US8691753, 15

ID: ALA3670700

PubChem CID: 50991766

Max Phase: Preclinical

Molecular Formula: C17H19N3O5

Molecular Weight: 345.36

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NC(=O)[C@H](CCC(=O)O)NC(=O)CCc1cc(-c2ccccc2)no1

Standard InChI:  InChI=1S/C17H19N3O5/c18-17(24)13(7-9-16(22)23)19-15(21)8-6-12-10-14(20-25-12)11-4-2-1-3-5-11/h1-5,10,13H,6-9H2,(H2,18,24)(H,19,21)(H,22,23)/t13-/m0/s1

Standard InChI Key:  HCTHWCGSCVVHLJ-ZDUSSCGKSA-N

Molfile:  

     RDKit          2D

 25 26  0  0  1  0  0  0  0  0999 V2000
    6.2233  -11.0921    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7370   -9.9950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4442   -9.0256    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2445   -9.8362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3587  -11.0477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9641  -12.4210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0783  -13.6325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5624  -14.7306    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8853  -13.5031    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6391   -8.4629    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5250   -7.2514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7180   -7.3808    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9195   -5.8781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8054   -4.6666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2010   -3.2956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9531   -1.9978    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9511   -0.8815    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5987   -1.5004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7343   -2.9815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  6
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  4 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 15  2  0
 18 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
M  END

Alternative Forms

1. Parent:

   

   ALA3670700

   (4S)-5-amino-5-oxo-4-[3-(3-phenyl-1,2-oxazol-5-yl)propanoylamino]pentanoic 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: 345.36

Molecular Weight (Monoisotopic): 345.1325

AlogP: 1.11

#Rotatable Bonds: 9

Polar Surface Area: 135.52

Molecular Species: ACID

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.28

CX Basic pKa: ┄

CX LogP: 0.52

CX LogD: -2.45

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.62

Np Likeness Score: -0.79

References

1.  (2014)  Pseudodipeptides as MMP inhibitors, 

Source

Source(1):

• BindingDB Database