US8912221, 42

ID: ALA3657649

PubChem CID: 57383097

Max Phase: Preclinical

Molecular Formula: C22H22Cl2F3N3O5

Molecular Weight: 536.33

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COCC(=O)NC1(C(=O)N[C@H](C)c2ncc(-c3cc(Cl)cc(Cl)c3OCC(F)F)cc2F)COC1

Standard InChI:  InChI=1S/C22H22Cl2F3N3O5/c1-11(29-21(32)22(9-34-10-22)30-18(31)8-33-2)19-16(25)3-12(6-28-19)14-4-13(23)5-15(24)20(14)35-7-17(26)27/h3-6,11,17H,7-10H2,1-2H3,(H,29,32)(H,30,31)/t11-/m1/s1

Standard InChI Key:  ZYTIZDWKWBIHRN-LLVKDONJSA-N

Molfile:  

     RDKit          2D

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   -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
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   -3.9014    3.7484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    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
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 19 23  1  0
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 25 26  1  0
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 27 28  1  0
 28 29  1  0
 28 30  2  0
 30 23  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 33 35  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3657649

   N-[(1R)-1-[5-[3,5-dichloro-2-(2,2-difluoroethoxy)phenyl]-3-fluoropyridin-2-yl]ethyl]-3-[(2-methoxyacetyl)amino]oxetane-3-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: 536.33

Molecular Weight (Monoisotopic): 535.0889

AlogP: 3.55

#Rotatable Bonds: 10

Polar Surface Area: 98.78

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.03

CX Basic pKa: 1.10

CX LogP: 2.45

CX LogD: 2.45

Aromatic Rings: 2

Heavy Atoms: 35

QED Weighted: 0.48

Np Likeness Score: -1.11

References

1.  (2014)  Biaryl amide derivatives, 

Source

Source(1):

• BindingDB Database