6-((5-chloro-2-((2-methoxy-4-(4-methylpiperazin-1-yl)phenyl)amino)pyrimidin-4-yl)amino)benzo[c][1,2]oxaborol-1(3H)-ol

ID: ALA5291435

Max Phase: Preclinical

Molecular Formula: C23H26BClN6O3

Molecular Weight: 480.77

Names and Identifiers

Canonical SMILES:  COc1cc(N2CCN(C)CC2)ccc1Nc1ncc(Cl)c(Nc2ccc3c(c2)B(O)OC3)n1

Standard InChI:  InChI=1S/C23H26BClN6O3/c1-30-7-9-31(10-8-30)17-5-6-20(21(12-17)33-2)28-23-26-13-19(25)22(29-23)27-16-4-3-15-14-34-24(32)18(15)11-16/h3-6,11-13,32H,7-10,14H2,1-2H3,(H2,26,27,28,29)

Standard InChI Key:  XLZSJJOKIGHAHP-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    1.5086    0.2086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2204   -0.2032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2204   -1.0284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5103   -1.4402    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7940   -1.0321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.5086    1.0338    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2232    1.4463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0793   -1.4447    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6352   -1.0321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2234    2.2716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9363    2.6823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6512    2.2696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6528    1.4484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9409    1.0320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4509    2.5200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.4322    1.2053    0.0000 B   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.0621   -0.2070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3517    0.2047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6352   -0.2033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3500   -2.2697    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6354   -2.6823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7768    0.2054    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4913   -0.2070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2060    0.2054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2060    1.0306    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4913    1.4432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7768    1.0306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9206    1.4432    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
  3  7  1  0
  2  8  1  0
  8  9  1  0
  6 10  1  0
 10 11  1  0
 12  9  2  0
 13 12  1  0
 14 13  2  0
 15 14  1  0
 16 15  2  0
  9 16  1  0
 14 17  1  0
 17 18  1  0
 19 18  1  0
 15 19  1  0
 19 20  1  0
 21 11  2  0
 22 21  1  0
 23 22  2  0
 24 23  1  0
 25 24  2  0
 11 25  1  0
 21 26  1  0
 26 27  1  0
 23 28  1  0
 29 28  1  0
 30 29  1  0
 31 30  1  0
 32 31  1  0
 33 32  1  0
 28 33  1  0
 31 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5291435

   ---

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: 480.77

Molecular Weight (Monoisotopic): 480.1848

AlogP: ┄

#Rotatable Bonds: ┄

Polar Surface Area: ┄

Molecular Species: ┄

HBA: ┄

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): ┄

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: ┄

CX LogD: ┄

Aromatic Rings: ┄

Heavy Atoms: ┄

QED Weighted: ┄

Np Likeness Score: ┄

References

1. Ren J, Gao Y, Shi W, Xu S, Wang Q, Zhao D, Kong L, Song W, Wang X, Zhang Y, He X, Wang Y, Tong S, Lu P, Li Y, Xu H, Zhang Y..  (2022)  Design and synthesis of boron-containing ALK inhibitor with favorable in vivo efficacy.,  75  [PMID:36332597] [10.1016/j.bmc.2022.117071]

Source

Source(1):

• Scientific Literature