(2S)-N-(4-cyano-3-iodophenyl)-3-(4-cyanophenoxy)-2-hydroxy-2-methylpropanamide

Identification

Generic Name
(2S)-N-(4-cyano-3-iodophenyl)-3-(4-cyanophenoxy)-2-hydroxy-2-methylpropanamide
DrugBank Accession Number
DB07039
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
Weight
Average: 447.2265
Monoisotopic: 447.007984749
Chemical Formula
C18H14IN3O3
Synonyms
Not Available

Pharmacology

Indication

Not Available

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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UAndrogen receptorNot 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 anilides. These are organic heterocyclic compounds derived from oxoacids RkE(=O)l(OH)m (l not 0) by replacing an OH group by the NHPh group or derivative formed by ring substitution.
Kingdom
Organic compounds
Super Class
Benzenoids
Class
Benzene and substituted derivatives
Sub Class
Anilides
Direct Parent
Anilides
Alternative Parents
Phenoxy compounds / Phenol ethers / N-arylamides / Benzonitriles / Iodobenzenes / Alkyl aryl ethers / Aryl iodides / Tertiary alcohols / Secondary carboxylic acid amides / Nitriles
show 5 more
Substituents
Alcohol / Alkyl aryl ether / Anilide / Aromatic homomonocyclic compound / Aryl halide / Aryl iodide / Benzonitrile / Carbonitrile / Carbonyl group / Carboxamide group
show 19 more
Molecular Framework
Aromatic homomonocyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
Not Available
InChI Key
RXSZCFAPSDTELY-SFHVURJKSA-N
InChI
InChI=1S/C18H14IN3O3/c1-18(24,11-25-15-6-2-12(9-20)3-7-15)17(23)22-14-5-4-13(10-21)16(19)8-14/h2-8,24H,11H2,1H3,(H,22,23)/t18-/m0/s1
IUPAC Name
(2S)-N-(4-cyano-3-iodophenyl)-3-(4-cyanophenoxy)-2-hydroxy-2-methylpropanamide
SMILES
C[C@](O)(COC1=CC=C(C=C1)C#N)C(=O)NC1=CC=C(C#N)C(I)=C1

References

General References
Not Available
PubChem Compound
24892823
PubChem Substance
99443510
ChemSpider
25057407
BindingDB
26260
ZINC
ZINC000039037297
PDBe Ligand
3B6
PDB Entries
3b65

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 Solubility0.0224 mg/mLALOGPS
logP2.29ALOGPS
logP3.32Chemaxon
logS-4.3ALOGPS
pKa (Strongest Acidic)11.95Chemaxon
pKa (Strongest Basic)-4Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count5Chemaxon
Hydrogen Donor Count2Chemaxon
Polar Surface Area106.14 Å2Chemaxon
Rotatable Bond Count5Chemaxon
Refractivity102.44 m3·mol-1Chemaxon
Polarizability38.44 Å3Chemaxon
Number of Rings2Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.8394
Blood Brain Barrier-0.5694
Caco-2 permeable-0.5875
P-glycoprotein substrateNon-substrate0.5152
P-glycoprotein inhibitor INon-inhibitor0.5967
P-glycoprotein inhibitor IINon-inhibitor0.8098
Renal organic cation transporterNon-inhibitor0.9488
CYP450 2C9 substrateNon-substrate0.7565
CYP450 2D6 substrateNon-substrate0.7454
CYP450 3A4 substrateNon-substrate0.5463
CYP450 1A2 substrateInhibitor0.534
CYP450 2C9 inhibitorNon-inhibitor0.5092
CYP450 2D6 inhibitorNon-inhibitor0.7999
CYP450 2C19 inhibitorInhibitor0.5152
CYP450 3A4 inhibitorNon-inhibitor0.8945
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.5661
Ames testNon AMES toxic0.8021
CarcinogenicityNon-carcinogens0.8488
BiodegradationNot ready biodegradable1.0
Rat acute toxicity2.3940 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9948
hERG inhibition (predictor II)Non-inhibitor0.7915
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-MSsplash10-0006-4691100000-d04d0589a57038292f38
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-004j-0107900000-97572fb025d8e65fbe47
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-052e-3291800000-a226e4a2b3cdbbdae60d
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-08fr-2209000000-943caae31f9618600b0f
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-066v-9680600000-5f301cc3944f1562a6c8
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0pi0-0922100000-343beb03346713448e84
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-004i-1900000000-b19dcbb498006ca05c14
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]-184.58266
predicted
DeepCCS 1.0 (2019)
[M+H]+186.94066
predicted
DeepCCS 1.0 (2019)
[M+Na]+193.74446
predicted
DeepCCS 1.0 (2019)

Targets

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Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Zinc ion binding
Specific Function
Steroid hormone receptors are ligand-activated transcription factors that regulate eukaryotic gene expression and affect cellular proliferation and differentiation in target tissues. Transcription ...
Gene Name
AR
Uniprot ID
P10275
Uniprot Name
Androgen receptor
Molecular Weight
98987.9 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