N-Alpha-(2-Naphthylsulfonyl)-N-(3-Amidino-L-Phenylalaninyl)-D-Pipecolinic Acid
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Identification
- Generic Name
- N-Alpha-(2-Naphthylsulfonyl)-N-(3-Amidino-L-Phenylalaninyl)-D-Pipecolinic Acid
- DrugBank Accession Number
- DB04238
- Background
Not Available
- Type
- Small Molecule
- Groups
- Experimental
- Structure
- Weight
- Average: 508.589
Monoisotopic: 508.178040716 - Chemical Formula
- C26H28N4O5S
- Synonyms
- Not Available
Pharmacology
- Indication
Not Available
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- Pharmacodynamics
Not Available
- Mechanism of action
Target Actions Organism UTrypsin-1 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
- 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 dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond.
- Kingdom
- Organic compounds
- Super Class
- Organic acids and derivatives
- Class
- Carboxylic acids and derivatives
- Sub Class
- Amino acids, peptides, and analogues
- Direct Parent
- Dipeptides
- Alternative Parents
- 2-naphthalene sulfonamides / 2-naphthalene sulfonic acids and derivatives / Alpha amino acid amides / Amphetamines and derivatives / Piperidinecarboxylic acids / N-acylpiperidines / Organosulfonamides / Tertiary carboxylic acid amides / Aminosulfonyl compounds / Monocarboxylic acids and derivatives show 8 more
- Substituents
- 2-naphthalene sulfonamide / 2-naphthalene sulfonic acid or derivatives / Alpha-amino acid amide / Alpha-amino acid or derivatives / Alpha-dipeptide / Amidine / Aminosulfonyl compound / Amphetamine or derivatives / Aromatic heteropolycyclic compound / Azacycle show 28 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
- GNANSBQAIRJZPA-XZOQPEGZSA-N
- InChI
- InChI=1S/C26H28N4O5S/c27-24(28)20-9-5-6-17(14-20)15-22(25(31)30-13-4-3-10-23(30)26(32)33)29-36(34,35)21-12-11-18-7-1-2-8-19(18)16-21/h1-2,5-9,11-12,14,16,22-23,29H,3-4,10,13,15H2,(H3,27,28)(H,32,33)/t22-,23+/m0/s1
- IUPAC Name
- (2R)-1-[(2S)-3-(3-carbamimidoylphenyl)-2-(naphthalene-2-sulfonamido)propanoyl]piperidine-2-carboxylic acid
- SMILES
- [H][C@@](CC1=CC(=CC=C1)C(N)=N)(NS(=O)(=O)C1=CC2=CC=CC=C2C=C1)C(=O)N1CCCC[C@]1([H])C(O)=O
References
- General References
- Not Available
- External Links
- PubChem Compound
- 446604
- PubChem Substance
- 46506342
- ChemSpider
- 393920
- ChEMBL
- CHEMBL1161253
- ZINC
- ZINC000003834144
- PDBe Ligand
- FD1
- PDB Entries
- 1k1i
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 0.0137 mg/mL ALOGPS logP 0.9 ALOGPS logP 0.95 Chemaxon logS -4.6 ALOGPS pKa (Strongest Acidic) 3.01 Chemaxon pKa (Strongest Basic) 11.47 Chemaxon Physiological Charge 0 Chemaxon Hydrogen Acceptor Count 7 Chemaxon Hydrogen Donor Count 4 Chemaxon Polar Surface Area 153.65 Å2 Chemaxon Rotatable Bond Count 7 Chemaxon Refractivity 146.02 m3·mol-1 Chemaxon Polarizability 51.78 Å3 Chemaxon Number of Rings 4 Chemaxon Bioavailability 1 Chemaxon Rule of Five No Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule Yes Chemaxon - Predicted ADMET Features
Property Value Probability Human Intestinal Absorption + 0.7113 Blood Brain Barrier - 0.638 Caco-2 permeable - 0.8361 P-glycoprotein substrate Substrate 0.7085 P-glycoprotein inhibitor I Non-inhibitor 0.8257 P-glycoprotein inhibitor II Non-inhibitor 0.6488 Renal organic cation transporter Non-inhibitor 0.7715 CYP450 2C9 substrate Non-substrate 0.6196 CYP450 2D6 substrate Non-substrate 0.8402 CYP450 3A4 substrate Non-substrate 0.6215 CYP450 1A2 substrate Non-inhibitor 0.8833 CYP450 2C9 inhibitor Non-inhibitor 0.7282 CYP450 2D6 inhibitor Non-inhibitor 0.8934 CYP450 2C19 inhibitor Non-inhibitor 0.7831 CYP450 3A4 inhibitor Non-inhibitor 0.8304 CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.9769 Ames test Non AMES toxic 0.6459 Carcinogenicity Non-carcinogens 0.8313 Biodegradation Not ready biodegradable 0.9775 Rat acute toxicity 2.2912 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.9784 hERG inhibition (predictor II) Non-inhibitor 0.6471
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
- Chromatographic Properties
Collision Cross Sections (CCS)
Adduct CCS Value (Å2) Source type Source [M-H]- 211.61563 predictedDeepCCS 1.0 (2019) [M+H]+ 213.67363 predictedDeepCCS 1.0 (2019) [M+Na]+ 219.58652 predictedDeepCCS 1.0 (2019)
Targets
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1. DetailsTrypsin-1
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- General Function
- Serine-type endopeptidase activity
- Specific Function
- Has activity against the synthetic substrates Boc-Phe-Ser-Arg-Mec, Boc-Leu-Thr-Arg-Mec, Boc-Gln-Ala-Arg-Mec and Boc-Val-Pro-Arg-Mec. The single-chain form is more active than the two-chain form aga...
- Gene Name
- PRSS1
- Uniprot ID
- P07477
- Uniprot Name
- Trypsin-1
- Molecular Weight
- 26557.88 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 June 12, 2020 16:52