(R)-1-([1,1'-biphenyl]-4-ylmethyl)-6-fluoro-7-(3-(hydroxymethyl)pyrrolidin-1-yl)-8-methoxy-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

ID: ALA4530742

PubChem CID: 134603975

Max Phase: Preclinical

Molecular Formula: C29H27FN2O5

Molecular Weight: 502.54

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1c(N2CC[C@@H](CO)C2)c(F)cc2c(=O)c(C(=O)O)cn(Cc3ccc(-c4ccccc4)cc3)c12

Standard InChI:  InChI=1S/C29H27FN2O5/c1-37-28-25-22(13-24(30)26(28)31-12-11-19(15-31)17-33)27(34)23(29(35)36)16-32(25)14-18-7-9-21(10-8-18)20-5-3-2-4-6-20/h2-10,13,16,19,33H,11-12,14-15,17H2,1H3,(H,35,36)/t19-/m1/s1

Standard InChI Key:  NUVXOQFCNOHVBW-LJQANCHMSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4530742

   ---

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: 502.54

Molecular Weight (Monoisotopic): 502.1904

AlogP: 4.38

#Rotatable Bonds: 7

Polar Surface Area: 92.00

Molecular Species: ACID

HBA: 6

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 6.05

CX Basic pKa: ┄

CX LogP: 4.21

CX LogD: 2.85

Aromatic Rings: 4

Heavy Atoms: 37

QED Weighted: 0.39

Np Likeness Score: -0.55

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