Geodisterol

ID: ALA1079369

PubChem CID: 21589600

Max Phase: Preclinical

Molecular Formula: C28H42O3

Molecular Weight: 426.64

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Geodisterol | Geodisterol|CHEMBL1079369

Canonical SMILES:  C/C=C(\CC[C@](C)(O)[C@H]1[C@@H](O)C[C@H]2[C@@H]3CCc4cc(O)ccc4[C@H]3CC[C@@]21C)C(C)C

Standard InChI:  InChI=1S/C28H42O3/c1-6-18(17(2)3)11-14-28(5,31)26-25(30)16-24-23-9-7-19-15-20(29)8-10-21(19)22(23)12-13-27(24,26)4/h6,8,10,15,17,22-26,29-31H,7,9,11-14,16H2,1-5H3/b18-6+/t22-,23-,24+,25+,26+,27+,28+/m1/s1

Standard InChI Key:  CUSJYXLJHWOVEL-NMDKGTOKSA-N

Molfile:  

     RDKit          2D

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    8.6782   -3.0109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   13.5302    0.8976    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   16.8278   -0.6472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3645   -1.3713    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.8793   -0.6815    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.2545   -0.1080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 15 16  1  0
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 17 34  1  6
 14 15  1  0
 13 35  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA1079369

   GEODISTEROL

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: 426.64

Molecular Weight (Monoisotopic): 426.3134

AlogP: 5.97

#Rotatable Bonds: 5

Polar Surface Area: 60.69

Molecular Species: NEUTRAL

HBA: 3

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 10.33

CX Basic pKa: ┄

CX LogP: 5.73

CX LogD: 5.73

Aromatic Rings: 1

Heavy Atoms: 31

QED Weighted: 0.51

Np Likeness Score: 2.58

References

1. Digirolamo JA, Li XC, Jacob MR, Clark AM, Ferreira D..  (2009)  Reversal of fluconazole resistance by sulfated sterols from the marine sponge Topsentia sp.,  72  (8): [PMID:19653640] [10.1021/np900177m]

Source

Source(1):

• Scientific Literature