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

ID: ALA478502

PubChem CID: 44582426

Max Phase: Preclinical

Molecular Formula: C19H26O4

Molecular Weight: 318.41

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C19H26O4/c1-2-3-4-5-6-7-8-13-16-17(18(20)21)14-11-9-10-12-15(14)19(22)23-16/h9-12,16-17H,2-8,13H2,1H3,(H,20,21)/t16-,17+/m0/s1

Standard InChI Key:  SQESBZKRQFLQIY-DLBZAZTESA-N

Molfile:  

     RDKit          2D

 23 24  0  0  0  0  0  0  0  0999 V2000
    5.8444    1.0709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8432    0.2435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5581   -0.1694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5563    1.4836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2708    1.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2765    0.2481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9915   -0.1582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7055    0.2580    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6998    1.0849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9801    1.4957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9961   -0.9832    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9732    2.3207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6833    2.7398    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2544    2.7279    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4118    1.5017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1287    1.0934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8407    1.5101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5576    1.1019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2696    1.5186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9865    1.1103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6985    1.5270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4154    1.1188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1274    1.5355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  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
  8  9  1  0
 20 21  1  0
  9 10  1  0
 21 22  1  0
  5  6  1  0
 22 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA478502

   trans-3-Nonyl-1-oxo-isochroman-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: 318.41

Molecular Weight (Monoisotopic): 318.1831

AlogP: 4.53

#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: 3.97

CX Basic pKa: ┄

CX LogP: 5.25

CX LogD: 2.07

Aromatic Rings: 1

Heavy Atoms: 23

QED Weighted: 0.54

Np Likeness Score: 0.71

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