2-(3-((4,5,7-trifluorobenzo[d]thiazol-2-yl)methyl)-1H-pyrrolo[2,3-b]pyridin-1-yl)acetic acid

Identification

Generic Name
2-(3-((4,5,7-trifluorobenzo[d]thiazol-2-yl)methyl)-1H-pyrrolo[2,3-b]pyridin-1-yl)acetic acid
DrugBank Accession Number
DB08449
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
Weight
Average: 377.34
Monoisotopic: 377.044581884
Chemical Formula
C17H10F3N3O2S
Synonyms
Not Available

Pharmacology

Indication

Not Available

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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UAldose reductaseNot 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 alpha amino acids and derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon), or a derivative thereof.
Kingdom
Organic compounds
Super Class
Organic acids and derivatives
Class
Carboxylic acids and derivatives
Sub Class
Amino acids, peptides, and analogues
Direct Parent
Alpha amino acids and derivatives
Alternative Parents
Pyrrolopyridines / Benzothiazoles / Substituted pyrroles / Pyridines and derivatives / Aryl fluorides / Benzenoids / Thiazoles / Heteroaromatic compounds / Azacyclic compounds / Monocarboxylic acids and derivatives
show 7 more
Substituents
1,3-benzothiazole / Alpha-amino acid or derivatives / Aromatic heteropolycyclic compound / Aryl fluoride / Aryl halide / Azacycle / Azole / Benzenoid / Carbonyl group / Carboxylic acid
show 17 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
Not Available
InChI Key
IEVFQDJUDLCOQY-UHFFFAOYSA-N
InChI
InChI=1S/C17H10F3N3O2S/c18-10-5-11(19)16-15(14(10)20)22-12(26-16)4-8-6-23(7-13(24)25)17-9(8)2-1-3-21-17/h1-3,5-6H,4,7H2,(H,24,25)
IUPAC Name
2-{3-[(4,5,7-trifluoro-1,3-benzothiazol-2-yl)methyl]-1H-pyrrolo[2,3-b]pyridin-1-yl}acetic acid
SMILES
OC(=O)CN1C=C(CC2=NC3=C(S2)C(F)=CC(F)=C3F)C2=CC=CN=C12

References

General References
Not Available
PubChem Compound
10150441
PubChem Substance
99444920
ChemSpider
8325949
BindingDB
50343933
ChEMBL
CHEMBL1235556
ZINC
ZINC000034322977
PDBe Ligand
Q74
PDB Entries
3g5e

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 Solubility0.0173 mg/mLALOGPS
logP3.47ALOGPS
logP2.91Chemaxon
logS-4.3ALOGPS
pKa (Strongest Acidic)3.66Chemaxon
pKa (Strongest Basic)4.37Chemaxon
Physiological Charge-1Chemaxon
Hydrogen Acceptor Count4Chemaxon
Hydrogen Donor Count1Chemaxon
Polar Surface Area68.01 Å2Chemaxon
Rotatable Bond Count4Chemaxon
Refractivity86.8 m3·mol-1Chemaxon
Polarizability33.52 Å3Chemaxon
Number of Rings4Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.9645
Blood Brain Barrier+0.9374
Caco-2 permeable+0.5181
P-glycoprotein substrateNon-substrate0.6037
P-glycoprotein inhibitor INon-inhibitor0.7161
P-glycoprotein inhibitor IINon-inhibitor0.7267
Renal organic cation transporterNon-inhibitor0.6791
CYP450 2C9 substrateNon-substrate0.7944
CYP450 2D6 substrateNon-substrate0.7998
CYP450 3A4 substrateNon-substrate0.6292
CYP450 1A2 substrateNon-inhibitor0.6571
CYP450 2C9 inhibitorNon-inhibitor0.5884
CYP450 2D6 inhibitorNon-inhibitor0.8732
CYP450 2C19 inhibitorNon-inhibitor0.6365
CYP450 3A4 inhibitorNon-inhibitor0.8676
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.7336
Ames testNon AMES toxic0.7743
CarcinogenicityNon-carcinogens0.9094
BiodegradationNot ready biodegradable0.9938
Rat acute toxicity2.4440 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9734
hERG inhibition (predictor II)Non-inhibitor0.7471
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-MSsplash10-052f-2169000000-cdcba2ee27287c24732c
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-004i-0009000000-709b5fd5c42fbb8c9cfc
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-004i-0009000000-c1d8c061c1b96f692040
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-004i-0009000000-4a721308fa07b4a4aa7e
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-004i-0009000000-8697430743c1142882fe
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-014i-0029000000-895d5b1c6b9ed17e1ee2
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-004i-1539000000-8b6101cc8872b0778c81
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]-178.28542
predicted
DeepCCS 1.0 (2019)
[M+H]+180.64342
predicted
DeepCCS 1.0 (2019)
[M+Na]+187.48799
predicted
DeepCCS 1.0 (2019)

Targets

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Details
1. Aldose reductase
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Glyceraldehyde oxidoreductase activity
Specific Function
Catalyzes the NADPH-dependent reduction of a wide variety of carbonyl-containing compounds to their corresponding alcohols with a broad range of catalytic efficiencies.
Gene Name
AKR1B1
Uniprot ID
P15121
Uniprot Name
Aldose reductase
Molecular Weight
35853.125 Da
References
  1. 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 September 15, 2010 21:31 / Updated at June 12, 2020 16:52