(S)-2-(2-((S)-2-acetamido-3-phenylpropanamido)acetamido)-3-methylbutanoic acid

ID: ALA2252866

Chembl Id: CHEMBL2252866

PubChem CID: 76319171

Max Phase: Preclinical

Molecular Formula: C18H25N3O5

Molecular Weight: 363.41

Molecule Type: Protein

Names and Identifiers

Canonical SMILES:  CC(=O)N[C@@H](Cc1ccccc1)C(=O)NCC(=O)N[C@H](C(=O)O)C(C)C

Standard InChI:  InChI=1S/C18H25N3O5/c1-11(2)16(18(25)26)21-15(23)10-19-17(24)14(20-12(3)22)9-13-7-5-4-6-8-13/h4-8,11,14,16H,9-10H2,1-3H3,(H,19,24)(H,20,22)(H,21,23)(H,25,26)/t14-,16-/m0/s1

Standard InChI Key:  NPXGFQLFZNMQJW-HOCLYGCPSA-N

Alternative Forms

1. Parent:

   

   ALA2252866

   (2S)-2-[[2-[[(2S)-2-acetamido-3-phenylpropanoyl]amino]acetyl]amino]-3-methylbutanoic acid

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Protein

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 363.41

Molecular Weight (Monoisotopic): 363.1794

AlogP: 0.08

#Rotatable Bonds: 9

Polar Surface Area: 124.60

Molecular Species: ACID

HBA: 4

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.83

CX Basic pKa: ┄

CX LogP: 0.14

CX LogD: -3.11

Aromatic Rings: 1

Heavy Atoms: 26

QED Weighted: 0.49

Np Likeness Score: -0.37

References

1. Seo S, Lee S, Hong Y, Kim Y..  (2012)  Phospholipase A2 inhibitors synthesized by two entomopathogenic bacteria, Xenorhabdus nematophila and Photorhabdus temperata subsp. temperata.,  78  (11): [PMID:22447611] [10.1128/aem.00301-12]

Source

Source(1):

• Scientific Literature