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

ID: ALA5280601

Max Phase: Preclinical

Molecular Formula: C22H22N2O5

Molecular Weight: 394.43

Names and Identifiers

Canonical SMILES:  COc1cccc(/C=C/C(=O)c2ccc(NCC(=O)N[C@H]3CCOC3=O)cc2)c1

Standard InChI:  InChI=1S/C22H22N2O5/c1-28-18-4-2-3-15(13-18)5-10-20(25)16-6-8-17(9-7-16)23-14-21(26)24-19-11-12-29-22(19)27/h2-10,13,19,23H,11-12,14H2,1H3,(H,24,26)/b10-5+/t19-/m0/s1

Standard InChI Key:  AWZFHHIDDWLUEC-GSXXRBPTSA-N

Molfile:  

 
     RDKit          2D

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   -1.5041   -0.6991    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7895   -0.2866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.6368    0.9493    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    1.3525    1.7739    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.7895    0.5343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6476   -0.2866    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3621   -0.6991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1449   -0.4533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3584    0.3436    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.1661   -1.7743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3621   -1.5241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  9 20  2  0
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  2 23  1  0
 24 23  1  1
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 29 28  1  0
 29 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5280601

   ---

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: 394.43

Molecular Weight (Monoisotopic): 394.1529

AlogP: 2.43

#Rotatable Bonds: 8

Polar Surface Area: 93.73

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.90

CX Basic pKa: 1.35

CX LogP: 1.82

CX LogD: 1.82

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.41

Np Likeness Score: -0.61

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