2-methylquinolin-8-yl 3-aminopropane-1-sulfonate

ID: ALA3745893

PubChem CID: 127037943

Max Phase: Preclinical

Molecular Formula: C13H16N2O3S

Molecular Weight: 280.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc2cccc(OS(=O)(=O)CCCN)c2n1

Standard InChI:  InChI=1S/C13H16N2O3S/c1-10-6-7-11-4-2-5-12(13(11)15-10)18-19(16,17)9-3-8-14/h2,4-7H,3,8-9,14H2,1H3

Standard InChI Key:  HUJIXWYWPZLVRI-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
   -3.6288    3.1588    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5870    3.7544    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6238    4.3586    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5812    5.2552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8775    6.0115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8717    7.5123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9082    8.1170    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2907    2.9981    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2964    1.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6111    0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6111   -0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2964   -1.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2964    1.4973    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5929    0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5929   -0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2964   -1.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6321    1.3486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  4  2  1  0
  5  4  1  0
  6  5  1  0
  7  6  1  0
  2  8  1  0
  8  9  1  0
 10  9  1  0
 11 10  2  0
 12 11  1  0
 13 12  2  0
 13 14  1  0
  9 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 13  1  0
 16 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3745893

   ---

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: 280.35

Molecular Weight (Monoisotopic): 280.0882

AlogP: 1.60

#Rotatable Bonds: 5

Polar Surface Area: 82.28

Molecular Species: BASE

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 10.17

CX LogP: 0.78

CX LogD: -1.80

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.84

Np Likeness Score: -0.81

References

1. Hanaya K, Yoshioka S, Ariyasu S, Aoki S, Shoji M, Sugai T..  (2016)  Development of a novel sulfonate ester-based prodrug strategy.,  26  (2): [PMID:26642767] [10.1016/j.bmcl.2015.11.074]

Source

Source(1):

• Scientific Literature