ethyl 7-oxo-6-(2-phenoxyacetamido)-3-phenyl-1-azabicyclo[3.2.0]heptane-2-carboxylate

ID: ALA2282128

PubChem CID: 76309002

Max Phase: Preclinical

Molecular Formula: C23H24N2O5

Molecular Weight: 408.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(=O)C1C(c2ccccc2)CC2C(NC(=O)COc3ccccc3)C(=O)N21

Standard InChI:  InChI=1S/C23H24N2O5/c1-2-29-23(28)21-17(15-9-5-3-6-10-15)13-18-20(22(27)25(18)21)24-19(26)14-30-16-11-7-4-8-12-16/h3-12,17-18,20-21H,2,13-14H2,1H3,(H,24,26)

Standard InChI Key:  ZBPRAUFBINXUFQ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    9.5307  -22.6680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4547  -20.4131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6386  -24.3810    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1250  -23.3782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.7044  -19.2018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.8295  -24.0484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7215  -25.4608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8677  -20.3686    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1450  -19.9781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3610  -24.0838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0476  -23.8019    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.0868  -24.8285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8906  -24.9957    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3170  -21.1455    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  9  2  1  0
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  3 14  1  0
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  4  7  1  0
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  5 25  1  0
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  8  7  1  0
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  8 18  1  0
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  7 11  2  0
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 19 13  1  0
  2 16  2  0
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 22 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2282128

   Ethyl 7-oxo-6-[(2-phenoxyacetyl)amino]-3-phenyl-1-azabicyclo[3.2.0]heptane-2-carboxylate

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: 408.45

Molecular Weight (Monoisotopic): 408.1685

AlogP: 1.88

#Rotatable Bonds: 7

Polar Surface Area: 84.94

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.98

CX Basic pKa: ┄

CX LogP: 2.03

CX LogD: 2.03

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.56

Np Likeness Score: -0.35

References

1. Jarrahpour A, Sheikh J, El-Mounsi I, Mouhoub R, Hadda TB.  (2013)  Computational evaluation and experimental verification of antibacterial activity of some -lactams: advantages and limitations,  22  (3): [10.1007/s00044-012-0126-7]

Source

Source(1):

• Scientific Literature