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

ID: ALA4762386

PubChem CID: 162660668

Max Phase: Preclinical

Molecular Formula: C26H25BrN2O4

Molecular Weight: 509.40

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccccc1C(=O)N/C(C(=O)N[C@H](CO)Cc1ccccc1)=C(\Br)c1ccccc1

Standard InChI:  InChI=1S/C26H25BrN2O4/c1-33-22-15-9-8-14-21(22)25(31)29-24(23(27)19-12-6-3-7-13-19)26(32)28-20(17-30)16-18-10-4-2-5-11-18/h2-15,20,30H,16-17H2,1H3,(H,28,32)(H,29,31)/b24-23-/t20-/m0/s1

Standard InChI Key:  XTNXJVRACRUJCX-NVWMPKGRSA-N

Molfile:  

 
     RDKit          2D

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   25.6906  -16.9918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6894  -17.8113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3975  -18.2203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1071  -17.8108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1043  -16.9882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   26.3973  -19.0375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6895  -19.4459    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   27.1049  -19.4462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1047  -20.2634    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.8127  -19.0378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5203  -19.4466    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.8129  -18.2206    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.2281  -19.0381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9357  -19.4469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2283  -18.2210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9361  -17.8125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.9355  -20.2641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8123  -20.6722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8121  -21.4894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5201  -20.2638    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.1052  -21.8956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1047  -22.7120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8128  -23.1216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5230  -22.7088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5201  -21.8937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2281  -20.6683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2276  -21.4847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9357  -21.8943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6459  -21.4815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6429  -20.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3981  -21.4860    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.3992  -20.6688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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  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
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 14 12  1  6
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 10 19  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
 22 32  1  0
 32 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4762386

   ---

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: 10.87

CX Basic pKa: ┄

CX LogP: 3.61

CX LogD: 3.61

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.38

Np Likeness Score: -0.42

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