(S,E)-2-((4-(3-(3,5-dichlorophenyl)acryloyl)phenyl)amino)-N-(2-oxotetrahydrofuran-3-yl)acetamide

ID: ALA5284855

Max Phase: Preclinical

Molecular Formula: C21H18Cl2N2O4

Molecular Weight: 433.29

Names and Identifiers

Canonical SMILES:  O=C(CNc1ccc(C(=O)/C=C/c2cc(Cl)cc(Cl)c2)cc1)N[C@H]1CCOC1=O

Standard InChI:  InChI=1S/C21H18Cl2N2O4/c22-15-9-13(10-16(23)11-15)1-6-19(26)14-2-4-17(5-3-14)24-12-20(27)25-18-7-8-29-21(18)28/h1-6,9-11,18,24H,7-8,12H2,(H,25,27)/b6-1+/t18-/m0/s1

Standard InChI Key:  PBOZWWBQXZKEQL-YMRVXXMPSA-N

Molfile:  

 
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   -0.0795    0.9508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7895    0.5344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7895   -0.2864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5040   -0.6989    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.9330   -0.6989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9330   -1.5240    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6475   -0.2864    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3621   -0.6989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1448   -0.4531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3584    0.3437    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6368   -1.1205    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1660   -1.7741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3621   -1.5239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.7815    0.9491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4961    0.5366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4961   -0.2917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2123   -0.6997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9223   -0.2880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9223    0.5369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2105    0.9487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6368    0.9495    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.2123   -1.5248    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
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 24 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5284855

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 433.29

Molecular Weight (Monoisotopic): 432.0644

AlogP: 3.73

#Rotatable Bonds: 7

Polar Surface Area: 84.50

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.90

CX Basic pKa: 1.35

CX LogP: 3.19

CX LogD: 3.19

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.40

Np Likeness Score: -0.77

References

1. Ampomah-Wireko M, Luo C, Cao Y, Wang H, Nininahazwe L, Wu C..  (2021)  Chemical probe of AHL modulators on quorum sensing in Gram-Negative Bacteria and as antiproliferative agents: A review.,  226  [PMID:34626877] [10.1016/j.ejmech.2021.113864]

Source

Source(1):

• Scientific Literature