(9-(2-(Diethylamino)ethyl)-2-methyl-9H-benzo[d]imidazo[1,2-a]imidazole-3-yl)(piperidin-4-yl)methanone

ID: ALA4859261

PubChem CID: 164615979

Max Phase: Preclinical

Molecular Formula: C22H31N5O

Molecular Weight: 381.52

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCN(CC)CCn1c2ccccc2n2c(C(=O)C3CCNCC3)c(C)nc12

Standard InChI:  InChI=1S/C22H31N5O/c1-4-25(5-2)14-15-26-18-8-6-7-9-19(18)27-20(16(3)24-22(26)27)21(28)17-10-12-23-13-11-17/h6-9,17,23H,4-5,10-15H2,1-3H3

Standard InChI Key:  KTQHJWBEOPAYDC-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 28 31  0  0  0  0  0  0  0  0999 V2000
   14.1440   -8.8781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9405   -8.7028    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.5865   -6.9864    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.3911   -6.8541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9089   -7.4847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6221   -8.2475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8174   -8.3798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2955   -7.7492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1239  -10.7342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3494  -10.9931    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.8621  -10.3351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3392   -9.6708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1192   -9.9170    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.9038  -10.9804    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.3809  -10.3161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8936   -9.6581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0009   -8.9271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1896   -8.8478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7125   -9.5121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0508  -10.2558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1981  -10.3114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1032  -11.7731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3067  -11.9442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0563  -12.7283    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.5782  -13.3589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3829  -13.2225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2598  -12.8994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0135  -13.6794    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
  7  8  1  0
  3  8  1  0
  1  6  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
  9 13  1  0
 14 15  1  0
 15 16  2  0
 13 16  1  0
  9 14  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 11 20  2  0
 12 17  2  0
 15 21  1  0
 22 23  1  0
 25 26  1  0
 24 25  1  0
 27 28  1  0
 24 27  1  0
 23 24  1  0
 10 22  1  0
  1 16  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4859261

   ---

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: 381.52

Molecular Weight (Monoisotopic): 381.2529

AlogP: 3.12

#Rotatable Bonds: 7

Polar Surface Area: 54.57

Molecular Species: BASE

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 10.12

CX LogP: 1.73

CX LogD: -2.64

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.64

Np Likeness Score: -1.24

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