(2S,3R,5R,6R)-6-Bromo-3-methyl-3-(1-methyl-1H-tetrazol-5-ylsulfanylmethyl)-7-oxo-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid

ID: ALA415266

Chembl Id: CHEMBL415266

PubChem CID: 44312263

Max Phase: Preclinical

Molecular Formula: C10H12BrN5O3S2

Molecular Weight: 394.28

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cn1nnnc1SC[C@]1(C)S[C@@H]2[C@H](Br)C(=O)N2[C@H]1C(=O)O

Standard InChI:  InChI=1S/C10H12BrN5O3S2/c1-10(3-20-9-12-13-14-15(9)2)5(8(18)19)16-6(17)4(11)7(16)21-10/h4-5,7H,3H2,1-2H3,(H,18,19)/t4-,5+,7-,10+/m1/s1

Standard InChI Key:  GCUVODSDAPCLNV-ASTPYSOASA-N

Alternative Forms

1. Parent:

   

   ALA415266

   (2S,3R,5R,6R)-6-bromo-3-methyl-3-[(1-methyltetrazol-5-yl)sulfanylmethyl]-7-oxo-4-thia-1-azabicyclo[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: 394.28

Molecular Weight (Monoisotopic): 392.9565

AlogP: 0.19

#Rotatable Bonds: 4

Polar Surface Area: 101.21

Molecular Species: ACID

HBA: 8

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 2.68

CX Basic pKa: ┄

CX LogP: 0.95

CX LogD: -2.55

Aromatic Rings: 1

Heavy Atoms: 21

QED Weighted: 0.44

Np Likeness Score: -1.06

References

1. von Daehne W, Hoffmeyer L, Keiding J.  (1993)  Rearrangement of unsymmetrical azetidinone disulfides to 2-(heterocyclylthiomethyl)penams, a synthetic approach to new -lactamase inhibitors,  3  (11): [10.1016/S0960-894X(01)80933-1]

Source

Source(1):

• Scientific Literature