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

ID: ALA5285099

Max Phase: Preclinical

Molecular Formula: C21H19FN2O4

Molecular Weight: 382.39

Names and Identifiers

Canonical SMILES:  O=C(CNc1ccc(C(=O)/C=C/c2ccc(F)cc2)cc1)N[C@H]1CCOC1=O

Standard InChI:  InChI=1S/C21H19FN2O4/c22-16-6-1-14(2-7-16)3-10-19(25)15-4-8-17(9-5-15)23-13-20(26)24-18-11-12-28-21(18)27/h1-10,18,23H,11-13H2,(H,24,26)/b10-3+/t18-/m0/s1

Standard InChI Key:  CQQOXKGGUBGAMK-IZHJOOQXSA-N

Molfile:  

 
     RDKit          2D

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    0.6380    0.5365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0794    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
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   -2.2183   -0.2864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9328   -0.6989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9328   -1.5238    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6473   -0.2864    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3617   -0.6989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1443   -0.4531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3579    0.3437    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6363   -1.1205    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1656   -1.7740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3617   -1.5238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.0669    0.5365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7813    0.9490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4957    0.5365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4957   -0.2917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2120   -0.6997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9219   -0.2880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6363   -0.7004    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.9219    0.5369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2101    0.9487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 27 28  1  0
 28 22  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA5285099

   ---

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: 382.39

Molecular Weight (Monoisotopic): 382.1329

AlogP: 2.57

#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: 2.12

CX LogD: 2.12

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.44

Np Likeness Score: -0.82

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