(S,Z)-N-(1-bromo-3-((1-hydroxy-3-phenylpropan-2-yl)amino)-3-oxo-1-phenylprop-1-en-2-yl)-3-methoxybenzamide

ID: ALA4763858

PubChem CID: 162660905

Max Phase: Preclinical

Molecular Formula: C26H25BrN2O4

Molecular Weight: 509.40

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cccc(C(=O)N/C(C(=O)N[C@H](CO)Cc2ccccc2)=C(\Br)c2ccccc2)c1

Standard InChI:  InChI=1S/C26H25BrN2O4/c1-33-22-14-8-13-20(16-22)25(31)29-24(23(27)19-11-6-3-7-12-19)26(32)28-21(17-30)15-18-9-4-2-5-10-18/h2-14,16,21,30H,15,17H2,1H3,(H,28,32)(H,29,31)/b24-23-/t21-/m0/s1

Standard InChI Key:  OIEMJVJOGIICDU-HGJUWQSKSA-N

Molfile:  

 
     RDKit          2D

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   20.8947  -24.7221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8936  -25.5416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6016  -25.9506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3113  -25.5411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3085  -24.7185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   21.6014  -26.7678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8936  -27.1762    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   22.3090  -27.1765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3088  -27.9937    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.0169  -26.7681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7245  -27.1769    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.0171  -25.9509    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.4323  -26.7684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1399  -27.1772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4325  -25.9513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1403  -25.5428    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.1397  -27.9944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0165  -28.4025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0163  -29.2197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7243  -27.9941    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.3094  -29.6259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3089  -30.4423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0170  -30.8519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7272  -30.4391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7242  -29.6240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4323  -28.3986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4317  -29.2150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1399  -29.6246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8500  -29.2118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8471  -28.3967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6009  -30.8504    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.8934  -30.4413    0.0000 C   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
  3  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 11 13  2  0
 14 12  1  6
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 15 18  1  0
 10 19  1  0
 19 20  1  0
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 22 23  1  0
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 24 25  1  0
 25 26  2  0
 26 20  1  0
 18 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 18  1  0
 23 32  1  0
 32 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4763858

   ---

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: 509.40

Molecular Weight (Monoisotopic): 508.0998

AlogP: 3.91

#Rotatable Bonds: 9

Polar Surface Area: 87.66

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.74

CX Basic pKa: ┄

CX LogP: 3.61

CX LogD: 3.61

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.38

Np Likeness Score: -0.50

References

1. Gu X,Zhang Y,Zou Y,Li X,Guan M,Zhou Q,Qiu J.  (2021)  Synthesis and evaluation of new phenyl acrylamide derivatives as potent non-nucleoside anti-HBV agents.,  29  [PMID:33285406] [10.1016/j.bmc.2020.115892]

Source

Source(1):

• Scientific Literature