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

ID: ALA1199895

Chembl Id: CHEMBL1199895

PubChem CID: 44323945

Max Phase: Preclinical

Molecular Formula: C23H22F4N4O7

Molecular Weight: 542.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)[C@H](NC(=O)C(=O)Nc1ccncc1)C(=O)N[C@@H](CC(=O)O)C(=O)COc1c(F)c(F)cc(F)c1F

Standard InChI:  InChI=1S/C23H22F4N4O7/c1-10(2)19(31-23(37)22(36)29-11-3-5-28-6-4-11)21(35)30-14(8-16(33)34)15(32)9-38-20-17(26)12(24)7-13(25)18(20)27/h3-7,10,14,19H,8-9H2,1-2H3,(H,30,35)(H,31,37)(H,33,34)(H,28,29,36)/t14-,19-/m0/s1

Standard InChI Key:  XZRKFMJNFCREPB-LIRRHRJNSA-N

Alternative Forms

1. Alternative Forms:

   

   ALA1199895

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

2. Parent:

   

   ALA1199895

   (3S)-3-[[(2S)-3-methyl-2-[[2-oxo-2-(pyridin-4-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: 542.44

Molecular Weight (Monoisotopic): 542.1425

AlogP: 1.32

#Rotatable Bonds: 11

Polar Surface Area: 163.79

Molecular Species: ACID

HBA: 7

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.67

CX Basic pKa: 5.49

CX LogP: 0.31

CX LogD: -1.37

Aromatic Rings: 2

Heavy Atoms: 38

QED Weighted: 0.19

Np Likeness Score: -0.83

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