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

ID: ALA94892

Chembl Id: CHEMBL94892

PubChem CID: 10296985

Max Phase: Preclinical

Molecular Formula: C19H22ClN3O5S

Molecular Weight: 439.92

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(Cl)no4)C3)[C@H](C)[C@H]12

Standard InChI:  InChI=1S/C19H22ClN3O5S/c1-8-15-14(9(2)24)18(25)23(15)16(19(26)27)17(8)29-12-5-10(21-7-12)3-4-11-6-13(20)22-28-11/h3-4,6,8-10,12,14-15,21,24H,5,7H2,1-2H3,(H,26,27)/b4-3+/t8-,9-,10-,12+,14-,15-/m1/s1

Standard InChI Key:  KXNTYBMRCPHALY-XOQNCPPQSA-N

Alternative Forms

1. Parent:

   

   ALA94892

   (4R,5S,6S)-3-[(3S,5S)-5-[(E)-2-(3-chloro-1,2-oxazol-5-yl)ethenyl]pyrrolidin-3-yl]sulfanyl-6-[(1R)-1-hydroxyethyl]-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: 439.92

Molecular Weight (Monoisotopic): 439.0969

AlogP: 1.96

#Rotatable Bonds: 6

Polar Surface Area: 115.90

Molecular Species: ZWITTERION

HBA: 7

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.39

CX Basic pKa: 9.68

CX LogP: -2.18

CX LogD: -2.18

Aromatic Rings: 1

Heavy Atoms: 29

QED Weighted: 0.58

Np Likeness Score: 0.72

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