N-(4-hydroxybutyl)-phospho-glycolohydroxamic acid

ID: ALA1236227

PubChem CID: 46943420

Max Phase: Preclinical

Molecular Formula: C6H14NO7P

Molecular Weight: 243.15

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(COP(=O)(O)O)N(O)CCCCO

Standard InChI:  InChI=1S/C6H14NO7P/c8-4-2-1-3-7(10)6(9)5-14-15(11,12)13/h8,10H,1-5H2,(H2,11,12,13)

Standard InChI Key:  XYJLIJWOOPZDNB-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 15 14  0  0  0  0  0  0  0  0999 V2000
   -0.2315    0.9338    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2315    0.1088    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9459   -0.3037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6604    0.1088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3749   -0.3037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0894    0.1088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8038   -0.3037    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4830   -0.3037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4830   -1.1287    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1975    0.1088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9119   -0.3037    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6264    0.1088    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    3.3409    0.5213    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2139    0.8233    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0389   -0.6057    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0
  2  1  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  8  2  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 15 12  2  0
 13 12  1  0
 14 12  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1236227

   2-[hydroxy(4-Hydroxybutyl)amino]-2-Oxoethyl Dihydrogen Phosphate

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: 243.15

Molecular Weight (Monoisotopic): 243.0508

AlogP: -0.91

#Rotatable Bonds: 7

Polar Surface Area: 127.53

Molecular Species: ACID

HBA: 5

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 1.31

CX Basic pKa: ┄

CX LogP: -1.86

CX LogD: -5.38

Aromatic Rings: ┄

Heavy Atoms: 15

QED Weighted: 0.20

Np Likeness Score: 0.90

References

1. Daher R, Coinçon M, Fonvielle M, Gest PM, Guerin ME, Jackson M, Sygusch J, Therisod M..  (2010)  Rational design, synthesis, and evaluation of new selective inhibitors of microbial class II (zinc dependent) fructose bis-phosphate aldolases.,  53  (21): [PMID:20929256] [10.1021/jm1009814]

Source

Source(1):

• Scientific Literature