(+/-)-N-{(4-Chlorophenyl)[4-(pyrrolidin-1-ylmethyl)phenyl]methyl}-7-trifluoromethyl-4-aminoquinoline

ID: ALA522731

Chembl Id: CHEMBL522731

PubChem CID: 25002722

Max Phase: Preclinical

Molecular Formula: C28H25ClF3N3

Molecular Weight: 495.98

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  FC(F)(F)c1ccc2c(NC(c3ccc(Cl)cc3)c3ccc(CN4CCCC4)cc3)ccnc2c1

Standard InChI:  InChI=1S/C28H25ClF3N3/c29-23-10-7-21(8-11-23)27(20-5-3-19(4-6-20)18-35-15-1-2-16-35)34-25-13-14-33-26-17-22(28(30,31)32)9-12-24(25)26/h3-14,17,27H,1-2,15-16,18H2,(H,33,34)

Standard InChI Key:  SDRGJPGAQJVMNX-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA522731

   N-[(4-chlorophenyl)-[4-(pyrrolidin-1-ylmethyl)phenyl]methyl]-7-(trifluoromethyl)quinolin-4-amine

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

Calculated Properties

Molecular Weight: 495.98

Molecular Weight (Monoisotopic): 495.1689

AlogP: 7.70

#Rotatable Bonds: 6

Polar Surface Area: 28.16

Molecular Species: BASE

HBA: 3

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 9.28

CX LogP: 6.94

CX LogD: 4.77

Aromatic Rings: 4

Heavy Atoms: 35

QED Weighted: 0.30

Np Likeness Score: -1.41

References

1. Gemma S, Campiani G, Butini S, Joshi BP, Kukreja G, Coccone SS, Bernetti M, Persico M, Nacci V, Fiorini I, Novellino E, Taramelli D, Basilico N, Parapini S, Yardley V, Croft S, Keller-Maerki S, Rottmann M, Brun R, Coletta M, Marini S, Guiso G, Caccia S, Fattorusso C..  (2009)  Combining 4-aminoquinoline- and clotrimazole-based pharmacophores toward innovative and potent hybrid antimalarials.,  52  (2): [PMID:19113955] [10.1021/jm801352s]

Source

Source(1):

• Scientific Literature