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1-{1-[4-(5-Isobutyl-6-oxo-3-phenyl-1,6-dihydro-pyrazin-2-yl)-benzyl]-piperidin-4-yl}-1,3-dihydro-benzoimidazol-2-one

ID: ALA178468

PubChem CID: 10152761

Max Phase: Preclinical

Molecular Formula: C33H35N5O2

Molecular Weight: 533.68

Molecule Type: Small molecule

This compound is available for customization.

Associated Items:

Names and Identifiers

Canonical SMILES:  CC(C)Cc1nc(-c2ccccc2)c(-c2ccc(CN3CCC(n4c(O)nc5ccccc54)CC3)cc2)nc1O

Standard InChI:  InChI=1S/C33H35N5O2/c1-22(2)20-28-32(39)36-31(30(34-28)24-8-4-3-5-9-24)25-14-12-23(13-15-25)21-37-18-16-26(17-19-37)38-29-11-7-6-10-27(29)35-33(38)40/h3-15,22,26H,16-21H2,1-2H3,(H,35,40)(H,36,39)

Standard InChI Key:  RJPLOWNWNWVHLW-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   -3.0333   -0.8292    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3208   -0.4042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3875    0.4458    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3250    0.4208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0375    0.8333    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6875    0.1708    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7500    0.4083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7500   -0.4167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4750   -0.3667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2792   -0.5417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6667    0.8583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    1.6833    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6125    0.8458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3042    1.5958    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6000   -0.8167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6625    1.6833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9542    0.4458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4708    0.8208    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4708   -0.8292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9500    2.0958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    0.8458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5250    2.0833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9000    0.4208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6208    1.6583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1875    1.6708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1875    0.8458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9125    2.0708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9292   -0.9792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5375   -1.3167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4708   -1.6542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6000   -1.6417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9000   -0.4042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1750   -2.0667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7458   -2.0667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1875   -1.7667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.8875   -2.0542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1833   -0.8042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1750   -1.6292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  2  0
  3  5  1  0
  4  1  1  0
  5 14  1  0
  6  5  2  0
  7  1  2  0
  8  6  1  0
  9  8  2  0
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 32 16  2  0
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 13 21  1  0
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  9  2  1  0
 40 38  2  0
M  END

Associated Targets(Human)

AKT1 Tchem Serine/threonine-protein kinase AKT (9192 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
AKT2 Tchem Serine/threonine-protein kinase AKT2 (4301 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
AKT3 Tchem Serine/threonine-protein kinase AKT3 (3157 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

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

Calculated Properties

Molecular Weight: 533.68Molecular Weight (Monoisotopic): 533.2791AlogP: 6.61#Rotatable Bonds: 7
Polar Surface Area: 87.30Molecular Species: BASEHBA: 7HBD: 2
#RO5 Violations: 2HBA (Lipinski): 7HBD (Lipinski): 2#RO5 Violations (Lipinski): 2
CX Acidic pKa: 11.71CX Basic pKa: 8.73CX LogP: 7.10CX LogD: 5.75
Aromatic Rings: 5Heavy Atoms: 40QED Weighted: 0.24Np Likeness Score: -0.85

References

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2. Lindsley CW, Zhao Z, Leister WH, Robinson RG, Barnett SF, Defeo-Jones D, Jones RE, Hartman GD, Huff JR, Huber HE, Duggan ME..  (2005)  Allosteric Akt (PKB) inhibitors: discovery and SAR of isozyme selective inhibitors.,  15  (3): [PMID:15664853] [10.1016/j.bmcl.2004.11.011]
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