SID843998

ID: ALA1604258

PubChem CID: 646304

Max Phase: Preclinical

Molecular Formula: C21H20N4O6S2

Molecular Weight: 488.55

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc2nsnc2c1S(=O)(=O)N(CCO)Cc1cc2cc3c(cc2nc1O)OCCO3

Standard InChI:  InChI=1S/C21H20N4O6S2/c1-12-2-3-15-19(24-32-23-15)20(12)33(28,29)25(4-5-26)11-14-8-13-9-17-18(31-7-6-30-17)10-16(13)22-21(14)27/h2-3,8-10,26H,4-7,11H2,1H3,(H,22,27)

Standard InChI Key:  UOTBVRGDDNJCOW-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 33 37  0  0  0  0  0  0  0  0999 V2000
   -0.1100    1.7316    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.3269    4.2748    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5225    2.4461    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3025    1.0171    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8258    1.7316    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8258    0.0816    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5389    0.0816    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1100   -0.7434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8245    1.3191    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0086    3.5211    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1474    4.1886    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9679    0.0816    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6045    2.1441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6045    2.9691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3189    1.7316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3189    3.3816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2534    1.3191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5389    1.7316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6823    1.3191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6823    0.4941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0334    2.1441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0334    2.9691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2534    0.4941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9679    1.7316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1113    1.3191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1113    0.4941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8245    0.4941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3968    1.7316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3968    0.0816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3189    0.9066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1100    0.0816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5402    1.3191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5402    0.4941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  3  2  0
  1  4  2  0
  1  9  1  0
  1 13  1  0
  2 10  1  0
  2 11  1  0
  5 25  1  0
  5 32  1  0
  6 26  1  0
  6 33  1  0
  7 23  1  0
  8 31  1  0
  9 18  1  0
  9 27  1  0
 10 14  2  0
 11 16  2  0
 12 20  1  0
 12 23  2  0
 13 14  1  0
 13 15  2  0
 14 16  1  0
 15 21  1  0
 15 30  1  0
 16 22  1  0
 17 18  1  0
 17 23  1  0
 17 24  2  0
 19 20  1  0
 19 24  1  0
 19 28  2  0
 20 29  2  0
 21 22  2  0
 25 26  2  0
 25 28  1  0
 26 29  1  0
 27 31  1  0
 32 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1604258

   N-(2-hydroxyethyl)-5-methyl-N-[(7-oxo-3,6-dihydro-2H-[1,4]dioxino[2,3-g]quinolin-8-yl)methyl]-2,1,3-benzothiadiazole-4-sulfonamide

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: 488.55

Molecular Weight (Monoisotopic): 488.0824

AlogP: 2.21

#Rotatable Bonds: 6

Polar Surface Area: 134.97

Molecular Species: NEUTRAL

HBA: 10

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.47

CX Basic pKa: 2.12

CX LogP: 2.68

CX LogD: 2.68

Aromatic Rings: 4

Heavy Atoms: 33

QED Weighted: 0.42

Np Likeness Score: -1.55

References

1. PubChem BioAssay data set, 

Source

Source(1):

• PubChem BioAssays