sodium (2S,5R)-2-cyano-7-oxo-1,6-diazabicyclo[3.2.1]octan-6-yl sulfate

ID: ALA4450418

Chembl Id: CHEMBL4450418

Cas Number: 1804915-68-1

PubChem CID: 71535518

Max Phase: Preclinical

Molecular Formula: C7H8N3NaO5S

Molecular Weight: 247.23

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  N#C[C@@H]1CC[C@@H]2CN1C(=O)N2OS(=O)(=O)[O-].[Na+]

Standard InChI:  InChI=1S/C7H9N3O5S.Na/c8-3-5-1-2-6-4-9(5)7(11)10(6)15-16(12,13)14;/h5-6H,1-2,4H2,(H,12,13,14);/q;+1/p-1/t5-,6+;/m0./s1

Standard InChI Key:  RYJWKSOILDDAHI-RIHPBJNCSA-M

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 247.23

Molecular Weight (Monoisotopic): 247.0263

AlogP: -0.49

#Rotatable Bonds: 2

Polar Surface Area: 110.94

Molecular Species: ACID

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: -2.27

CX Basic pKa: ┄

CX LogP: -0.90

CX LogD: -3.27

Aromatic Rings: ┄

Heavy Atoms: 16

QED Weighted: 0.66

Np Likeness Score: -0.21

References

1. González-Bello C, Rodríguez D, Pernas M, Rodríguez Á, Colchón E..  (2020)  β-Lactamase Inhibitors To Restore the Efficacy of Antibiotics against Superbugs.,  63  (5): [PMID:31663735] [10.1021/acs.jmedchem.9b01279]

2. Davies DT,Leiris S,Zalacain M,Sprynski N,Castandet J,Bousquet J,Lozano C,Llanos A,Alibaud L,Vasa S,Pattipati R,Valige R,Kummari B,Pothukanuri S,De Piano C,Morrissey I,Holden K,Warn P,Marcoccia F,Benvenuti M,Pozzi C,Tassone G,Mangani S,Docquier JD,Pallin D,Elliot R,Lemonnier M,Everett M.  (2020)  Discovery of ANT3310, a Novel Broad-Spectrum Serine β-Lactamase Inhibitor of the Diazabicyclooctane Class, Which Strongly Potentiates Meropenem Activity against Carbapenem-Resistant Enterobacterales and Acinetobacter baumannii.,  63  (24): [PMID:33306385] [10.1021/acs.jmedchem.0c01535]

3. Papp-Wallace KM, Nguyen NQ, Jacobs MR, Bethel CR, Barnes MD, Kumar V, Bajaksouzian S, Rudin SD, Rather PN, Bhavsar S, Ravikumar T, Deshpande PK, Patil V, Yeole R, Bhagwat SS, Patel MV, van den Akker F, Bonomo RA..  (2018)  Strategic Approaches to Overcome Resistance against Gram-Negative Pathogens Using β-Lactamase Inhibitors and β-Lactam Enhancers: Activity of Three Novel Diazabicyclooctanes WCK 5153, Zidebactam (WCK 5107), and WCK 4234.,  61  (9): [PMID:29627985] [10.1021/acs.jmedchem.8b00091]

Source

Source(1):

• Scientific Literature