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

ID: ALA376565

PubChem CID: 44423276

Max Phase: Preclinical

Molecular Formula: C7H10O5

Molecular Weight: 174.15

Molecule Type: Small molecule

Names and Identifiers

Synonyms: (2R,3S)-3-Allylmalic Acid | (2R,3S)-3-allylmalic acid|CHEMBL376565|SCHEMBL7421629

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

Standard InChI:  InChI=1S/C7H10O5/c1-2-3-4(6(9)10)5(8)7(11)12/h2,4-5,8H,1,3H2,(H,9,10)(H,11,12)/t4-,5+/m0/s1

Standard InChI Key:  DRCAYRSHVJTTSP-CRCLSJGQSA-N

Molfile:  

     RDKit          2D

 12 11  0  0  1  0  0  0  0  0999 V2000
   14.6206  -21.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3351  -21.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0528  -21.8868    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.3384  -20.6493    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.6210  -22.7165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9068  -23.1294    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.3357  -23.1287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3386  -23.9556    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.0524  -22.7177    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.9060  -21.4752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1917  -21.8879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4771  -21.4756    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  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA376565

   (2R,3S)-3-allylmalic 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: 174.15

Molecular Weight (Monoisotopic): 174.0528

AlogP: -0.29

#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: 3.61

CX Basic pKa: ┄

CX LogP: 0.01

CX LogD: -5.27

Aromatic Rings: ┄

Heavy Atoms: 12

QED Weighted: 0.50

Np Likeness Score: 1.28

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