(S,Z)-N-(1-bromo-3-((1-hydroxy-3-phenylpropan-2-yl)amino)-3-oxo-1-phenylprop-1-en-2-yl)-4-fluoro-2-methylbenzamide

ID: ALA4760443

PubChem CID: 162657810

Max Phase: Preclinical

Molecular Formula: C26H24BrFN2O3

Molecular Weight: 511.39

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cc(F)ccc1C(=O)N/C(C(=O)N[C@H](CO)Cc1ccccc1)=C(\Br)c1ccccc1

Standard InChI:  InChI=1S/C26H24BrFN2O3/c1-17-14-20(28)12-13-22(17)25(32)30-24(23(27)19-10-6-3-7-11-19)26(33)29-21(16-31)15-18-8-4-2-5-9-18/h2-14,21,31H,15-16H2,1H3,(H,29,33)(H,30,32)/b24-23-/t21-/m0/s1

Standard InChI Key:  ADPUGOZXWSDPOW-HGJUWQSKSA-N

Molfile:  

 
     RDKit          2D

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    7.4966   -9.7632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2047  -10.1722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.4966  -11.3978    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    8.9121  -11.3981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   10.3272  -13.8456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0353  -12.6202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0347  -13.4366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7429  -13.8462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    8.2053  -13.4379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6209  -15.8907    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
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 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 18  1  0
 22 32  1  0
 24 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4760443

   ---

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: 511.39

Molecular Weight (Monoisotopic): 510.0954

AlogP: 4.35

#Rotatable Bonds: 8

Polar Surface Area: 78.43

Molecular Species: NEUTRAL

HBA: 3

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.19

CX Basic pKa: ┄

CX LogP: 4.43

CX LogD: 4.43

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.39

Np Likeness Score: -0.74

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