NAV

3-amino-1-chloro-4-phenyl-butanol-2-yl

Identification

Generic Name
3-amino-1-chloro-4-phenyl-butanol-2-yl
DrugBank Accession Number
DB04415
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 199.677
Monoisotopic: 199.076391782
Chemical Formula
C10H14ClNO
Synonyms
  • (2R,3S)-3-amino-1-chloro-4-phenylbutan-2-ol
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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 amphetamines and derivatives. These are organic compounds containing or derived from 1-phenylpropan-2-amine.
Kingdom
Organic compounds
Super Class
Benzenoids
Class
Benzene and substituted derivatives
Sub Class
Phenethylamines
Direct Parent
Amphetamines and derivatives
Alternative Parents
Aralkylamines / Secondary alcohols / Chlorohydrins / 1,2-aminoalcohols / Organopnictogen compounds / Organochlorides / Monoalkylamines / Hydrocarbon derivatives / Alkyl chlorides
Substituents
1,2-aminoalcohol / Alcohol / Alkyl chloride / Alkyl halide / Amine / Amphetamine or derivatives / Aralkylamine / Aromatic homomonocyclic compound / Chlorohydrin / Halohydrin
Molecular Framework
Aromatic homomonocyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
160233-25-0
InChI Key
YXWOYBQZWSLSMU-UWVGGRQHSA-N
InChI
InChI=1S/C10H14ClNO/c11-7-10(13)9(12)6-8-4-2-1-3-5-8/h1-5,9-10,13H,6-7,12H2/t9-,10-/m0/s1
IUPAC Name
(2R,3S)-3-amino-1-chloro-4-phenylbutan-2-ol
SMILES
[H]N([H])[C@@H](CC1=CC=CC=C1)[C@@H](O)CCl

References

General References
Not Available
PubChem Compound
5289149
PubChem Substance
46508280
ChemSpider
4451170
ZINC
ZINC000012504342
PDBe Ligand
PHK
PDB Entries
1mu0 / 1xrl

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
logP1.48Chemaxon
pKa (Strongest Acidic)13.77Chemaxon
pKa (Strongest Basic)8.65Chemaxon
Physiological Charge1Chemaxon
Hydrogen Acceptor Count2Chemaxon
Hydrogen Donor Count2Chemaxon
Polar Surface Area46.25 Å2Chemaxon
Rotatable Bond Count4Chemaxon
Refractivity54.26 m3·mol-1Chemaxon
Polarizability21.18 Å3Chemaxon
Number of Rings1Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.9962
Blood Brain Barrier+0.7992
Caco-2 permeable+0.6588
P-glycoprotein substrateNon-substrate0.6717
P-glycoprotein inhibitor INon-inhibitor0.9749
P-glycoprotein inhibitor IINon-inhibitor0.9898
Renal organic cation transporterNon-inhibitor0.8369
CYP450 2C9 substrateNon-substrate0.8468
CYP450 2D6 substrateNon-substrate0.7469
CYP450 3A4 substrateNon-substrate0.7405
CYP450 1A2 substrateInhibitor0.6303
CYP450 2C9 inhibitorNon-inhibitor0.9141
CYP450 2D6 inhibitorNon-inhibitor0.5924
CYP450 2C19 inhibitorNon-inhibitor0.7363
CYP450 3A4 inhibitorNon-inhibitor0.6449
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9125
Ames testNon AMES toxic0.5249
CarcinogenicityNon-carcinogens0.706
BiodegradationNot ready biodegradable0.809
Rat acute toxicity2.8991 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9023
hERG inhibition (predictor II)Non-inhibitor0.8414
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-MSsplash10-00di-4900000000-974a2e339d4d1f364723
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-00lu-3910000000-a06c97311e01632f07a3
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-000t-2900000000-d57d63106ee547b9bb51
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0f6x-6900000000-0faad2f3178ad83428d9
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-00l6-9400000000-5e69aac602300be141c4
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0f6x-9700000000-b49fe59c0d46880c8665
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0006-9200000000-bcd680d7dc54ee2ade82
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]-144.82248
predicted
DeepCCS 1.0 (2019)
[M+H]+147.21805
predicted
DeepCCS 1.0 (2019)
[M+Na]+153.13057
predicted
DeepCCS 1.0 (2019)

Drug created at June 13, 2005 13:24 / Updated at December 14, 2023 19:14