(10-Oxo-10H-10lambda*4*-phenoxathiin-4-yl)-acetic acid

ID: ALA356802

PubChem CID: 14801629

Max Phase: Preclinical

Molecular Formula: C14H10O4S

Molecular Weight: 274.30

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)Cc1cccc2c1Oc1ccccc1[S+]2[O-]

Standard InChI:  InChI=1S/C14H10O4S/c15-13(16)8-9-4-3-7-12-14(9)18-10-5-1-2-6-11(10)19(12)17/h1-7H,8H2,(H,15,16)

Standard InChI Key:  RSONUDRQZUIMJP-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 19 21  0  0  0  0  0  0  0  0999 V2000
    4.4128   -2.9797    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.1376   -3.4045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1383   -4.2325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4141   -4.6529    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7001   -3.4057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7008   -4.2395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8573   -4.6459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4121   -2.1517    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1396   -5.8884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8579   -5.4738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1403   -6.7164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8559   -2.9900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4148   -5.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9811   -2.9923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5699   -4.2313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9825   -4.6540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5692   -3.3919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2684   -3.4069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2691   -4.2407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  2  0
  4  6  1  0
  5  1  1  0
  6  5  1  0
  7  3  1  0
  8  1  1  0
  9 10  1  0
 10  7  1  0
 11  9  2  0
 12  2  1  0
 13  9  1  0
 14  5  2  0
 15 17  1  0
 16  6  2  0
 17 12  2  0
 18 14  1  0
 19 18  2  0
  4  3  1  0
 16 19  1  0
 15  7  2  0
M  CHG  2   1   1   8  -1
M  END

Alternative Forms

1. Parent:

   

   ALA356802

   2-[(10R)-10-oxophenoxathiin-4-yl]acetic 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: 274.30

Molecular Weight (Monoisotopic): 274.0300

AlogP: 2.59

#Rotatable Bonds: 2

Polar Surface Area: 69.59

Molecular Species: ACID

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.14

CX Basic pKa: ┄

CX LogP: 1.95

CX LogD: -1.50

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.85

Np Likeness Score: 0.30

References

1. Rewcastle GW, Atwell GJ, Palmer BD, Boyd PD, Baguley BC, Denny WA..  (1991)  Potential antitumor agents. 62. Structure-activity relationships for tricyclic compounds related to the colon tumor active drug 9-oxo-9H-xanthene-4-acetic acid.,  34  (2): [PMID:1995870] [10.1021/jm00106a003]

Source

Source(1):

• Scientific Literature