(4R,5S,6S)-6-((R)-1-Hydroxy-ethyl)-3-{(3S,5S)-5-[2-(3-hydroxymethyl-isoxazol-5-yl)-vinyl]-pyrrolidin-3-ylsulfanyl}-4-methyl-7-oxo-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid

ID: ALA2111568

Chembl Id: CHEMBL2111568

PubChem CID: 71456152

Max Phase: Preclinical

Molecular Formula: C20H25N3O6S

Molecular Weight: 435.50

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@@H](O)[C@H]1C(=O)N2C(C(=O)O)=C(S[C@@H]3CN[C@H](/C=C\c4cc(CO)no4)C3)[C@H](C)[C@H]12

Standard InChI:  InChI=1S/C20H25N3O6S/c1-9-16-15(10(2)25)19(26)23(16)17(20(27)28)18(9)30-14-6-11(21-7-14)3-4-13-5-12(8-24)22-29-13/h3-5,9-11,14-16,21,24-25H,6-8H2,1-2H3,(H,27,28)/b4-3-/t9-,10-,11-,14+,15-,16-/m1/s1

Standard InChI Key:  JUTMCDBWBVJWOH-UBLAAHRBSA-N

Alternative Forms

1. Parent:

   

   ALA2111568

   (4R,5S,6S)-6-[(1R)-1-hydroxyethyl]-3-[(3S,5S)-5-[(Z)-2-[3-(hydroxymethyl)-1,2-oxazol-5-yl]ethenyl]pyrrolidin-3-yl]sulfanyl-4-methyl-7-oxo-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: 435.50

Molecular Weight (Monoisotopic): 435.1464

AlogP: 0.80

#Rotatable Bonds: 7

Polar Surface Area: 136.13

Molecular Species: ZWITTERION

HBA: 8

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.39

CX Basic pKa: 9.68

CX LogP: -3.69

CX LogD: -3.69

Aromatic Rings: 1

Heavy Atoms: 30

QED Weighted: 0.46

Np Likeness Score: 0.82

References

1. Kim DJ, Seo KJ, Lee KS, Shin KJ, Yoo KH, Kim DC, Park SW..  (2000)  Synthesis and biological activity of 1beta-methyl-2-[5'-isoxazoloethenylpyrrolidin-3'-ylthio]carbapenems.,  10  (24): [PMID:11133095] [10.1016/s0960-894x(00)00575-8]

Source

Source(1):

• Scientific Literature