Batimastat
Star0
Identification
- Generic Name
- Batimastat
- DrugBank Accession Number
- DB03880
- Background
Not Available
- Type
- Small Molecule
- Groups
- Experimental
- Structure
- Weight
- Average: 477.64
Monoisotopic: 477.175597875 - Chemical Formula
- C23H31N3O4S2
- Synonyms
- Batimastat
- External IDs
- BB-94
- BB94
Pharmacology
- Indication
Not Available
Reduce drug development failure ratesBuild, train, & validate machine-learning modelswith evidence-based and structured datasets.Build, train, & validate predictive machine-learning models with structured datasets.- Contraindications & Blackbox Warnings
- Prevent Adverse Drug Events TodayTap into our Clinical API for life-saving information on contraindications & blackbox warnings, population restrictions, harmful risks, & more.Avoid life-threatening adverse drug events with our Clinical API
- Pharmacodynamics
An anticancer drug that belongs to the family of drugs called angiogenesis inhibitors. Batimastat is a matrix metalloproteinase inhibitor.
- Mechanism of action
Target Actions Organism UDisintegrin and metalloproteinase domain-containing protein 28 Not Available Humans UA disintegrin and metalloproteinase with thrombospondin motifs 5 Not Available Humans UNeutrophil collagenase Not Available Humans UMacrophage metalloelastase Not Available Humans UMatrix metalloproteinase-16 Not Available Humans - 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 Browse all" title="About SNP Mediated Effects/ADRs" id="snp-actions-info" class="drug-info-popup" href="javascript:void(0);">
- Not Available
Interactions
- Drug Interactions Learn More" title="About Drug Interactions" id="structured-interactions-info" class="drug-info-popup" href="javascript:void(0);">
- 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.
Drug Interaction Integrate drug-drug
interactions in your softwareAmbroxol The risk or severity of methemoglobinemia can be increased when Batimastat is combined with Ambroxol. Articaine The risk or severity of methemoglobinemia can be increased when Batimastat is combined with Articaine. Benzocaine The risk or severity of methemoglobinemia can be increased when Batimastat is combined with Benzocaine. Benzyl alcohol The risk or severity of methemoglobinemia can be increased when Batimastat is combined with Benzyl alcohol. Bupivacaine The risk or severity of methemoglobinemia can be increased when Batimastat is combined with Bupivacaine. - Food Interactions
- Not Available
Categories
- Drug Categories
- Chemical TaxonomyProvided by Classyfire
- Description
- This compound belongs to the class of organic compounds known as phenylalanine and derivatives. These are compounds containing phenylalanine or a derivative thereof resulting from reaction of phenylalanine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.
- Kingdom
- Organic compounds
- Super Class
- Organic acids and derivatives
- Class
- Carboxylic acids and derivatives
- Sub Class
- Amino acids, peptides, and analogues
- Direct Parent
- Phenylalanine and derivatives
- Alternative Parents
- N-acyl-alpha amino acids and derivatives / Alpha amino acid amides / Amphetamines and derivatives / Alkylarylthioethers / N-acyl amines / Thiophenes / Heteroaromatic compounds / Secondary carboxylic acid amides / Hydroxamic acids / Sulfenyl compounds show 5 more
- Substituents
- Alkylarylthioether / Alpha-amino acid amide / Amphetamine or derivatives / Aromatic heteromonocyclic compound / Aryl thioether / Benzenoid / Carbonyl group / Carboxamide group / Fatty acyl / Fatty amide show 19 more
- Molecular Framework
- Aromatic heteromonocyclic compounds
- External Descriptors
- Not Available
- Affected organisms
- Humans and other mammals
Chemical Identifiers
- UNII
- BK349F52C9
- CAS number
- 130370-60-4
- InChI Key
- XFILPEOLDIKJHX-QYZOEREBSA-N
- InChI
- InChI=1S/C23H31N3O4S2/c1-15(2)12-17(18(22(28)26-30)14-32-20-10-7-11-31-20)21(27)25-19(23(29)24-3)13-16-8-5-4-6-9-16/h4-11,15,17-19,30H,12-14H2,1-3H3,(H,24,29)(H,25,27)(H,26,28)/t17-,18+,19+/m1/s1
- IUPAC Name
- (2R,3S)-N'-hydroxy-N-[(1S)-1-(methylcarbamoyl)-2-phenylethyl]-2-(2-methylpropyl)-3-[(thiophen-2-ylsulfanyl)methyl]butanediamide
- SMILES
- [H][C@@](CC1=CC=CC=C1)(NC(=O)[C@]([H])(CC(C)C)[C@]([H])(CSC1=CC=CS1)C(=O)NO)C(=O)NC
References
- General References
- Not Available
- External Links
- KEGG Drug
- D03061
- PubChem Compound
- 5362422
- PubChem Substance
- 46505727
- ChemSpider
- 4515033
- BindingDB
- 50063918
- ChEMBL
- CHEMBL279786
- ZINC
- ZINC000003789788
- Therapeutic Targets Database
- DNC000274
- PDBe Ligand
- BAT
- Wikipedia
- Batimastat
- PDB Entries
- 1dth / 1jk3 / 1mmb / 1rm8 / 2j83 / 2rjq / 4dd8 / 7w6x / 7w6y / 7w6z … show 1 more
Clinical Trials
- Clinical Trials Learn More" title="About Clinical Trials" id="clinical-trials-info" class="drug-info-popup" href="javascript:void(0);">
Phase Status Purpose Conditions Count
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 0.00173 mg/mL ALOGPS logP 3.23 ALOGPS logP 3.27 Chemaxon logS -5.4 ALOGPS pKa (Strongest Acidic) 8.86 Chemaxon pKa (Strongest Basic) -0.95 Chemaxon Physiological Charge 0 Chemaxon Hydrogen Acceptor Count 4 Chemaxon Hydrogen Donor Count 4 Chemaxon Polar Surface Area 107.53 Å2 Chemaxon Rotatable Bond Count 12 Chemaxon Refractivity 127.3 m3·mol-1 Chemaxon Polarizability 49.79 Å3 Chemaxon Number of Rings 2 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter Yes Chemaxon Veber's Rule No Chemaxon MDDR-like Rule No Chemaxon - Predicted ADMET Features
Property Value Probability Human Intestinal Absorption + 0.6139 Blood Brain Barrier - 0.5657 Caco-2 permeable - 0.6506 P-glycoprotein substrate Substrate 0.6881 P-glycoprotein inhibitor I Non-inhibitor 0.8205 P-glycoprotein inhibitor II Non-inhibitor 0.7536 Renal organic cation transporter Non-inhibitor 0.9377 CYP450 2C9 substrate Non-substrate 0.7476 CYP450 2D6 substrate Non-substrate 0.7916 CYP450 3A4 substrate Substrate 0.5052 CYP450 1A2 substrate Non-inhibitor 0.7714 CYP450 2C9 inhibitor Non-inhibitor 0.7265 CYP450 2D6 inhibitor Non-inhibitor 0.8469 CYP450 2C19 inhibitor Non-inhibitor 0.6135 CYP450 3A4 inhibitor Inhibitor 0.7339 CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.8746 Ames test Non AMES toxic 0.5887 Carcinogenicity Non-carcinogens 0.7752 Biodegradation Not ready biodegradable 0.9964 Rat acute toxicity 2.5464 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.9988 hERG inhibition (predictor II) Non-inhibitor 0.8582
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
Spectrum Spectrum Type Splash Key Predicted MS/MS Spectrum - 10V, Positive (Annotated) Predicted LC-MS/MS splash10-0kdj-2003900000-668dc1ca371e3f0b3fb8 Predicted MS/MS Spectrum - 10V, Negative (Annotated) Predicted LC-MS/MS splash10-0cfr-2615900000-5eebaba150d1a2a38673 Predicted MS/MS Spectrum - 20V, Positive (Annotated) Predicted LC-MS/MS splash10-0hg9-0329100000-7d9919337cf7a7c246c2 Predicted MS/MS Spectrum - 20V, Negative (Annotated) Predicted LC-MS/MS splash10-03di-2902100000-80c434cad3241575187a Predicted MS/MS Spectrum - 40V, Positive (Annotated) Predicted LC-MS/MS splash10-014l-2921000000-13af886f8ed5fb32d5d4 Predicted MS/MS Spectrum - 40V, Negative (Annotated) Predicted LC-MS/MS splash10-03di-1934000000-ee679ccd16a0c388a71d 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]- 214.6558042 predictedDarkChem Lite v0.1.0 [M-H]- 203.0661 predictedDeepCCS 1.0 (2019) [M+H]+ 215.3461042 predictedDarkChem Lite v0.1.0 [M+H]+ 205.4532 predictedDeepCCS 1.0 (2019) [M+Na]+ 215.3186042 predictedDarkChem Lite v0.1.0 [M+Na]+ 211.3657 predictedDeepCCS 1.0 (2019)
Targets
![](https://go.drugbank.com/assets/locked/DrugTargets2-682eb846d210ae4bf33ca03febccfb57bb1c61318e699b729e5df4dfab2c5b67.png)
Build, predict & validate machine-learning models
Use our structured and evidence-based datasets to unlock newinsights and accelerate drug research.
Use our structured and evidence-based datasets to unlock new insights and accelerate drug research.
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- General Function
- Zinc ion binding
- Specific Function
- May play a role in the adhesive and proteolytic events that occur during lymphocyte emigration or may function in ectodomain shedding of lymphocyte surface target proteins, such as FASL and CD40L. ...
- Gene Name
- ADAM28
- Uniprot ID
- Q9UKQ2
- Uniprot Name
- Disintegrin and metalloproteinase domain-containing protein 28
- Molecular Weight
- 87147.04 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
- Humans
- Pharmacological action
- Unknown
- General Function
- Zinc ion binding
- Specific Function
- Cleaves aggrecan, a cartilage proteoglycan, and may be involved in its turnover. May play an important role in the destruction of aggrecan in arthritic diseases. May play a role in proteolytic proc...
- Gene Name
- ADAMTS5
- Uniprot ID
- Q9UNA0
- Uniprot Name
- A disintegrin and metalloproteinase with thrombospondin motifs 5
- Molecular Weight
- 101716.955 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. DetailsNeutrophil collagenase
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- General Function
- Zinc ion binding
- Specific Function
- Can degrade fibrillar type I, II, and III collagens.
- Gene Name
- MMP8
- Uniprot ID
- P22894
- Uniprot Name
- Neutrophil collagenase
- Molecular Weight
- 53411.72 Da
References
- Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [Article]
- Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [Article]
- 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. DetailsMacrophage metalloelastase
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- General Function
- Zinc ion binding
- Specific Function
- May be involved in tissue injury and remodeling. Has significant elastolytic activity. Can accept large and small amino acids at the P1' site, but has a preference for leucine. Aromatic or hydropho...
- Gene Name
- MMP12
- Uniprot ID
- P39900
- Uniprot Name
- Macrophage metalloelastase
- Molecular Weight
- 54001.175 Da
References
- Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [Article]
- Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [Article]
- 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]
5. DetailsMatrix metalloproteinase-16
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- General Function
- Zinc ion binding
- Specific Function
- Endopeptidase that degrades various components of the extracellular matrix, such as collagen type III and fibronectin. Activates progelatinase A. Involved in the matrix remodeling of blood vessels....
- Gene Name
- MMP16
- Uniprot ID
- P51512
- Uniprot Name
- Matrix metalloproteinase-16
- Molecular Weight
- 69521.03 Da
References
- Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [Article]
- Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [Article]
- 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 June 13, 2005 13:24 / Updated at February 21, 2021 18:51