2-(1-(Benzylcarbamoyl)-4-oxoazetidin-2-yl)acetic Acid

ID: ALA4755971

PubChem CID: 162655936

Max Phase: Preclinical

Molecular Formula: C13H14N2O4

Molecular Weight: 262.26

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(O)CC1CC(=O)N1C(=O)NCc1ccccc1

Standard InChI:  InChI=1S/C13H14N2O4/c16-11-6-10(7-12(17)18)15(11)13(19)14-8-9-4-2-1-3-5-9/h1-5,10H,6-8H2,(H,14,19)(H,17,18)

Standard InChI Key:  XTNLRPMBRFOVIZ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
   13.7230  -16.1168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7230  -16.9340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5402  -16.9340    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.5402  -16.1168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1452  -17.5118    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.1180  -17.5118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9065  -18.3012    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.9074  -17.3003    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.1180  -15.5390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9065  -14.7496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4825  -14.1722    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.1153  -14.5385    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.4852  -17.8782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2746  -17.6667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8482  -18.2472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6369  -18.0362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8491  -17.2462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2664  -16.6672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4799  -16.8812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  1  1  0
  2  5  2  0
  3  6  1  0
  6  7  2  0
  6  8  1  0
  4  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
  8 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 14  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4755971

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 262.26

Molecular Weight (Monoisotopic): 262.0954

AlogP: 0.97

#Rotatable Bonds: 4

Polar Surface Area: 86.71

Molecular Species: ACID

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.04

CX Basic pKa: ┄

CX LogP: 0.51

CX LogD: -2.63

Aromatic Rings: 1

Heavy Atoms: 19

QED Weighted: 0.79

Np Likeness Score: -0.53

References

1. Baiula M,Galletti P,Martelli G,Soldati R,Belvisi L,Civera M,Dattoli SD,Spampinato SM,Giacomini D.  (2016)  New β-Lactam Derivatives Modulate Cell Adhesion and Signaling Mediated by RGD-Binding and Leukocyte Integrins.,  59  (21): [PMID:27726366] [10.1021/acs.jmedchem.6b00576]

Source

Source(1):

• Scientific Literature