(5R,6S)-3-{[(1-Carbamoyl-ethyl)-methyl-amino]-methyl}-6-((R)-1-hydroxy-ethyl)-7-oxo-4-thia-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid

ID: ALA2112728

Chembl Id: CHEMBL2112728

PubChem CID: 10664113

Max Phase: Preclinical

Molecular Formula: C13H19N3O5S

Molecular Weight: 329.38

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@@H](O)[C@H]1C(=O)N2C(C(=O)O)=C(CN(C)[C@@H](C)C(N)=O)S[C@H]12

Standard InChI:  InChI=1S/C13H19N3O5S/c1-5(10(14)18)15(3)4-7-9(13(20)21)16-11(19)8(6(2)17)12(16)22-7/h5-6,8,12,17H,4H2,1-3H3,(H2,14,18)(H,20,21)/t5-,6+,8-,12+/m0/s1

Standard InChI Key:  HRJGXPJECMOWNL-UBSYSOEWSA-N

Alternative Forms

1. Parent:

   

   ALA2112728

   (5R,6S)-3-[[[(2S)-1-amino-1-oxopropan-2-yl]-methylamino]methyl]-6-[(1R)-1-hydroxyethyl]-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-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: 329.38

Molecular Weight (Monoisotopic): 329.1045

AlogP: -1.00

#Rotatable Bonds: 6

Polar Surface Area: 124.17

Molecular Species: ACID

HBA: 6

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 3.76

CX Basic pKa: 6.59

CX LogP: -4.40

CX LogD: -5.05

Aromatic Rings: 0

Heavy Atoms: 22

QED Weighted: 0.53

Np Likeness Score: -0.02

References

1. Altamura M, Perrotta E, Sbraci P, Pestellini V, Arcamone F, Cascio G, Lorenzi L, Satta G, Morandotti G, Sperning R..  (1995)  2-Substituted penems with amino acid-related side chains: synthesis and antibacterial activity of a new series of beta-lactam antibiotics.,  38  (21): [PMID:7473551] [10.1021/jm00021a013]

Source

Source(1):

• Scientific Literature