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

ID: ALA327052

PubChem CID: 44341511

Max Phase: Preclinical

Molecular Formula: C15H22NNaO5

Molecular Weight: 297.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCC(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/C15H23NO5.Na/c1-5-6(2)13(18)9-7(3)11-10(8(4)17)14(19)16(11)12(9)15(20)21;/h6-8,10-11,13,17-18H,5H2,1-4H3,(H,20,21);/q;+1/p-1/t6?,7-,8+,10+,11?,13+;/m0./s1

Standard InChI Key:  QYAKISADKITISF-QEPWYAQRSA-M

Molfile:  

     RDKit          2D

 23 23  0  0  0  0  0  0  0  0999 V2000
    2.0250   -3.3167    0.0000 Na  0  0  0  0  0 15  0  0  0  0  0  0
    0.7500   -0.2875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5292   -0.5417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0750   -0.2875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0167    0.1333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0750    0.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7500    0.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5292    0.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7875   -1.3292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8417    0.1333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6583   -0.8667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6583    1.1208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9667   -2.0375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5875   -1.5042    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2542    0.8500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2542   -0.5792    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7875    1.5750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4458    1.9083    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4583    0.9083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0792    0.8500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8417    1.5625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4917    1.5625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9989    0.1548    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
 22 20  1  0
  5  8  1  0
  4  6  1  0
  6 23  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: 297.35

Molecular Weight (Monoisotopic): 297.1576

AlogP: 0.59

#Rotatable Bonds: 5

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: 4.01

CX Basic pKa: ┄

CX LogP: 0.09

CX LogD: -3.07

Aromatic Rings: ┄

Heavy Atoms: 21

QED Weighted: 0.65

Np Likeness Score: 0.92

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