ethyl 2-(3-(1,3-dioxoisoindolin-2-ylamino)-2-formyl-4-oxoazetidin-1-yl)-3-phenylpropanoate

ID: ALA2282137

PubChem CID: 76316202

Max Phase: Preclinical

Molecular Formula: C23H21N3O6

Molecular Weight: 435.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(=O)C(Cc1ccccc1)N1C(=O)C(NN2C(=O)c3ccccc3C2=O)C1C=O

Standard InChI:  InChI=1S/C23H21N3O6/c1-2-32-23(31)17(12-14-8-4-3-5-9-14)25-18(13-27)19(22(25)30)24-26-20(28)15-10-6-7-11-16(15)21(26)29/h3-11,13,17-19,24H,2,12H2,1H3

Standard InChI Key:  GXWYGSHMALEUBV-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   18.4717   -3.9698    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.1018   -2.5896    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.2685   -3.7563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8519   -4.3396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4612   -4.9802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2460   -5.7766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8286   -6.3596    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:

   

   ALA2282137

   Ethyl 2-[3-[(1,3-dioxoisoindol-2-yl)amino]-2-formyl-4-oxoazetidin-1-yl]-3-phenylpropanoate

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: 435.44

Molecular Weight (Monoisotopic): 435.1430

AlogP: 0.74

#Rotatable Bonds: 8

Polar Surface Area: 113.09

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.58

CX Basic pKa: 0.51

CX LogP: 1.52

CX LogD: 1.52

Aromatic Rings: 2

Heavy Atoms: 32

QED Weighted: 0.28

Np Likeness Score: -0.33

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