6-(Oxalyl-Amino)-1h-Indole-5-Carboxylic Acid

Identification

Generic Name
6-(Oxalyl-Amino)-1h-Indole-5-Carboxylic Acid
DrugBank Accession Number
DB04001
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
Weight
Average: 248.1916
Monoisotopic: 248.043321376
Chemical Formula
C11H8N2O5
Synonyms
Not Available

Pharmacology

Indication

Not Available

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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UTyrosine-protein phosphatase non-receptor type 1Not AvailableHumans
Absorption

Not Available

Volume of distribution

Not Available

Protein binding

Not Available

Metabolism
Not Available
Route of elimination

Not Available

Half-life

Not Available

Clearance

Not Available

Adverse Effects
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Toxicity

Not Available

Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
Not Available
Food Interactions
Not Available

Categories

Drug Categories
Not Available
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as indolecarboxylic acids. These are compounds containing a carboxylic acid group linked to an indole.
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Indoles and derivatives
Sub Class
Indolecarboxylic acids and derivatives
Direct Parent
Indolecarboxylic acids
Alternative Parents
Alpha amino acids and derivatives / Indoles / N-arylamides / Dicarboxylic acids and derivatives / Benzenoids / Vinylogous amides / Pyrroles / Heteroaromatic compounds / Secondary carboxylic acid amides / Carboxylic acids
show 5 more
Substituents
Alpha-amino acid or derivatives / Aromatic heteropolycyclic compound / Azacycle / Benzenoid / Carbonyl group / Carboxamide group / Carboxylic acid / Carboxylic acid derivative / Dicarboxylic acid or derivatives / Heteroaromatic compound
show 13 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
WM8KMK01TA
CAS number
Not Available
InChI Key
AHWMERGBWWROMM-UHFFFAOYSA-N
InChI
InChI=1S/C11H8N2O5/c14-9(11(17)18)13-8-4-7-5(1-2-12-7)3-6(8)10(15)16/h1-4,12H,(H,13,14)(H,15,16)(H,17,18)
IUPAC Name
6-(carboxyformamido)-1H-indole-5-carboxylic acid
SMILES
OC(=O)C(=O)NC1=CC2=C(C=CN2)C=C1C(O)=O

References

General References
Not Available
PubChem Compound
444763
PubChem Substance
46507416
ChemSpider
392593
BindingDB
50118796
ChEMBL
CHEMBL342478
PDBe Ligand
OAI
PDB Entries
1c83

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage Forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Solid
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.16 mg/mLALOGPS
logP0.67ALOGPS
logP1.58Chemaxon
logS-3.2ALOGPS
pKa (Strongest Acidic)2.41Chemaxon
pKa (Strongest Basic)-6.9Chemaxon
Physiological Charge-2Chemaxon
Hydrogen Acceptor Count5Chemaxon
Hydrogen Donor Count4Chemaxon
Polar Surface Area119.49 Å2Chemaxon
Rotatable Bond Count3Chemaxon
Refractivity61.06 m3·mol-1Chemaxon
Polarizability22.79 Å3Chemaxon
Number of Rings2Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.6376
Blood Brain Barrier+0.7109
Caco-2 permeable-0.7036
P-glycoprotein substrateNon-substrate0.7969
P-glycoprotein inhibitor INon-inhibitor0.9553
P-glycoprotein inhibitor IINon-inhibitor0.8854
Renal organic cation transporterNon-inhibitor0.9742
CYP450 2C9 substrateNon-substrate0.7731
CYP450 2D6 substrateNon-substrate0.8648
CYP450 3A4 substrateNon-substrate0.69
CYP450 1A2 substrateInhibitor0.7012
CYP450 2C9 inhibitorNon-inhibitor0.6442
CYP450 2D6 inhibitorNon-inhibitor0.9233
CYP450 2C19 inhibitorNon-inhibitor0.8556
CYP450 3A4 inhibitorNon-inhibitor0.8665
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9105
Ames testNon AMES toxic0.7553
CarcinogenicityNon-carcinogens0.8981
BiodegradationNot ready biodegradable0.8216
Rat acute toxicity1.9324 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.998
hERG inhibition (predictor II)Non-inhibitor0.9066
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397)

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSsplash10-0f9t-0940000000-0d90f1d869ad23d61520
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-0032-0290000000-c02b7fead8e68e43fe58
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-0a4i-0910000000-c7307cbadd1524030ffc
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-053r-0790000000-96d0790077fddeb7bde8
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-0a4i-0900000000-3bdd16d1c5e65596c4c1
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-001i-0900000000-0730b7b0ca5a716390ca
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0a4i-0900000000-e3edbf612187d6c66e0d
Predicted 1H NMR Spectrum1D NMRNot Applicable
Predicted 13C NMR Spectrum1D NMRNot Applicable
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-164.1295469
predicted
DarkChem Lite v0.1.0
[M-H]-155.17502
predicted
DeepCCS 1.0 (2019)
[M+H]+166.4005469
predicted
DarkChem Lite v0.1.0
[M+H]+157.53302
predicted
DeepCCS 1.0 (2019)
[M+Na]+164.8832469
predicted
DarkChem Lite v0.1.0
[M+Na]+163.62617
predicted
DeepCCS 1.0 (2019)

Targets

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Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Zinc ion binding
Specific Function
Tyrosine-protein phosphatase which acts as a regulator of endoplasmic reticulum unfolded protein response. Mediates dephosphorylation of EIF2AK3/PERK; inactivating the protein kinase activity of EI...
Gene Name
PTPN1
Uniprot ID
P18031
Uniprot Name
Tyrosine-protein phosphatase non-receptor type 1
Molecular Weight
49966.44 Da
References
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [Article]
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [Article]
  3. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [Article]

Drug created at June 13, 2005 13:24 / Updated at June 12, 2020 16:52