US9253997, 90

ID: ALA3937957

PubChem CID: 53377661

Max Phase: Preclinical

Molecular Formula: C11H13N3O6

Molecular Weight: 283.24

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N[C@@H](CNC(=O)Nc1cccc(C(=O)O)c1O)C(=O)O

Standard InChI:  InChI=1S/C11H13N3O6/c12-6(10(18)19)4-13-11(20)14-7-3-1-2-5(8(7)15)9(16)17/h1-3,6,15H,4,12H2,(H,16,17)(H,18,19)(H2,13,14,20)/t6-/m0/s1

Standard InChI Key:  XJDRJMSONMPOBU-LURJTMIESA-N

Molfile:  

     RDKit          2D

 20 20  0  0  1  0  0  0  0  0999 V2000
    7.8024   -2.6887    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8003   -1.4887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4990   -0.7409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2003   -1.4932    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8990   -0.7455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8969    0.4545    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6003   -1.4977    0.0000 N   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
   -2.6003   -1.4978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6387   -0.8963    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6024   -2.6978    0.0000 O   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
    0.0000   -2.7000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0990   -0.7364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1394   -1.3343    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0969    0.4636    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 12 16  2  0
 16  8  1  0
 16 17  1  0
  2 18  1  0
 18 19  2  0
 18 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3937957

   3-[[(2S)-2-amino-2-carboxyethyl]carbamoylamino]-2-hydroxybenzoic 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: 283.24

Molecular Weight (Monoisotopic): 283.0804

AlogP: -0.38

#Rotatable Bonds: 5

Polar Surface Area: 161.98

Molecular Species: ZWITTERION

HBA: 5

HBD: 6

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 1.34

CX Basic pKa: 8.50

CX LogP: -2.38

CX LogD: -5.78

Aromatic Rings: 1

Heavy Atoms: 20

QED Weighted: 0.40

Np Likeness Score: -0.39

References

1.  (2016)  Alkylamine derivative, 

Source

Source(1):

• BindingDB Database