3-(4-chlorophenyl)-5-((3-fluoro-4-morpholinophenyl)(hydroxy)methyl)-4-methoxyfuran-2(5H)-one

ID: ALA2314592

PubChem CID: 71521289

Max Phase: Preclinical

Molecular Formula: C22H21ClFNO5

Molecular Weight: 433.86

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC1=C(c2ccc(Cl)cc2)C(=O)OC1C(O)c1ccc(N2CCOCC2)c(F)c1

Standard InChI:  InChI=1S/C22H21ClFNO5/c1-28-20-18(13-2-5-15(23)6-3-13)22(27)30-21(20)19(26)14-4-7-17(16(24)12-14)25-8-10-29-11-9-25/h2-7,12,19,21,26H,8-11H2,1H3

Standard InChI Key:  YZGLTMYTBNGJFV-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    0.9633   -5.7796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2479   -5.3704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6769   -7.0196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6967   -7.8444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4873   -8.0804    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    4.2103   -8.0859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8118   -8.8057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.1760   -6.6574    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2858   -8.7382    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    5.4968  -10.1939    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1006  -10.9155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5276  -11.6173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3528  -11.6005    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7492  -10.8760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3205  -10.1681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1798   -5.3708    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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 26 27  1  0
 27 28  1  0
 28 29  1  0
  1 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2314592

   4-(4-chlorophenyl)-2-[(3-fluoro-4-morpholin-4-ylphenyl)-hydroxymethyl]-3-methoxy-2H-furan-5-one

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 433.86

Molecular Weight (Monoisotopic): 433.1092

AlogP: 3.33

#Rotatable Bonds: 5

Polar Surface Area: 68.23

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.66

CX Basic pKa: ┄

CX LogP: 3.44

CX LogD: 3.44

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.73

Np Likeness Score: -0.42

References

1. Xu HW, Xu C, Fan ZQ, Zhao LJ, Liu HM..  (2013)  A facile synthesis, antibacterial activity of pulvinone and its derivatives.,  23  (3): [PMID:23265890] [10.1016/j.bmcl.2012.11.090]

Source

Source(1):

• Scientific Literature