2-(hydroxy(3-hydroxypropyl)amino)-2-oxoethyl hydrogen phosphate

ID: ALA1276292

PubChem CID: 25133846

Max Phase: Preclinical

Molecular Formula: C5H12NO7P

Molecular Weight: 229.12

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C5H12NO7P/c7-3-1-2-6(9)5(8)4-13-14(10,11)12/h7,9H,1-4H2,(H2,10,11,12)

Standard InChI Key:  IBLNNYVSIPKXRB-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 14 13  0  0  0  0  0  0  0  0999 V2000
    8.8350   -7.8788    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5489   -7.4654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2629   -7.8746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9769   -7.4612    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.6909   -7.8705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4049   -7.4571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1188   -7.8663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8328   -7.4529    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1185   -7.4663    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    7.4030   -7.8805    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7013   -6.8767    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5281   -6.8767    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2647   -8.7013    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9751   -6.6345    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  4  1  0
  7  8  1  0
  1  9  1  0
  4  5  1  0
  9 10  1  0
  2  3  1  0
  9 11  2  0
  5  6  1  0
  9 12  1  0
  1  2  1  0
  3 13  2  0
  6  7  1  0
  4 14  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1276292

   2-(Hydroxy(3-hydroxypropyl)amino)-2-oxoethyl hydrogen 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: 229.12

Molecular Weight (Monoisotopic): 229.0351

AlogP: -1.30

#Rotatable Bonds: 6

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: -2.38

CX LogD: -5.90

Aromatic Rings: ┄

Heavy Atoms: 14

QED Weighted: 0.25

Np Likeness Score: 0.80

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