(R)-1-([1,1'-biphenyl]-4-ylmethyl)-7-(3-aminopyrrolidin-1-yl)-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

ID: ALA4530821

PubChem CID: 155546084

Max Phase: Preclinical

Molecular Formula: C27H24FN3O3

Molecular Weight: 457.51

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  N[C@@H]1CCN(c2cc3c(cc2F)c(=O)c(C(=O)O)cn3Cc2ccc(-c3ccccc3)cc2)C1

Standard InChI:  InChI=1S/C27H24FN3O3/c28-23-12-21-24(13-25(23)30-11-10-20(29)15-30)31(16-22(26(21)32)27(33)34)14-17-6-8-19(9-7-17)18-4-2-1-3-5-18/h1-9,12-13,16,20H,10-11,14-15,29H2,(H,33,34)/t20-/m1/s1

Standard InChI Key:  VLNLXOAMDBIVHK-HXUWFJFHSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4530821

   ---

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: 457.51

Molecular Weight (Monoisotopic): 457.1802

AlogP: 4.09

#Rotatable Bonds: 5

Polar Surface Area: 88.56

Molecular Species: ZWITTERION

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 5.83

CX Basic pKa: 9.63

CX LogP: 1.88

CX LogD: 1.88

Aromatic Rings: 4

Heavy Atoms: 34

QED Weighted: 0.47

Np Likeness Score: -0.86

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