(2R,3S)-3-(3-hydroxypropyl)malate

ID: ALA387483

PubChem CID: 44423272

Max Phase: Preclinical

Molecular Formula: C7H12O6

Molecular Weight: 192.17

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C7H12O6/c8-3-1-2-4(6(10)11)5(9)7(12)13/h4-5,8-9H,1-3H2,(H,10,11)(H,12,13)/t4-,5+/m0/s1

Standard InChI Key:  KECVEWRVUJTIHH-CRCLSJGQSA-N

Molfile:  

     RDKit          2D

 13 12  0  0  1  0  0  0  0  0999 V2000
   -3.0750   -9.7625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3605   -9.3500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6461   -9.7625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9316   -9.3500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2138   -9.7618    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9283   -8.5243    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6456  -10.5915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3599  -11.0044    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9309  -11.0037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9281  -11.8306    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2142  -10.5927    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7895   -9.3500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5039   -9.7625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  7  1  0
  3  4  1  0
  7  8  1  0
  7  9  1  6
  3  2  1  6
  4  5  1  0
  9 10  1  0
  9 11  2  0
  4  6  2  0
  1 12  1  0
  1  2  1  0
 12 13  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA387483

   (2R,3S)-2-hydroxy-3-(3-hydroxypropyl)butanedioic 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: 192.17

Molecular Weight (Monoisotopic): 192.0634

AlogP: -1.09

#Rotatable Bonds: 6

Polar Surface Area: 115.06

Molecular Species: ACID

HBA: 4

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.52

CX Basic pKa: ┄

CX LogP: -1.12

CX LogD: -6.53

Aromatic Rings: ┄

Heavy Atoms: 13

QED Weighted: 0.42

Np Likeness Score: 1.61

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