(R)-(4-(4-methoxyphenyl)piperazin-1-yl)(1-l-phenylethyl)-1H-imidazol-5-Amethanone

ID: ALA4759282

PubChem CID: 162657867

Max Phase: Preclinical

Molecular Formula: C23H26N4O2

Molecular Weight: 390.49

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(N2CCN(C(=O)c3cncn3[C@H](C)c3ccccc3)CC2)cc1

Standard InChI:  InChI=1S/C23H26N4O2/c1-18(19-6-4-3-5-7-19)27-17-24-16-22(27)23(28)26-14-12-25(13-15-26)20-8-10-21(29-2)11-9-20/h3-11,16-18H,12-15H2,1-2H3/t18-/m1/s1

Standard InChI Key:  RROFHJSZMIIZHL-GOSISDBHSA-N

Molfile:  

 
     RDKit          2D

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   29.6678  -14.0580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8292  -14.8686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6139  -15.1368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2375  -14.5841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0730  -13.7756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0213  -14.8443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1858  -15.6537    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.6243  -16.2600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0341  -16.9802    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.8443  -16.8141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9342  -15.9920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6517  -15.5797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6406  -14.2992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6550  -14.7537    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.3623  -15.9928    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.3576  -16.8122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0640  -17.2252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7794  -16.8198    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.7839  -15.9970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0729  -15.5795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4859  -17.2349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4790  -18.0579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1872  -18.4736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.9027  -18.0674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.9056  -17.2413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1969  -16.8293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.6123  -18.4822    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.6077  -19.3041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 22  1  0
 19 22  1  0
 25 28  1  0
 28 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4759282

   ---

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: 390.49

Molecular Weight (Monoisotopic): 390.2056

AlogP: 3.46

#Rotatable Bonds: 5

Polar Surface Area: 50.60

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 4.83

CX LogP: 3.02

CX LogD: 3.02

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.67

Np Likeness Score: -1.25

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