NAV

beta-phenyl-D-phenylalanyl-N-propyl-L-prolinamide

Identification

Generic Name
beta-phenyl-D-phenylalanyl-N-propyl-L-prolinamide
DrugBank Accession Number
DB07083
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 379.4953
Monoisotopic: 379.225977187
Chemical Formula
C23H29N3O2
Synonyms
Not Available
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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
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 / Diphenylmethanes / Alpha amino acid amides / Pyrrolidinecarboxamides / N-acylpyrrolidines / Aralkylamines / Tertiary carboxylic acid amides / Secondary carboxylic acid amides / Azacyclic compounds / Organopnictogen compounds
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Substituents
Alpha-amino acid amide / Alpha-amino acid or derivatives / Alpha-dipeptide / Amine / Amino acid or derivatives / Aralkylamine / Aromatic heteromonocyclic compound / Azacycle / Benzenoid / Carbonyl group
show 20 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
HZKKJPDVZGOOPU-PZJWPPBQSA-N
InChI
InChI=1S/C23H29N3O2/c1-2-15-25-22(27)19-14-9-16-26(19)23(28)21(24)20(17-10-5-3-6-11-17)18-12-7-4-8-13-18/h3-8,10-13,19-21H,2,9,14-16,24H2,1H3,(H,25,27)/t19-,21+/m0/s1
IUPAC Name
(2S)-1-[(2R)-2-amino-3,3-diphenylpropanoyl]-N-propylpyrrolidine-2-carboxamide
SMILES
[H][C@@](N)(C(C1=CC=CC=C1)C1=CC=CC=C1)C(=O)N1CCC[C@@]1([H])C(=O)NCCC

References

General References
Not Available
PubChem Compound
25271577
PubChem Substance
99443554
ChemSpider
23338407
BindingDB
29377
ChEMBL
CHEMBL490730
ZINC
ZINC000039115027
PDBe Ligand
44U
PDB Entries
3da9

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 Solubility0.0127 mg/mLALOGPS
logP2.6ALOGPS
logP2.61Chemaxon
logS-4.5ALOGPS
pKa (Strongest Acidic)15.59Chemaxon
pKa (Strongest Basic)7.66Chemaxon
Physiological Charge1Chemaxon
Hydrogen Acceptor Count3Chemaxon
Hydrogen Donor Count2Chemaxon
Polar Surface Area75.43 Å2Chemaxon
Rotatable Bond Count7Chemaxon
Refractivity110.66 m3·mol-1Chemaxon
Polarizability42.21 Å3Chemaxon
Number of Rings3Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleYesChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+1.0
Blood Brain Barrier+0.6379
Caco-2 permeable-0.5109
P-glycoprotein substrateSubstrate0.7707
P-glycoprotein inhibitor IInhibitor0.6147
P-glycoprotein inhibitor IINon-inhibitor0.6512
Renal organic cation transporterNon-inhibitor0.6794
CYP450 2C9 substrateNon-substrate0.8433
CYP450 2D6 substrateNon-substrate0.6782
CYP450 3A4 substrateNon-substrate0.6073
CYP450 1A2 substrateNon-inhibitor0.7424
CYP450 2C9 inhibitorNon-inhibitor0.7
CYP450 2D6 inhibitorNon-inhibitor0.7334
CYP450 2C19 inhibitorInhibitor0.704
CYP450 3A4 inhibitorInhibitor0.8508
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.5404
Ames testNon AMES toxic0.8892
CarcinogenicityNon-carcinogens0.8425
BiodegradationNot ready biodegradable0.9516
Rat acute toxicity2.4273 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9157
hERG inhibition (predictor II)Inhibitor0.6294
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/MSsplash10-001i-0009000000-7e5ebba371e9e7a3cd94
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-01t9-2269000000-9847fde88c19e77b3475
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-05aj-6429000000-83fb21e5e5434f5da794
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-00vi-2916000000-9df85003bb370d3bab74
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-006x-9500000000-8788ab635c0d7645fb98
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-014i-2900000000-3438c81468f9d786f9a2
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]-190.1004
predicted
DeepCCS 1.0 (2019)
[M+H]+192.49597
predicted
DeepCCS 1.0 (2019)
[M+Na]+198.4085
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. 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 21:18 / Updated at June 12, 2020 16:52