Sodium salt 6-(1-hydroxy-ethyl)-3-hydroxymethyl-7-oxo-4-thia-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylate

ID: ALA294219

PubChem CID: 23698093

Max Phase: Preclinical

Molecular Formula: C9H10NNaO5S

Molecular Weight: 245.26

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C9H11NO5S.Na/c1-3(12)5-7(13)10-6(9(14)15)4(2-11)16-8(5)10;/h3,5,8,11-12H,2H2,1H3,(H,14,15);/q;+1/p-1/t3-,5+,8-;/m1./s1

Standard InChI Key:  ARIXWPAHBVNAIR-HIQLJADVSA-M

Molfile:  

     RDKit          2D

 19 19  0  0  0  0  0  0  0  0999 V2000
    6.8750  -12.1167    0.0000 Na  0  0  0  0  0 15  0  0  0  0  0  0
    4.2000  -10.2542    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9792  -10.5042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1917   -9.4292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3667  -10.2542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4667   -9.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9750   -9.1667    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.3667   -9.4292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9792  -11.3292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7875  -10.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6875  -11.7500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6500   -9.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2542  -11.7375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2917   -9.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6500   -8.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7000   -9.1167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9292   -9.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4999   -9.9279    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0307   -8.4422    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
  6  3  2  0
  4  7  1  0
  8  5  1  0
  9  3  1  0
 10  5  2  0
 11  9  1  0
  8 12  1  0
 13  9  2  0
 14  6  1  0
 12 15  1  1
 16 14  1  0
 17 12  1  0
  4  8  1  0
  6  7  1  0
  8 18  1  1
  4 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: -0.81

#Rotatable Bonds: 3

Polar Surface Area: 98.07

Molecular Species: ACID

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.84

CX Basic pKa: ┄

CX LogP: -1.86

CX LogD: -5.11

Aromatic Rings: ┄

Heavy Atoms: 16

QED Weighted: 0.56

Np Likeness Score: 0.71

References

1. Corraz AJ, Dax SL, Dunlap NK, Georgopapadakou NH, Keith DD, Pruess DL, Rossman PL, Then R, Unowsky J, Wei CC..  (1992)  Dual-action penems and carbapenems.,  35  (10): [PMID:1588561] [10.1021/jm00088a019]

2. Kaura AC, Pearson MJ.  (1993)  Synthesis and antibacterial activity of two catechol-bearing penems,  3  (11): [10.1016/S0960-894X(01)80922-7]

Source

Source(1):

• Scientific Literature