D-phenylalanyl-N-(3-chlorobenzyl)-L-prolinamide

Identification

Generic Name
D-phenylalanyl-N-(3-chlorobenzyl)-L-prolinamide
DrugBank Accession Number
DB06919
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
Weight
Average: 385.887
Monoisotopic: 385.155704734
Chemical Formula
C21H24ClN3O2
Synonyms
Not Available

Pharmacology

Indication

Not Available

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Contraindications & Blackbox Warnings
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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UProthrombinNot 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 dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond.
Kingdom
Organic compounds
Super Class
Organic acids and derivatives
Class
Carboxylic acids and derivatives
Sub Class
Amino acids, peptides, and analogues
Direct Parent
Dipeptides
Alternative Parents
Proline and derivatives / Alpha amino acid amides / Amphetamines and derivatives / Pyrrolidinecarboxamides / N-acylpyrrolidines / Aralkylamines / Chlorobenzenes / Aryl chlorides / Tertiary carboxylic acid amides / Secondary carboxylic acid amides
show 7 more
Substituents
Alpha-amino acid amide / Alpha-amino acid or derivatives / Alpha-dipeptide / Amine / Amino acid or derivatives / Amphetamine or derivatives / Aralkylamine / Aromatic heteromonocyclic compound / Aryl chloride / Aryl halide
show 26 more
Molecular Framework
Aromatic heteromonocyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
Not Available
InChI Key
CJHLRGCXPGIPCB-MOPGFXCFSA-N
InChI
InChI=1S/C21H24ClN3O2/c22-17-9-4-8-16(12-17)14-24-20(26)19-10-5-11-25(19)21(27)18(23)13-15-6-2-1-3-7-15/h1-4,6-9,12,18-19H,5,10-11,13-14,23H2,(H,24,26)/t18-,19+/m1/s1
IUPAC Name
(2S)-1-[(2R)-2-amino-3-phenylpropanoyl]-N-[(3-chlorophenyl)methyl]pyrrolidine-2-carboxamide
SMILES
[H][C@@](N)(CC1=CC=CC=C1)C(=O)N1CCC[C@@]1([H])C(=O)NCC1=CC(Cl)=CC=C1

References

General References
Not Available
PubChem Compound
25011732
PubChem Substance
99443390
ChemSpider
23188426
BindingDB
50133531
ChEMBL
CHEMBL321130
PDBe Ligand
22U
PDB Entries
2zc9 / 5mls

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 Solubility0.00916 mg/mLALOGPS
logP2.05ALOGPS
logP2.56Chemaxon
logS-4.6ALOGPS
pKa (Strongest Acidic)14.2Chemaxon
pKa (Strongest Basic)7.7Chemaxon
Physiological Charge1Chemaxon
Hydrogen Acceptor Count3Chemaxon
Hydrogen Donor Count2Chemaxon
Polar Surface Area75.43 Å2Chemaxon
Rotatable Bond Count6Chemaxon
Refractivity106.24 m3·mol-1Chemaxon
Polarizability40.2 Å3Chemaxon
Number of Rings3Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleYesChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.9891
Blood Brain Barrier+0.8694
Caco-2 permeable-0.625
P-glycoprotein substrateSubstrate0.6426
P-glycoprotein inhibitor IInhibitor0.5456
P-glycoprotein inhibitor IINon-inhibitor0.6102
Renal organic cation transporterNon-inhibitor0.5063
CYP450 2C9 substrateNon-substrate0.87
CYP450 2D6 substrateNon-substrate0.7598
CYP450 3A4 substrateNon-substrate0.5815
CYP450 1A2 substrateNon-inhibitor0.6848
CYP450 2C9 inhibitorNon-inhibitor0.6258
CYP450 2D6 inhibitorInhibitor0.5353
CYP450 2C19 inhibitorInhibitor0.7859
CYP450 3A4 inhibitorInhibitor0.8525
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.7882
Ames testNon AMES toxic0.777
CarcinogenicityNon-carcinogens0.8605
BiodegradationNot ready biodegradable0.9916
Rat acute toxicity2.5043 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.8684
hERG inhibition (predictor II)Inhibitor0.8066
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 MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-0072-1974000000-33da087c068c5598bfc4
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-003v-1923000000-d0b11c1dbadca03282bd
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-1070-2922000000-e8748700bde97e1ffb46
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-0f9t-4691000000-b52eedf44237ff7526f1
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0a4i-5900000000-55990e3ba5e28d27749e
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-001i-9410000000-66014695f97dacb8fa82
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]-183.4441
predicted
DeepCCS 1.0 (2019)
[M+H]+185.83968
predicted
DeepCCS 1.0 (2019)
[M+Na]+191.91096
predicted
DeepCCS 1.0 (2019)

Targets

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Details
1. Prothrombin
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Thrombospondin receptor activity
Specific Function
Thrombin, which cleaves bonds after Arg and Lys, converts fibrinogen to fibrin and activates factors V, VII, VIII, XIII, and, in complex with thrombomodulin, protein C. Functions in blood homeostas...
Gene Name
F2
Uniprot ID
P00734
Uniprot Name
Prothrombin
Molecular Weight
70036.295 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 21:17 / Updated at June 12, 2020 16:52