3-Chloro-4-methyl-2-oxo-2H-chromen-7-yl octane-1-sulfonate

ID: ALA4102277

PubChem CID: 137659171

Max Phase: Preclinical

Molecular Formula: C18H23ClO5S

Molecular Weight: 386.90

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCCCS(=O)(=O)Oc1ccc2c(C)c(Cl)c(=O)oc2c1

Standard InChI:  InChI=1S/C18H23ClO5S/c1-3-4-5-6-7-8-11-25(21,22)24-14-9-10-15-13(2)17(19)18(20)23-16(15)12-14/h9-10,12H,3-8,11H2,1-2H3

Standard InChI Key:  CZCASYBVGNZRPU-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 26  0  0  0  0  0  0  0  0999 V2000
   16.0467  -19.0224    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.4594  -19.7323    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   16.8678  -19.0199    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.8777  -18.9151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8766  -19.7346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5846  -20.1436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5828  -18.5062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2915  -18.9115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2948  -19.7321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0033  -20.1373    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.7129  -19.7263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7095  -18.9056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9965  -18.4960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9921  -17.6788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4160  -18.4949    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   21.4217  -20.1330    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.1686  -20.1426    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.7531  -20.1415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0448  -19.7340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3377  -20.1437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6294  -19.7362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9223  -20.1459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9236  -20.9631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6319  -21.3706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6332  -22.1878    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
 12 15  1  0
 11 16  2  0
  5 17  1  0
 17  2  1  0
  2 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4102277

   ---

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: 386.90

Molecular Weight (Monoisotopic): 386.0955

AlogP: 4.82

#Rotatable Bonds: 9

Polar Surface Area: 73.58

Molecular Species: ┄

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.10

CX LogD: 5.10

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.35

Np Likeness Score: -0.17

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