(S)-2-Heptyl-4-methyl-5-oxo-2,5-dihydrofuran-3-carboxylic acid

ID: ALA3982590

PubChem CID: 134157734

Max Phase: Preclinical

Molecular Formula: C13H20O4

Molecular Weight: 240.30

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCC[C@@H]1OC(=O)C(C)=C1C(=O)O

Standard InChI:  InChI=1S/C13H20O4/c1-3-4-5-6-7-8-10-11(12(14)15)9(2)13(16)17-10/h10H,3-8H2,1-2H3,(H,14,15)/t10-/m0/s1

Standard InChI Key:  CBCVZEKBSIPAJY-JTQLQIEISA-N

Molfile:  

     RDKit          2D

 17 17  0  0  0  0  0  0  0  0999 V2000
   20.0377   -5.3242    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.8549   -5.3242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1092   -4.5474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4463   -4.0653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7875   -4.5474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3344   -5.9858    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.0102   -4.2953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8399   -3.4960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0626   -3.2438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8924   -2.4446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4994   -1.8975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2767   -2.1497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8838   -1.6026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4450   -3.2481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1521   -2.8385    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.7367   -2.8406    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.8868   -4.2960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  1  1  0
  2  6  2  0
  5  7  1  1
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
  4 14  1  0
 14 15  1  0
 14 16  2  0
  3 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3982590

   ---

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: 240.30

Molecular Weight (Monoisotopic): 240.1362

AlogP: 2.67

#Rotatable Bonds: 7

Polar Surface Area: 63.60

Molecular Species: ACID

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.38

CX Basic pKa: ┄

CX LogP: 3.53

CX LogD: 0.12

Aromatic Rings: ┄

Heavy Atoms: 17

QED Weighted: 0.55

Np Likeness Score: 1.50

References

1. Sweidan A, Chollet-Krugler M, van de Weghe P, Chokr A, Tomasi S, Bonnaure-Mallet M, Bousarghin L..  (2016)  Design, synthesis and biological evaluation of potential antibacterial butyrolactones.,  24  (22): [PMID:27687969] [10.1016/j.bmc.2016.09.040]

Source

Source(1):

• Scientific Literature