TRW3-(2-AMINO-3-HYDROXY-PROPYL)-6-(N'-CYCLOHEXYL-HYDRAZINO)OCTAHYDRO-INDOL-7-OL
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Identification
- Generic Name
- TRW3-(2-AMINO-3-HYDROXY-PROPYL)-6-(N'-CYCLOHEXYL-HYDRAZINO)OCTAHYDRO-INDOL-7-OL
- DrugBank Accession Number
- DB08646
- Background
Not Available
- Type
- Small Molecule
- Groups
- Experimental
- Structure
- Weight
- Average: 310.3504
Monoisotopic: 310.14297584 - Chemical Formula
- C17H18N4O2
- Synonyms
- Not Available
Pharmacology
- Indication
Not Available
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- Pharmacodynamics
Not Available
- Mechanism of action
Target Actions Organism UAmicyanin Not Available Paracoccus denitrificans UMethylamine dehydrogenase heavy chain Not Available Paracoccus denitrificans UMethylamine dehydrogenase light chain Not Available Paracoccus denitrificans UCytochrome c-L Not Available Paracoccus denitrificans UQuinohemoprotein amine dehydrogenase subunit gamma Not Available Paracoccus denitrificans UQuinohemoprotein amine dehydrogenase 60 kDa subunit Not Available Paracoccus denitrificans UQuinohemoprotein amine dehydrogenase 40 kDa subunit Not Available Paracoccus denitrificans - 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
- Improve decision support & research outcomesWith structured adverse effects data, including: blackbox warnings, adverse reactions, warning & precautions, & incidence rates. View sample adverse effects data in our new Data Library!Improve decision support & research outcomes with our structured adverse effects data.
- 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 hydroxyindoles. These are organic compounds containing an indole moiety that carries a hydroxyl group.
- Kingdom
- Organic compounds
- Super Class
- Organoheterocyclic compounds
- Class
- Indoles and derivatives
- Sub Class
- Hydroxyindoles
- Direct Parent
- Hydroxyindoles
- Alternative Parents
- 3-alkylindoles / Phenylhydrazines / Aralkylamines / 1-hydroxy-4-unsubstituted benzenoids / Substituted pyrroles / Heteroaromatic compounds / Azacyclic compounds / Organopnictogen compounds / Organic oxides / Monoalkylamines show 3 more
- Substituents
- 1-hydroxy-4-unsubstituted benzenoid / 3-alkylindole / Aldehyde / Amine / Aralkylamine / Aromatic heteropolycyclic compound / Azacycle / Benzenoid / Carbonyl group / Heteroaromatic compound show 16 more
- Molecular Framework
- Aromatic heteropolycyclic compounds
- External Descriptors
- Not Available
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- Not Available
- CAS number
- Not Available
- InChI Key
- PSUOZWHAKZSNOB-LBPRGKRZSA-N
- InChI
- InChI=1S/C17H18N4O2/c18-12(10-22)8-11-9-19-16-14(11)6-7-15(17(16)23)21-20-13-4-2-1-3-5-13/h1-7,9-10,12,19-21,23H,8,18H2/t12-/m0/s1
- IUPAC Name
- (2S)-2-amino-3-[7-hydroxy-6-(2-phenylhydrazin-1-yl)-1H-indol-3-yl]propanal
- SMILES
- [H][C@](N)(CC1=CNC2=C1C=CC(NNC1=CC=CC=C1)=C2O)C=O
References
- General References
- Not Available
- External Links
- PubChem Compound
- 46937169
- PubChem Substance
- 99445117
- ChemSpider
- 25058064
- ZINC
- ZINC000100036939
- PDBe Ligand
- TRW
- PDB Entries
- 1mg3 / 1pby
Clinical Trials
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
Property Value Source Water Solubility 0.108 mg/mL ALOGPS logP 2.5 ALOGPS logP 2.34 Chemaxon logS -3.5 ALOGPS pKa (Strongest Acidic) 9.4 Chemaxon pKa (Strongest Basic) 7.64 Chemaxon Physiological Charge 1 Chemaxon Hydrogen Acceptor Count 5 Chemaxon Hydrogen Donor Count 5 Chemaxon Polar Surface Area 103.17 Å2 Chemaxon Rotatable Bond Count 6 Chemaxon Refractivity 92.16 m3·mol-1 Chemaxon Polarizability 33.85 Å3 Chemaxon Number of Rings 3 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter Yes Chemaxon Veber's Rule No Chemaxon MDDR-like Rule Yes Chemaxon - Predicted ADMET Features
Property Value Probability Human Intestinal Absorption + 0.9942 Blood Brain Barrier + 0.8941 Caco-2 permeable - 0.5916 P-glycoprotein substrate Non-substrate 0.6192 P-glycoprotein inhibitor I Non-inhibitor 0.9343 P-glycoprotein inhibitor II Non-inhibitor 0.8442 Renal organic cation transporter Non-inhibitor 0.8394 CYP450 2C9 substrate Non-substrate 0.7829 CYP450 2D6 substrate Non-substrate 0.7941 CYP450 3A4 substrate Non-substrate 0.5827 CYP450 1A2 substrate Inhibitor 0.6991 CYP450 2C9 inhibitor Non-inhibitor 0.6003 CYP450 2D6 inhibitor Non-inhibitor 0.5792 CYP450 2C19 inhibitor Inhibitor 0.5796 CYP450 3A4 inhibitor Inhibitor 0.5802 CYP450 inhibitory promiscuity High CYP Inhibitory Promiscuity 0.8355 Ames test AMES toxic 0.6341 Carcinogenicity Non-carcinogens 0.8287 Biodegradation Not ready biodegradable 0.9962 Rat acute toxicity 2.5067 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.889 hERG inhibition (predictor II) Non-inhibitor 0.6178
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
Spectrum Spectrum Type Splash Key Predicted MS/MS Spectrum - 10V, Positive (Annotated) Predicted LC-MS/MS splash10-03di-0397000000-32dc7d5bfc22b37bf350 Predicted MS/MS Spectrum - 10V, Negative (Annotated) Predicted LC-MS/MS splash10-0a4i-1029000000-2dd2db23f973d3088273 Predicted MS/MS Spectrum - 20V, Positive (Annotated) Predicted LC-MS/MS splash10-014l-0590000000-1094b9be1b4787dbc83c Predicted MS/MS Spectrum - 20V, Negative (Annotated) Predicted LC-MS/MS splash10-0671-4962000000-1dc48118b4826e03f5f3 Predicted MS/MS Spectrum - 40V, Positive (Annotated) Predicted LC-MS/MS splash10-03xu-3981000000-bb6cad281472f381c125 Predicted MS/MS Spectrum - 40V, Negative (Annotated) Predicted LC-MS/MS splash10-0002-2910000000-b26cea1c4319cbc9281b Predicted 1H NMR Spectrum 1D NMR Not Applicable Predicted 13C NMR Spectrum 1D NMR Not Applicable - Chromatographic Properties
Collision Cross Sections (CCS)
Adduct CCS Value (Å2) Source type Source [M-H]- 164.09773 predictedDeepCCS 1.0 (2019) [M+H]+ 166.45573 predictedDeepCCS 1.0 (2019) [M+Na]+ 173.34422 predictedDeepCCS 1.0 (2019)
Targets
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1. DetailsAmicyanin
- Kind
- Protein
- Organism
- Paracoccus denitrificans
- Pharmacological action
- Unknown
- General Function
- Electron carrier activity
- Specific Function
- Primary acceptor of electrons from methylamine dehydrogenase. Passes those electrons on either a soluble cytochrome c or to pseudoazurin.
- Gene Name
- mauC
- Uniprot ID
- P22364
- Uniprot Name
- Amicyanin
- Molecular Weight
- 13983.11 Da
References
- 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]
2. DetailsMethylamine dehydrogenase heavy chain
- Kind
- Protein
- Organism
- Paracoccus denitrificans
- Pharmacological action
- Unknown
- General Function
- Methylamine dehydrogenase (amicyanin) activity
- Specific Function
- Methylamine dehydrogenase carries out the oxidation of methylamine. Electrons are passed from methylamine dehydrogenase to amicyanin.
- Gene Name
- mauB
- Uniprot ID
- P29894
- Uniprot Name
- Methylamine dehydrogenase heavy chain
- Molecular Weight
- 45439.73 Da
References
- 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]
3. DetailsMethylamine dehydrogenase light chain
- Kind
- Protein
- Organism
- Paracoccus denitrificans
- Pharmacological action
- Unknown
- General Function
- Methylamine dehydrogenase (amicyanin) activity
- Specific Function
- Methylamine dehydrogenase carries out the oxidation of methylamine. Electrons are passed from methylamine dehydrogenase to amicyanin.
- Gene Name
- mauA
- Uniprot ID
- P22619
- Uniprot Name
- Methylamine dehydrogenase light chain
- Molecular Weight
- 20392.855 Da
References
- 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]
4. DetailsCytochrome c-L
- Kind
- Protein
- Organism
- Paracoccus denitrificans
- Pharmacological action
- Unknown
- General Function
- Iron ion binding
- Specific Function
- Electron acceptor for MDH. Acts in methanol oxidation.
- Gene Name
- moxG
- Uniprot ID
- P29899
- Uniprot Name
- Cytochrome c-L
- Molecular Weight
- 19395.54 Da
References
- 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]
- Kind
- Protein
- Organism
- Paracoccus denitrificans
- Pharmacological action
- Unknown
- General Function
- Oxidoreductase activity, acting on the ch-nh2 group of donors
- Specific Function
- Catalyzes the oxidative deamination of a wide range of aliphatic and aromatic amines.
- Gene Name
- qhnDH
- Uniprot ID
- Q8VUS8
- Uniprot Name
- Quinohemoprotein amine dehydrogenase subunit gamma
- Molecular Weight
- 8965.865 Da
References
- 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]
- Kind
- Protein
- Organism
- Paracoccus denitrificans
- Pharmacological action
- Unknown
- General Function
- Metal ion binding
- Specific Function
- Not Available
- Gene Name
- Not Available
- Uniprot ID
- Q8VUT0
- Uniprot Name
- Quinohemoprotein amine dehydrogenase 60 kDa subunit
- Molecular Weight
- 54998.075 Da
References
- 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]
- Kind
- Protein
- Organism
- Paracoccus denitrificans
- Pharmacological action
- Unknown
- General Function
- Not Available
- Specific Function
- Not Available
- Gene Name
- Not Available
- Uniprot ID
- Q8VUS7
- Uniprot Name
- Quinohemoprotein amine dehydrogenase 40 kDa subunit
- Molecular Weight
- 39051.235 Da
References
- 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 21:33 / Updated at June 12, 2020 16:52