Tert-butyl-9-(2-(diethylamino)ethyl)-2-methyl-9H-benzo[d]imidazo [1,2-a]imidazole-3-carboxylate

ID: ALA4858889

PubChem CID: 164615919

Max Phase: Preclinical

Molecular Formula: C21H30N4O2

Molecular Weight: 370.50

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCN(CC)CCn1c2ccccc2n2c(C(=O)OC(C)(C)C)c(C)nc12

Standard InChI:  InChI=1S/C21H30N4O2/c1-7-23(8-2)13-14-24-16-11-9-10-12-17(16)25-18(15(3)22-20(24)25)19(26)27-21(4,5)6/h9-12H,7-8,13-14H2,1-6H3

Standard InChI Key:  TWGDSFWPUAFLMY-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   13.6694   -7.2928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4623   -7.5022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9458  -10.5570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1748  -10.8299    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.6771  -10.1818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1391   -9.5081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9259   -9.7402    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.7285  -10.7891    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.1905  -10.1155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6969   -9.4674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7878   -8.7702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9744   -8.7060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5124   -9.3796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8637  -10.1175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9290   -8.6847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7203   -8.4948    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3974   -8.0609    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.0073  -10.0956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9427  -11.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1515  -11.8065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9152  -12.5892    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.4469  -13.2089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2516  -13.0618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1240  -12.7790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8919  -13.5617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1389   -6.6703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
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 10 11  2  0
  8 11  1  0
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  6 15  2  0
  7 12  2  0
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 16 18  1  0
 11 16  1  0
 10 19  1  0
 20 21  1  0
 23 24  1  0
 22 23  1  0
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  5 20  1  0
  2 27  1  0
 18  2  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4858889

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 370.50

Molecular Weight (Monoisotopic): 370.2369

AlogP: 3.89

#Rotatable Bonds: 6

Polar Surface Area: 51.77

Molecular Species: BASE

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.91

CX LogP: 3.13

CX LogD: 0.66

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.62

Np Likeness Score: -1.39

References

1. Zhao S, Zhang H, Jin H, Cai X, Zhang R, Jin Z, Yang W, Yu P, Zhang L, Liu Z..  (2021)  Design, synthesis and biological activities of benzo[d]imidazo[1,2-a]imidazole derivatives as TRPM2-specfic inhibitors.,  225  [PMID:34416664] [10.1016/j.ejmech.2021.113750]

Source

Source(1):

• Scientific Literature