(RS)-(4,4-difluoro-3-(quinolin-2-yloxy)piperidin-1-yl)(2-fluoro-5-methoxyphenyl)methanone

ID: ALA3961795

PubChem CID: 123517068

Max Phase: Preclinical

Molecular Formula: C22H19F3N2O3

Molecular Weight: 416.40

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(F)c(C(=O)N2CCC(F)(F)C(Oc3ccc4ccccc4n3)C2)c1

Standard InChI:  InChI=1S/C22H19F3N2O3/c1-29-15-7-8-17(23)16(12-15)21(28)27-11-10-22(24,25)19(13-27)30-20-9-6-14-4-2-3-5-18(14)26-20/h2-9,12,19H,10-11,13H2,1H3

Standard InChI Key:  PCCFUTSTUHACKF-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 30 33  0  0  0  0  0  0  0  0999 V2000
    1.7541  -13.9253    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.1668  -14.6352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5752  -13.9228    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    0.0646  -17.5118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0635  -18.3313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7715  -18.7403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7697  -17.1029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4783  -17.5082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4817  -18.3334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1873  -17.0904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8987  -17.4927    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1801  -16.2732    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8845  -15.8563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8792  -15.0427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4638  -15.0502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4675  -15.8700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5848  -14.6304    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2946  -15.0352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2939  -15.8496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0029  -16.2544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9929  -14.6196    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7024  -15.0207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7054  -15.8385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4140  -16.2431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1201  -15.8310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1132  -15.0100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4041  -14.6091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7693  -19.5536    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4762  -19.9634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7673  -16.2857    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  5  2  0
  5  6  1  0
  6  9  2  0
  8  7  2  0
  7  4  1  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 12 16  1  0
 13 14  1  0
 14  2  1  0
  2 15  1  0
 15 16  1  0
 14 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 23  2  0
 22 21  2  0
 21 18  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 22  1  0
 28 29  1  0
  6 28  1  0
  7 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3961795

   ---

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: 416.40

Molecular Weight (Monoisotopic): 416.1348

AlogP: 4.31

#Rotatable Bonds: 4

Polar Surface Area: 51.66

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.22

CX LogP: 4.51

CX LogD: 4.51

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.64

Np Likeness Score: -1.15

References

1. Stump CA, Cooke AJ, Bruno J, Cabalu TD, Gotter AL, Harell CM, Kuduk SD, McDonald TP, O'Brien J, Renger JJ, Williams PD, Winrow CJ, Coleman PJ..  (2016)  Discovery of highly potent and selective orexin 1 receptor antagonists (1-SORAs) suitable for in vivo interrogation of orexin 1 receptor pharmacology.,  26  (23): [PMID:27818110] [10.1016/j.bmcl.2016.10.019]

Source

Source(1):

• Scientific Literature