3-(9-HYDROXY-1,3-DIOXO-4-PHENYL-2,3-DIHYDROPYRROLO[3,4-C]CARBAZOL-6(1H)-YL)PROPANOIC ACID

Identification

Name
3-(9-HYDROXY-1,3-DIOXO-4-PHENYL-2,3-DIHYDROPYRROLO[3,4-C]CARBAZOL-6(1H)-YL)PROPANOIC ACID
Accession Number
DB07265
Type
Small Molecule
Groups
Experimental
Description
Not Available
Structure
Thumb
Synonyms
Not Available
Categories
Not Available
UNII
Not Available
CAS number
Not Available
Weight
Average: 400.3835
Monoisotopic: 400.105921632
Chemical Formula
C23H16N2O5
InChI Key
JDARUOOLJCFUOY-UHFFFAOYSA-N
InChI
InChI=1S/C23H16N2O5/c26-13-6-7-16-15(10-13)19-17(25(16)9-8-18(27)28)11-14(12-4-2-1-3-5-12)20-21(19)23(30)24-22(20)29/h1-7,10-11,26H,8-9H2,(H,27,28)(H,24,29,30)
IUPAC Name
3-{14-hydroxy-3,5-dioxo-7-phenyl-4,10-diazatetracyclo[7.7.0.0²,⁶.0¹¹,¹⁶]hexadeca-1(9),2(6),7,11(16),12,14-hexaen-10-yl}propanoic acid
SMILES
OC(=O)CCN1C2=C(C=C(O)C=C2)C2=C1C=C(C1=C2C(=O)NC1=O)C1=CC=CC=C1

Pharmacology

Indication
Not Available
Structured Indications
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UWee1-like protein kinaseNot AvailableHuman
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
9978312
PubChem Substance
99443736
ChemSpider
8153904
BindingDB
50245344
ChEMBL
CHEMBL462170
HET
839
PDB Entries
2in6

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 Solubility0.0172 mg/mLALOGPS
logP3.09ALOGPS
logP3.09ChemAxon
logS-4.4ALOGPS
pKa (Strongest Acidic)4.07ChemAxon
pKa (Strongest Basic)-5.6ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area108.63 Å2ChemAxon
Rotatable Bond Count4ChemAxon
Refractivity109.53 m3·mol-1ChemAxon
Polarizability41.51 Å3ChemAxon
Number of Rings5ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.9847
Blood Brain Barrier+0.8281
Caco-2 permeable-0.76
P-glycoprotein substrateNon-substrate0.5656
P-glycoprotein inhibitor INon-inhibitor0.9559
P-glycoprotein inhibitor IINon-inhibitor0.676
Renal organic cation transporterNon-inhibitor0.7354
CYP450 2C9 substrateNon-substrate0.8278
CYP450 2D6 substrateNon-substrate0.7699
CYP450 3A4 substrateNon-substrate0.5176
CYP450 1A2 substrateNon-inhibitor0.8942
CYP450 2C9 inhibitorNon-inhibitor0.8705
CYP450 2D6 inhibitorNon-inhibitor0.8632
CYP450 2C19 inhibitorNon-inhibitor0.8817
CYP450 3A4 inhibitorNon-inhibitor0.6869
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.7865
Ames testNon AMES toxic0.798
CarcinogenicityNon-carcinogens0.9101
BiodegradationNot ready biodegradable0.9148
Rat acute toxicity2.1344 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9769
hERG inhibition (predictor II)Non-inhibitor0.7676
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 pyrrolocarbazoles. These are compounds containing a pyrrolocarbazole moiety, which is a tetracyclic heterocycle which consists of a pyrrole ring fused to a carbazole.
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Indoles and derivatives
Sub Class
Carbazoles
Direct Parent
Pyrrolocarbazoles
Alternative Parents
Phthalimides / N-alkylindoles / Hydroxyindoles / Indoles / 1-hydroxy-2-unsubstituted benzenoids / Substituted pyrroles / Benzene and substituted derivatives / Heteroaromatic compounds / N-unsubstituted carboxylic acid imides / Azacyclic compounds
show 7 more
Substituents
Pyrrolocarbazole / Phthalimide / Isoindolone / Hydroxyindole / N-alkylindole / Indole / Isoindoline / Isoindole or derivatives / 1-hydroxy-2-unsubstituted benzenoid / Monocyclic benzene moiety
show 19 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
Not Available

Targets

Details
1. Wee1-like protein kinase
Kind
Protein
Organism
Human
Pharmacological action
Unknown
General Function
Protein tyrosine kinase activity
Specific Function
Acts as a negative regulator of entry into mitosis (G2 to M transition) by protecting the nucleus from cytoplasmically activated cyclin B1-complexed CDK1 before the onset of mitosis by mediating ph...
Gene Name
WEE1
Uniprot ID
P30291
Uniprot Name
Wee1-like protein kinase
Molecular Weight
71596.655 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. [PubMed:10592235]

Drug created on September 15, 2010 15:19 / Updated on December 01, 2017 15:48