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

ID: ALA331352

PubChem CID: 23714560

Max Phase: Preclinical

Molecular Formula: C14H20NNaO5

Molecular Weight: 283.32

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)[C@@H](O)C1=C(C(=O)[O-])N2C(=O)[C@H]([C@@H](C)O)C2[C@H]1C.[Na+]

Standard InChI:  InChI=1S/C14H21NO5.Na/c1-5(2)12(17)8-6(3)10-9(7(4)16)13(18)15(10)11(8)14(19)20;/h5-7,9-10,12,16-17H,1-4H3,(H,19,20);/q;+1/p-1/t6-,7+,9+,10?,12+;/m0./s1

Standard InChI Key:  KVGYHGCCVFNDOI-BEZFNNOJSA-M

Molfile:  

     RDKit          2D

 22 22  0  0  0  0  0  0  0  0999 V2000
    6.3875   -6.2542    0.0000 Na  0  0  0  0  0 15  0  0  0  0  0  0
    5.1167   -3.2167    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9000   -3.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2917   -3.2167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3792   -2.8042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2917   -2.3917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1167   -2.3917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9000   -2.1417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1542   -4.2542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2042   -2.8000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125   -3.8000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125   -1.8167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3375   -4.9750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9542   -4.4375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6167   -2.0792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6167   -3.5125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1542   -1.3542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9250   -1.0292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9125   -2.0292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2042   -1.3667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4500   -2.0792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3685   -2.7761    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0
  4  2  1  0
  5  3  2  0
  6  7  1  0
  7  2  1  0
  8  7  1  0
  9  3  1  0
 10  5  1  0
 11  4  2  0
  6 12  1  0
 13  9  1  0
 14  9  2  0
 10 15  1  0
 10 16  1  1
  8 17  1  1
 12 18  1  1
 19 12  1  0
 20 15  1  0
 21 15  1  0
  5  8  1  0
  4  6  1  0
  6 22  1  1
M  CHG  2   1   1  13  -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: 283.32

Molecular Weight (Monoisotopic): 283.1420

AlogP: 0.20

#Rotatable Bonds: 4

Polar Surface Area: 98.07

Molecular Species: ACID

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.96

CX Basic pKa: ┄

CX LogP: -0.36

CX LogD: -3.54

Aromatic Rings: ┄

Heavy Atoms: 20

QED Weighted: 0.64

Np Likeness Score: 0.98

References

1. Kwak HJ, Pyun DK, Kim JH, Kim EJ, Jeong HJ, Kim BJ, Lee CH..  (2000)  Synthesis and antibacterial activity of 2alpha-functionalized 1beta-methylcarbapenems related to KR-21012.,  10  (4): [PMID:10714493] [10.1016/s0960-894x(99)00692-7]

Source

Source(1):

• Scientific Literature