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

ID: ALA518275

PubChem CID: 44582427

Max Phase: Preclinical

Molecular Formula: C20H28O4

Molecular Weight: 332.44

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C20H28O4/c1-2-3-4-5-6-7-8-9-14-17-18(19(21)22)15-12-10-11-13-16(15)20(23)24-17/h10-13,17-18H,2-9,14H2,1H3,(H,21,22)/t17-,18+/m0/s1

Standard InChI Key:  OPPZUSGXDILZOQ-ZWKOTPCHSA-N

Molfile:  

     RDKit          2D

 24 25  0  0  0  0  0  0  0  0999 V2000
   -5.1514   -4.2708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1526   -5.0982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4378   -5.5110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4396   -3.8580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7251   -4.2666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7194   -5.0936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0043   -5.4999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2903   -5.0837    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2961   -4.2567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0157   -3.8459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9997   -6.3248    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0226   -3.0209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3126   -2.6019    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7414   -2.6138    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5841   -3.8400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8672   -4.2483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1551   -3.8315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5618   -4.2398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2738   -3.8231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9907   -4.2314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7027   -3.8146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4196   -4.2229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1316   -3.8062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8485   -4.2144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  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
  7 11  2  0
 23 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA518275

   trans-3-Decyl-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: 332.44

Molecular Weight (Monoisotopic): 332.1988

AlogP: 4.92

#Rotatable Bonds: 10

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: 5.69

CX LogD: 2.51

Aromatic Rings: 1

Heavy Atoms: 24

QED Weighted: 0.49

Np Likeness Score: 0.68

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