INDIBULIN

/static/temp/default.svg Search structure
Synonyms
Status
Molecule Category UNKNOWN
UNII 80K4H2RB8P
EPA CompTox DTXSID70174368

Structure

InChI Key SOLIIYNRSAWTSQ-UHFFFAOYSA-N
Smiles O=C(Nc1ccncc1)C(=O)c1cn(Cc2ccc(Cl)cc2)c2ccccc12
InChI
InChI=1S/C22H16ClN3O2/c23-16-7-5-15(6-8-16)13-26-14-19(18-3-1-2-4-20(18)26)21(27)22(28)25-17-9-11-24-12-10-17/h1-12,14H,13H2,(H,24,25,28)

Physicochemical Descriptors

Property Name Value
Molecular Formula C22H16ClN3O2
Molecular Weight 389.84
AlogP 4.56
Hydrogen Bond Acceptor 4.0
Hydrogen Bond Donor 1.0
Number of Rotational Bond 5.0
Polar Surface Area 63.99
Molecular species NEUTRAL
Aromatic Rings 4.0
Heavy Atoms 28.0

Bioactivity

Mechanism of Action Action Reference
Tubulin inhibitor INHIBITOR PubMed
Protein: Tubulin
Description: Tubulin beta-4A chain
Organism : Homo sapiens
P04350 ENSG00000104833
Protein: Tubulin
Description: Tubulin beta chain
Organism : Homo sapiens
P07437 ENSG00000196230
Protein: Tubulin
Description: Tubulin alpha-3C chain
Organism : Homo sapiens
P0DPH7 ENSG00000198033
Protein: Tubulin
Description: Tubulin alpha-1B chain
Organism : Homo sapiens
P68363 ENSG00000123416
Protein: Tubulin
Description: Tubulin alpha-4A chain
Organism : Homo sapiens
P68366 ENSG00000127824
Protein: Tubulin
Description: Tubulin beta-4B chain
Organism : Homo sapiens
P68371 ENSG00000188229
Protein: Tubulin
Description: Tubulin beta-3 chain
Organism : Homo sapiens
Q13509 ENSG00000258947
Protein: Tubulin
Description: Tubulin beta-2A chain
Organism : Homo sapiens
Q13885 ENSG00000137267
Protein: Tubulin
Description: Tubulin beta-8 chain
Organism : Homo sapiens
Q3ZCM7 ENSG00000261456
Protein: Tubulin
Description: Tubulin alpha-3E chain
Organism : Homo sapiens
Q6PEY2 ENSG00000152086
Protein: Tubulin
Description: Tubulin alpha-1A chain
Organism : Homo sapiens
Q71U36 ENSG00000167552
Protein: Tubulin
Description: Tubulin alpha-1C chain
Organism : Homo sapiens
Q9BQE3 ENSG00000167553
Protein: Tubulin
Description: Tubulin beta-6 chain
Organism : Homo sapiens
Q9BUF5 ENSG00000176014
Protein: Tubulin
Description: Tubulin beta-2B chain
Organism : Homo sapiens
Q9BVA1 ENSG00000137285
Protein: Tubulin
Description: Tubulin beta-1 chain
Organism : Homo sapiens
Q9H4B7 ENSG00000101162
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Structural protein
- 250 - - -
Assay Description Organism Bioactivity Reference
In vitro anticancer activity against human gastric NUGC3 cells Homo sapiens 524.0 nM
In vitro anticancer activity against murine leukemic P388 cells Mus musculus 77.0 nM
Cytotoxicity against human HL60/TX1000 cells after 72 hrs by MTT assay Homo sapiens 50.0 nM
Antiproliferative activity against human HT-29 cells Homo sapiens 72.0 nM
Antiproliferative activity against human MDA-MB-231 cells Homo sapiens 74.0 nM
Cytotoxicity against human KB/HeLa cells after 48 hrs by XTT assay Homo sapiens 44.0 nM
Cytotoxicity against mouse L1210 cells after 48 hrs by XTT assay Mus musculus 44.0 nM
Cytotoxicity against human SKOV3 cells after 48 hrs by XTT assay Homo sapiens 77.0 nM
Growth inhibition of human SKBR3 cells after 48 hrs by MTT assay Homo sapiens 33.0 nM
Growth inhibition of human DU145 cells after 48 hrs by MTT assay Homo sapiens 180.0 nM
Growth inhibition of human PC3 cells after 48 hrs by MTT assay Homo sapiens 400.0 nM
Growth inhibition of human HCT15 cells after 48 hrs by MTT assay Homo sapiens 560.0 nM
Inhibition of porcine brain tubulin polymerization at 0.5 uM measured for 1 hr by fluorescence assay relative to control Sus scrofa 60.5 %
Inhibition of porcine brain tubulin polymerization measured for 1 hr by fluorescence assay Sus scrofa 430.0 nM
Cytotoxicity against human MDA-MB-231 cells assessed as reduction in cell survival after 48 hrs by MTT assay Homo sapiens 74.0 nM
Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of Caco-2 cells at 10 uM after 48 hours by high content imaging Homo sapiens 35.11 %
Inhibition of bovine brain tubulin polymerization incubated for 1 hr Bos taurus 250.0 nM
SARS-CoV-2 3CL-Pro protease inhibition percentage at 20µM by FRET kind of response from peptide substrate Severe acute respiratory syndrome coronavirus 2 25.38 % SARS-CoV-2 3CL-Pro protease inhibition percentage at 20µM by FRET kind of response from peptide substrate Severe acute respiratory syndrome coronavirus 2 4.086 %
Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of VERO-6 cells at 10 uM after 48 hours exposure to 0.01 MOI SARS CoV-2 virus by high content imaging Chlorocebus sabaeus 0.49 % Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of VERO-6 cells at 10 uM after 48 hours exposure to 0.01 MOI SARS CoV-2 virus by high content imaging Chlorocebus sabaeus 0.23 % Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of VERO-6 cells at 10 uM after 48 hours exposure to 0.01 MOI SARS CoV-2 virus by high content imaging Chlorocebus sabaeus 0.49 % Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of VERO-6 cells at 10 uM after 48 hours exposure to 0.01 MOI SARS CoV-2 virus by high content imaging Chlorocebus sabaeus 0.23 %
Antiproliferative activity against human HeLa cells assessed as reduction in cell viability Homo sapiens 115.0 nM
Antiproliferative activity against human A2780 cells incubated for 72 hrs by ATPlite reagent based assay Homo sapiens 19.0 nM
Antiproliferative activity against D4-9-31 resistance human A2780 cells incubated for 72 hrs by ATPlite reagent based assay Homo sapiens 20.0 nM
Cytotoxicity against human A549 cells assessed as cell growth inhibition Homo sapiens 398.0 nM
Cytotoxicity against human HCT-116 cells assessed as cell growth inhibition Homo sapiens 50.0 nM
Cytotoxicity against human SK-OV-3 cells assessed as cell growth inhibition Homo sapiens 200.0 nM
Cytotoxicity against human PC-3 cells assessed as cell growth inhibition Homo sapiens 40.0 nM
Cytotoxicity against human DU-145 cells assessed as cell growth inhibition Homo sapiens 50.0 nM
Cytotoxicity against human T47D cells assessed as cell growth inhibition Homo sapiens 40.0 nM

Cross References

Resources Reference
ChEMBL CHEMBL49642
DrugBank DB06169
FDA SRS 80K4H2RB8P
PubChem 2929
SureChEMBL SCHEMBL3165856
ZINC ZINC000037866151
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