N-(3-(morpholinosulfonyl)phenyl)-5-nitrofuran-2-carboxamide

ID: ALA4089566

PubChem CID: 17145961

Max Phase: Preclinical

Molecular Formula: C15H15N3O7S

Molecular Weight: 381.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Nc1cccc(S(=O)(=O)N2CCOCC2)c1)c1ccc([N+](=O)[O-])o1

Standard InChI:  InChI=1S/C15H15N3O7S/c19-15(13-4-5-14(25-13)18(20)21)16-11-2-1-3-12(10-11)26(22,23)17-6-8-24-9-7-17/h1-5,10H,6-9H2,(H,16,19)

Standard InChI Key:  QJTPNJAJIKLYPY-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
    6.2239   -7.9284    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7997   -6.7028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7850   -5.9840    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3727   -6.7031    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.6585   -7.1160    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9456   -6.6996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5179   -7.9424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0868   -7.9429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0879   -7.1156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2336   -7.1090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9560   -5.9865    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5151   -7.1120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8015   -8.3558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9442   -8.3485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6626   -7.9375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2213   -6.7007    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.9305   -7.1067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6367   -6.6954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9336   -7.9239    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3816   -7.0225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9262   -6.4131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5149   -5.7069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7162   -5.8800    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.8444   -4.9591    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.6568   -4.8706    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3615   -4.2998    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1 14  1  0
  5  6  1  0
  4 11  2  0
 13  7  2  0
  4  5  1  0
  2  9  1  0
  5 15  1  0
  9  4  1  0
  9  8  2  0
  8 13  1  0
  7 12  1  0
 14 15  1  0
  6 10  1  0
  3  4  2  0
 10  1  1  0
 12  2  2  0
 12 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 18 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 18  1  0
 22 24  1  0
 24 25  1  0
 24 26  2  0
M  CHG  2  24   1  25  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4089566

   N-(3-morpholin-4-ylsulfonylphenyl)-5-nitrofuran-2-carboxamide

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: 381.37

Molecular Weight (Monoisotopic): 381.0631

AlogP: 1.46

#Rotatable Bonds: 5

Polar Surface Area: 131.99

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.95

CX Basic pKa: ┄

CX LogP: 0.99

CX LogD: 0.99

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.61

Np Likeness Score: -2.61

References

1. Hackler A, Patrick SL, Kahney EW, Flaherty DP, Sharlow ER, Morris JC, Golden JE..  (2017)  Antiparasitic lethality of sulfonamidebenzamides in kinetoplastids.,  27  (4): [PMID:28119024] [10.1016/j.bmcl.2017.01.043]

Source

Source(1):

• Scientific Literature