ID: ALA3884814

Max Phase: Preclinical

Molecular Formula: C23H27FN6O3

Molecular Weight: 454.51

Molecule Type: Small molecule

Representations

Canonical SMILES:  COc1cc(NC(C)CCCNC(=O)NNC(=O)Nc2cccc(F)c2)c2ncccc2c1

Standard InChI:  InChI=1S/C23H27FN6O3/c1-15(27-20-14-19(33-2)12-16-7-5-10-25-21(16)20)6-4-11-26-22(31)29-30-23(32)28-18-9-3-8-17(24)13-18/h3,5,7-10,12-15,27H,4,6,11H2,1-2H3,(H2,26,29,31)(H2,28,30,32)

Standard InChI Key:  NJYSFWGKBXCKGM-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: 454.51

Molecular Weight (Monoisotopic): 454.2129

AlogP: 4.00

#Rotatable Bonds: 8

Polar Surface Area: 116.41

Molecular Species: NEUTRAL

HBA: 5

HBD: 5

#RO5 Violations: 0

HBA (Lipinski): 9

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 9.85

CX Basic pKa: 4.07

CX LogP: 2.59

CX LogD: 2.59

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.26

Np Likeness Score: -1.55

References

1. Perković I, Antunović M, Marijanović I, Pavić K, Ester K, Kralj M, Vlainić J, Kosalec I, Schols D, Hadjipavlou-Litina D, Pontiki E, Zorc B..  (2016)  Novel urea and bis-urea primaquine derivatives with hydroxyphenyl or halogenphenyl substituents: Synthesis and biological evaluation.,  124  [PMID:27614409] [10.1016/j.ejmech.2016.08.021]

2. Pavić K, Perković I, Pospíšilová Š, Machado M, Fontinha D, Prudêncio M, Jampilek J, Coffey A, Endersen L, Rimac H, Zorc B..  (2018)  Primaquine hybrids as promising antimycobacterial and antimalarial agents.,  143  [PMID:29220797] [10.1016/j.ejmech.2017.11.083]

Source

Source(1):

• Scientific Literature