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

ID: ALA502775

Chembl Id: CHEMBL502775

Max Phase: Preclinical

Molecular Formula: C16H10O7

Molecular Weight: 314.25

Molecule Type: Small molecule

Names and Identifiers

Synonyms: NSC-119911

Canonical SMILES:  O=C(O)/C=C/c1c2ccc(=O)c(O)c-2oc2c(O)c(O)ccc12

Standard InChI:  InChI=1S/C16H10O7/c17-10-4-1-8-7(3-6-12(19)20)9-2-5-11(18)14(22)16(9)23-15(8)13(10)21/h1-6,17,21-22H,(H,19,20)/b6-3+

Standard InChI Key:  HVUVBNCTBKJHHZ-ZZXKWVIFSA-N

Alternative Forms

1. Parent:

   

   ALA502775

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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: 314.25

Molecular Weight (Monoisotopic): 314.0427

AlogP: 2.11

#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: 3.45

CX Basic pKa: 2.19

CX LogP: 1.03

CX LogD: -2.93

Aromatic Rings: 1

Heavy Atoms: 23

QED Weighted: 0.32

Np Likeness Score: 1.14

References

1. Turk S, Kovac A, Boniface A, Bostock JM, Chopra I, Blanot D, Gobec S..  (2009)  Discovery of new inhibitors of the bacterial peptidoglycan biosynthesis enzymes MurD and MurF by structure-based virtual screening.,  17  (5): [PMID:19223185] [10.1016/j.bmc.2009.01.052]

2. PubChem BioAssay data set, 

3. Wang Y, Hess TN, Jones V, Zhou JZ, McNeil MR, Andrew McCammon J..  (2011)  Novel inhibitors of Mycobacterium tuberculosis dTDP-6-deoxy-L-lyxo-4-hexulose reductase (RmlD) identified by virtual screening.,  21  (23): [PMID:22014548] [10.1016/j.bmcl.2011.09.094]

4. PubChem BioAssay data set, 

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

Source

Source(3):

• Scientific Literature
• PubChem BioAssays
• Patent Bioactivity Data