3-Cyano-4-methyl-2-oxo-2H-chromen-7-yl 4-methoxybenzenesulfonate

ID: ALA4103223

PubChem CID: 137657455

Max Phase: Preclinical

Molecular Formula: C18H13NO6S

Molecular Weight: 371.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(S(=O)(=O)Oc2ccc3c(C)c(C#N)c(=O)oc3c2)cc1

Standard InChI:  InChI=1S/C18H13NO6S/c1-11-15-8-5-13(9-17(15)24-18(20)16(11)10-19)25-26(21,22)14-6-3-12(23-2)4-7-14/h3-9H,1-2H3

Standard InChI Key:  CZGIQUZTDVBVGJ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    4.4492   -2.7240    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8619   -3.4339    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.2703   -2.7215    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2802   -2.6166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2791   -3.4362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9871   -3.8451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9853   -2.2078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6940   -2.6130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6973   -3.4337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4058   -3.8388    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1154   -3.4279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1120   -2.6072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3990   -2.1975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3946   -1.3804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8242   -3.8345    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5710   -3.8442    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1556   -3.8431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8143   -2.1979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5208   -1.7871    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4489   -3.4339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7431   -3.8424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7439   -4.6595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4564   -5.0664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1593   -4.6555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0374   -5.0702    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3285   -4.6636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  4  5  2  0
  5  6  1  0
  6  9  2  0
  8  7  2  0
  7  4  1  0
  8  9  1  0
  8 13  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 11 15  2  0
  5 16  1  0
 16  2  1  0
  2 17  1  0
 18 19  3  0
 12 18  1  0
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 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 17  1  0
 22 25  1  0
 25 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4103223

   ---

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: 371.37

Molecular Weight (Monoisotopic): 371.0464

AlogP: 2.75

#Rotatable Bonds: 4

Polar Surface Area: 106.60

Molecular Species: NEUTRAL

HBA: 7

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.95

CX LogD: 2.95

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.51

Np Likeness Score: -0.60

References

1. Salar U, Khan KM, Iqbal J, Ejaz SA, Hameed A, Al-Rashida M, Perveen S, Tahir MN..  (2017)  Coumarin sulfonates: New alkaline phosphatase inhibitors; in vitro and in silico studies.,  131  [PMID:28288318] [10.1016/j.ejmech.2017.03.003]

Source

Source(1):

• Scientific Literature