(5R,6S)-3-((S)-2-Carbamoyl-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: ALA435788

Chembl Id: CHEMBL435788

Cas Number: 153651-94-6

PubChem CID: 10382685

Max Phase: Preclinical

Molecular Formula: C14H19N3O5S

Molecular Weight: 341.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@@H](O)[C@H]1C(=O)N2C(C(=O)O)=C(CN3CCC[C@H]3C(N)=O)S[C@H]12

Standard InChI:  InChI=1S/C14H19N3O5S/c1-6(18)9-12(20)17-10(14(21)22)8(23-13(9)17)5-16-4-2-3-7(16)11(15)19/h6-7,9,13,18H,2-5H2,1H3,(H2,15,19)(H,21,22)/t6-,7+,9+,13-/m1/s1

Standard InChI Key:  IMZPGNARDPMXHS-IOALNURASA-N

Alternative Forms

1. Parent:

   

   ALA435788

   (5R,6S)-3-[[(2S)-2-carbamoylpyrrolidin-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: 341.39

Molecular Weight (Monoisotopic): 341.1045

AlogP: -0.86

#Rotatable Bonds: 5

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: 3.59

CX Basic pKa: 6.73

CX LogP: -4.42

CX LogD: -4.98

Aromatic Rings: 0

Heavy Atoms: 23

QED Weighted: 0.56

Np Likeness Score: -0.06

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