(1R,2S)-1-hydroxypropane-1,2,3-tricarboxylic acid

ID: ALA390356

Chembl Id: CHEMBL390356

Cas Number: 18979-21-0

PubChem CID: 5318532

Max Phase: Preclinical

Molecular Formula: C6H8O7

Molecular Weight: 192.12

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Isocitric acid | D-threo-Isocitric acid|6061-97-8|(1R,2S)-1-hydroxypropane-1,2,3-tricarboxylic acid|CHEBI:151|(+)-threo-isocitric acid|3-carboxy-2,3-dideoxy-L-threo-pentaric acid|(1R,2S)-1-Hydroxypropane-1,2,3-tricarboxylate|ICT|rel-(1S,2R)-1-Hydroxypropane-1,2,3-tricarboxylic acid|18979-21-0|Threo-isocitrate|1grp|DS-threo-isocitrate|(+)-threo-isocitrate|(2R,3S)-Isocitrate|DS-threo-isocitric acid|Threo-DS(+)-isocitrate|Threo-d-(+)-isocitrate|bmse000025|Threo-DS(+)-isocitric acid|Threo-d-(+)-isocShow More⌵

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

Standard InChI:  InChI=1S/C6H8O7/c7-3(8)1-2(5(10)11)4(9)6(12)13/h2,4,9H,1H2,(H,7,8)(H,10,11)(H,12,13)/t2-,4+/m0/s1

Standard InChI Key:  ODBLHEXUDAPZAU-ZAFYKAAXSA-N

Alternative Forms

1. Parent:

   

   ALA390356

   ISOCITRIC 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: 192.12

Molecular Weight (Monoisotopic): 192.0270

AlogP: -1.39

#Rotatable Bonds: 5

Polar Surface Area: 132.13

Molecular Species: ACID

HBA: 4

HBD: 4

#RO5 Violations: 0

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 3.07

CX Basic pKa:

CX LogP: -1.45

CX LogD: -9.58

Aromatic Rings: 0

Heavy Atoms: 13

QED Weighted: 0.42

Np Likeness Score: 1.22

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]

2. Langley GW, Abboud MI, Lohans CT, Schofield CJ..  (2019)  Inhibition of a viral prolyl hydroxylase.,  27  (12): [PMID:30737136] [10.1016/j.bmc.2019.01.018]

Source

Source(1):

• Scientific Literature