(S)-3-((S)-3-methyl-2-(2-oxo-2-(pyrazin-2-ylamino)acetamido)butanamido)-4-oxo-5-(2,3,5,6-tetrafluorophenoxy)pentanoic acid

ID: ALA1199647

Chembl Id: CHEMBL1199647

PubChem CID: 44324165

Max Phase: Preclinical

Molecular Formula: C22H21F4N5O7

Molecular Weight: 543.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)[C@H](NC(=O)C(=O)Nc1cnccn1)C(=O)N[C@@H](CC(=O)O)C(=O)COc1c(F)c(F)cc(F)c1F

Standard InChI:  InChI=1S/C22H21F4N5O7/c1-9(2)18(31-22(37)21(36)30-14-7-27-3-4-28-14)20(35)29-12(6-15(33)34)13(32)8-38-19-16(25)10(23)5-11(24)17(19)26/h3-5,7,9,12,18H,6,8H2,1-2H3,(H,29,35)(H,31,37)(H,33,34)(H,28,30,36)/t12-,18-/m0/s1

Standard InChI Key:  KTOSNSDXQPHMPE-SGTLLEGYSA-N

Alternative Forms

1. Alternative Forms:

   

   ALA1199647

   (3S)-3-[[(2S)-3-methyl-2-[[2-oxo-2-(pyrazin-2-ylamino)acetyl]amino]butanoyl]amino]-4-oxo-5-(2,3,5,6-tetrafluorophenoxy)pentanoic acid;2,2,2-trifluoroacetic acid

2. Parent:

   

   ALA1199647

   (3S)-3-[[(2S)-3-methyl-2-[[2-oxo-2-(pyrazin-2-ylamino)acetyl]amino]butanoyl]amino]-4-oxo-5-(2,3,5,6-tetrafluorophenoxy)pentanoic acid

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: 543.43

Molecular Weight (Monoisotopic): 543.1377

AlogP: 0.72

#Rotatable Bonds: 11

Polar Surface Area: 176.68

Molecular Species: ACID

HBA: 8

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 12

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.68

CX Basic pKa: 1.02

CX LogP: 0.92

CX LogD: -2.40

Aromatic Rings: 2

Heavy Atoms: 38

QED Weighted: 0.18

Np Likeness Score: -0.84

References

1.  (2007)  C-terminal modified oxamyl dipeptides as inhibitors of the ICE/ced-3 family of cysteine proteases, 

Source

Source(1):

• Patent Bioactivity Data