(R)-6-((5,7-dihydro-4H-pyrazolo[1,5-c][1,3]thiazin-2-yl)methylene)-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate

ID: ALA1673092

Chembl Id: CHEMBL1673092

PubChem CID: 53317769

Max Phase: Preclinical

Molecular Formula: C13H11N3O3S2

Molecular Weight: 321.38

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)C1=CS[C@@H]2/C(=C\c3cc4n(n3)CSCC4)C(=O)N12

Standard InChI:  InChI=1S/C13H11N3O3S2/c17-11-9(12-16(11)10(5-21-12)13(18)19)4-7-3-8-1-2-20-6-15(8)14-7/h3-5,12H,1-2,6H2,(H,18,19)/b9-4-/t12-/m1/s1

Standard InChI Key:  IKNPDLCLBOGEQM-TWLAMCEISA-N

Alternative Forms

1. Parent:

   

   ALA1673092

   PENEM-2

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: 321.38

Molecular Weight (Monoisotopic): 321.0242

AlogP: 1.35

#Rotatable Bonds: 2

Polar Surface Area: 75.43

Molecular Species: ACID

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.54

CX Basic pKa: 2.52

CX LogP: 0.08

CX LogD: -3.00

Aromatic Rings: 1

Heavy Atoms: 21

QED Weighted: 0.65

Np Likeness Score: -0.56

References

1. Bethel CR, Distler AM, Ruszczycky MW, Carey MP, Carey PR, Hujer AM, Taracila M, Helfand MS, Thomson JM, Kalp M, Anderson VE, Leonard DA, Hujer KM, Abe T, Venkatesan AM, Mansour TS, Bonomo RA..  (2008)  Inhibition of OXA-1 beta-lactamase by penems.,  52  (9): [PMID:18559643] [10.1128/aac.01677-07]

2. Baig MH, Shakil S, Khan AU.  (2012)  Homology modeling and docking study of recent SHV type -lactamses with traditional and novel inhibitors: an in silico approach to combat problem of multiple drug resistance in various infections,  21  (9): [10.1007/s00044-011-9736-8]

Source

Source(1):

• Scientific Literature