(R)-(1-(1-phenylethyl)-1H-imidazol-5-yl)(4-phenylpiperazin-1-yl)methanone

ID: ALA4760134

PubChem CID: 155669604

Max Phase: Preclinical

Molecular Formula: C22H24N4O

Molecular Weight: 360.46

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C[C@H](c1ccccc1)n1cncc1C(=O)N1CCN(c2ccccc2)CC1

Standard InChI:  InChI=1S/C22H24N4O/c1-18(19-8-4-2-5-9-19)26-17-23-16-21(26)22(27)25-14-12-24(13-15-25)20-10-6-3-7-11-20/h2-11,16-18H,12-15H2,1H3/t18-/m1/s1

Standard InChI Key:  XYDJLLFNNKHPKK-GOSISDBHSA-N

Molfile:  

 
     RDKit          2D

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   10.4403  -13.8215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6017  -14.6320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3865  -14.9001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0101  -14.3475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8454  -13.5389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7939  -14.6077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9583  -15.4171    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.3968  -16.0235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8066  -16.7435    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.6169  -16.5776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7067  -15.7554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4243  -15.3431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4131  -14.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4275  -14.5170    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.1349  -15.7561    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.1302  -16.5756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8366  -16.9886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5520  -16.5833    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.5564  -15.7604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8455  -15.3429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2585  -16.9983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2515  -17.8213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9597  -18.2370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6753  -17.8308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6782  -17.0046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9694  -16.5926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  7 14  1  1
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 19 20  1  0
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 27 22  1  0
 19 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4760134

   ---

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: 360.46

Molecular Weight (Monoisotopic): 360.1950

AlogP: 3.45

#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: 4.78

CX LogP: 3.18

CX LogD: 3.17

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.72

Np Likeness Score: -1.30

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