methyl 2-(1-(5-chloro-7H-pyrrolo[2,3-d]pyrimidin-4-yl)piperidin-4-yl)-1H-benzo[d]imidazole-5-carboxylate

ID: ALA5288408

Max Phase: Preclinical

Molecular Formula: C20H19ClN6O2

Molecular Weight: 410.87

Names and Identifiers

Canonical SMILES:  COC(=O)c1ccc2[nH]c(C3CCN(c4ncnc5[nH]cc(Cl)c45)CC3)nc2c1

Standard InChI:  InChI=1S/C20H19ClN6O2/c1-29-20(28)12-2-3-14-15(8-12)26-17(25-14)11-4-6-27(7-5-11)19-16-13(21)9-22-18(16)23-10-24-19/h2-3,8-11H,4-7H2,1H3,(H,25,26)(H,22,23,24)

Standard InChI Key:  MGRJCGXCUUCOQG-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   -0.5852    2.7540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2413    2.7540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6516    2.0432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2436    1.3269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4947    0.5198    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1613    0.0473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8313    0.5412    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1613   -0.7767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5523   -1.1888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5523   -2.0129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1614   -2.4249    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8751   -2.0129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8750   -1.1888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1614   -3.2491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5522   -3.6614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5514   -4.4830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.8733   -4.4865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8781   -3.6629    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3531   -3.4130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8213   -4.0643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3308   -4.7286    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9972    3.4677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8213    3.4677    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5852    4.1814    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9972    4.8951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5664   -2.6170    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
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  4  3  2  0
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 17 22  1  0
 22 23  2  0
 24 23  1  0
 18 24  1  0
  3 25  1  0
 25 26  2  0
 25 27  1  0
 27 28  1  0
 22 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5288408

   ---

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: 410.87

Molecular Weight (Monoisotopic): 410.1258

AlogP: 3.66

#Rotatable Bonds: 3

Polar Surface Area: 99.79

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.50

CX Basic pKa: 5.69

CX LogP: 3.51

CX LogD: 3.50

Aromatic Rings: 4

Heavy Atoms: 29

QED Weighted: 0.50

Np Likeness Score: -1.30

References

1. Manetti F..  (2018)  Recent advances in the rational design and development of LIM kinase inhibitors are not enough to enter clinical trials.,  155  [PMID:29908439] [10.1016/j.ejmech.2018.06.016]

Source

Source(1):

• Scientific Literature