7-methyl-3-oxo-N-(3-thiomorpholinopropyl)-3,4-dihydro-2H-benzo[b][1,4]oxazine-6-sulfonamide

ID: ALA3397389

PubChem CID: 118726648

Max Phase: Preclinical

Molecular Formula: C16H23N3O4S2

Molecular Weight: 385.51

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc2c(cc1S(=O)(=O)NCCCN1CCSCC1)NC(=O)CO2

Standard InChI:  InChI=1S/C16H23N3O4S2/c1-12-9-14-13(18-16(20)11-23-14)10-15(12)25(21,22)17-3-2-4-19-5-7-24-8-6-19/h9-10,17H,2-8,11H2,1H3,(H,18,20)

Standard InChI Key:  SGVZBNKFGWFVIC-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
   -4.9497    0.8990    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9106    1.4992    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9500    2.0989    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2097    9.7510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5076   10.5030    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8078    9.7550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8100    8.2550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5122    7.5029    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2120    8.2510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5114    6.0021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2118    5.2515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2110    3.7506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9114    3.0001    0.0000 N   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
   -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
    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 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6321    1.3486    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6486   -1.3517    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  1  0
  4  9  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13  2  1  0
  2 14  1  0
 14 15  2  0
 15 19  1  0
 18 16  1  0
 16 17  2  0
 17 14  1  0
 18 19  2  0
 18 23  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 21 24  2  0
 17 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3397389

   ---

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: 385.51

Molecular Weight (Monoisotopic): 385.1130

AlogP: 1.04

#Rotatable Bonds: 6

Polar Surface Area: 87.74

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.45

CX Basic pKa: 7.40

CX LogP: 0.54

CX LogD: 0.23

Aromatic Rings: 1

Heavy Atoms: 25

QED Weighted: 0.71

Np Likeness Score: -1.90

References

1. Konda S, Raparthi S, Bhaskar K, Munaganti RK, Guguloth V, Nagarapu L, Akkewar DM..  (2015)  Synthesis and antimicrobial activity of novel benzoxazine sulfonamide derivatives.,  25  (7): [PMID:25754493] [10.1016/j.bmcl.2015.01.026]

Source

Source(1):

• Scientific Literature