(2S,5R,6R)-6-Hydroxymethyl-3,3-dimethyl-7-oxo-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid

ID: ALA25613

Chembl Id: CHEMBL25613

PubChem CID: 15535828

Max Phase: Preclinical

Molecular Formula: C9H13NO4S

Molecular Weight: 231.27

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1(C)S[C@@H]2[C@H](CO)C(=O)N2[C@H]1C(=O)O

Standard InChI:  InChI=1S/C9H13NO4S/c1-9(2)5(8(13)14)10-6(12)4(3-11)7(10)15-9/h4-5,7,11H,3H2,1-2H3,(H,13,14)/t4-,5+,7-/m1/s1

Standard InChI Key:  DJIMYYWAZIOWRD-JCGDXUMPSA-N

Alternative Forms

1. Parent:

   

   ALA25613

   (2S,5R,6R)-6-Hydroxymethyl-3,3-dimethyl-7-oxo-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid

2. Alternative Forms:

   

   ALA25613

   sodium;(2S,5R,6R)-6-(hydroxymethyl)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-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: 231.27

Molecular Weight (Monoisotopic): 231.0565

AlogP: -0.26

#Rotatable Bonds: 2

Polar Surface Area: 77.84

Molecular Species: ACID

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.64

CX Basic pKa: ┄

CX LogP: -0.49

CX LogD: -3.82

Aromatic Rings: ┄

Heavy Atoms: 15

QED Weighted: 0.64

Np Likeness Score: 1.34

References

1. Buynak JD, Chen H, Vogeti L, Gadhachanda VR, Buchanan CA, Palzkill T, Shaw RW, Spencer J, Walsh TR..  (2004)  Penicillin-derived inhibitors that simultaneously target both metallo- and serine-beta-lactamases.,  14  (5): [PMID:14980686] [10.1016/j.bmcl.2003.12.037]

Source

Source(1):

• Scientific Literature