NAV

N-{(1S,2R)-1-BENZYL-3-[(CYCLOPROPYLMETHYL)(2-FURYLSULFONYL)AMINO]-2-HYDROXYPROPYL}-N'-METHYLSUCCINAMIDE

Identification

Generic Name
N-{(1S,2R)-1-BENZYL-3-[(CYCLOPROPYLMETHYL)(2-FURYLSULFONYL)AMINO]-2-HYDROXYPROPYL}-N'-METHYLSUCCINAMIDE
DrugBank Accession Number
DB08223
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 477.574
Monoisotopic: 477.193356429
Chemical Formula
C23H31N3O6S
Synonyms
Not Available
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Pharmacology

Indication

Not Available

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Pharmacodynamics

Not Available

Mechanism of action
Not Available
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 phenylbutylamines. These are compounds containing a phenylbutylamine moiety, which consists of a phenyl group substituted at the fourth carbon by an butan-1-amine.
Kingdom
Organic compounds
Super Class
Benzenoids
Class
Benzene and substituted derivatives
Sub Class
Phenylbutylamines
Direct Parent
Phenylbutylamines
Alternative Parents
Amphetamines and derivatives / Organosulfonamides / N-acyl amines / Heteroaromatic compounds / Furans / Aminosulfonyl compounds / Secondary carboxylic acid amides / Secondary alcohols / Oxacyclic compounds / Organopnictogen compounds
show 4 more
Substituents
Alcohol / Aminosulfonyl compound / Amphetamine or derivatives / Aromatic heteromonocyclic compound / Carbonyl group / Carboxamide group / Carboxylic acid derivative / Fatty acyl / Fatty amide / Furan
show 19 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
IKOPFHKAECNGQI-VQTJNVASSA-N
InChI
InChI=1S/C23H31N3O6S/c1-24-21(28)11-12-22(29)25-19(14-17-6-3-2-4-7-17)20(27)16-26(15-18-9-10-18)33(30,31)23-8-5-13-32-23/h2-8,13,18-20,27H,9-12,14-16H2,1H3,(H,24,28)(H,25,29)/t19-,20+/m0/s1
IUPAC Name
N'-[(2S,3R)-4-[N-(cyclopropylmethyl)furan-2-sulfonamido]-3-hydroxy-1-phenylbutan-2-yl]-N-methylbutanediamide
SMILES
[H][C@@](O)(CN(CC1CC1)S(=O)(=O)C1=CC=CO1)[C@]([H])(CC1=CC=CC=C1)NC(=O)CCC(=O)NC

References

General References
Not Available
PubChem Compound
15947913
PubChem Substance
99444694
ChemSpider
13089753
BindingDB
81673
ChEMBL
CHEMBL456929
ZINC
ZINC000016052394
PDBe Ligand
MUV
PDB Entries
2psv

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 Solubility0.108 mg/mLALOGPS
logP1.06ALOGPS
logP0.74Chemaxon
logS-3.6ALOGPS
pKa (Strongest Acidic)14.06Chemaxon
pKa (Strongest Basic)-1.4Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count5Chemaxon
Hydrogen Donor Count3Chemaxon
Polar Surface Area128.95 Å2Chemaxon
Rotatable Bond Count12Chemaxon
Refractivity121.72 m3·mol-1Chemaxon
Polarizability49.62 Å3Chemaxon
Number of Rings3Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleYesChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.9621
Blood Brain Barrier+0.5084
Caco-2 permeable-0.6446
P-glycoprotein substrateSubstrate0.7029
P-glycoprotein inhibitor INon-inhibitor0.7624
P-glycoprotein inhibitor IINon-inhibitor0.8715
Renal organic cation transporterNon-inhibitor0.8464
CYP450 2C9 substrateSubstrate0.5105
CYP450 2D6 substrateNon-substrate0.7474
CYP450 3A4 substrateNon-substrate0.5
CYP450 1A2 substrateNon-inhibitor0.8841
CYP450 2C9 inhibitorNon-inhibitor0.6749
CYP450 2D6 inhibitorNon-inhibitor0.8563
CYP450 2C19 inhibitorNon-inhibitor0.7347
CYP450 3A4 inhibitorInhibitor0.5645
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9012
Ames testNon AMES toxic0.6559
CarcinogenicityNon-carcinogens0.8587
BiodegradationNot ready biodegradable0.9033
Rat acute toxicity2.4405 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9726
hERG inhibition (predictor II)Non-inhibitor0.763
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/MSsplash10-002b-0025900000-5bb52194f8410919d7c5
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-03fr-2109800000-6b97a81867fbdd09ac7b
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-03dj-2392300000-aa6952a72851b16057ab
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-01rt-0569500000-a1cb15f13beba81afb9d
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-01q9-9122100000-50efe8be5a5296afd39e
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0f7o-5937200000-0d45686c99cb23f8491b
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]-203.78459
predicted
DeepCCS 1.0 (2019)
[M+H]+206.18016
predicted
DeepCCS 1.0 (2019)
[M+Na]+212.09268
predicted
DeepCCS 1.0 (2019)

Drug created at September 15, 2010 21:29 / Updated at June 12, 2020 16:52