ID: ALA512898

Max Phase: Preclinical

Molecular Formula: C25H25ClN4O

Molecular Weight: 432.96

Molecule Type: Small molecule

Representations

Canonical SMILES:  COc1ccc2nc3cc(Cl)ccc3c(Nc3ccc(N4CCN(C)CC4)cc3)c2c1

Standard InChI:  InChI=1S/C25H25ClN4O/c1-29-11-13-30(14-12-29)19-6-4-18(5-7-19)27-25-21-9-3-17(26)15-24(21)28-23-10-8-20(31-2)16-22(23)25/h3-10,15-16H,11-14H2,1-2H3,(H,27,28)

Standard InChI Key:  NMDDEXFRYBASBH-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: 432.96

Molecular Weight (Monoisotopic): 432.1717

AlogP: 5.55

#Rotatable Bonds: 4

Polar Surface Area: 40.63

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa:

CX Basic pKa: 8.17

CX LogP: 5.35

CX LogD: 4.21

Aromatic Rings: 4

Heavy Atoms: 31

QED Weighted: 0.43

Np Likeness Score: -1.24

References

1. Nguyen TH, Lee CY, Teruya K, Ong WY, Doh-ura K, Go ML..  (2008)  Antiprion activity of functionalized 9-aminoacridines related to quinacrine.,  16  (14): [PMID:18556207] [10.1016/j.bmc.2008.05.060]

2. Nguyen T, Sakasegawa Y, Doh-Ura K, Go ML..  (2011)  Anti-prion activities and drug-like potential of functionalized quinacrine analogs with basic phenyl residues at the 9-amino position.,  46  (7): [PMID:21531054] [10.1016/j.ejmech.2011.04.016]

3. Nguyen T, Yang T, Go ML..  (2014)  Functionalized acridin-9-yl phenylamines protected neuronal HT22 cells from glutamate-induced cell death by reducing intracellular levels of free radical species.,  24  (7): [PMID:24602904] [10.1016/j.bmcl.2014.02.006]

Source

Source(1):

• Scientific Literature