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

ID: ALA24351

Chembl Id: CHEMBL24351

PubChem CID: 44274998

Max Phase: Preclinical

Molecular Formula: C8H11NO3S2

Molecular Weight: 233.31

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C8H11NO3S2/c1-8(2)4(7(11)12)9-5(10)3(13)6(9)14-8/h3-4,6,13H,1-2H3,(H,11,12)/t3-,4+,6-/m1/s1

Standard InChI Key:  WOYLBXUCZPJYOV-ALEPSDHESA-N

Alternative Forms

1. Parent:

   

   ALA24351

   (2S,5R,6R)-6-Mercapto-3,3-dimethyl-7-oxo-4-thia-1-aza-bicyclo[3.2.0]heptane-2-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: 233.31

Molecular Weight (Monoisotopic): 233.0180

AlogP: 0.43

#Rotatable Bonds: 1

Polar Surface Area: 57.61

Molecular Species: ACID

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.66

CX Basic pKa: ┄

CX LogP: 0.58

CX LogD: -2.75

Aromatic Rings: ┄

Heavy Atoms: 14

QED Weighted: 0.51

Np Likeness Score: 0.87

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