4-cyclopropyl-3,4-dihydroquinoxalin-1(2H)-yl)(1-(2,5-dichlorobenzyI)-1H-imidazol-5-yl)methanone

ID: ALA4744582

PubChem CID: 155669600

Max Phase: Preclinical

Molecular Formula: C22H20Cl2N4O

Molecular Weight: 427.33

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(c1cncn1Cc1cc(Cl)ccc1Cl)N1CCN(C2CC2)c2ccccc21

Standard InChI:  InChI=1S/C22H20Cl2N4O/c23-16-5-8-18(24)15(11-16)13-26-14-25-12-21(26)22(29)28-10-9-27(17-6-7-17)19-3-1-2-4-20(19)28/h1-5,8,11-12,14,17H,6-7,9-10,13H2

Standard InChI Key:  UCUFXJBDIPVFGI-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    2.4133  -30.0845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7884  -30.6288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9500  -31.4406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7361  -31.7092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3607  -31.1557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1959  -30.3458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1457  -31.4163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3104  -32.2270    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7481  -32.8344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1585  -33.5556    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9701  -33.3894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0602  -32.5659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7788  -32.1530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7821  -31.3255    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4906  -32.5667    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4858  -33.3874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1934  -33.8011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9100  -33.3951    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.6202  -33.8101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0270  -34.5258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4433  -33.8157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2023  -32.1527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9133  -32.5710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6291  -32.1645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6349  -31.3397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9191  -30.9232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2063  -31.3322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8123  -29.8002    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.3306  -31.9828    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  5  7  1  0
  7  8  1  0
  9 10  2  0
  8  9  1  0
 10 11  1  0
 11 12  2  0
 12  8  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 15 22  1  0
 16 17  1  0
 17 18  1  0
 18 23  1  0
 20 19  1  0
 21 20  1  0
 19 21  1  0
 18 19  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 22  1  0
  6 28  1  0
  3 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4744582

   ---

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: 427.33

Molecular Weight (Monoisotopic): 426.1014

AlogP: 4.87

#Rotatable Bonds: 4

Polar Surface Area: 41.37

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 4.54

CX LogP: 4.29

CX LogD: 4.29

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.60

Np Likeness Score: -1.56

References

1. Zhao S,Li X,Wang L,Peng W,Ye W,Li W,Wang YD,Chen WD.  (2021)  Design, synthesis and evaluation of 1-benzyl-1H-imidazole-5-carboxamide derivatives as potent TGR5 agonists.,  32  [PMID:33440321] [10.1016/j.bmc.2020.115972]

Source

Source(1):

• Scientific Literature