(S)-4-Methyl-2-nonyl-5-oxo-2,5-dihydrofuran-3-carboxylic acid

ID: ALA3912698

PubChem CID: 134142521

Max Phase: Preclinical

Molecular Formula: C15H24O4

Molecular Weight: 268.35

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C15H24O4/c1-3-4-5-6-7-8-9-10-12-13(14(16)17)11(2)15(18)19-12/h12H,3-10H2,1-2H3,(H,16,17)/t12-/m0/s1

Standard InChI Key:  FXQGGQUWZHGTKD-LBPRGKRZSA-N

Molfile:  

     RDKit          2D

 19 19  0  0  0  0  0  0  0  0999 V2000
   20.5907  -12.8398    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.4079  -12.8398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6623  -12.0631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9993  -11.5810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3406  -12.0631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8875  -13.5015    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.5633  -11.8110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3930  -11.0117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6157  -10.7595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4454   -9.9603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0525   -9.4132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8298   -9.6654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4368   -9.1183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2141   -9.3705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8212   -8.8234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4398  -11.8117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9981  -10.7638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7051  -10.3541    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.2897  -10.3563    0.0000 O   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
 13 14  1  0
 14 15  1  0
  3 16  1  0
  4 17  1  0
 17 18  1  0
 17 19  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA3912698

   ---

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: 268.35

Molecular Weight (Monoisotopic): 268.1675

AlogP: 3.45

#Rotatable Bonds: 9

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: 4.42

CX LogD: 1.01

Aromatic Rings: ┄

Heavy Atoms: 19

QED Weighted: 0.51

Np Likeness Score: 1.34

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