(R,E)-4-(3-(2,5-difluorophenyl)allyl)-1-(3-(3-fluoro-6-methoxyquinolin-4-yl)propyl)piperazine-2-carboxylic acid

ID: ALA5178214

PubChem CID: 145147651

Max Phase: Preclinical

Molecular Formula: C27H28F3N3O3

Molecular Weight: 499.53

Names and Identifiers

Canonical SMILES:  COc1ccc2ncc(F)c(CCCN3CCN(C/C=C/c4cc(F)ccc4F)C[C@@H]3C(=O)O)c2c1

Standard InChI:  InChI=1S/C27H28F3N3O3/c1-36-20-7-9-25-22(15-20)21(24(30)16-31-25)5-3-11-33-13-12-32(17-26(33)27(34)35)10-2-4-18-14-19(28)6-8-23(18)29/h2,4,6-9,14-16,26H,3,5,10-13,17H2,1H3,(H,34,35)/b4-2+/t26-/m1/s1

Standard InChI Key:  XSSZBMPRNHMAKY-VJZHMDQISA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA5178214

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 499.53

Molecular Weight (Monoisotopic): 499.2083

AlogP: 4.38

#Rotatable Bonds: 9

Polar Surface Area: 65.90

Molecular Species: ACID

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 0.27

CX Basic pKa: 8.46

CX LogP: 2.22

CX LogD: 2.19

Aromatic Rings: 3

Heavy Atoms: 36

QED Weighted: 0.47

Np Likeness Score: -0.97

References

1. Flagstad T, Pedersen MT, Jakobsen TH, Felding J, Tolker-Nielsen T, Givskov M, Qvortrup K, Nielsen TE..  (2022)  Solid-phase synthesis and biological evaluation of piperazine-based novel bacterial topoisomerase inhibitors.,  57  [PMID:34906671] [10.1016/j.bmcl.2021.128499]

Source

Source(1):

• Scientific Literature