(5R,6S)-3-[(Carbamoylmethyl-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: ALA134453

Chembl Id: CHEMBL134453

PubChem CID: 9839878

Max Phase: Preclinical

Molecular Formula: C12H17N3O5S

Molecular Weight: 315.35

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C12H17N3O5S/c1-5(16)8-10(18)15-9(12(19)20)6(21-11(8)15)3-14(2)4-7(13)17/h5,8,11,16H,3-4H2,1-2H3,(H2,13,17)(H,19,20)/t5-,8+,11-/m1/s1

Standard InChI Key:  HKHRWODVCOCCIC-ROXVQFJHSA-N

Alternative Forms

1. Parent:

   

   ALA134453

   (5R,6S)-3-[[(2-amino-2-oxoethyl)-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: 315.35

Molecular Weight (Monoisotopic): 315.0889

AlogP: -1.39

#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: 3.70

CX Basic pKa: 6.30

CX LogP: -4.85

CX LogD: -5.69

Aromatic Rings: 0

Heavy Atoms: 21

QED Weighted: 0.52

Np Likeness Score: -0.26

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