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

ID: ALA5286570

Max Phase: Preclinical

Molecular Formula: C23H27BrClN7O

Molecular Weight: 532.87

Names and Identifiers

Canonical SMILES:  CN1CCN(C(C(=O)N2CCN(c3ncnc4[nH]cc(Br)c34)CC2)c2ccc(Cl)cc2)CC1

Standard InChI:  InChI=1S/C23H27BrClN7O/c1-29-6-8-30(9-7-29)20(16-2-4-17(25)5-3-16)23(33)32-12-10-31(11-13-32)22-19-18(24)14-26-21(19)27-15-28-22/h2-5,14-15,20H,6-13H2,1H3,(H,26,27,28)

Standard InChI Key:  MECMVUIPPJEYFL-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 33 37  0  0  0  0  0  0  0  0999 V2000
    0.7199   -3.1068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4345   -2.6945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1464   -3.1065    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1464   -3.9316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4363   -4.3434    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7199   -3.9353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0678   -2.8508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0678   -4.1913    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5548   -3.5210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2822   -2.0508    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    1.4345   -1.8663    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7173   -1.4522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7173   -0.6239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4346   -0.2098    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1518   -0.6239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1518   -1.4522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4346    0.6184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7173    1.0325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1518    1.0325    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7173    1.8608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.2752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0008    3.1009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7183    3.5151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4328    3.1044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4376    2.2767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7183    4.3434    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.6184    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.2098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7172   -0.6239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4345   -0.2098    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4345    0.6184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7173    1.0325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1518   -0.6239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
  4  3  2  0
  5  4  1  0
  1  6  1  0
  6  5  2  0
  1  7  1  0
  6  8  1  0
  8  9  1  0
  9  7  2  0
  7 10  1  0
 11  2  1  0
 11 12  1  0
 13 12  1  0
 14 13  1  0
 15 14  1  0
 11 16  1  0
 16 15  1  0
 14 17  1  0
 17 18  1  0
 17 19  2  0
 18 20  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
 27 18  1  0
 27 28  1  0
 29 28  1  0
 30 29  1  0
 31 30  1  0
 27 32  1  0
 32 31  1  0
 30 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5286570

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 532.87

Molecular Weight (Monoisotopic): 531.1149

AlogP: 3.01

#Rotatable Bonds: 4

Polar Surface Area: 71.60

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.14

CX Basic pKa: 7.05

CX LogP: 3.34

CX LogD: 3.18

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.56

Np Likeness Score: -1.41

References

1. Huang J, Chen L, Wu J, Ai D, Zhang JQ, Chen TG, Wang L..  (2022)  Targeting the PI3K/AKT/mTOR Signaling Pathway in the Treatment of Human Diseases: Current Status, Trends, and Solutions.,  65  (24.0): [PMID:36503229] [10.1021/acs.jmedchem.2c01070]

Source

Source(1):

• Scientific Literature