ID: ALA5288189

Max Phase: Preclinical

Molecular Formula: C12H19N5O7S

Molecular Weight: 377.38

Representations

Canonical SMILES:  O=C(NNC(=O)[C@@H]1CC[C@@H]2CN1C(=O)N2OS(=O)(=O)O)[C@@H]1CCNC1

Standard InChI:  InChI=1S/C12H19N5O7S/c18-10(7-3-4-13-5-7)14-15-11(19)9-2-1-8-6-16(9)12(20)17(8)24-25(21,22)23/h7-9,13H,1-6H2,(H,14,18)(H,15,19)(H,21,22,23)/t7-,8-,9+/m1/s1

Standard InChI Key:  NAURQUDBIPQVFZ-HLTSFMKQSA-N

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Properties

Molecular Weight: 377.38

Molecular Weight (Monoisotopic): 377.1005

AlogP: -2.25

#Rotatable Bonds: 4

Polar Surface Area: 157.38

Molecular Species: ZWITTERION

HBA: 7

HBD: 4

#RO5 Violations: 0

HBA (Lipinski): 12

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: -1.97

CX Basic pKa: 9.54

CX LogP: -3.76

CX LogD: -3.76

Aromatic Rings: 0

Heavy Atoms: 25

QED Weighted: 0.32

Np Likeness Score: -0.67

References

1. 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