CRA_16847

Identification

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Name
CRA_16847
Accession Number
DB02063  (EXPT00325)
Type
Small Molecule
Groups
Experimental
Description
Not Available
Structure
Thumb
Synonyms
  • 2-(3-{5-[AMINO(IMINIO)METHYL]-1H-BENZIMIDAZOL-2-YL}-5-BROMO-4-OXIDOPHENYL)SUCCINATE
Categories
Not Available
UNII
Not Available
CAS number
Not Available
Weight
Average: 445.224
Monoisotopic: 444.006932193
Chemical Formula
C18H13BrN4O5
InChI Key
SJMNJNRKVVVGRB-SECBINFHSA-L
InChI
InChI=1S/C18H15BrN4O5/c19-11-4-8(9(18(27)28)6-14(24)25)3-10(15(11)26)17-22-12-2-1-7(16(20)21)5-13(12)23-17/h1-5,9,26H,6H2,(H3,20,21)(H,22,23)(H,24,25)(H,27,28)/p-2/t9-/m1/s1
IUPAC Name
(3R)-3-[3-bromo-5-(6-carbamimidoyl-1H-1,3-benzodiazol-2-yl)-4-oxidophenyl]-3-carboxypropanoate
SMILES
[H][C@](CC([O-])=O)(C(O)=O)C1=CC(C2=NC3=C(N2)C=C(C=C3)C(N)=N)=C([O-])C(Br)=C1

Pharmacology

Indication
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UTrypsin-1Not 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
Toxicity
Not Available
Affected organisms
Not Available
Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
Not Available
Food Interactions
Not Available

References

General References
Not Available
External Links
PubChem Compound
131704187
PubChem Substance
46504465
BindingDB
14339
HET
847
PDB Entries
1o2u / 1o2v / 1o2w / 1o2x / 1o2y

Clinical Trials

Clinical Trials
Not Available

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 Solubility0.0421 mg/mLALOGPS
logP1.85ALOGPS
logP-0.27ChemAxon
logS-4.1ALOGPS
pKa (Strongest Acidic)3.16ChemAxon
pKa (Strongest Basic)11.53ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count8ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area179.04 Å2ChemAxon
Rotatable Bond Count6ChemAxon
Refractivity144.88 m3·mol-1ChemAxon
Polarizability40.08 Å3ChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.766
Blood Brain Barrier+0.8624
Caco-2 permeable-0.6398
P-glycoprotein substrateNon-substrate0.5604
P-glycoprotein inhibitor INon-inhibitor0.9273
P-glycoprotein inhibitor IINon-inhibitor0.8554
Renal organic cation transporterNon-inhibitor0.7653
CYP450 2C9 substrateNon-substrate0.8357
CYP450 2D6 substrateNon-substrate0.8235
CYP450 3A4 substrateNon-substrate0.6724
CYP450 1A2 substrateInhibitor0.6611
CYP450 2C9 inhibitorNon-inhibitor0.6469
CYP450 2D6 inhibitorNon-inhibitor0.7908
CYP450 2C19 inhibitorNon-inhibitor0.606
CYP450 3A4 inhibitorNon-inhibitor0.7776
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.6207
Ames testNon AMES toxic0.6529
CarcinogenicityNon-carcinogens0.8567
BiodegradationNot ready biodegradable1.0
Rat acute toxicity2.4820 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9787
hERG inhibition (predictor II)Non-inhibitor0.87
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 MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSNot Available

Taxonomy

Description
This compound belongs to the class of organic compounds known as phenylbenzimidazoles. These are compounds containing a phenylbenzimidazole skeleton, which consists of a benzimidazole moiety where its imidazole ring is attached to a phenyl group.
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Benzimidazoles
Sub Class
Phenylbenzimidazoles
Direct Parent
Phenylbenzimidazoles
Alternative Parents
Phenylpropanoic acids / Phenylimidazoles / Phenoxides / Bromobenzenes / Aryl bromides / Dicarboxylic acids and derivatives / Heteroaromatic compounds / Azacyclic compounds / Carboxamidines / Carboximidamides
show 7 more
Substituents
Phenylbenzimidazole / 3-phenylpropanoic-acid / 2-phenylimidazole / Bromobenzene / Halobenzene / Phenoxide / Aryl bromide / Aryl halide / Monocyclic benzene moiety / Dicarboxylic acid or derivatives
show 22 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
Not Available

Targets

Details
1. Trypsin-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
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284]
  2. 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. [PubMed:17016423]
  3. 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. [PubMed:10592235]

Drug created on June 13, 2005 07:24 / Updated on June 04, 2019 05:27