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

ID: ALA3397452

PubChem CID: 118726691

Max Phase: Preclinical

Molecular Formula: C29H28F3N3O6S

Molecular Weight: 603.62

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(C(=O)CN2C(=O)COc3cc(C)c(S(=O)(=O)N4CCN(c5ccc(C(F)(F)F)cc5)CC4)cc32)cc1

Standard InChI:  InChI=1S/C29H28F3N3O6S/c1-19-15-26-24(35(28(37)18-41-26)17-25(36)20-3-9-23(40-2)10-4-20)16-27(19)42(38,39)34-13-11-33(12-14-34)22-7-5-21(6-8-22)29(30,31)32/h3-10,15-16H,11-14,17-18H2,1-2H3

Standard InChI Key:  JPQPNHYUWMOFEF-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 42 46  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
   -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
    1.2995    2.9981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6003    3.7467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6034    5.2475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6385    3.1449    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2108    3.7494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2115    5.2494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9129    6.0001    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6135    5.2507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6127    3.7507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9136    7.5008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2118    8.2523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2102    9.7523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9104   10.5009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6121    9.7495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6138    8.2495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9087   12.0018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9469   12.6035    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8687   12.6003    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9069   13.2018    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.9025    5.9976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9025    7.4976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6035    8.2476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3044    7.4976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    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 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5603   10.3470    0.0000 C   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
  6 10  1  0
  9  7  1  0
  7  8  2  0
  8  5  1  0
  9 10  2  0
  9 14  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 12 15  2  0
  8 16  1  0
 11 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  2  0
  4 21  1  0
  4 25  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 23 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 26  1  0
 29 32  1  0
 32 33  1  0
 32 34  1  0
 32 35  1  0
 19 36  2  0
 36 37  1  0
 37 38  2  0
 38 39  1  0
 39 40  2  0
 40 19  1  0
 38 41  1  0
 41 42  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3397452

   ---

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: 603.62

Molecular Weight (Monoisotopic): 603.1651

AlogP: 4.14

#Rotatable Bonds: 7

Polar Surface Area: 96.46

Molecular Species: NEUTRAL

HBA: 7

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 1.90

CX LogP: 3.88

CX LogD: 3.88

Aromatic Rings: 3

Heavy Atoms: 42

QED Weighted: 0.37

Np Likeness Score: -1.66

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