2-[(3,5-diiodo-4-oxidophenyl)(3,5-diiodo-4-oxocyclohexa-2,5-dien-1-ylidene)methyl]benzoate

ID: ALA1160008

Chembl Id: CHEMBL1160008

Cas Number: 386-17-4

PubChem CID: 75195

Max Phase: Phase

Molecular Formula: C20H10I4O4

Molecular Weight: 821.91

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Iodophthalein sodium free acid | Nosophen | Nosophene | Tetraiodophenolphthalein | NSC-164900 | NSC-4904 | DTXSID7048291|Soluble iodophthalein|NSC-164900|Phthalein der.|2-[(3,5-diiodo-4-oxo-cyclohexa-2,5-dien-1-ylidene)-(4-hydroxy-3,5-diiodo-phenyl)methyl]benzoic acid|SCHEMBL867056|CHEMBL1160008|DTXCID8028266|Tox21_113639|CAS-386-17-4|3',3'',5',5''-Tetraiodophenophthalein|NS00030429|2-((3,5-Diiodo-4-oxo-2,5-cyclohexadien-1-ylidene)(4-hydroxy-3,5-diiodophenyl)methyl)benzoic acid

Synonyms from Alternative Forms(31): Iodophthalein sodium | Antinosin | Cholagnost | Cholepulvis | Cholumbrin | Foriod | Galisol | Iodeikon | Iodognost | Iodophene | Iodophene sodium | Iodophthalein, soluble | Iodorayoral | Iodotetragnost | Iodtetragnost | Jodphthalein sodium | Keraphen | Nosophene sodium | Opacin | Photobiline | Piliophen | Radiotetrane | Shadocol | Sombrachol | Stipolac | Tetiothalein | Tetiothalein sodium | Tetragnost | Tetraiode | Tetraiodophenolphthalein sodium | Videophel

Canonical SMILES:  O=C1C(I)=CC(=C(c2cc(I)c(O)c(I)c2)c2ccccc2C(=O)O)C=C1I

Standard InChI:  InChI=1S/C20H10I4O4/c21-13-5-9(6-14(22)18(13)25)17(10-7-15(23)19(26)16(24)8-10)11-3-1-2-4-12(11)20(27)28/h1-8,25H,(H,27,28)

Standard InChI Key:  KVFPRLVRGPLMDH-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA1160008

   IODOPHTHALEIN

2. Alternative Forms:

   

   ALA1160008

   IODOPHTHALEIN SODIUM

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: Yes

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 821.91

Molecular Weight (Monoisotopic): 821.6758

AlogP: 6.32

#Rotatable Bonds: 3

Polar Surface Area: 74.60

Molecular Species: ACID

HBA: 3

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.63

CX Basic pKa: ┄

CX LogP: 7.10

CX LogD: 3.02

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.36

Np Likeness Score: 0.10

References

1. McGovern SL, Shoichet BK..  (2003)  Kinase inhibitors: not just for kinases anymore.,  46  (8): [PMID:12672248] [10.1021/jm020427b]

2. McGovern SL, Caselli E, Grigorieff N, Shoichet BK..  (2002)  A common mechanism underlying promiscuous inhibitors from virtual and high-throughput screening.,  45  (8): [PMID:11931626] [10.1021/jm010533y]

3. McGovern SL, Helfand BT, Feng B, Shoichet BK..  (2003)  A specific mechanism of nonspecific inhibition.,  46  (20): [PMID:13678405] [10.1021/jm030266r]

4. PubChem BioAssay data set, 

5. PubChem BioAssay data set, 

Source

Source(2):

• Scientific Literature
• PubChem BioAssays