(+)-(E)-(1S,2R)-methyl 1-((S)-2-((S)-2-formamido-4-(methylthio)butanamido)-4-methylpentanamido)-2-phenylcyclopropanecarboxylate

ID: ALA2336649

Chembl Id: CHEMBL2336649

PubChem CID: 71523972

Max Phase: Preclinical

Molecular Formula: C23H33N3O5S

Molecular Weight: 463.60

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C23H33N3O5S/c1-15(2)12-19(25-20(28)18(24-14-27)10-11-32-4)21(29)26-23(22(30)31-3)13-17(23)16-8-6-5-7-9-16/h5-9,14-15,17-19H,10-13H2,1-4H3,(H,24,27)(H,25,28)(H,26,29)/t17-,18+,19+,23+/m1/s1

Standard InChI Key:  FIWQTYMXIIZNFR-XQQXVUDOSA-N

Alternative Forms

1. Parent:

   

   ALA2336649

   methyl (1S,2R)-1-[[(2S)-2-[[(2S)-2-formamido-4-methylsulfanylbutanoyl]amino]-4-methylpentanoyl]amino]-2-phenylcyclopropane-1-carboxylate

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: 463.60

Molecular Weight (Monoisotopic): 463.2141

AlogP: 1.60

#Rotatable Bonds: 13

Polar Surface Area: 113.60

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.92

CX Basic pKa: ┄

CX LogP: 1.79

CX LogD: 1.79

Aromatic Rings: 1

Heavy Atoms: 32

QED Weighted: 0.30

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