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

ID: ALA3397390

PubChem CID: 118726649

Max Phase: Preclinical

Molecular Formula: C34H30F3N3O5S

Molecular Weight: 649.69

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc2c(cc1S(=O)(=O)N1CCN(c3ccc(C(F)(F)F)cc3)CC1)N(CC(=O)c1ccc(-c3ccccc3)cc1)C(=O)CO2

Standard InChI:  InChI=1S/C34H30F3N3O5S/c1-23-19-31-29(40(33(42)22-45-31)21-30(41)26-9-7-25(8-10-26)24-5-3-2-4-6-24)20-32(23)46(43,44)39-17-15-38(16-18-39)28-13-11-27(12-14-28)34(35,36)37/h2-14,19-20H,15-18,21-22H2,1H3

Standard InChI Key:  ISUVYWSOAMKYQG-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 46 51  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
    2.6035    9.7484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9014   10.5005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8990   12.0005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5988   12.7485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3010   11.9964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3033   10.4964    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
 41 42  2  0
 42 43  1  0
 43 44  2  0
 44 45  1  0
 45 46  2  0
 46 41  1  0
 38 41  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3397390

   ---

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: 649.69

Molecular Weight (Monoisotopic): 649.1858

AlogP: 5.80

#Rotatable Bonds: 7

Polar Surface Area: 87.23

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 1.90

CX LogP: 5.68

CX LogD: 5.68

Aromatic Rings: 4

Heavy Atoms: 46

QED Weighted: 0.24

Np Likeness Score: -1.56

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