ethyl 2-(3-(1,3-dioxoisoindolin-2-ylamino)-2-oxo-4-styrylazetidin-1-yl)-3-phenylpropanoate

ID: ALA2282138

PubChem CID: 76323555

Max Phase: Preclinical

Molecular Formula: C30H27N3O5

Molecular Weight: 509.56

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(=O)C(Cc1ccccc1)N1C(=O)C(NN2C(=O)c3ccccc3C2=O)C1/C=C/c1ccccc1

Standard InChI:  InChI=1S/C30H27N3O5/c1-2-38-30(37)25(19-21-13-7-4-8-14-21)32-24(18-17-20-11-5-3-6-12-20)26(29(32)36)31-33-27(34)22-15-9-10-16-23(22)28(33)35/h3-18,24-26,31H,2,19H2,1H3/b18-17+

Standard InChI Key:  LIGSDZPLMXWIHO-ISLYRVAYSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA2282138

   ethyl 2-[3-[(1,3-dioxoisoindol-2-yl)amino]-2-oxo-4-[(E)-2-phenylethenyl]azetidin-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: 509.56

Molecular Weight (Monoisotopic): 509.1951

AlogP: 3.25

#Rotatable Bonds: 9

Polar Surface Area: 96.02

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 1.09

CX LogP: 4.38

CX LogD: 4.38

Aromatic Rings: 3

Heavy Atoms: 38

QED Weighted: 0.27

Np Likeness Score: -0.24

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