(2R,3S)-3-propylmalic acid

ID: ALA226522

PubChem CID: 44423274

Max Phase: Preclinical

Molecular Formula: C7H12O5

Molecular Weight: 176.17

Molecule Type: Small molecule

Names and Identifiers

Synonyms: (2R,3S)-3-Propylmalic Acid | (2R,3S)-3-propylmalic acid|CHEMBL226522

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

Standard InChI:  InChI=1S/C7H12O5/c1-2-3-4(6(9)10)5(8)7(11)12/h4-5,8H,2-3H2,1H3,(H,9,10)(H,11,12)/t4-,5+/m0/s1

Standard InChI Key:  LOLHYFQEDPGSHZ-CRCLSJGQSA-N

Molfile:  

     RDKit          2D

 12 11  0  0  1  0  0  0  0  0999 V2000
   14.1164  -16.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8309  -15.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5487  -16.1868    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.8342  -14.9493    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.1169  -17.0165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4026  -17.4294    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.8316  -17.4287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8344  -18.2556    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.5483  -17.0177    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.4019  -15.7752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4017  -14.9502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6871  -14.5379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  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
  5  6  1  0
 11 12  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA226522

   (2R,3S)-3-propylmalic 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: 176.17

Molecular Weight (Monoisotopic): 176.0685

AlogP: -0.07

#Rotatable Bonds: 5

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: 3.68

CX Basic pKa: ┄

CX LogP: 0.32

CX LogD: -4.87

Aromatic Rings: ┄

Heavy Atoms: 12

QED Weighted: 0.54

Np Likeness Score: 1.01

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