4-[3-cyclohexyl-5-(4-fluorophenyl)imidazol-4-yl]pyrimidin-2-amine dihydrochloride

ID: ALA4643847

Cas Number: 950912-80-8

PubChem CID: 51049607

Product Number: P127947, Order Now?

Max Phase: Preclinical

Molecular Formula: C19H22Cl2FN5

Molecular Weight: 337.40

Molecule Type: Unknown

In stock!

Associated Items:

Names and Identifiers

Canonical SMILES:  Cl.Cl.Nc1nccc(-c2c(-c3ccc(F)cc3)ncn2C2CCCCC2)n1

Standard InChI:  InChI=1S/C19H20FN5.2ClH/c20-14-8-6-13(7-9-14)17-18(16-10-11-22-19(21)24-16)25(12-23-17)15-4-2-1-3-5-15;;/h6-12,15H,1-5H2,(H2,21,22,24);2*1H

Standard InChI Key:  PSNKGVAXBSAHCH-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 27 28  0  0  0  0  0  0  0  0999 V2000
   13.9955  -15.7045    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   11.1435  -11.5769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4823  -11.0960    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.7322  -10.3181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5507  -10.3181    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.8047  -11.0960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5960  -11.3079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1757  -10.7287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9632  -10.9408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1752  -11.7324    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.5974  -12.3092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8092  -12.1040    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.8134  -13.1005    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.9622   -9.6107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5507   -8.8991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9622   -8.1917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7809   -8.1917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1882   -8.8991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7809   -9.6107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1435  -12.3957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8509  -12.8033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8498  -13.6226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1420  -14.0301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4344  -13.6235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4317  -12.8055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1420  -14.8488    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    9.2813  -15.6161    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  2  2  0
  7  6  1  0
  8  7  2  0
  9  8  1  0
 10  9  2  0
 11 10  1  0
 12 11  2  0
  7 12  1  0
 11 13  1  0
 14  5  1  0
 14 15  1  0
 16 15  1  0
 17 16  1  0
 18 17  1  0
 19 18  1  0
 14 19  1  0
 20  2  1  0
 21 20  2  0
 22 21  1  0
 23 22  2  0
 24 23  1  0
 25 24  2  0
 20 25  1  0
 23 26  1  0
M  END

Associated Targets(Human)

HEK-293T (167025 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
U2OS (164939 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CSNK1D Tchem Casein kinase I delta (4546 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CDK2 Tchem Cyclin-dependent kinase 2 (9050 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
GSK3B Tclin Glycogen synthase kinase-3 beta (11785 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MAPK1 Tchem MAP kinase ERK2 (25055 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
AURKA Tchem Serine/threonine-protein kinase Aurora-A (10240 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ABL1 Tclin Tyrosine-protein kinase ABL (18331 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
FGFR3 Tclin Fibroblast growth factor receptor 3 (7811 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
BRPF1 Tchem Peregrin (2217 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
TRIM24 Tchem Transcription intermediary factor 1-alpha (2087 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
BRD4 Tchem Bromodomain-containing protein 4 (13122 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

CSNK1D Casein kinase 1, delta tv1 (43 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: UnknownTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 337.40Molecular Weight (Monoisotopic): 337.1703AlogP: 4.23#Rotatable Bonds: 3
Polar Surface Area: 69.62Molecular Species: NEUTRALHBA: 5HBD: 1
#RO5 Violations: HBA (Lipinski): 5HBD (Lipinski): 2#RO5 Violations (Lipinski):
CX Acidic pKa: CX Basic pKa: 4.55CX LogP: 3.93CX LogD: 3.93
Aromatic Rings: 3Heavy Atoms: 25QED Weighted: 0.78Np Likeness Score: -0.95

References

1. Cescon E, Bolcato G, Federico S, Bissaro M, Valentini A, Ferlin MG, Spalluto G, Sturlese M, Moro S..  (2020)  Scaffold Repurposing of in-House Chemical Library toward the Identification of New Casein Kinase 1 δ Inhibitors.,  11  (6): [PMID:32550997] [10.1021/acsmedchemlett.0c00028]
2. EUbOPEN.  (2023)  EUbOPEN Chemogenomics Library - IncuCyte,  [10.6019/CHEMBL5303304]
3. EUbOPEN.  (2023)  Tm Shift (DSF) assay results for EUbOPEN Chemogenomics Library,  [10.6019/CHEMBL5308504]