(S)-2-oxo-3-(2-phenylacetamido)azetidine-1-sulfonate

ID: ALA1161807

Chembl Id: CHEMBL1161807

Cas Number: 80904-76-3

PubChem CID: 133501

Max Phase: Preclinical

Molecular Formula: C11H12N2O5S

Molecular Weight: 284.29

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Cc1ccccc1)N[C@H]1CN(S(=O)(=O)O)C1=O

Standard InChI:  InChI=1S/C11H12N2O5S/c14-10(6-8-4-2-1-3-5-8)12-9-7-13(11(9)15)19(16,17)18/h1-5,9H,6-7H2,(H,12,14)(H,16,17,18)/t9-/m0/s1

Standard InChI Key:  LXNONFKMWIQEJK-VIFPVBQESA-N

Alternative Forms

1. Parent:

   

   ALA1161807

   1-Azetidinesulfonic acid, 2-oxo-3-[(phenylacetyl)amino]-, (3S)-

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: 284.29

Molecular Weight (Monoisotopic): 284.0467

AlogP: -0.64

#Rotatable Bonds: 4

Polar Surface Area: 103.78

Molecular Species: ACID

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: -1.32

CX Basic pKa: ┄

CX LogP: -1.75

CX LogD: -2.81

Aromatic Rings: 1

Heavy Atoms: 19

QED Weighted: 0.57

Np Likeness Score: -0.74

References

1. Adediran SA, Lohier JF, Cabaret D, Wakselman M, Pratt RF..  (2006)  Synthesis and reactivity with beta-lactamases of a monobactam bearing a retro-amide side chain.,  16  (4): [PMID:16300942] [10.1016/j.bmcl.2005.11.006]

Source

Source(1):

• Scientific Literature