(1R,2S)-1-hydroxypentane-1,2,5-tricarboxylic acid

ID: ALA225984

PubChem CID: 24892803

Max Phase: Preclinical

Molecular Formula: C8H12O7

Molecular Weight: 220.18

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)CCC[C@H](C(=O)O)[C@@H](O)C(=O)O

Standard InChI:  InChI=1S/C8H12O7/c9-5(10)3-1-2-4(7(12)13)6(11)8(14)15/h4,6,11H,1-3H2,(H,9,10)(H,12,13)(H,14,15)/t4-,6+/m0/s1

Standard InChI Key:  KVEBLTAWTCBJNF-UJURSFKZSA-N

Molfile:  

     RDKit          2D

 15 14  0  0  1  0  0  0  0  0999 V2000
   13.6250    1.8125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3395    2.2250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0539    1.8125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9105    2.2250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7684    2.2250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4862    1.8132    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.7717    3.0507    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.0544    0.9835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3401    0.5706    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.7691    0.5713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7719   -0.2556    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.4858    0.9823    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1961    1.8125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4816    2.2223    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1961    0.9848    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  8  1  0
  8  9  1  6
  3  5  1  6
  8 10  1  0
  2  3  1  0
  1  2  1  0
 10 11  1  0
 10 12  2  0
  5  6  1  0
  4 13  1  0
  5  7  2  0
  1  4  1  0
 13 14  1  0
 13 15  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA225984

   (-)-Threo-isodihomocitric 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: 220.18

Molecular Weight (Monoisotopic): 220.0583

AlogP: -0.61

#Rotatable Bonds: 7

Polar Surface Area: 132.13

Molecular Species: ACID

HBA: 4

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.24

CX Basic pKa: ┄

CX LogP: -0.56

CX LogD: -9.24

Aromatic Rings: ┄

Heavy Atoms: 15

QED Weighted: 0.45

Np Likeness Score: 1.32

References

1. Yamamoto T, Miyazaki K, Eguchi T..  (2007)  Substrate specificity analysis and inhibitor design of homoisocitrate dehydrogenase.,  15  (3): [PMID:17116397] [10.1016/j.bmc.2006.11.008]

Source

Source(1):

• Scientific Literature