NAV

1-[2-(S)-AMINO-3-BIPHENYL-4-YL-PROPIONYL]-PYRROLIDINE-2-(S)-CARBONITRILE

Identification

Generic Name
1-[2-(S)-AMINO-3-BIPHENYL-4-YL-PROPIONYL]-PYRROLIDINE-2-(S)-CARBONITRILE
DrugBank Accession Number
DB08024
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 323.432
Monoisotopic: 323.199762437
Chemical Formula
C20H25N3O
Synonyms
Not Available
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Pharmacology

Indication

Not Available

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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UDipeptidyl peptidase 4Not 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 biphenyls and derivatives. These are organic compounds containing to benzene rings linked together by a C-C bond.
Kingdom
Organic compounds
Super Class
Benzenoids
Class
Benzene and substituted derivatives
Sub Class
Biphenyls and derivatives
Direct Parent
Biphenyls and derivatives
Alternative Parents
Alpha amino acid amides / Amphetamines and derivatives / N-acylpyrrolidines / Aralkylamines / Tertiary carboxylic acid amides / Azacyclic compounds / Organopnictogen compounds / Organic oxides / Monoalkylamines / Hydrocarbon derivatives
show 1 more
Substituents
Alpha-amino acid amide / Alpha-amino acid or derivatives / Amine / Amino acid or derivatives / Amphetamine or derivatives / Aralkylamine / Aromatic heteromonocyclic compound / Azacycle / Biphenyl / Carbonyl group
show 15 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
MUUVLSCVDXKQQV-OALUTQOASA-N
InChI
InChI=1S/C20H25N3O/c21-14-18-7-4-12-23(18)20(24)19(22)13-15-8-10-17(11-9-15)16-5-2-1-3-6-16/h1-3,5-6,8-11,18-19H,4,7,12-14,21-22H2/t18-,19-/m0/s1
IUPAC Name
(2S)-2-amino-1-[(2S)-2-(aminomethyl)pyrrolidin-1-yl]-3-{[1,1'-biphenyl]-4-yl}propan-1-one
SMILES
[H][C@](N)(CC1=CC=C(C=C1)C1=CC=CC=C1)C(=O)N1CCC[C@@]1([H])CN

References

General References
Not Available
PubChem Compound
5459374
PubChem Substance
99444495
ChemSpider
4573165
ChEBI
43666
ZINC
ZINC000016051771
PDBe Ligand
JNH
PDB Entries
2ajl

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 Solubility0.0666 mg/mLALOGPS
logP1.69ALOGPS
logP2.03Chemaxon
logS-3.7ALOGPS
pKa (Strongest Basic)9.2Chemaxon
Physiological Charge2Chemaxon
Hydrogen Acceptor Count3Chemaxon
Hydrogen Donor Count2Chemaxon
Polar Surface Area72.35 Å2Chemaxon
Rotatable Bond Count5Chemaxon
Refractivity97.03 m3·mol-1Chemaxon
Polarizability37.81 Å3Chemaxon
Number of Rings3Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.9968
Blood Brain Barrier+0.8867
Caco-2 permeable+0.5
P-glycoprotein substrateSubstrate0.6544
P-glycoprotein inhibitor INon-inhibitor0.6181
P-glycoprotein inhibitor IINon-inhibitor0.5201
Renal organic cation transporterNon-inhibitor0.5112
CYP450 2C9 substrateNon-substrate0.8531
CYP450 2D6 substrateNon-substrate0.5862
CYP450 3A4 substrateNon-substrate0.6183
CYP450 1A2 substrateNon-inhibitor0.6195
CYP450 2C9 inhibitorNon-inhibitor0.7698
CYP450 2D6 inhibitorInhibitor0.5706
CYP450 2C19 inhibitorInhibitor0.7023
CYP450 3A4 inhibitorInhibitor0.7302
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.7963
Ames testNon AMES toxic0.8685
CarcinogenicityNon-carcinogens0.8598
BiodegradationNot ready biodegradable0.9848
Rat acute toxicity2.3845 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9447
hERG inhibition (predictor II)Inhibitor0.7951
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-MSsplash10-000t-5920000000-a288b78fe8c2a77bf0b7
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-0ab9-0029000000-08e37731f14ffbad4cb7
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-00di-0019000000-2510b4481b604e327eb7
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-053r-9335000000-a2e772bdab382800884a
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-00fu-2494000000-c8226ffa181e0aa8dd53
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-001i-9301000000-11f973c8b6b00acd2633
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0159-9330000000-0dfc1eef74e01f9e64aa
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]-173.10844
predicted
DeepCCS 1.0 (2019)
[M+H]+175.46645
predicted
DeepCCS 1.0 (2019)
[M+Na]+181.58034
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. Dipeptidyl peptidase 4
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Virus receptor activity
Specific Function
Cell surface glycoprotein receptor involved in the costimulatory signal essential for T-cell receptor (TCR)-mediated T-cell activation. Acts as a positive regulator of T-cell coactivation, by bindi...
Gene Name
DPP4
Uniprot ID
P27487
Uniprot Name
Dipeptidyl peptidase 4
Molecular Weight
88277.935 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 21:27 / Updated at June 12, 2020 16:52