(-)-(Z)-(1R,2R)-1-((S)-2-((S)-2-formamido-4-(methylthio)butanamido)-4-methylpentanamido)-2-phenylcyclopropanecarboxylic acid

ID: ALA2336646

Chembl Id: CHEMBL2336646

PubChem CID: 71717677

Max Phase: Preclinical

Molecular Formula: C22H31N3O5S

Molecular Weight: 449.57

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CSCC[C@H](NC=O)C(=O)N[C@@H](CC(C)C)C(=O)N[C@]1(C(=O)O)C[C@@H]1c1ccccc1

Standard InChI:  InChI=1S/C22H31N3O5S/c1-14(2)11-18(24-19(27)17(23-13-26)9-10-31-3)20(28)25-22(21(29)30)12-16(22)15-7-5-4-6-8-15/h4-8,13-14,16-18H,9-12H2,1-3H3,(H,23,26)(H,24,27)(H,25,28)(H,29,30)/t16-,17+,18+,22-/m1/s1

Standard InChI Key:  RADIYFUBJBILRA-BZDHPDOMSA-N

Alternative Forms

1. Parent:

   

   ALA2336646

   (1R,2R)-1-[[(2S)-2-[[(2S)-2-formamido-4-methylsulfanylbutanoyl]amino]-4-methylpentanoyl]amino]-2-phenylcyclopropane-1-carboxylic 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: 449.57

Molecular Weight (Monoisotopic): 449.1984

AlogP: 1.51

#Rotatable Bonds: 13

Polar Surface Area: 124.60

Molecular Species: ACID

HBA: 5

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.89

CX Basic pKa: ┄

CX LogP: 1.65

CX LogD: -1.57

Aromatic Rings: 1

Heavy Atoms: 31

QED Weighted: 0.34

Np Likeness Score: 0.09

References

1. Hayashi R, Miyazaki M, Osada S, Kawasaki H, Fujita I, Hamasaki Y, Kodama H..  (2013)  A formyl peptide substituted with a conformationally constrained phenylalanine residue evokes a selective immune response in human neutrophils.,  21  (3): [PMID:23276447] [10.1016/j.bmc.2012.11.046]

Source

Source(1):

• Scientific Literature