ID: ALA3219284

Max Phase: Preclinical

Molecular Formula: C26H28FN3O3

Molecular Weight: 449.53

Molecule Type: Small molecule

Representations

Canonical SMILES:  CCOC(=O)c1cn(C2CC2)c2cc(N3CCN(Cc4ccccc4)CC3)c(F)cc2c1=O

Standard InChI:  InChI=1S/C26H28FN3O3/c1-2-33-26(32)21-17-30(19-8-9-19)23-15-24(22(27)14-20(23)25(21)31)29-12-10-28(11-13-29)16-18-6-4-3-5-7-18/h3-7,14-15,17,19H,2,8-13,16H2,1H3

Standard InChI Key:  UWSUZJJYVZMHAR-UHFFFAOYSA-N

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Properties

Molecular Weight: 449.53

Molecular Weight (Monoisotopic): 449.2115

AlogP: 3.97

#Rotatable Bonds: 6

Polar Surface Area: 54.78

Molecular Species: NEUTRAL

HBA: 6

HBD: 0

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 6.60

CX LogP: 4.40

CX LogD: 4.33

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.53

Np Likeness Score: -1.16

References

1. Dubar F, Wintjens R, Martins-Duarte ES, Vommaro RC, de Souza W, Dive D, Pierrot C, Pradines B, Wohlkonig A, Khalife J, Biot C.  (2011)  Ester prodrugs of ciprofloxacin as DNA-gyrase inhibitors: synthesis, antiparasitic evaluation and docking studies,  2  (5): [10.1039/C1MD00022E]

2. Pomel S, Dubar F, Forge D, Loiseau PM, Biot C..  (2015)  New heterocyclic compounds: Synthesis and antitrypanosomal properties.,  23  (16): [PMID:25835356] [10.1016/j.bmc.2015.03.029]

3. Chellan P, Sadler PJ, Land KM..  (2017)  Recent developments in drug discovery against the protozoal parasites Cryptosporidium and Toxoplasma.,  27  (7): [PMID:28242275] [10.1016/j.bmcl.2017.01.046]

Source

Source(1):

• Scientific Literature