(2R,3S)-2-hydroxy-3-isopropylsuccinic acid

ID: ALA376564

Cas Number: 126576-14-5

PubChem CID: 5462261

Max Phase: Preclinical

Molecular Formula: C7H12O5

Molecular Weight: 176.17

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C7H12O5/c1-3(2)4(6(9)10)5(8)7(11)12/h3-5,8H,1-2H3,(H,9,10)(H,11,12)/t4-,5+/m0/s1

Standard InChI Key:  RNQHMTFBUSSBJQ-CRCLSJGQSA-N

Molfile:  

     RDKit          2D

 12 11  0  0  0  0  0  0  0  0999 V2000
   -1.1183   -0.0326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4039   -0.4451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3106   -0.0326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3106    0.7924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0251   -0.4451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7395   -0.0326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0251   -1.2701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4039   -1.2701    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8328   -0.4451    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1183    0.7924    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0251    1.2049    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4039    1.2049    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  9  1  0
  1 10  2  0
  2  3  1  0
  2  8  1  1
  3  4  1  1
  3  5  1  0
  4 11  2  0
  4 12  1  0
  5  6  1  0
  5  7  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA376564

   3-Isopropylmalic 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: 176.17

Molecular Weight (Monoisotopic): 176.0685

AlogP: -0.21

#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: 3.68

CX Basic pKa: ┄

CX LogP: 0.16

CX LogD: -5.03

Aromatic Rings: ┄

Heavy Atoms: 12

QED Weighted: 0.55

Np Likeness Score: 0.94

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