(2S,3R)-2-ethyl-3-hydroxysuccinic acid

ID: ALA376563

PubChem CID: 14988521

Max Phase: Preclinical

Molecular Formula: C6H10O5

Molecular Weight: 162.14

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C6H10O5/c1-2-3(5(8)9)4(7)6(10)11/h3-4,7H,2H2,1H3,(H,8,9)(H,10,11)/t3-,4+/m0/s1

Standard InChI Key:  JUCRENBZZQKFGK-IUYQGCFVSA-N

Molfile:  

     RDKit          2D

 11 10  0  0  1  0  0  0  0  0999 V2000
    5.6539  -15.5042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3684  -15.0917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0862  -15.5035    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3717  -14.2660    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6544  -16.3332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9401  -16.7461    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3691  -16.7453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3719  -17.5722    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0858  -16.3344    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9394  -15.0919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9392  -14.2669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  5  6  1  0
  2  3  1  0
  5  7  1  6
  2  4  2  0
  7  8  1  0
  7  9  2  0
  1  5  1  0
  1 10  1  6
  1  2  1  0
 10 11  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA376563

   (2S,3R)-2-ethyl-3-hydroxybutanedioic acid

Molecule Features

Natural Product: Yes

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: 162.14

Molecular Weight (Monoisotopic): 162.0528

AlogP: -0.46

#Rotatable Bonds: 4

Polar Surface Area: 94.83

Molecular Species: ACID

HBA: 3

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.55

CX Basic pKa: ┄

CX LogP: -0.13

CX LogD: -5.48

Aromatic Rings: ┄

Heavy Atoms: 11

QED Weighted: 0.52

Np Likeness Score: 1.10

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