ID: ALA3142235

Max Phase: Preclinical

Molecular Formula: C21H35Cl2N3O

Molecular Weight: 343.52

Molecule Type: Small molecule

Representations

Canonical SMILES:  CCN(CC)CCCCCCNc1cc(OC)cc2c(C)ccnc12.Cl.Cl

Standard InChI:  InChI=1S/C21H33N3O.2ClH/c1-5-24(6-2)14-10-8-7-9-12-22-20-16-18(25-4)15-19-17(3)11-13-23-21(19)20;;/h11,13,15-16,22H,5-10,12,14H2,1-4H3;2*1H

Standard InChI Key:  AFMFKGVIHLNIEO-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: 343.52

Molecular Weight (Monoisotopic): 343.2624

AlogP: 4.87

#Rotatable Bonds: 11

Polar Surface Area: 37.39

Molecular Species: BASE

HBA: 4

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 10.33

CX LogP: 4.16

CX LogD: 1.33

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.59

Np Likeness Score: -0.87

References

1. López-Martín C, Pérez-Victoria JM, Carvalho L, Castanys S, Gamarro F..  (2008)  Sitamaquine sensitivity in Leishmania species is not mediated by drug accumulation in acidocalcisomes.,  52  (11): [PMID:18794384] [10.1128/aac.00964-08]

2. Manzano JI, Carvalho L, Pérez-Victoria JM, Castanys S, Gamarro F..  (2011)  Increased glycolytic ATP synthesis is associated with tafenoquine resistance in Leishmania major.,  55  (3): [PMID:21199921] [10.1128/aac.01545-10]

3. Kinnamon KE, Steck EA, Hanson WL, Chapman WL..  (1977)  In search of anti-Trypanosoma cruzi drugs: new leads from a mouse model.,  20  (6): [PMID:69024] [10.1021/jm00216a001]

Source

Source(1):

• Scientific Literature