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

ID: ALA3397388

PubChem CID: 118726647

Max Phase: Preclinical

Molecular Formula: C22H27FN4O4S

Molecular Weight: 462.55

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc2c(cc1S(=O)(=O)NCCCN1CCN(c3ccc(F)cc3)CC1)NC(=O)CO2

Standard InChI:  InChI=1S/C22H27FN4O4S/c1-16-13-20-19(25-22(28)15-31-20)14-21(16)32(29,30)24-7-2-8-26-9-11-27(12-10-26)18-5-3-17(23)4-6-18/h3-6,13-14,24H,2,7-12,15H2,1H3,(H,25,28)

Standard InChI Key:  JNONYPDHNFILRK-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   -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 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
   -6.5114    6.0021    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
    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
   -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
   -6.5055   16.2038    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
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  4  5  1  0
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  8  9  1  0
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  2 14  1  0
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 21 24  2  0
 17 25  1  0
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 29 30  1  0
 30 31  2  0
 31 26  1  0
  5 26  1  0
 29 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3397388

   ---

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: 462.55

Molecular Weight (Monoisotopic): 462.1737

AlogP: 1.96

#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: 7.10

CX LogP: 2.06

CX LogD: 1.88

Aromatic Rings: 2

Heavy Atoms: 32

QED Weighted: 0.61

Np Likeness Score: -1.91

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