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

ID: ALA3397387

PubChem CID: 118726646

Max Phase: Preclinical

Molecular Formula: C22H28N4O4S

Molecular Weight: 444.56

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc2c(cc1S(=O)(=O)NCCCN1CCN(c3ccccc3)CC1)NC(=O)CO2

Standard InChI:  InChI=1S/C22H28N4O4S/c1-17-14-20-19(24-22(27)16-30-20)15-21(17)31(28,29)23-8-5-9-25-10-12-26(13-11-25)18-6-3-2-4-7-18/h2-4,6-7,14-15,23H,5,8-13,16H2,1H3,(H,24,27)

Standard InChI Key:  XUWYVKVHKIWNIW-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   -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 N   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
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    1.2964    1.4973    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    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
   -6.5053   12.0037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2063   12.7539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2064   14.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5054   15.0038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8044   14.2538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8044   12.7538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  2 14  1  0
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 31 26  1  0
  5 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3397387

   ---

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: 444.56

Molecular Weight (Monoisotopic): 444.1831

AlogP: 1.82

#Rotatable Bonds: 7

Polar Surface Area: 90.98

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.45

CX Basic pKa: 7.23

CX LogP: 1.91

CX LogD: 1.69

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.63

Np Likeness Score: -1.73

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