6-((4-(2-methoxyphenyl)piperazin-1-yl)sulfonyl)-7-methyl-4-(2-(4-nitrophenyl)-2-oxoethyl)-2H-benzo[b][1,4]oxazin-3(4H)-one

ID: ALA3397458

PubChem CID: 118726697

Max Phase: Preclinical

Molecular Formula: C28H28N4O8S

Molecular Weight: 580.62

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccccc1N1CCN(S(=O)(=O)c2cc3c(cc2C)OCC(=O)N3CC(=O)c2ccc([N+](=O)[O-])cc2)CC1

Standard InChI:  InChI=1S/C28H28N4O8S/c1-19-15-26-23(31(28(34)18-40-26)17-24(33)20-7-9-21(10-8-20)32(35)36)16-27(19)41(37,38)30-13-11-29(12-14-30)22-5-3-4-6-25(22)39-2/h3-10,15-16H,11-14,17-18H2,1-2H3

Standard InChI Key:  YUXWSOAYMSEVON-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    1.3044    5.9976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6004    9.7484    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    3.6386   10.3502    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  4  2  1  0
  2  5  1  0
  5  6  2  0
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  4 21  1  0
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 19 34  2  0
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 36 39  1  0
M  CHG  2  39   1  41  -1
M  END

Alternative Forms

1. Parent:

   

   ALA3397458

   ---

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: 580.62

Molecular Weight (Monoisotopic): 580.1628

AlogP: 3.03

#Rotatable Bonds: 8

Polar Surface Area: 139.60

Molecular Species: NEUTRAL

HBA: 9

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 12

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 1.36

CX LogP: 2.94

CX LogD: 2.94

Aromatic Rings: 3

Heavy Atoms: 41

QED Weighted: 0.22

Np Likeness Score: -1.72

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