2-(2-Amino-propionylamino)-3-chloro-acrylic acid

ID: ALA2373076

PubChem CID: 73345754

Max Phase: Preclinical

Molecular Formula: C6H9ClN2O3

Molecular Weight: 192.60

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@H](N)C(=O)N/C(=C\Cl)C(=O)O

Standard InChI:  InChI=1S/C6H9ClN2O3/c1-3(8)5(10)9-4(2-7)6(11)12/h2-3H,8H2,1H3,(H,9,10)(H,11,12)/b4-2-/t3-/m0/s1

Standard InChI Key:  IWBJBNPVTPXOLE-MFLXPROGSA-N

Molfile:  

     RDKit          2D

 12 11  0  0  0  0  0  0  0  0999 V2000
    4.0714   -1.6394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5094   -2.3444    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3354   -2.3194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4593   -0.9261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2538   -1.6644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7233   -1.6061    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0297   -0.2170    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7734   -3.0285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2853   -0.9010    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8575   -2.3903    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    6.5993   -3.0035    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3812   -3.7543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  1  1  0
  5  1  2  0
  6  3  2  0
  7  4  2  0
  8  3  1  0
  9  4  1  0
 10  5  1  0
 11  8  1  0
  8 12  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA2373076

   (Z)-2-[[(2S)-2-aminopropanoyl]amino]-3-chloroprop-2-enoic acid

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: 192.60

Molecular Weight (Monoisotopic): 192.0302

AlogP: -0.39

#Rotatable Bonds: 3

Polar Surface Area: 92.42

Molecular Species: ACID

HBA: 3

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.30

CX Basic pKa: 8.38

CX LogP: -3.11

CX LogD: -3.15

Aromatic Rings: ┄

Heavy Atoms: 12

QED Weighted: 0.53

Np Likeness Score: 0.07

References

1. Graham DW, Ashton WT, Barash L, Brown JE, Brown RD, Canning LF, Chen A, Springer JP, Rogers EF..  (1987)  Inhibition of the mammalian beta-lactamase renal dipeptidase (dehydropeptidase-I) by (Z)-2-(acylamino)-3-substituted-propenoic acids.,  30  (6): [PMID:3495664] [10.1021/jm00389a018]

Source

Source(1):

• Scientific Literature