Sodium salt (5R,6S)-6-((R)-1-hydroxy-ethyl)-3-methoxy-7-oxo-4-thia-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylate

ID: ALA328275

PubChem CID: 44327087

Max Phase: Preclinical

Molecular Formula: C9H10NNaO5S

Molecular Weight: 245.26

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC1=C(C(=O)[O-])N2C(=O)[C@H]([C@@H](C)O)[C@H]2S1.[Na+]

Standard InChI:  InChI=1S/C9H11NO5S.Na/c1-3(11)4-6(12)10-5(8(13)14)9(15-2)16-7(4)10;/h3-4,7,11H,1-2H3,(H,13,14);/q;+1/p-1/t3-,4+,7-;/m1./s1

Standard InChI Key:  GOATXEXGZIVJNV-HYZZIRFISA-M

Molfile:  

     RDKit          2D

 19 19  0  0  0  0  0  0  0  0999 V2000
    5.8917   -5.5375    0.0000 Na  0  0  0  0  0 15  0  0  0  0  0  0
    4.9542   -2.6000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9667   -1.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7417   -2.8625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1292   -2.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7417   -1.5250    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.2292   -2.1917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1292   -1.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9917   -3.6417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5542   -3.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4292   -4.2542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5542   -1.1917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7917   -3.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0542   -2.2000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7667   -0.3917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7542   -1.4042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4667   -2.9125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2040   -2.1544    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8113   -0.7871    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0
  4  2  1  0
  5  2  1  0
  3  6  1  0
  7  4  2  0
  8  5  1  0
  9  4  1  0
 10  5  2  0
 11  9  1  0
  8 12  1  0
 13  9  2  0
 14  7  1  0
 12 15  1  1
 16 12  1  0
 17 14  1  0
  8  3  1  0
  6  7  1  0
  8 18  1  1
  3 19  1  6
M  CHG  2   1   1  11  -1
M  END

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: 245.26

Molecular Weight (Monoisotopic): 245.0358

AlogP: -0.20

#Rotatable Bonds: 3

Polar Surface Area: 87.07

Molecular Species: ACID

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.72

CX Basic pKa: ┄

CX LogP: -0.50

CX LogD: -3.79

Aromatic Rings: ┄

Heavy Atoms: 16

QED Weighted: 0.67

Np Likeness Score: 0.62

References

1. Afonso A, Hon F, Fett N, Weinstein J, Ganguly AK, Naples L, Hare RS, Miller GH..  (1998)  Synthesis and antibacterial activity of 2-alkoxy penems.,  8  (19): [PMID:9873624] [10.1016/s0960-894x(98)00502-2]

Source

Source(1):

• Scientific Literature