NAV

N-Acetylproline

Identification

Generic Name
N-Acetylproline
DrugBank Accession Number
DB03360
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 157.1671
Monoisotopic: 157.073893223
Chemical Formula
C7H11NO3
Synonyms
  • (2S)-1-acetylpyrrolidine-2-carboxylic acid
  • (S)-(-)-N-acetylproline
  • (S)-1-acetylpyrrolidine-2-carboxylic acid
  • (S)-N-acetylproline
  • 1-acetylproline
  • Acetyl proline
  • N-acetyl-L-proline
External IDs
  • NSC-280718
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Pharmacology

Indication

Not Available

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Contraindications & Blackbox Warnings
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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
U(5R)-carbapenem-3-carboxylate synthaseNot AvailablePectobacterium carotovorum subsp. carotovorum
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
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as proline and derivatives. These are compounds containing proline or a derivative thereof resulting from reaction of proline at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.
Kingdom
Organic compounds
Super Class
Organic acids and derivatives
Class
Carboxylic acids and derivatives
Sub Class
Amino acids, peptides, and analogues
Direct Parent
Proline and derivatives
Alternative Parents
N-acyl-L-alpha-amino acids / Pyrrolidine carboxylic acids / N-acylpyrrolidines / Tertiary carboxylic acid amides / Acetamides / Monocarboxylic acids and derivatives / Carboxylic acids / Azacyclic compounds / Organopnictogen compounds / Organonitrogen compounds
show 3 more
Substituents
Acetamide / Aliphatic heteromonocyclic compound / Azacycle / Carbonyl group / Carboxamide group / Carboxylic acid / Hydrocarbon derivative / Monocarboxylic acid or derivatives / N-acyl-alpha amino acid or derivatives / N-acyl-alpha-amino acid
show 14 more
Molecular Framework
Aliphatic heteromonocyclic compounds
External Descriptors
L-proline derivative, pyrrolidinemonocarboxylic acid, N-acylpyrrolidine, N-acetyl-L-amino acid (CHEBI:21560)
Affected organisms
Not Available

Chemical Identifiers

UNII
CC8XZ138VZ
CAS number
68-95-1
InChI Key
GNMSLDIYJOSUSW-LURJTMIESA-N
InChI
InChI=1S/C7H11NO3/c1-5(9)8-4-2-3-6(8)7(10)11/h6H,2-4H2,1H3,(H,10,11)/t6-/m0/s1
IUPAC Name
(2S)-1-acetylpyrrolidine-2-carboxylic acid
SMILES
[H][C@]1(CCCN1C(C)=O)C(O)=O

References

General References
Not Available
Human Metabolome Database
HMDB0094701
PubChem Compound
66141
PubChem Substance
46505160
ChemSpider
59528
ChEBI
21560
ChEMBL
CHEMBL1234599
ZINC
ZINC000000119664
PDBe Ligand
N7P
PDB Entries
1nx8 / 3p9y / 4avs / 4y69 / 4y6a / 4y6v / 5ivn / 5t1i / 6ax4 / 6i2g …
show 2 more

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 Solubility517.0 mg/mLALOGPS
logP-0.51ALOGPS
logP-0.49Chemaxon
logS0.52ALOGPS
pKa (Strongest Acidic)3.89Chemaxon
pKa (Strongest Basic)-1.8Chemaxon
Physiological Charge-1Chemaxon
Hydrogen Acceptor Count3Chemaxon
Hydrogen Donor Count1Chemaxon
Polar Surface Area57.61 Å2Chemaxon
Rotatable Bond Count1Chemaxon
Refractivity37.63 m3·mol-1Chemaxon
Polarizability15.47 Å3Chemaxon
Number of Rings1Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.9664
Blood Brain Barrier+0.9223
Caco-2 permeable+0.6508
P-glycoprotein substrateNon-substrate0.6238
P-glycoprotein inhibitor INon-inhibitor0.9045
P-glycoprotein inhibitor IINon-inhibitor0.9628
Renal organic cation transporterNon-inhibitor0.7688
CYP450 2C9 substrateNon-substrate0.7444
CYP450 2D6 substrateNon-substrate0.6066
CYP450 3A4 substrateNon-substrate0.5386
CYP450 1A2 substrateNon-inhibitor0.8702
CYP450 2C9 inhibitorNon-inhibitor0.9328
CYP450 2D6 inhibitorNon-inhibitor0.9566
CYP450 2C19 inhibitorNon-inhibitor0.9296
CYP450 3A4 inhibitorNon-inhibitor0.9794
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9688
Ames testNon AMES toxic0.8537
CarcinogenicityNon-carcinogens0.9547
BiodegradationReady biodegradable0.8839
Rat acute toxicity1.8228 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9865
hERG inhibition (predictor II)Non-inhibitor0.9655
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-MSsplash10-01ox-9300000000-defdd568f7cdb7d56525
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-03k9-7900000000-5b420b87b7ecd0f80bac
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-03di-0900000000-0977fa552ebd0a9ea40d
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-00di-9200000000-483357b6a0997da92ffc
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-03dj-7900000000-99eca17a4d3fec51c60e
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-07be-9200000000-a733cf158f8f084adb7b
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-00di-9000000000-22ca6b0dedd3bbd86bc1
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]-133.8482912
predicted
DarkChem Lite v0.1.0
[M-H]-126.27463
predicted
DeepCCS 1.0 (2019)
[M+H]+133.4109912
predicted
DarkChem Lite v0.1.0
[M+H]+129.10939
predicted
DeepCCS 1.0 (2019)
[M+Na]+133.8006912
predicted
DarkChem Lite v0.1.0
[M+Na]+138.50664
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. (5R)-carbapenem-3-carboxylate synthase
Kind
Protein
Organism
Pectobacterium carotovorum subsp. carotovorum
Pharmacological action
Unknown
General Function
Metal ion binding
Specific Function
Catalyzes the Fe(2+) and alpha-ketoglutarate-dependent conversion of (3S,5S)-carbapenam to (5R)-carbapenem, an essential step in carbapenem antibiotic biosynthesis.
Gene Name
carC
Uniprot ID
Q9XB59
Uniprot Name
(5R)-carbapenem-3-carboxylate synthase
Molecular Weight
31610.68 Da

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