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

ID: ALA5288514

Max Phase: Preclinical

Molecular Formula: C21H19ClN2O4

Molecular Weight: 398.85

Names and Identifiers

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

Standard InChI:  InChI=1S/C21H19ClN2O4/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:  YKVMKXMKMZIZQX-IZHJOOQXSA-N

Molfile:  

 
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   -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
   -1.5041   -0.6989    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2185   -0.2864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9331   -0.6989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9331   -1.5240    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6476   -0.2864    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3620   -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
   -5.3583    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
   -5.1661   -1.7741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3620   -1.5239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.6381   -0.2885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0671    0.5366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7816    0.9491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4960    0.5366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4960   -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
    5.6368   -0.7005    0.0000 Cl  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
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 28 22  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA5288514

   ---

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: 398.85

Molecular Weight (Monoisotopic): 398.1033

AlogP: 3.08

#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: 2.59

CX LogD: 2.59

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.43

Np Likeness Score: -0.74

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