Diiodothyronine sulfate

ID: ALA2074890

PubChem CID: 70682628

Max Phase: Preclinical

Molecular Formula: C15H13I2NO7S

Molecular Weight: 605.14

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Diiodothyronine sulfate | CHEMBL2074890

Canonical SMILES:  NC(Cc1ccc(Oc2ccc(OS(=O)(=O)O)c(I)c2)c(I)c1)C(=O)O

Standard InChI:  InChI=1S/C15H13I2NO7S/c16-10-5-8(6-12(18)15(19)20)1-3-13(10)24-9-2-4-14(11(17)7-9)25-26(21,22)23/h1-5,7,12H,6,18H2,(H,19,20)(H,21,22,23)

Standard InChI Key:  NBAZIIRGURJZJA-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   -1.0607    1.4732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7752    1.0607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7752    0.2357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0607   -0.1768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3462    0.2357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3462    1.0607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4897    1.4732    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4897   -0.1768    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
    0.3683   -0.1768    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3683   -1.0018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3462   -1.4143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3462   -2.2393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3683   -2.6518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0828   -2.2393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0828   -1.4143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7972   -1.0018    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
    0.3683   -3.4768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0827   -3.8893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0827   -4.7143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7972   -3.4768    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7972   -5.1268    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3683   -5.1268    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2042    1.0607    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9186    1.4732    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6167    0.3462    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6208    0.4773    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  6  2  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  2  7  1  0
  3  8  1  0
  5  9  1  0
  9 10  1  0
 10 11  1  0
 10 15  2  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 13 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 19 21  2  0
 19 22  1  0
  7 23  1  0
 23 24  1  0
 23 25  2  0
 23 26  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA2074890

   DIIODOTHYRONINE SULFATE

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: 605.14

Molecular Weight (Monoisotopic): 604.8502

AlogP: 2.82

#Rotatable Bonds: 7

Polar Surface Area: 136.15

Molecular Species: ZWITTERION

HBA: 6

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: -2.75

CX Basic pKa: 9.44

CX LogP: 2.57

CX LogD: -0.99

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.32

Np Likeness Score: 0.49

References

1. Friesema EC, Docter R, Moerings EP, Stieger B, Hagenbuch B, Meier PJ, Krenning EP, Hennemann G, Visser TJ..  (1999)  Identification of thyroid hormone transporters.,  254  (1): [PMID:9918867] [10.1006/bbrc.1998.9974]

Source

Source(1):

• TP-search Transporter Database