(1R,2S)-1-hydroxyhexane-1,2,6-tricarboxylic acid

ID: ALA390799

PubChem CID: 24892805

Max Phase: Preclinical

Molecular Formula: C9H14O7

Molecular Weight: 234.20

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C9H14O7/c10-6(11)4-2-1-3-5(8(13)14)7(12)9(15)16/h5,7,12H,1-4H2,(H,10,11)(H,13,14)(H,15,16)/t5-,7+/m0/s1

Standard InChI Key:  NLOCBSDWTSPKMJ-CAHLUQPWSA-N

Molfile:  

     RDKit          2D

 16 15  0  0  1  0  0  0  0  0999 V2000
   -2.1708   -4.0917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4564   -3.6792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7419   -4.0917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8853   -3.6792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0274   -3.6792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6903   -4.0910    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0241   -2.8535    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7415   -4.9207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4557   -5.3336    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0268   -5.3328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0239   -6.1597    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6899   -4.9219    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5998   -4.0917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3142   -3.6792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3124   -2.8531    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0269   -4.0906    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  8  9  1  6
  3  5  1  6
  8 10  1  0
  2  3  1  0
  1  2  1  0
 10 11  1  0
 10 12  2  0
  5  6  1  0
  4 13  1  0
  5  7  2  0
 13 14  1  0
  1  4  1  0
  3  8  1  0
 14 15  1  0
 14 16  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA390799

   1-Hydroxyhexane-1,2,6-tricarboxylate

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: 234.20

Molecular Weight (Monoisotopic): 234.0740

AlogP: -0.22

#Rotatable Bonds: 8

Polar Surface Area: 132.13

Molecular Species: ACID

HBA: 4

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.35

CX Basic pKa: ┄

CX LogP: -0.11

CX LogD: -8.62

Aromatic Rings: ┄

Heavy Atoms: 16

QED Weighted: 0.43

Np Likeness Score: 1.25

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