2,2'-(6-oxo-7,8,9,10-tetrahydro-6H-benzo[c]chromene-1,3-diyl)bis(oxy)diacetic acid

ID: ALA4527518

PubChem CID: 2062403

Max Phase: Preclinical

Molecular Formula: C17H16O8

Molecular Weight: 348.31

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(O)COc1cc(OCC(=O)O)c2c3c(c(=O)oc2c1)CCCC3

Standard InChI:  InChI=1S/C17H16O8/c18-14(19)7-23-9-5-12(24-8-15(20)21)16-10-3-1-2-4-11(10)17(22)25-13(16)6-9/h5-6H,1-4,7-8H2,(H,18,19)(H,20,21)

Standard InChI Key:  DSAVUSBSPAOMAJ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
   13.2401  -14.9199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2401  -15.7371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9454  -16.1416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9454  -14.5072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6507  -14.9199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6472  -15.7371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3493  -16.1464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0593  -15.7431    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.3562  -14.5121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0585  -14.9259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7660  -14.5247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7724  -13.7098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0654  -13.2978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3608  -13.7014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4825  -13.3055    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.1878  -13.7183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8979  -13.3139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6032  -13.7267    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.9028  -12.4967    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.6550  -13.2896    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.9454  -13.6949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2396  -13.2831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5300  -13.6885    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.2433  -12.4659    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.3447  -16.9636    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  4  1  0
  2  3  1  0
  3  6  1  0
  5  4  1  0
  5  6  2  0
  5  9  1  0
  6  7  1  0
  7  8  1  0
  8 10  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14  9  1  0
 12 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 14 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  2  0
  7 25  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4527518

   2-{[3-(Carboxymethoxy)-6-oxo-6H,7H,8H,9H,10H-cyclohexa[C]chromen-1-YL]oxy}acetic 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: 348.31

Molecular Weight (Monoisotopic): 348.0845

AlogP: 1.60

#Rotatable Bonds: 6

Polar Surface Area: 123.27

Molecular Species: ACID

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 2.64

CX Basic pKa: ┄

CX LogP: 1.54

CX LogD: -5.38

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.75

Np Likeness Score: -0.17

References

1.  (2018)  Methods and compositions for inhibiting cnksr1, 

Source

Source(1):

• Patent Bioactivity Data