US9253997, 88

ID: ALA3928924

PubChem CID: 68244249

Max Phase: Preclinical

Molecular Formula: C11H12ClN3O5

Molecular Weight: 301.69

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N[C@@H](CNC(=O)Nc1cc(C(=O)O)ccc1Cl)C(=O)O

Standard InChI:  InChI=1S/C11H12ClN3O5/c12-6-2-1-5(9(16)17)3-8(6)15-11(20)14-4-7(13)10(18)19/h1-3,7H,4,13H2,(H,16,17)(H,18,19)(H2,14,15,20)/t7-/m0/s1

Standard InChI Key:  RLDPGBIHKCIEJD-ZETCQYMHSA-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
    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 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.0031    3.0008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0432    3.5993    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0351    3.6026    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  2  0
 13  8  1  0
 13 14  1  0
 10 15  1  0
 15 16  2  0
 15 17  1  0
  2 18  1  0
 18 19  2  0
 18 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3928924

   3-[[(2S)-2-amino-2-carboxyethyl]carbamoylamino]-4-chlorobenzoic 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: 301.69

Molecular Weight (Monoisotopic): 301.0465

AlogP: 0.57

#Rotatable Bonds: 5

Polar Surface Area: 141.75

Molecular Species: ZWITTERION

HBA: 4

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 1.37

CX Basic pKa: 8.50

CX LogP: -2.06

CX LogD: -5.23

Aromatic Rings: 1

Heavy Atoms: 20

QED Weighted: 0.54

Np Likeness Score: -1.10

References

1.  (2016)  Alkylamine derivative, 

Source

Source(1):

• BindingDB Database