(S)-7-(3-(aminomethyl)pyrrolidin-1-yl)-6-fluoro-4-oxo-1-((3-(pyridin-4-yl)-1,2,4-oxadiazol-5-yl)methyl)-1,4-dihydroquinoline-3-carboxylic acid

ID: ALA4551923

PubChem CID: 155555769

Max Phase: Preclinical

Molecular Formula: C23H21FN6O4

Molecular Weight: 464.46

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  NC[C@@H]1CCN(c2cc3c(cc2F)c(=O)c(C(=O)O)cn3Cc2nc(-c3ccncc3)no2)C1

Standard InChI:  InChI=1S/C23H21FN6O4/c24-17-7-15-18(8-19(17)29-6-3-13(9-25)10-29)30(11-16(21(15)31)23(32)33)12-20-27-22(28-34-20)14-1-4-26-5-2-14/h1-2,4-5,7-8,11,13H,3,6,9-10,12,25H2,(H,32,33)/t13-/m0/s1

Standard InChI Key:  SXJIJMMDXSLCDT-ZDUSSCGKSA-N

Molfile:  

 
     RDKit          2D

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   30.2954  -18.6615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0035  -19.0705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0017  -17.4331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7103  -17.8384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7091  -18.6590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   33.1284  -17.8404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4177  -17.4268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4177  -16.6096    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.8371  -17.4335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.5438  -17.8438    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.8390  -16.6163    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   29.5058  -19.8813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4857  -19.2565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0049  -19.9173    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.5888  -17.4335    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   33.2004  -21.1059    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.9993  -21.2781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4099  -20.5715    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.8647  -19.9628    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.3306  -22.0230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8467  -22.6829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1764  -23.4298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9896  -23.5180    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.4722  -22.8532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1399  -22.1090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
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  5  4  2  0
  4  1  1  0
  5  6  1  0
  5 10  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
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  9 12  1  0
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  7 15  1  0
 15 16  1  0
  2 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 17  1  0
 19 22  1  1
 22 23  1  0
  1 24  1  0
 16 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 16  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
 32 33  1  0
 33 34  2  0
 34 29  1  0
 26 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4551923

   ---

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: 464.46

Molecular Weight (Monoisotopic): 464.1608

AlogP: 2.12

#Rotatable Bonds: 6

Polar Surface Area: 140.37

Molecular Species: ZWITTERION

HBA: 9

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 5.24

CX Basic pKa: 9.63

CX LogP: -0.73

CX LogD: -0.73

Aromatic Rings: 4

Heavy Atoms: 34

QED Weighted: 0.44

Np Likeness Score: -1.71

References

1. Delgado JL, Lentz SRC, Kulkarni CA, Chheda PR, Held HA, Hiasa H, Kerns RJ..  (2019)  Probing structural requirements for human topoisomerase I inhibition by a novel N1-Biphenyl fluoroquinolone.,  172  [PMID:30959322] [10.1016/j.ejmech.2019.03.040]

Source

Source(1):

• Scientific Literature