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

ID: ALA3397379

PubChem CID: 118726639

Max Phase: Preclinical

Molecular Formula: C22H28N4O5S

Molecular Weight: 460.56

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccccc1N1CCN(CCCNS(=O)(=O)c2ccc3c(c2)NC(=O)CO3)CC1

Standard InChI:  InChI=1S/C22H28N4O5S/c1-30-21-6-3-2-5-19(21)26-13-11-25(12-14-26)10-4-9-23-32(28,29)17-7-8-20-18(15-17)24-22(27)16-31-20/h2-3,5-8,15,23H,4,9-14,16H2,1H3,(H,24,27)

Standard InChI Key:  GLTGZMMCTMKTIN-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
   -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
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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
   -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
   -3.9049   12.0063    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8666   12.6079    0.0000 C   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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  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
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 13  2  1  0
  2 14  1  0
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 15 19  1  0
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 18 23  1  0
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 20 21  1  0
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 22 23  1  0
 21 24  2  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 25  1  0
  5 25  1  0
 26 31  1  0
 31 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3397379

   ---

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: 460.56

Molecular Weight (Monoisotopic): 460.1780

AlogP: 1.52

#Rotatable Bonds: 8

Polar Surface Area: 100.21

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.26

CX Basic pKa: 6.98

CX LogP: 1.24

CX LogD: 1.10

Aromatic Rings: 2

Heavy Atoms: 32

QED Weighted: 0.58

Np Likeness Score: -1.71

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