(+/-)-N-{(4-Chlorophenyl)[4-(pyrrolidin-1ylmethyl)phenyl]methyl}-2,8-di(trifluoromethyl)-4-aminoquinoline

ID: ALA500114

Chembl Id: CHEMBL500114

PubChem CID: 25194346

Max Phase: Preclinical

Molecular Formula: C29H24ClF6N3

Molecular Weight: 563.97

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  FC(F)(F)c1cc(NC(c2ccc(Cl)cc2)c2ccc(CN3CCCC3)cc2)c2cccc(C(F)(F)F)c2n1

Standard InChI:  InChI=1S/C29H24ClF6N3/c30-21-12-10-20(11-13-21)26(19-8-6-18(7-9-19)17-39-14-1-2-15-39)37-24-16-25(29(34,35)36)38-27-22(24)4-3-5-23(27)28(31,32)33/h3-13,16,26H,1-2,14-15,17H2,(H,37,38)

Standard InChI Key:  NKVRCQXNNIAFFP-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA500114

   N-[(4-chlorophenyl)-[4-(pyrrolidin-1-ylmethyl)phenyl]methyl]-2,8-bis(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: 563.97

Molecular Weight (Monoisotopic): 563.1563

AlogP: 8.72

#Rotatable Bonds: 6

Polar Surface Area: 28.16

Molecular Species: BASE

HBA: 3

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 9.28

CX LogP: 8.21

CX LogD: 6.33

Aromatic Rings: 4

Heavy Atoms: 39

QED Weighted: 0.24

Np Likeness Score: -1.28

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