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

ID: ALA2282135

PubChem CID: 76312681

Max Phase: Preclinical

Molecular Formula: C23H21N3O5

Molecular Weight: 419.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(=O)C1C(c2ccccc2)CC2C(NN3C(=O)c4ccccc4C3=O)C(=O)N21

Standard InChI:  InChI=1S/C23H21N3O5/c1-2-31-23(30)19-16(13-8-4-3-5-9-13)12-17-18(22(29)25(17)19)24-26-20(27)14-10-6-7-11-15(14)21(26)28/h3-11,16-19,24H,2,12H2,1H3

Standard InChI Key:  JQTULXFIIHITIP-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    7.2027  -12.5181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6185  -13.2320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4427  -13.2278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8521  -12.5105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4312  -11.7960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6084  -11.8037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8037  -14.4254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2550  -15.0414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Alternative Forms

1. Parent:

   

   ALA2282135

   Ethyl 6-[(1,3-dioxoisoindol-2-yl)amino]-7-oxo-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: 419.44

Molecular Weight (Monoisotopic): 419.1481

AlogP: 1.49

#Rotatable Bonds: 5

Polar Surface Area: 96.02

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.20

CX LogP: 1.94

CX LogD: 1.94

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.45

Np Likeness Score: -0.13

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