US9133148, 3h

ID: ALA3979532

PubChem CID: 71656623

Max Phase: Preclinical

Molecular Formula: C18H17F6N3O2

Molecular Weight: 421.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc(N2CCN(C(=O)OC(C(F)(F)F)C(F)(F)F)CC2)c2ccccc2n1

Standard InChI:  InChI=1S/C18H17F6N3O2/c1-11-10-14(12-4-2-3-5-13(12)25-11)26-6-8-27(9-7-26)16(28)29-15(17(19,20)21)18(22,23)24/h2-5,10,15H,6-9H2,1H3

Standard InChI Key:  XRJDXEKIGCHBBP-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 29 31  0  0  0  0  0  0  0  0999 V2000
    2.3383   -1.3500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.0008    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2978    3.7529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2954    5.2529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0048    6.0009    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3026    5.2488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3002    3.7488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0103    7.5017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0270    8.1052    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3123    8.2482    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3178    9.7490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6198   10.4955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6241   11.6955    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6611   11.0918    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6570    9.8920    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0190   10.5011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0214    9.9031    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.0192   11.1029    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0209   11.7011    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5981    1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8971    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8971   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5981   -1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.5000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10  5  1  0
  8 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 15 18  1  0
 14 19  1  0
 19 20  1  0
 19 21  1  0
 19 22  1  0
  4 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 23  1  0
 28 29  2  0
 29  2  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3979532

   1,1,1,3,3,3-Hexafluoropropan-2-yl 4-(2-methylquinolin-4-yl)piperazine-1-carboxylate

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: 421.34

Molecular Weight (Monoisotopic): 421.1225

AlogP: 4.30

#Rotatable Bonds: 2

Polar Surface Area: 45.67

Molecular Species: BASE

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.68

CX LogP: 4.03

CX LogD: 2.85

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.68

Np Likeness Score: -1.07

References

1.  (2015)  Carbamate compounds and of making and using same, 

Source

Source(1):

• BindingDB Database