11

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