(S)-1-(4-(1H-pyrazol-1-yl)benzyl)-6-fluoro-4-oxo-7-((pyrrolidin-3-ylmethyl)amino)-1,4-dihydroquinoline-3-carboxylic acid

ID: ALA4514473

PubChem CID: 146433600

Max Phase: Preclinical

Molecular Formula: C25H24FN5O3

Molecular Weight: 461.50

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(O)c1cn(Cc2ccc(-n3cccn3)cc2)c2cc(NC[C@H]3CCNC3)c(F)cc2c1=O

Standard InChI:  InChI=1S/C25H24FN5O3/c26-21-10-19-23(11-22(21)28-13-17-6-8-27-12-17)30(15-20(24(19)32)25(33)34)14-16-2-4-18(5-3-16)31-9-1-7-29-31/h1-5,7,9-11,15,17,27-28H,6,8,12-14H2,(H,33,34)/t17-/m0/s1

Standard InChI Key:  GSKYNQUKABOFSS-KRWDZBQOSA-N

Molfile:  

 
     RDKit          2D

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   28.3804   -2.7304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0884   -3.1394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   30.5026   -0.6785    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   33.3210   -5.5940    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.4052   -6.4068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2043   -6.5779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6140   -5.8708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0680   -5.2628    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.9650   -2.7293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   24.9686   -3.4094    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.3767   -4.1174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1761   -3.9480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 17 29  1  0
 30 29  1  1
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 34 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4514473

   ---

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: 461.50

Molecular Weight (Monoisotopic): 461.1863

AlogP: 3.09

#Rotatable Bonds: 7

Polar Surface Area: 101.18

Molecular Species: ZWITTERION

HBA: 7

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 5.70

CX Basic pKa: 11.01

CX LogP: 0.03

CX LogD: 0.02

Aromatic Rings: 4

Heavy Atoms: 34

QED Weighted: 0.39

Np Likeness Score: -1.61

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