4-[(6-Methoxy-4-methyl-5-(3-(trifluoromethyl)phenoxy)quinolin-8-ylamino)methyl]phenol

ID: ALA3311235

PubChem CID: 118707111

Max Phase: Preclinical

Molecular Formula: C25H21F3N2O3

Molecular Weight: 454.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(NCc2ccc(O)cc2)c2nccc(C)c2c1Oc1cccc(C(F)(F)F)c1

Standard InChI:  InChI=1S/C25H21F3N2O3/c1-15-10-11-29-23-20(30-14-16-6-8-18(31)9-7-16)13-21(32-2)24(22(15)23)33-19-5-3-4-17(12-19)25(26,27)28/h3-13,30-31H,14H2,1-2H3

Standard InChI Key:  ZYUGNHPOVKADFZ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    7.0118   -5.8174    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8368   -4.3884    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   13.6118   -7.2463    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   13.2532   -7.9547    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
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    9.4868   -7.2463    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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  4  8  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3311235

   ---

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: 454.45

Molecular Weight (Monoisotopic): 454.1504

AlogP: 6.68

#Rotatable Bonds: 6

Polar Surface Area: 63.61

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 9.49

CX Basic pKa: 4.88

CX LogP: 5.76

CX LogD: 5.75

Aromatic Rings: 4

Heavy Atoms: 33

QED Weighted: 0.34

Np Likeness Score: -0.66

References

1. Lu J, Maezawa I, Weerasekara S, Erenler R, Nguyen TD, Nguyen J, Swisher LZ, Li J, Jin LW, Ranjan A, Srivastava SK, Hua DH..  (2014)  Syntheses, neural protective activities, and inhibition of glycogen synthase kinase-3β of substituted quinolines.,  24  (15): [PMID:24951331] [10.1016/j.bmcl.2014.05.085]

Source

Source(1):

• Scientific Literature