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

ID: ALA445850

Chembl Id: CHEMBL445850

PubChem CID: 10043870

Max Phase: Preclinical

Molecular Formula: C14H19N3O6S

Molecular Weight: 357.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@@H](O)[C@H]1C(=O)N2C(C(=O)O)=C(CN3C[C@H](O)C[C@H]3C(N)=O)S[C@H]12

Standard InChI:  InChI=1S/C14H19N3O6S/c1-5(18)9-12(21)17-10(14(22)23)8(24-13(9)17)4-16-3-6(19)2-7(16)11(15)20/h5-7,9,13,18-19H,2-4H2,1H3,(H2,15,20)(H,22,23)/t5-,6-,7+,9+,13-/m1/s1

Standard InChI Key:  AEVVONUBUXGZIY-HVUOKHHXSA-N

Alternative Forms

1. Parent:

   

   ALA445850

   (5R,6S)-3-[[(2S,4R)-2-carbamoyl-4-hydroxypyrrolidin-1-yl]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: 357.39

Molecular Weight (Monoisotopic): 357.0995

AlogP: -1.88

#Rotatable Bonds: 5

Polar Surface Area: 144.40

Molecular Species: ACID

HBA: 7

HBD: 4

#RO5 Violations: 0

HBA (Lipinski): 9

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 3.81

CX Basic pKa: 6.25

CX LogP: -5.19

CX LogD: -6.13

Aromatic Rings: 0

Heavy Atoms: 24

QED Weighted: 0.42

Np Likeness Score: 0.18

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