1-[(E)-5-((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)-pent-4-en-2-ynyl]-pyridinium

ID: ALA3559435

PubChem CID: 118753758

Max Phase: Preclinical

Molecular Formula: C23H20N6O5S2

Molecular Weight: 524.58

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/C#CC[n+]3ccccc3)SC[C@H]12)c1csc(N)n1

Standard InChI:  InChI=1S/C23H20N6O5S2/c1-34-27-17(14-12-36-23(24)25-14)20(30)26-18-15-13-35-16(19(22(32)33)29(15)21(18)31)8-4-2-5-9-28-10-6-3-7-11-28/h3-4,6-8,10-12,15,18H,9,13H2,1H3,(H3-,24,25,26,30,32,33)/b8-4+,27-17+/t15-,18+/m1/s1

Standard InChI Key:  RTKYYDMNKURPIS-IWNGKOFQSA-N

Molfile:  

     RDKit          2D

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    4.1284   -2.2266    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  5  1  0
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  4  1  1  0
  5  1  1  0
  6  7  1  0
  7 10  1  0
  8  6  1  0
  2  9  1  1
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 14  4  1  0
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  5 18  1  0
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 20 19  3  0
 21  7  2  0
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 24 12  1  0
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 34 32  2  0
 35 31  1  0
 36 34  1  0
  2  3  1  0
 12 13  1  0
 16 11  1  0
 35 36  2  0
  5 37  1  6
M  CHG  2  17   1  29  -1
M  END

Alternative Forms

1. Parent:

   

   ALA3559435

   ---

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: 524.58

Molecular Weight (Monoisotopic): 524.0937

AlogP: -0.97

#Rotatable Bonds: 7

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: 2.83

CX Basic pKa: 3.47

CX LogP: -3.93

CX LogD: -3.58

Aromatic Rings: 2

Heavy Atoms: 36

QED Weighted: 0.15

Np Likeness Score: -0.01

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