(3-Morpholin-4-yl-propyl)-(2-p-tolyl-quinolin-4-yl)-amine

ID: ALA279496

Chembl Id: CHEMBL279496

PubChem CID: 11068428

Max Phase: Preclinical

Molecular Formula: C23H27N3O

Molecular Weight: 361.49

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(-c2cc(NCCCN3CCOCC3)c3ccccc3n2)cc1

Standard InChI:  InChI=1S/C23H27N3O/c1-18-7-9-19(10-8-18)22-17-23(20-5-2-3-6-21(20)25-22)24-11-4-12-26-13-15-27-16-14-26/h2-3,5-10,17H,4,11-16H2,1H3,(H,24,25)

Standard InChI Key:  KMEPZHHDOXXVGN-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA279496

   2-(4-methylphenyl)-N-(3-morpholin-4-ylpropyl)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: 361.49

Molecular Weight (Monoisotopic): 361.2154

AlogP: 4.34

#Rotatable Bonds: 6

Polar Surface Area: 37.39

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.78

CX LogP: 4.01

CX LogD: 3.35

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.66

Np Likeness Score: -1.51

References

1. Strekowski L, Say M, Henary M, Ruiz P, Manzel L, Macfarlane DE, Bojarski AJ..  (2003)  Synthesis and activity of substituted 2-phenylquinolin-4-amines, antagonists of immunostimulatory CpG-oligodeoxynucleotides.,  46  (7): [PMID:12646034] [10.1021/jm020374y]

2. Paliakov E, Henary M, Say M, Patterson SE, Parker A, Manzel L, Macfarlane DE, Bojarski AJ, Strekowski L..  (2007)  Fujita-Ban QSAR analysis and CoMFA study of quinoline antagonists of immunostimulatory CpG-oligodeoxynucleotides.,  15  (1): [PMID:17049254] [10.1016/j.bmc.2006.09.059]

3. An ZY, Yan YY, Peng D, Ou TM, Tan JH, Huang SL, An LK, Gu LQ, Huang ZS..  (2010)  Synthesis and evaluation of graveoline and graveolinine derivatives with potent anti-angiogenesis activities.,  45  (9): [PMID:20554355] [10.1016/j.ejmech.2010.05.043]

Source

Source(1):

• Scientific Literature