Benzofuran-2-yl(9-(2-(diethylamino)ethyl)-2-methyl-9Hbenzo[d]imidazo[1,2-a]imidazole-3-yl)methanone

ID: ALA4873412

PubChem CID: 164625353

Max Phase: Preclinical

Molecular Formula: C25H26N4O2

Molecular Weight: 414.51

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCN(CC)CCn1c2ccccc2n2c(C(=O)c3cc4ccccc4o3)c(C)nc12

Standard InChI:  InChI=1S/C25H26N4O2/c1-4-27(5-2)14-15-28-19-11-7-8-12-20(19)29-23(17(3)26-25(28)29)24(30)22-16-18-10-6-9-13-21(18)31-22/h6-13,16H,4-5,14-15H2,1-3H3

Standard InChI Key:  UQYHWOPWRVCWLU-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 31 35  0  0  0  0  0  0  0  0999 V2000
   14.0315   -8.4910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8290   -8.3201    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.0053  -10.3414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2294  -10.5961    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.7499   -9.9353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2265   -9.2737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0051   -9.5242    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.7839  -10.5919    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.2646   -9.9261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7810   -9.2695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8923   -8.5281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0773   -8.4484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6007   -9.1101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9349   -9.8556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0818   -9.9259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9830  -11.3746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1814  -11.5455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9308  -12.3240    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.1333  -12.4990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8828  -13.2776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4493  -12.9575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2546  -12.8297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6978   -7.9019    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.5131   -7.8575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7221   -7.0690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0362   -6.6253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4028   -7.1437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9043   -5.8158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1431   -5.5288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5096   -6.0431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6374   -6.8526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  3  7  1  0
  8  9  1  0
  9 10  2  0
  7 10  1  0
  3  8  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
  5 14  2  0
  6 11  2  0
  9 15  1  0
 16 17  1  0
 19 20  1  0
 18 19  1  0
 21 22  1  0
 18 21  1  0
 17 18  1  0
  4 16  1  0
  1 10  1  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  1  0
 23 27  1  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 27 31  2  0
 26 28  2  0
  1 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4873412

   ---

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: 414.51

Molecular Weight (Monoisotopic): 414.2056

AlogP: 4.92

#Rotatable Bonds: 7

Polar Surface Area: 55.68

Molecular Species: BASE

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.21

CX LogP: 3.61

CX LogD: 1.81

Aromatic Rings: 5

Heavy Atoms: 31

QED Weighted: 0.35

Np Likeness Score: -1.23

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