(S)-4-Methyl-2-(2,2,2-trifluoro-acetylamino)-pentanoic acid ((S)-1-{[(cyanomethyl-carbamoyl)-methyl]-carbamoyl}-ethyl)-amide

ID: ALA100223

PubChem CID: 44332550

Max Phase: Preclinical

Molecular Formula: C15H22F3N5O4

Molecular Weight: 393.37

Molecule Type: Small molecule

This compound is available for customization.

Associated Items:

Names and Identifiers

Canonical SMILES:  CC(C)C[C@H](NC(=O)C(F)(F)F)C(=O)N[C@@H](C)C(=O)NCC(=O)NCC#N

Standard InChI:  InChI=1S/C15H22F3N5O4/c1-8(2)6-10(23-14(27)15(16,17)18)13(26)22-9(3)12(25)21-7-11(24)20-5-4-19/h8-10H,5-7H2,1-3H3,(H,20,24)(H,21,25)(H,22,26)(H,23,27)/t9-,10-/m0/s1

Standard InChI Key:  HMFOAWYQFBPUEI-UWVGGRQHSA-N

Molfile:  

     RDKit          2D

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    0.4542   -3.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1750   -3.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3125   -3.6667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8875   -3.6542    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0292   -3.2625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6000   -3.2417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4625   -3.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4542   -2.8667    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1750   -3.6750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7500   -3.6750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7500   -3.2750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6042   -3.6792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1750   -2.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3125   -4.4917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4625   -2.4375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6000   -2.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6000   -4.5042    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4500   -4.4750    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    0.2417   -2.8500    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2583   -3.2292    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    6.8917   -3.2667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3250   -3.2667    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.0375   -3.6792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3167   -2.0167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7500   -4.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1125   -1.8000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3250   -1.1917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  6  1  0
  4  2  1  0
  5  3  1  0
  6  4  1  0
  7 10  1  0
  8 11  3  0
  9  7  1  0
 10  5  1  0
 11 23  1  0
 12 21  1  0
 13  2  2  0
 14  3  2  0
 15  7  2  0
  6 16  1  1
 17 12  2  0
 18  1  1  0
 19  1  1  0
 20  1  1  0
 21  9  1  0
 22 12  1  0
 23 22  1  0
 24 16  1  0
 10 25  1  6
 26 24  1  0
 27 24  1  0
M  END

Associated Targets(non-human)

Human adenovirus 2 (239 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 393.37Molecular Weight (Monoisotopic): 393.1624AlogP: -0.66#Rotatable Bonds: 9
Polar Surface Area: 140.19Molecular Species: NEUTRALHBA: 5HBD: 4
#RO5 Violations: HBA (Lipinski): 9HBD (Lipinski): 4#RO5 Violations (Lipinski):
CX Acidic pKa: 7.07CX Basic pKa: CX LogP: -1.06CX LogD: -1.47
Aromatic Rings: Heavy Atoms: 27QED Weighted: 0.39Np Likeness Score: -1.01

References

1. Cornish JA, Murray H, Kemp GD, Gani D.  (1995)  Inhibitors of the adenovirus type 2 proteinase based on substrate-like tetrapeptide nitriles,  (1): [10.1016/0960-894X(94)00452-L]

Source