2-(6-(Methylthio)naphthalen-2-yl)propanoic Acid

ID: ALA4551048

PubChem CID: 20335119

Max Phase: Preclinical

Molecular Formula: C14H14O2S

Molecular Weight: 246.33

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CSc1ccc2cc(C(C)C(=O)O)ccc2c1

Standard InChI:  InChI=1S/C14H14O2S/c1-9(14(15)16)10-3-4-12-8-13(17-2)6-5-11(12)7-10/h3-9H,1-2H3,(H,15,16)

Standard InChI Key:  DZFJDDMBLJXLJL-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 17 18  0  0  0  0  0  0  0  0999 V2000
   10.8854   -7.2755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8757   -8.0926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5778   -8.5091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1833   -6.8591    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.5973   -6.8749    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4618   -8.0769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1639   -8.4933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1541   -9.3104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4423   -9.7111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7402   -9.2947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0284   -9.6954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3222   -9.2789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3319   -8.4618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0479   -8.0611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7499   -8.4776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6103   -9.6796    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.9082   -9.2632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  1  4  2  0
  1  5  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
  6 15  2  0
 10 15  1  0
 16 17  1  0
 12 16  1  0
  2  7  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4551048

   6-Methylthio-2-naphthyl-alpha-methylacetic acid

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 246.33

Molecular Weight (Monoisotopic): 246.0715

AlogP: 3.75

#Rotatable Bonds: 3

Polar Surface Area: 37.30

Molecular Species: ACID

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.30

CX Basic pKa: ┄

CX LogP: 3.77

CX LogD: 0.81

Aromatic Rings: 2

Heavy Atoms: 17

QED Weighted: 0.84

Np Likeness Score: -0.47

References

1. Adeniji A, Uddin MJ, Zang T, Tamae D, Wangtrakuldee P, Marnett LJ, Penning TM..  (2016)  Discovery of (R)-2-(6-Methoxynaphthalen-2-yl)butanoic Acid as a Potent and Selective Aldo-keto Reductase 1C3 Inhibitor.,  59  (16): [PMID:27486833] [10.1021/acs.jmedchem.6b00160]

Source

Source(1):

• Scientific Literature