reverse Triiodothyronine(rT3) sulfate

ID: ALA2074891

PubChem CID: 70682629

Max Phase: Preclinical

Molecular Formula: C15H14I3NO8S

Molecular Weight: 650.98

Molecule Type: Small molecule

Names and Identifiers

Synonyms: reverse Triiodothyronine sulfate | reverse Triiodothyronine sulfate|CHEMBL2074891

Canonical SMILES:  N[C@@H](Cc1ccc(Oc2cc(I)c(O)c(I)c2)c(I)c1)C(=O)O.O=S(=O)(O)O

Standard InChI:  InChI=1S/C15H12I3NO4.H2O4S/c16-9-3-7(4-12(19)15(21)22)1-2-13(9)23-8-5-10(17)14(20)11(18)6-8;1-5(2,3)4/h1-3,5-6,12,20H,4,19H2,(H,21,22);(H2,1,2,3,4)/t12-;/m0./s1

Standard InChI Key:  SSXICUQXINRZFT-YDALLXLXSA-N

Molfile:  

     RDKit          2D

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   10.6366   -0.5893    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    9.9221   -0.1768    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.2200   -0.0059    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0532   -1.1726    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.2200   -1.1726    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5321   -0.4714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8176   -0.8839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8176   -1.7089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5321   -2.1214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2466   -1.7089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2466   -0.8839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9611   -2.1214    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6756   -1.7089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3901   -2.1215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1045   -1.7090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1045   -0.8839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3900   -0.4714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6756   -0.8839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9611   -0.4714    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
    5.8190   -0.4714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5335   -0.8839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2479   -0.4714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5335   -1.7089    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.9624   -0.8839    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2479    0.3536    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5321    0.3536    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
    0.1032   -0.4714    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1032   -2.1214    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  3  2  0
  1  4  1  0
  1  5  2  0
  6  7  1  0
  6 11  2  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
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 12 13  1  0
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 14 15  2  0
 15 16  1  0
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 18 19  1  0
 16 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  1
 22 24  1  0
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  6 26  1  0
  7 27  1  0
  8 28  1  0
M  END

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: 650.98

Molecular Weight (Monoisotopic): 650.7901

AlogP: 3.95

#Rotatable Bonds: 5

Polar Surface Area: 92.78

Molecular Species: ZWITTERION

HBA: 4

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 0.72

CX Basic pKa: 9.45

CX LogP: 2.80

CX LogD: 2.52

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.43

Np Likeness Score: 0.46

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