Compound Detail

CHEMBL445177

GINGKOLIC ACID

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CCCCCC/C=C\CCCCCCCc1cccc(O)c1C(=O)O

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL445177
Name	GINGKOLIC ACID
Phase	Preclinical
Structure Type	MOL
InChI Key	YXHVCZZLWZYHSA-FPLPWBNLSA-N

Known Names

6[8'(Z )-Pentadecenyl]Salicylic Acid

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

346.5

MW (Da)

6.50

ALogP

HBA

HBD

57.5

PSA (Å²)

0.30

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula	C22H34O3
MW	346.51
Aromatic Rings	1
Heavy Atoms	25
NP-Likeness	0.93

Activity Summary

IC50 12 meas. best 5.84

EC50 1 meas. best 5.08

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
MUS81-ECE1 CHEMBL5465380	IC50	5.84	5.84	1450.0	1
Phosphatidylcholine:ceramide cholinephosphotransferase 2 CHEMBL3112379	IC50	5.82	5.82	1500.0	1
Phosphatidylcholine:ceramide cholinephosphotransferase 1 CHEMBL3611965	IC50	5.82	5.82	1500.0	1
Replicase polyprotein 1ab CHEMBL4523582	IC50	5.75	5.27	1790.0	2
SUMO-activating enzyme subunit 1 CHEMBL1615388	IC50	5.52	5.52	3000.0	1
Unchecked CHEMBL612545	IC50	5.52	5.52	3000.0	1
1-phosphatidylinositol 4,5-bisphosphate phosphodiesterase gamma-1 CHEMBL5566	IC50	5.25	4.685	5660.0	2
72 kDa type IV collagenase CHEMBL333	IC50	5.2	5.2	6300.0	1
SARS-CoV-2 CHEMBL4303835	EC50	5.08	5.08	8300.0	1
Coagulation factor VII/tissue factor CHEMBL2095194	IC50	4.5	4.5	32000.0	1
Seed linoleate 13S-lipoxygenase-1 CHEMBL4586	IC50	4.3	4.3	50000.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
MUS81-ECE1	IC50	=	1450.0	nM	5.84	Inhibition of human GST-tagged MUS81-ECE1 expressed in Escherichia coli BL21(DE3...	37352577
Phosphatidylcholine:ceramide cholinephosphotransferase 1	IC50	=	1500.0	nM	5.82	Inhibition of SMS1 (unknown origin)	31413799
Phosphatidylcholine:ceramide cholinephosphotransferase 2	IC50	=	1500.0	nM	5.82	Inhibition of SMS2 (unknown origin)	31413799
Replicase polyprotein 1ab	IC50	=	1790.0	nM	5.75	Inhibition of N-terminal His-tagged SARS-CoV-2 PLpro using Z-RLRGG-AMC as substr...	38967785
SUMO-activating enzyme subunit 1	IC50	=	3000.0	nM	5.52	Inhibition of recombinant SAE1(unknown origin)-mediated SUMOylation of RanGAP1-C...	23360215
Unchecked	IC50	=	3000.0	nM	5.52	Inhibition of His-tagged SUMO1/GST-tagged Aos1/Uba2/His-tagged Ubc9 (unknown ori...	35247754
1-phosphatidylinositol 4,5-bisphosphate phosphodiesterase gamma-1	IC50	=	5660.0	nM	5.25	Inhibition of bovine brain PI-PLCgamma1	9677265
72 kDa type IV collagenase	IC50	=	6300.0	nM	5.2	Inhibition of recombinant human MMP2 using fluorescently conjugated gelatin as s...	32904148
SARS-CoV-2	EC50	=	8300.0	nM	5.08	Antiviral activity against SARS CoV-2 USA-WA1/2020 infected in African green mon...	38967785
Replicase polyprotein 1ab	IC50	=	16300.0	nM	4.79	Inhibition of SARS CoV-2 main protease	38967785
Coagulation factor VII/tissue factor	IC50	=	32000.0	nM	4.5	Inhibition of amidolytic activity of human tissue factor/human factor 7a	9834151
Seed linoleate 13S-lipoxygenase-1	IC50	=	50000.0	nM	4.3	Inhibition of soybean lipoxygenase-1	-
1-phosphatidylinositol 4,5-bisphosphate phosphodiesterase gamma-1	IC50	=	76320.0	nM	4.12	Inhibition of bovine brain PI-PLCgamma1 at 125 ug/mL	9677265

Literature References

PubMed	DOI	Target Context	# Activities
21905729	10.1021/jf202386c	Cydia pomonella	4
8021657	10.1021/np50106a021	Tyrosinase	3
38967785	10.1021/acs.jmedchem.4c00384	Replicase polyprotein 1ab	2
9677265	10.1021/np970367q	1-phosphatidylinositol 4,5-bisphosphate phosphodiesterase gamma-1	2
17959274	10.1016/j.ejmech.2007.08.012	Streptococcus mutans	2
9834151	10.1021/np980117p	Coagulation factor VII/tissue factor	1
38967785	10.1021/acs.jmedchem.4c00384	SARS-CoV-2	1
23571415	10.1124/mol.112.084152	Solute carrier organic anion transporter family member 1B1	1
23920437	10.1016/j.bmcl.2013.07.022	SUMO-activating enzyme	1
23360215	10.1021/jm301420b	SUMO-activating enzyme subunit 1	1
8158169	10.1021/np50103a002	Cutibacterium acnes	1
9834151	10.1021/np980117p	Trypsin	1
9834151	10.1021/np980117p	No relevant target	1
9677265	10.1021/np970367q	SK-OV-3	1
9677265	10.1021/np970367q	ADMET	1
9677265	10.1021/np970367q	HT1197	1
9677265	10.1021/np970367q	A549	1
9677265	10.1021/np970367q	HCT-15	1
9677265	10.1021/np970367q	MCF7	1
-	10.1021/np50114a025	Seed linoleate 13S-lipoxygenase-1	1

Data from ChEMBL 36 via Core Engine