(4-(5-bromo-7H-pyrrolo[2,3-d]pyrimidin-4-yl)piperazin-1-yl)(4-(4-chlorophenyl)piperidin-4-yl)methanone

ID: ALA4207231

PubChem CID: 145978607

Max Phase: Preclinical

Molecular Formula: C22H24BrClN6O

Molecular Weight: 503.83

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(N1CCN(c2ncnc3[nH]cc(Br)c23)CC1)C1(c2ccc(Cl)cc2)CCNCC1

Standard InChI:  InChI=1S/C22H24BrClN6O/c23-17-13-26-19-18(17)20(28-14-27-19)29-9-11-30(12-10-29)21(31)22(5-7-25-8-6-22)15-1-3-16(24)4-2-15/h1-4,13-14,25H,5-12H2,(H,26,27,28)

Standard InChI Key:  MMLVKFZZQNHEFO-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 31 35  0  0  0  0  0  0  0  0999 V2000
   29.6087   -9.9466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4259   -9.9466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8323   -9.2428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4259   -8.5345    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.6087   -8.5345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1979   -9.2428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0309  -10.6487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6327  -11.3596    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.7958   -9.9331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3972   -9.2162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5781   -9.2028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1605   -9.9032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5560  -10.6174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3723  -10.6339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8480  -10.6366    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.2461   -9.9216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0632   -9.9096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4822  -10.6126    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.0840  -11.3235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2669  -11.3355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.5145   -9.8736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9335  -10.5766    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.5353  -11.2875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7182  -11.2995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2993  -10.6006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6974   -9.8856    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.8014  -12.0608    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.4791  -12.0803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1453  -12.5507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7059  -12.3446    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   26.3434   -9.8901    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  6  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  7  8  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
  9 14  2  0
  1  9  1  0
  7  1  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 15 20  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 21 26  2  0
 28 29  2  0
 27 29  1  0
 23 27  1  0
 24 28  1  0
 18 25  1  0
  7 15  1  0
 28 30  1  0
 12 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4207231

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 503.83

Molecular Weight (Monoisotopic): 502.0883

AlogP: 3.34

#Rotatable Bonds: 3

Polar Surface Area: 77.15

Molecular Species: BASE

HBA: 5

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.14

CX Basic pKa: 9.83

CX LogP: 3.46

CX LogD: 1.08

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.57

Np Likeness Score: -1.06

References

1. Liu Y, Yin Y, Zhang Z, Li CJ, Zhang H, Zhang D, Jiang C, Nomie K, Zhang L, Wang ML, Zhao G..  (2017)  Structural optimization elaborates novel potent Akt inhibitors with promising anticancer activity.,  138  [PMID:28704757] [10.1016/j.ejmech.2017.06.067]

Source

Source(1):

• Scientific Literature