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

ID: ALA318816

PubChem CID: 44327124

Max Phase: Preclinical

Molecular Formula: C10H13N2NaO5S

Molecular Weight: 274.30

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@@H](O)[C@H]1C(=O)N2C(C(=O)[O-])=C(OCCN)S[C@H]12.[Na+]

Standard InChI:  InChI=1S/C10H14N2O5S.Na/c1-4(13)5-7(14)12-6(9(15)16)10(17-3-2-11)18-8(5)12;/h4-5,8,13H,2-3,11H2,1H3,(H,15,16);/q;+1/p-1/t4-,5+,8-;/m1./s1

Standard InChI Key:  CANWHWFLOOOFCD-LAHZDFTNSA-M

Molfile:  

     RDKit          2D

 21 21  0  0  0  0  0  0  0  0999 V2000
    4.8625   -5.5375    0.0000 Na  0  0  0  0  0 15  0  0  0  0  0  0
    3.9250   -2.6000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9292   -1.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7042   -2.8625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1000   -2.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7125   -1.5250    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.2000   -2.1917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1000   -1.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9625   -3.6417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5167   -3.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4000   -4.2542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5167   -1.1917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7625   -3.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0250   -2.2000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6625   -3.6375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7292   -0.3917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2542   -2.9167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4292   -2.9125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7167   -1.4042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1761   -2.1577    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7753   -0.7869    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
 15 17  1  0
 12 16  1  1
 17 18  1  0
 18 14  1  0
 19 12  1  0
  8  3  1  0
  6  7  1  0
  8 20  1  1
  3 21  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: 274.30

Molecular Weight (Monoisotopic): 274.0623

AlogP: -0.87

#Rotatable Bonds: 5

Polar Surface Area: 113.09

Molecular Species: ZWITTERION

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.55

CX Basic pKa: 9.43

CX LogP: -3.56

CX LogD: -3.56

Aromatic Rings: ┄

Heavy Atoms: 18

QED Weighted: 0.56

Np Likeness Score: 0.63

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