7-(4-(2-(4-(N-(6-chloropyrazin-2-yl)sulfamoyl)phenylamino)-2-oxoethyl)piperazin-1-yl)-1-cyclopropyl-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

ID: ALA5086519

PubChem CID: 166632883

Max Phase: Preclinical

Molecular Formula: C29H27ClFN7O6S

Molecular Weight: 656.10

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(CN1CCN(c2cc3c(cc2F)c(=O)c(C(=O)O)cn3C2CC2)CC1)Nc1ccc(S(=O)(=O)Nc2cncc(Cl)n2)cc1

Standard InChI:  InChI=1S/C29H27ClFN7O6S/c30-25-13-32-14-26(34-25)35-45(43,44)19-5-1-17(2-6-19)33-27(39)16-36-7-9-37(10-8-36)24-12-23-20(11-22(24)31)28(40)21(29(41)42)15-38(23)18-3-4-18/h1-2,5-6,11-15,18H,3-4,7-10,16H2,(H,33,39)(H,34,35)(H,41,42)

Standard InChI Key:  HOZCTRWTVFKGBZ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 45 50  0  0  0  0  0  0  0  0999 V2000
   19.5177   -4.3955    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.9304   -3.6897    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   19.1128   -3.6852    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.0030   -2.9014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0019   -3.7209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7099   -4.1299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7081   -2.4925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4168   -2.8978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4156   -3.7230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1257   -4.1343    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.8415   -3.7250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8427   -2.8999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1281   -2.4840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5514   -2.4930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2581   -2.9033    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.5534   -1.6758    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.1234   -4.9515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1281   -1.6668    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.7165   -5.6581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5337   -5.6604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2952   -2.4930    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   26.2939   -4.1290    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.5902   -3.7154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8843   -4.1199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8794   -4.9375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.5866   -5.3488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2987   -4.9426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1698   -5.3428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4640   -4.9310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7544   -5.3363    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.0486   -4.9245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4677   -4.1138    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.0560   -4.1070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3510   -3.6953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6405   -4.1007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6393   -4.9221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3449   -5.3302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9367   -2.8726    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.2322   -2.4585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2406   -1.6431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5370   -1.2291    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.8251   -1.6323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8214   -2.4537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5257   -2.8640    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.1119   -2.8593    0.0000 Cl  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 42  2  0
 42 43  1  0
 43 44  2  0
 44 39  1  0
 43 45  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5086519

   ---

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: 656.10

Molecular Weight (Monoisotopic): 655.1416

AlogP: 3.18

#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: 5.66

CX Basic pKa: 4.64

CX LogP: 2.02

CX LogD: -0.32

Aromatic Rings: 4

Heavy Atoms: 45

QED Weighted: 0.24

Np Likeness Score: -1.64

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