(S)-4-(2-Carboxy-4-oxoazetidine-1-carboxamidomethyl)-benzenaminium 2,2,2-trifluoroacetate

ID: ALA4777693

PubChem CID: 162644198

Max Phase: Preclinical

Molecular Formula: C14H14F3N3O6

Molecular Weight: 263.25

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Nc1ccc(CNC(=O)N2C(=O)C[C@H]2C(=O)O)cc1.O=C(O)C(F)(F)F

Standard InChI:  InChI=1S/C12H13N3O4.C2HF3O2/c13-8-3-1-7(2-4-8)6-14-12(19)15-9(11(17)18)5-10(15)16;3-2(4,5)1(6)7/h1-4,9H,5-6,13H2,(H,14,19)(H,17,18);(H,6,7)/t9-;/m0./s1

Standard InChI Key:  PBDSUCKUKNOMFW-FVGYRXGTSA-N

Molfile:  

     RDKit          2D

 26 26  0  0  0  0  0  0  0  0999 V2000
    5.6006   -8.0522    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    6.0134   -8.7621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4218   -8.0497    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    5.3076   -9.1748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7230   -9.1748    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.5973   -8.7725    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3122   -9.9949    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3454   -9.8971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3454  -10.7143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1626  -10.7143    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1626   -9.8971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7676  -11.2921    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7405  -11.2921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5290  -12.0814    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5298  -11.0806    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7405   -9.3192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5322   -9.5275    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5314   -8.5266    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1077  -11.6584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8970  -11.4469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4707  -12.0275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2594  -11.8165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4715  -11.0264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8888  -10.4474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1023  -10.6614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2606  -10.8139    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  2  1  0
  2  5  1  0
  4  6  1  0
  4  7  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11  8  1  0
  9 12  2  0
 10 13  1  0
 13 14  2  0
 13 15  1  0
 11 16  1  1
 16 17  1  0
 16 18  2  0
 15 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 20  1  0
 23 26  1  0
M  END

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: 263.25

Molecular Weight (Monoisotopic): 263.0906

AlogP: 0.16

#Rotatable Bonds: 3

Polar Surface Area: 112.73

Molecular Species: ACID

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.54

CX Basic pKa: 4.28

CX LogP: -1.26

CX LogD: -3.71

Aromatic Rings: 1

Heavy Atoms: 19

QED Weighted: 0.53

Np Likeness Score: -0.50

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