Taurochenodeoxycholate sulfate

ID: ALA2074736

PubChem CID: 70693154

Max Phase: Preclinical

Molecular Formula: C26H45NO9S2

Molecular Weight: 579.78

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Taurochenodeoxycholate sulfate | CHEMBL2074736|TAUROCHENODEOXYCHOLATE SULFATE|BDBM50391001

Canonical SMILES:  C[C@H](CCC(=O)NCCS(=O)(=O)O)C1CC[C@H]2[C@@H]3[C@H](O)C[C@@H]4C[C@H](OS(=O)(=O)O)CC[C@]4(C)[C@H]3CC[C@]12C

Standard InChI:  InChI=1S/C26H45NO9S2/c1-16(4-7-23(29)27-12-13-37(30,31)32)19-5-6-20-24-21(9-11-26(19,20)3)25(2)10-8-18(36-38(33,34)35)14-17(25)15-22(24)28/h16-22,24,28H,4-15H2,1-3H3,(H,27,29)(H,30,31,32)(H,33,34,35)/t16-,17+,18-,19?,20+,21+,22-,24+,25+,26-/m1/s1

Standard InChI Key:  GLVWZDCWCRWVFM-KSRHSBLNSA-N

Molfile:  

     RDKit          2D

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   10.6472  -16.1704    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.9443  -17.5681    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    7.5883  -20.9418    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6353  -20.8598    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1888  -19.4473    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3404  -22.1848    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
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 18 19  1  6
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 22 23  1  0
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 25 26  1  0
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 27 28  2  0
 27 29  2  0
 27 30  1  0
 13 31  1  1
  1 32  1  1
  4 33  1  6
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 33 35  1  0
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 14 39  1  6
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  6 42  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA2074736

   TAUROCHENODEOXYCHOLATE SULFATE

Molecule Features

Natural Product: Yes

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: 579.78

Molecular Weight (Monoisotopic): 579.2536

AlogP: 3.22

#Rotatable Bonds: 9

Polar Surface Area: 167.30

Molecular Species: ACID

HBA: 7

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: -1.69

CX Basic pKa: ┄

CX LogP: -0.22

CX LogD: -2.55

Aromatic Rings: ┄

Heavy Atoms: 38

QED Weighted: 0.30

Np Likeness Score: 1.84

References

1. Hirohashi T, Suzuki H, Takikawa H, Sugiyama Y..  (2000)  ATP-dependent transport of bile salts by rat multidrug resistance-associated protein 3 (Mrp3).,  275  (1): [PMID:10644759] [10.1074/jbc.275.4.2905]

2. Akita H, Suzuki H, Ito K, Kinoshita S, Sato N, Takikawa H, Sugiyama Y..  (2001)  Characterization of bile acid transport mediated by multidrug resistance associated protein 2 and bile salt export pump.,  1511  (1): [PMID:11248200] [10.1016/s0005-2736(00)00355-2]

Source

Source(1):

• TP-search Transporter Database