1-cyclopropyl-6-fluoro-4-oxo-7-(4-(1-oxo-1-(4-(N-quinoxalin-2-ylsulfamoyl)phenylamino)propan-2-yl)piperazin-1-yl)-1,4-dihydroquinoline-3-carboxylic acid

ID: ALA5087899

PubChem CID: 166632004

Max Phase: Preclinical

Molecular Formula: C34H32FN7O6S

Molecular Weight: 685.74

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C(=O)Nc1ccc(S(=O)(=O)Nc2cnc3ccccc3n2)cc1)N1CCN(c2cc3c(cc2F)c(=O)c(C(=O)O)cn3C2CC2)CC1

Standard InChI:  InChI=1S/C34H32FN7O6S/c1-20(33(44)37-21-6-10-23(11-7-21)49(47,48)39-31-18-36-27-4-2-3-5-28(27)38-31)40-12-14-41(15-13-40)30-17-29-24(16-26(30)35)32(43)25(34(45)46)19-42(29)22-8-9-22/h2-7,10-11,16-20,22H,8-9,12-15H2,1H3,(H,37,44)(H,38,39)(H,45,46)

Standard InChI Key:  YCNNHBCQBDXFFH-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 49 55  0  0  0  0  0  0  0  0999 V2000
    9.5917  -27.9290    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0044  -27.2232    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    9.1868  -27.2186    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.0771  -26.4349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0759  -27.2544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7840  -27.6634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7822  -26.0260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4908  -26.4313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4896  -27.2565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1997  -27.6678    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.9155  -27.2585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9167  -26.4333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2021  -26.0174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6254  -26.0264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3321  -26.4368    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.6274  -25.2093    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.1974  -28.4850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2021  -25.2002    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.7905  -29.1916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6077  -29.1939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3692  -26.0264    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   16.3679  -27.6624    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.6642  -27.2488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9583  -27.6534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9534  -28.4709    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.6606  -28.8822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3727  -28.4761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2438  -28.8763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5380  -28.4644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8284  -28.8698    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.1226  -28.4580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5417  -27.6473    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1300  -27.6405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4250  -27.2287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7145  -27.6341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7134  -28.4556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4189  -28.8636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0108  -26.4061    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.3062  -25.9920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3147  -25.1766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6110  -24.7626    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.5997  -26.3974    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8954  -25.9871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8972  -25.1654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1876  -24.7548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4757  -25.1648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4779  -25.9896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1881  -26.3965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2401  -29.6935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  4  5  2  0
  5  6  1  0
  6  9  2  0
  8  7  2  0
  7  4  1  0
  8  9  1  0
  8 13  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 14 16  2  0
 10 17  1  0
 13 18  2  0
 19 17  1  0
 20 19  1  0
 17 20  1  0
  4 21  1  0
  5 22  1  0
 22 23  1  0
 22 27  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 25 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 29 32  2  0
 31 33  2  0
 33 34  1  0
 34 35  2  0
 35 36  1  0
 36 37  2  0
 37 31  1  0
 35  2  1  0
  2 38  1  0
 38 39  1  0
 39 40  2  0
 40 41  1  0
 41 44  2  0
 43 42  2  0
 42 39  1  0
 43 44  1  0
 44 45  1  0
 45 46  2  0
 46 47  1  0
 47 48  2  0
 48 43  1  0
 28 49  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5087899

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 685.74

Molecular Weight (Monoisotopic): 685.2119

AlogP: 4.07

#Rotatable Bonds: 9

Polar Surface Area: 166.83

Molecular Species: ACID

HBA: 10

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 13

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 5.72

CX Basic pKa: 4.85

CX LogP: 3.44

CX LogD: 1.24

Aromatic Rings: 5

Heavy Atoms: 49

QED Weighted: 0.21

Np Likeness Score: -1.49

References

1. Ibrahim NM, Fahim SH, Hassan M, Farag AE, Georgey HH..  (2022)  Design and synthesis of ciprofloxacin-sulfonamide hybrids to manipulate ciprofloxacin pharmacological qualities: Potency and side effects.,  228  [PMID:34871841] [10.1016/j.ejmech.2021.114021]

Source

Source(1):

• Scientific Literature