ID: ALA116154

Max Phase: Preclinical

Molecular Formula: C15H22N4

Molecular Weight: 258.37

Molecule Type: Small molecule

Representations

Canonical SMILES:  CCN(CC)CCNc1ccnc2cc(N)ccc12

Standard InChI:  InChI=1S/C15H22N4/c1-3-19(4-2)10-9-18-14-7-8-17-15-11-12(16)5-6-13(14)15/h5-8,11H,3-4,9-10,16H2,1-2H3,(H,17,18)

Standard InChI Key:  DOYPFMZDMUCIOD-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: 258.37

Molecular Weight (Monoisotopic): 258.1844

AlogP: 2.57

#Rotatable Bonds: 6

Polar Surface Area: 54.18

Molecular Species: BASE

HBA: 4

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 4

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 9.76

CX LogP: 1.51

CX LogD: -1.77

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.78

Np Likeness Score: -1.38

References

1. Kaschula CH, Egan TJ, Hunter R, Basilico N, Parapini S, Taramelli D, Pasini E, Monti D..  (2002)  Structure-activity relationships in 4-aminoquinoline antiplasmodials. The role of the group at the 7-position.,  45  (16): [PMID:12139464] [10.1021/jm020858u]

2. Nsumiwa S, Kuter D, Wittlin S, Chibale K, Egan TJ..  (2013)  Structure-activity relationships for ferriprotoporphyrin IX association and β-hematin inhibition by 4-aminoquinolines using experimental and ab initio methods.,  21  (13): [PMID:23669191] [10.1016/j.bmc.2013.04.040]

Source

Source(1):

• Scientific Literature