Taurohyodeoxycholate

ID: ALA2074807

PubChem CID: 70686868

Max Phase: Preclinical

Molecular Formula: C26H45NO6S

Molecular Weight: 499.71

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Taurohyodeoxycholate | TAUROHYODEOXYCHOLATE|CHEMBL2074807

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

Standard InChI:  InChI=1S/C26H45NO6S/c1-16(4-7-24(30)27-12-13-34(31,32)33)19-5-6-20-18-15-23(29)22-14-17(28)8-10-26(22,3)21(18)9-11-25(19,20)2/h16-23,28-29H,4-15H2,1-3H3,(H,27,30)(H,31,32,33)/t16-,17-,18+,19?,20+,21+,22+,23+,25-,26-/m1/s1

Standard InChI Key:  HMXPOCDLAFAFNT-YPDMODCHSA-N

Molfile:  

     RDKit          2D

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    4.6259  -19.9473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9114  -20.3598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9114  -21.1848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6259  -21.5973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   10.9443  -17.5681    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   12.5161  -15.0428    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
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    3.1969  -21.5973    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0549  -22.4223    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    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
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  1  2  1  0
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  6  1  1  0
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 18 19  1  6
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 20 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  2  0
 23 25  1  0
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 27 29  2  0
 27 30  1  0
 13 31  1  1
  1 32  1  1
  4 33  1  6
 10 34  1  6
 14 35  1  6
  8 36  1  1
  7 37  1  6
  6 38  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA2074807

   TAUROHYODEOXYCHOLATE

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: 499.71

Molecular Weight (Monoisotopic): 499.2968

AlogP: 3.40

#Rotatable Bonds: 7

Polar Surface Area: 123.93

Molecular Species: ACID

HBA: 5

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: -0.72

CX Basic pKa: ┄

CX LogP: 1.19

CX LogD: -0.23

Aromatic Rings: ┄

Heavy Atoms: 34

QED Weighted: 0.40

Np Likeness Score: 1.81

References

1. Hata S, Wang P, Eftychiou N, Ananthanarayanan M, Batta A, Salen G, Pang KS, Wolkoff AW..  (2003)  Substrate specificities of rat oatp1 and ntcp: implications for hepatic organic anion uptake.,  285  (1): [PMID:12842829] [10.1152/ajpgi.00352.2002]

2.  (1999)  TP-search Transporter Database,  30  (1):

Source

Source(1):

• TP-search Transporter Database