ID: ALA114269

Max Phase: Preclinical

Molecular Formula: C8H14NO10P

Molecular Weight: 315.17

Molecule Type: Small molecule

Representations

Canonical SMILES:  CC(=O)O[C@H](COP(=O)(O)O)[C@@H](OC(C)=O)C(=O)NO

Standard InChI:  InChI=1S/C8H14NO10P/c1-4(10)18-6(3-17-20(14,15)16)7(8(12)9-13)19-5(2)11/h6-7,13H,3H2,1-2H3,(H,9,12)(H2,14,15,16)/t6-,7-/m1/s1

Standard InChI Key:  KQWSEXYWBMLBQI-RNFRBKRXSA-N

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

Properties

Molecular Weight: 315.17

Molecular Weight (Monoisotopic): 315.0355

AlogP: -1.54

#Rotatable Bonds: 7

Polar Surface Area: 168.69

Molecular Species: ACID

HBA: 8

HBD: 4

#RO5 Violations: 0

HBA (Lipinski): 11

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 1.28

CX Basic pKa:

CX LogP: -2.20

CX LogD: -5.71

Aromatic Rings: 0

Heavy Atoms: 20

QED Weighted: 0.19

Np Likeness Score: 1.05

References

1. Dardonville C, Rinaldi E, Barrett MP, Brun R, Gilbert IH, Hanau S..  (2004)  Selective inhibition of Trypanosoma brucei 6-phosphogluconate dehydrogenase by high-energy intermediate and transition-state analogues.,  47  (13): [PMID:15189039] [10.1021/jm031066i]

2. Ruda GF, Campbell G, Alibu VP, Barrett MP, Brenk R, Gilbert IH..  (2010)  Virtual fragment screening for novel inhibitors of 6-phosphogluconate dehydrogenase.,  18  (14): [PMID:20598892] [10.1016/j.bmc.2010.05.077]

3. Yep A, Sorenson RJ, Wilson MR, Showalter HD, Larsen SD, Keller PR, Woodard RW..  (2011)  Enediol mimics as inhibitors of the D-arabinose 5-phosphate isomerase (KdsD) from Francisella tularensis.,  21  (9): [PMID:21236668] [10.1016/j.bmcl.2010.12.066]

Source

Source(1):

• Scientific Literature