ID: ALA448594

Max Phase: Preclinical

Molecular Formula: C18H24ClN3

Molecular Weight: 317.86

Molecule Type: Small molecule

Representations

Synonyms (1): Chloroquine-Pyropillidinyl
Synonyms from Alternative Forms(1):

Canonical SMILES:  CC(CCCN1CCCC1)Nc1ccnc2cc(Cl)ccc12

Standard InChI:  InChI=1S/C18H24ClN3/c1-14(5-4-12-22-10-2-3-11-22)21-17-8-9-20-18-13-15(19)6-7-16(17)18/h6-9,13-14H,2-5,10-12H2,1H3,(H,20,21)

Standard InChI Key:  FGEYLHAWJDNMTO-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: 317.86

Molecular Weight (Monoisotopic): 317.1659

AlogP: 4.56

#Rotatable Bonds: 6

Polar Surface Area: 28.16

Molecular Species: BASE

HBA: 3

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 10.01

CX LogP: 3.63

CX LogD: 0.85

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.85

Np Likeness Score: -1.28

References

1. Acharya BN, Saraswat D, Kaushik MP..  (2008)  Pharmacophore based discovery of potential antimalarial agent targeting haem detoxification pathway.,  43  (12): [PMID:18395298] [10.1016/j.ejmech.2008.02.005]

2. Prado-Prado FJ, García-Mera X, González-Díaz H..  (2010)  Multi-target spectral moment QSAR versus ANN for antiparasitic drugs against different parasite species.,  18  (6): [PMID:20185316] [10.1016/j.bmc.2010.01.068]

3. PubChem BioAssay data set, 

4. Acharya BN, Kaushik MP.  (2007)  Pharmacophore-based predictive model generation for potent antimalarials targeting haem detoxification pathway,  16  (5): [10.1007/s00044-007-9025-8]

Source

Source(2):

• Scientific Literature
• PubChem BioAssays