2-(3,4,5-trihydroxy-6-oxo-6H-xanthen-9-yl)cyclohexanecarboxylic acid

ID: ALA487046

Chembl Id: CHEMBL487046

Cas Number: 500533-94-8

PubChem CID: 274122

Max Phase: Preclinical

Molecular Formula: C20H18O7

Molecular Weight: 370.36

Molecule Type: Small molecule

Names and Identifiers

Synonyms: NSC-119910 | NSC119910|NSC-119910|CHEMBL487046|2-(4,5,6-trihydroxy-3-oxo-3H-xanthen-9-yl)cyclohexanecarboxylic acid|500533-94-8|cid_274122|SCHEMBL2778459|SCHEMBL16556406|DTXSID901160092|2-(3,4,5-trihydroxy-6-oxoxanthen-9-yl)cyclohexane-1-carboxylic acid|BDBM50246208|NCI60_000471|MLS-0111618.0001|2-(3,4,5-trihydroxy-6-oxo-xanthen-9-yl)cyclohexanecarboxylic acid|2-(4,6-trihydroxy-3-oxo-3H-xanthen-9-yl)cyclohexanecarboxylic acid|2-(3,4,5-trihydroxy-6-oxo-6H-xanthen-9-yl)cyclohexanecarboxylic acid|2Show More⌵

Canonical SMILES:  O=C(O)C1CCCCC1c1c2ccc(=O)c(O)c-2oc2c(O)c(O)ccc12

Standard InChI:  InChI=1S/C20H18O7/c21-13-7-5-11-15(9-3-1-2-4-10(9)20(25)26)12-6-8-14(22)17(24)19(12)27-18(11)16(13)23/h5-10,21,23-24H,1-4H2,(H,25,26)

Standard InChI Key:  CAVIJGGXNIURPI-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA487046

   2-(4,5,6-trihydroxy-3-oxo-3H-xanthen-9-yl)cyclohexanecarboxylic 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: 370.36

Molecular Weight (Monoisotopic): 370.1053

AlogP: 3.37

#Rotatable Bonds: 2

Polar Surface Area: 128.20

Molecular Species: ACID

HBA: 6

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.75

CX Basic pKa: 2.20

CX LogP: 2.36

CX LogD: -1.56

Aromatic Rings: 1

Heavy Atoms: 27

QED Weighted: 0.40

Np Likeness Score: 1.05

References

1. Welch KT, Turner TA, Preast CE..  (2008)  Rational design of novel glycomimetics: inhibitors of concanavalin A.,  18  (24): [PMID:18990567] [10.1016/j.bmcl.2008.09.095]

2. Sierecki E, Sinko W, McCammon JA, Newton AC..  (2010)  Discovery of small molecule inhibitors of the PH domain leucine-rich repeat protein phosphatase (PHLPP) by chemical and virtual screening.,  53  (19): [PMID:20836557] [10.1021/jm100331d]

3. PubChem BioAssay data set, 

4. PubChem BioAssay data set, 

5.  (2010)  Compositions and methods for inhibiting g protein signaling, 

6. Li J, Ge Y, Huang JX, Strømgaard K, Zhang X, Xiong XF..  (2020)  Heterotrimeric G Proteins as Therapeutic Targets in Drug Discovery.,  63  (10): [PMID:31841625] [10.1021/acs.jmedchem.9b01452]

Source

Source(3):

• Scientific Literature
• PubChem BioAssays
• Patent Bioactivity Data