4-Methyl-2-oxo-2H-chromene-7,8-diyl bis(4-chlorobenzenesulfonate)

ID: ALA4094013

PubChem CID: 137653769

Max Phase: Preclinical

Molecular Formula: C22H14Cl2O8S2

Molecular Weight: 541.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc(=O)oc2c(OS(=O)(=O)c3ccc(Cl)cc3)c(OS(=O)(=O)c3ccc(Cl)cc3)ccc12

Standard InChI:  InChI=1S/C22H14Cl2O8S2/c1-13-12-20(25)30-21-18(13)10-11-19(31-33(26,27)16-6-2-14(23)3-7-16)22(21)32-34(28,29)17-8-4-15(24)5-9-17/h2-12H,1H3

Standard InChI Key:  DUHKPKLWHGIILX-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   16.2984   -3.5948    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.1156   -3.5989    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   16.7106   -2.8892    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.2873   -1.2547    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.7000   -1.9646    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
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   17.8252   -2.3758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8234   -0.7385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5321   -1.1437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   14.2870   -1.9646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5812   -2.3731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5820   -3.1902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2945   -3.5971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   17.8258   -3.1930    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.1189   -4.4193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4123   -4.8257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4125   -5.6421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1210   -6.0511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8308   -5.6376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8271   -4.8225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8755   -3.6009    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   17.1226   -6.8683    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
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  9 26  1  0
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  2 27  1  0
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 23 33  1  0
 30 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4094013

   ---

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: 541.39

Molecular Weight (Monoisotopic): 539.9507

AlogP: 4.94

#Rotatable Bonds: 6

Polar Surface Area: 116.95

Molecular Species: NEUTRAL

HBA: 8

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.72

CX LogD: 5.72

Aromatic Rings: 4

Heavy Atoms: 34

QED Weighted: 0.25

Np Likeness Score: -0.31

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