(S,Z)-N-(1-bromo-3-((1-hydroxy-3-phenylpropan-2-yl)amino)-1-(3-nitrophenyl)-3-oxoprop-1-en-2-yl)benzamide

ID: ALA4759656

PubChem CID: 162658098

Max Phase: Preclinical

Molecular Formula: C25H22BrN3O5

Molecular Weight: 524.37

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(N[C@H](CO)Cc1ccccc1)/C(NC(=O)c1ccccc1)=C(/Br)c1cccc([N+](=O)[O-])c1

Standard InChI:  InChI=1S/C25H22BrN3O5/c26-22(19-12-7-13-21(15-19)29(33)34)23(28-24(31)18-10-5-2-6-11-18)25(32)27-20(16-30)14-17-8-3-1-4-9-17/h1-13,15,20,30H,14,16H2,(H,27,32)(H,28,31)/b23-22-/t20-/m0/s1

Standard InChI Key:  ZUYILWORBHZALU-LPNGOHTBSA-N

Molfile:  

 
     RDKit          2D

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    1.8093   -2.0742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5173   -2.4831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2270   -2.0737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.5171   -3.3003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8093   -3.7088    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    3.2247   -3.7091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2245   -4.5263    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9326   -3.3007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.2246   -6.9749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.0556   -6.1572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.7628   -4.9293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1026   -0.8462    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1024   -0.0290    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3950   -1.2550    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
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  3  7  1  0
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 18 27  2  0
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 29 30  1  0
 30 31  2  0
 31 18  1  0
  1 32  1  0
 32 33  1  0
 32 34  2  0
M  CHG  2  32   1  33  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4759656

   ---

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: 524.37

Molecular Weight (Monoisotopic): 523.0743

AlogP: 3.81

#Rotatable Bonds: 9

Polar Surface Area: 121.57

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.09

CX Basic pKa: ┄

CX LogP: 3.71

CX LogD: 3.71

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.22

Np Likeness Score: -0.77

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