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

ID: ALA479104

PubChem CID: 44582401

Max Phase: Preclinical

Molecular Formula: C17H22O4

Molecular Weight: 290.36

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C17H22O4/c1-2-3-4-5-6-11-14-15(16(18)19)12-9-7-8-10-13(12)17(20)21-14/h7-10,14-15H,2-6,11H2,1H3,(H,18,19)/t14-,15+/m0/s1

Standard InChI Key:  JEQXEPZCZDEKKG-LSDHHAIUSA-N

Molfile:  

     RDKit          2D

 21 22  0  0  0  0  0  0  0  0999 V2000
   11.9944  -23.0500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9932  -23.8773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7081  -24.2902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7063  -22.6372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4208  -23.0458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4265  -23.8728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1415  -24.2790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8555  -23.8629    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.8498  -23.0359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1301  -22.6251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1461  -25.1040    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.1232  -21.8001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8333  -21.3810    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.4044  -21.3929    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.5618  -22.6192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2787  -23.0274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9907  -22.6107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7076  -23.0190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4196  -22.6023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1365  -23.0105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8485  -22.5938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  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
  8  9  1  0
 20 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA479104

   (3S,4R)-3-heptyl-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: 290.36

Molecular Weight (Monoisotopic): 290.1518

AlogP: 3.75

#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: 3.97

CX Basic pKa: ┄

CX LogP: 4.36

CX LogD: 1.18

Aromatic Rings: 1

Heavy Atoms: 21

QED Weighted: 0.61

Np Likeness Score: 0.78

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