1-{2-[(E)-2-((6S,7S)-7-{2-(2-Amino-thiazol-4-yl)-2-[(E)-methoxyimino]-acetylamino}-2-carboxy-8-oxo-4-thia-1-aza-bicyclo[4.2.0]oct-2-en-3-yl)-vinyl]-benzyl}-pyridinium

ID: ALA3559431

PubChem CID: 118753755

Max Phase: Preclinical

Molecular Formula: C27H24N6O5S2

Molecular Weight: 576.66

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CO/N=C(/C(=O)N[C@@H]1C(=O)N2C(C(=O)[O-])=C(/C=C/c3ccccc3C[n+]3ccccc3)SC[C@H]12)c1csc(N)n1

Standard InChI:  InChI=1S/C27H24N6O5S2/c1-38-31-21(18-14-40-27(28)29-18)24(34)30-22-19-15-39-20(23(26(36)37)33(19)25(22)35)10-9-16-7-3-4-8-17(16)13-32-11-5-2-6-12-32/h2-12,14,19,22H,13,15H2,1H3,(H3-,28,29,30,34,36,37)/b10-9+,31-21+/t19-,22+/m1/s1

Standard InChI Key:  BQWRAXXSSUBRGO-WFXFZKRHSA-N

Molfile:  

     RDKit          2D

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    6.2698    0.7783    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  5  1  0
  3  1  1  0
  4  1  1  0
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 37 31  1  0
 38 39  2  0
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  3  2  1  0
 11 13  1  0
 17 12  1  0
 33 38  1  0
 37 40  2  0
  5 41  1  6
M  CHG  2  14   1  29  -1
M  END

Alternative Forms

1. Parent:

   

   ALA3559431

   ---

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: 576.66

Molecular Weight (Monoisotopic): 576.1250

AlogP: 0.53

#Rotatable Bonds: 9

Polar Surface Area: 153.92

Molecular Species: ACID

HBA: 10

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 2.92

CX Basic pKa: 3.66

CX LogP: -2.62

CX LogD: -2.32

Aromatic Rings: 3

Heavy Atoms: 40

QED Weighted: 0.16

Np Likeness Score: -0.28

References

1. Aszodi J, Bonnet A, Chantot J, Costerousse G, Didierlaurent S, Teutsch G.  (1993)  Vinylogous vs arylogous isocephems,  3  (11): [10.1016/S0960-894X(01)80930-6]

Source

Source(1):

• Scientific Literature