Tauro-23-norcholate

ID: ALA2074913

PubChem CID: 70697262

Max Phase: Preclinical

Molecular Formula: C25H43NO7S

Molecular Weight: 501.69

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@H](CC(=O)NCCS(=O)(=O)O)[C@H]1CC[C@H]2[C@@H]3[C@H](O)C[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3C[C@H](O)[C@]12C

Standard InChI:  InChI=1S/C25H43NO7S/c1-14(10-22(30)26-8-9-34(31,32)33)17-4-5-18-23-19(13-21(29)25(17,18)3)24(2)7-6-16(27)11-15(24)12-20(23)28/h14-21,23,27-29H,4-13H2,1-3H3,(H,26,30)(H,31,32,33)/t14-,15+,16-,17-,18+,19+,20-,21+,23+,24+,25-/m1/s1

Standard InChI Key:  FLCYLDUFOVBENV-SRNOMOOLSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA2074913

   '2-((3R)-3-((3R,5S,7R,9S,10S,12S,13R,14S,17R)-3,7,12-trihydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)butanamido)ethane-1-sulfonic acid'

2. Alternative Forms:

   

   ALA2074913

   ---

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: 501.69

Molecular Weight (Monoisotopic): 501.2760

AlogP: 1.98

#Rotatable Bonds: 6

Polar Surface Area: 144.16

Molecular Species: ACID

HBA: 6

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 1

CX Acidic pKa: -0.87

CX Basic pKa: ┄

CX LogP: -0.76

CX LogD: -1.90

Aromatic Rings: ┄

Heavy Atoms: 34

QED Weighted: 0.35

Np Likeness Score: 2.05

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]

Source

Source(1):

• TP-search Transporter Database