1-{5-[(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]-thiophen-2-ylmethyl}-pyridinium

ID: ALA3559430

PubChem CID: 118753754

Max Phase: Preclinical

Molecular Formula: C25H22N6O5S3

Molecular Weight: 582.69

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/c3ccc(C[n+]4ccccc4)s3)SC[C@H]12)c1csc(N)n1

Standard InChI:  InChI=1S/C25H22N6O5S3/c1-36-29-19(16-12-38-25(26)27-16)22(32)28-20-17-13-37-18(21(24(34)35)31(17)23(20)33)8-7-14-5-6-15(39-14)11-30-9-3-2-4-10-30/h2-10,12,17,20H,11,13H2,1H3,(H3-,26,27,28,32,34,35)/b8-7+,29-19+/t17-,20+/m1/s1

Standard InChI Key:  DPFCYYMTHSLQNG-VCTKVYEWSA-N

Molfile:  

     RDKit          2D

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    4.6456   -5.4987    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    0.6902   -0.9038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0979   -9.3329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.4321   -2.2268    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
  5  1  1  0
  6  7  1  0
  7 10  1  0
  8  6  1  0
  2  9  1  1
 10  9  1  0
 11  4  2  0
 12  8  2  0
 13 18  1  0
 14  4  1  0
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 17 16  1  0
  5 18  1  0
 19 22  1  0
 20 19  1  0
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 24  7  2  0
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 26 27  1  0
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 32 14  1  0
 33 24  1  0
 34 15  2  0
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 36 33  1  0
 37 35  2  0
 38 34  1  0
 39 37  1  0
  3  2  1  0
 11 13  1  0
 26 20  2  0
 17 12  1  0
 38 39  2  0
  5 40  1  6
M  CHG  2  15   1  32  -1
M  END

Alternative Forms

1. Parent:

   

   ALA3559430

   ---

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: 582.69

Molecular Weight (Monoisotopic): 582.0814

AlogP: 0.59

#Rotatable Bonds: 9

Polar Surface Area: 153.92

Molecular Species: ACID

HBA: 11

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 11

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 2.94

CX Basic pKa: 3.68

CX LogP: -2.58

CX LogD: -2.28

Aromatic Rings: 3

Heavy Atoms: 39

QED Weighted: 0.16

Np Likeness Score: -0.55

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