US9018255, D-3a

ID: ALA3703579

PubChem CID: 56962014

Max Phase: Preclinical

Molecular Formula: C23H26F6N2O6

Molecular Weight: 540.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=C(COC(=O)c1c(C(F)(F)F)cccc1C(F)(F)F)C(=O)N[C@H](CC(C)C)C(=O)NCC(=O)OCC

Standard InChI:  InChI=1S/C23H26F6N2O6/c1-5-36-17(32)10-30-20(34)16(9-12(2)3)31-19(33)13(4)11-37-21(35)18-14(22(24,25)26)7-6-8-15(18)23(27,28)29/h6-8,12,16H,4-5,9-11H2,1-3H3,(H,30,34)(H,31,33)/t16-/m1/s1

Standard InChI Key:  PIBIRGYHHYAZIQ-MRXNPFEDSA-N

Molfile:  

     RDKit          2D

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    3.6375   -0.9049    0.0000 O   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
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    0.0000   -1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.6384    0.9011    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.5984    2.7004    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
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 21 22  1  0
 22 23  2  0
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 25 26  1  0
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 27 28  1  0
 28 29  2  0
 29 24  1  0
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 30 33  1  0
 25 34  1  0
 34 35  1  0
 34 36  1  0
 34 37  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3703579

   2-[[(2R)-1-[(2-ethoxy-2-oxoethyl)amino]-4-methyl-1-oxopentan-2-yl]carbamoyl]prop-2-enyl 2,6-bis(trifluoromethyl)benzoate

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: 540.46

Molecular Weight (Monoisotopic): 540.1695

AlogP: 3.65

#Rotatable Bonds: 11

Polar Surface Area: 110.80

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.10

CX Basic pKa: ┄

CX LogP: 4.01

CX LogD: 4.01

Aromatic Rings: 1

Heavy Atoms: 37

QED Weighted: 0.25

Np Likeness Score: -0.50

References

1.  (2015)  Esters of (acyloxymethyl)acrylamide, a pharmaceutical composition containing them, and their use as inhibitors of the thioredoxin‚Äîthioredoxin reductase system, 

Source

Source(1):

• BindingDB Database