trans-3-Hexyl-1-oxo-isochroman-4-carboxylic acid

ID: ALA446529

PubChem CID: 44582400

Max Phase: Preclinical

Molecular Formula: C16H20O4

Molecular Weight: 276.33

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCC[C@@H]1OC(=O)c2ccccc2[C@H]1C(=O)O

Standard InChI:  InChI=1S/C16H20O4/c1-2-3-4-5-10-13-14(15(17)18)11-8-6-7-9-12(11)16(19)20-13/h6-9,13-14H,2-5,10H2,1H3,(H,17,18)/t13-,14+/m0/s1

Standard InChI Key:  IECOAJSMYAHBPA-UONOGXRCSA-N

Molfile:  

     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
    4.0611  -22.4583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0599  -23.2857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7747  -23.6985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7729  -22.0455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4874  -22.4541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4931  -23.2811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2082  -23.6874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9222  -23.2712    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9164  -22.4442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1968  -22.0334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2128  -24.5123    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1899  -21.2084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8999  -20.7894    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4711  -20.8013    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6284  -22.0275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3453  -22.4358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0574  -22.0190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7743  -22.4273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4863  -22.0106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2032  -22.4189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  8  9  1  0
  9 10  1  0
  5  6  1  0
  7 11  2  0
 10 12  1  1
  2  3  1  0
  3  6  2  0
 12 13  1  0
 12 14  2  0
  1  2  2  0
  9 15  1  6
  5  4  2  0
 15 16  1  0
  4  1  1  0
 16 17  1  0
  5 10  1  0
 17 18  1  0
  6  7  1  0
 18 19  1  0
  7  8  1  0
 19 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA446529

   (3S,4R)-3-hexyl-1-oxo-3,4-dihydroisochromene-4-carboxylic acid

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: 276.33

Molecular Weight (Monoisotopic): 276.1362

AlogP: 3.36

#Rotatable Bonds: 6

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: 4.07

CX Basic pKa: ┄

CX LogP: 3.91

CX LogD: 0.79

Aromatic Rings: 1

Heavy Atoms: 20

QED Weighted: 0.64

Np Likeness Score: 0.82

References

1. Wang X, Lin J, Chen Y, Zhong W, Zhao G, Liu H, Li S, Wang L, Li S..  (2009)  Novel fatty acid synthase (FAS) inhibitors: design, synthesis, biological evaluation, and molecular docking studies.,  17  (5): [PMID:19223187] [10.1016/j.bmc.2009.01.050]

Source

Source(1):

• Scientific Literature