1-ethyl-6,8-difluoro-7-(3-methyl-4-((5-methyl-2,3-dioxoindolin-1-yl)methyl)piperazin-1-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

ID: ALA4473074

PubChem CID: 15411205

Max Phase: Preclinical

Molecular Formula: C27H26F2N4O5

Molecular Weight: 524.52

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCn1cc(C(=O)O)c(=O)c2cc(F)c(N3CCN(CN4C(=O)C(=O)c5cc(C)ccc54)C(C)C3)c(F)c21

Standard InChI:  InChI=1S/C27H26F2N4O5/c1-4-30-12-18(27(37)38)24(34)17-10-19(28)23(21(29)22(17)30)31-7-8-32(15(3)11-31)13-33-20-6-5-14(2)9-16(20)25(35)26(33)36/h5-6,9-10,12,15H,4,7-8,11,13H2,1-3H3,(H,37,38)

Standard InChI Key:  KSILTVBXQBGZLG-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   44.2233  -16.2324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.8117  -17.0620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.8035  -16.2448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.2274  -17.0578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.5092  -15.8238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.0977  -17.4706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.3920  -17.0620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.6821  -17.4706    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.3920  -16.2448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.0977  -15.8362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.9290  -15.8238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.9763  -17.0620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.5051  -15.0066    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.2623  -18.2877    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   44.9290  -15.0066    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   40.6862  -15.8362    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
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   37.8469  -18.2798    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.7654  -17.4624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.9670  -17.2880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.0979  -18.6037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.5564  -17.9924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7582  -18.1563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5005  -18.9310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.0471  -19.5420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.8432  -19.3749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.6383  -16.5398    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.3757  -16.9189    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.7003  -19.0968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.5182  -18.2877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.2263  -18.6957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.0957  -18.2877    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   39.9650  -19.5135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  5  2  0
  3  1  1  0
  4  3  1  0
  5  1  1  0
  6  2  1  0
  7  3  2  0
  8  7  1  0
  9  8  1  0
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 15 21  1  0
 16 12  2  0
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 19 13  1  0
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  4  6  1  0
 11 10  1  0
 19 15  1  0
 15 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 27  1  0
 26 23  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
 25 32  2  0
 24 33  2  0
 29 34  1  0
  1 35  1  0
 35 36  1  0
  7 37  1  0
 21 38  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4473074

   1-Ethyl-6,8-difluoro-7-[3-methyl-4-[(5-methyl-2,3-dioxoindol-1-yl)methyl]piperazin-1-yl]-4-oxoquinoline-3-carboxylic acid

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: 524.52

Molecular Weight (Monoisotopic): 524.1871

AlogP: 3.00

#Rotatable Bonds: 5

Polar Surface Area: 103.16

Molecular Species: ACID

HBA: 7

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 5.46

CX Basic pKa: 3.10

CX LogP: 3.65

CX LogD: 1.72

Aromatic Rings: 3

Heavy Atoms: 38

QED Weighted: 0.51

Np Likeness Score: -0.90

References

1. Xu Z, Zhao SJ, Lv ZS, Gao F, Wang Y, Zhang F, Bai L, Deng JL..  (2019)  Fluoroquinolone-isatin hybrids and their biological activities.,  162  [PMID:30453247] [10.1016/j.ejmech.2018.11.032]

Source

Source(1):

• Scientific Literature