US8912221, 37

ID: ALA3657644

PubChem CID: 57383054

Max Phase: Preclinical

Molecular Formula: C25H22Cl2F3N3O6

Molecular Weight: 588.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(C(=O)NC2(C(=O)N[C@H](C)c3ccc(-c4cc(Cl)cc(Cl)c4OCC(F)F)cc3F)COC2)on1

Standard InChI:  InChI=1S/C25H22Cl2F3N3O6/c1-12(31-24(35)25(10-37-11-25)32-23(34)19-8-21(36-2)33-39-19)15-4-3-13(5-18(15)28)16-6-14(26)7-17(27)22(16)38-9-20(29)30/h3-8,12,20H,9-11H2,1-2H3,(H,31,35)(H,32,34)/t12-/m1/s1

Standard InChI Key:  LMQBUNABDATEJZ-GFCCVEGCSA-N

Molfile:  

     RDKit          2D

 39 42  0  0  1  0  0  0  0  0999 V2000
   14.9494   -2.7990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2457   -1.8269    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.7553   -1.9800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7520   -0.8650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4004   -1.4856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5378   -2.9665    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.0049   -3.2788    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.0993   -0.7374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0976    0.4626    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8004   -1.4893    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4990   -0.7409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4368    0.2246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4958    1.2869    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5581    0.2279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2003   -1.4932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2024   -2.6932    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8990   -0.7455    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6003   -1.4977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6024   -2.6977    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
   -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   -2.7000    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5987    1.5004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8967    0.7484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1969    1.4963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2352    0.8946    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -5.1993    2.9963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9014    3.7484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9034    4.9484    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.6012    3.0004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3011    3.7503    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0012    3.0001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2988    3.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3382    3.1502    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990    4.9500    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  3  2  0
  5  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 11  1  0
 11 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 18 19  1  6
 18 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 20  1  0
 25 26  1  0
 23 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  1  0
 29 31  2  0
 31 32  1  0
 32 33  1  0
 32 34  2  0
 34 27  1  0
 34 35  1  0
 35 36  1  0
 36 37  1  0
 37 38  1  0
 37 39  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3657644

   N-[3-[[(1R)-1-[4-[3,5-dichloro-2-(2,2-difluoroethoxy)phenyl]-2-fluorophenyl]ethyl]carbamoyl]oxetan-3-yl]-3-methoxy-1,2-oxazole-5-carboxamide

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: 588.37

Molecular Weight (Monoisotopic): 587.0838

AlogP: 4.82

#Rotatable Bonds: 10

Polar Surface Area: 111.92

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.23

CX Basic pKa: ┄

CX LogP: 4.18

CX LogD: 4.18

Aromatic Rings: 3

Heavy Atoms: 39

QED Weighted: 0.35

Np Likeness Score: -1.34

References

1.  (2014)  Biaryl amide derivatives, 

Source

Source(1):

• BindingDB Database