ANDROSTERONE SODIUM SULFATE

ID: ALA3138725

PubChem CID: 23692708

Max Phase: Preclinical

Molecular Formula: C19H29NaO5S

Molecular Weight: 370.51

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@]12CC[C@@H](OS(=O)(=O)[O-])C[C@@H]1CC[C@@H]1[C@@H]2CC[C@]2(C)C(=O)CC[C@@H]12.[Na+]

Standard InChI:  InChI=1S/C19H30O5S.Na/c1-18-9-7-13(24-25(21,22)23)11-12(18)3-4-14-15-5-6-17(20)19(15,2)10-8-16(14)18;/h12-16H,3-11H2,1-2H3,(H,21,22,23);/q;+1/p-1/t12-,13+,14-,15-,16-,18-,19-;/m0./s1

Standard InChI Key:  CZADSKBJSXZLIB-CZVIMANZSA-M

Molfile:  

     RDKit          2D

 30 32  0  0  0  0  0  0  0  0999 V2000
    6.0203   -2.4829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6661   -3.9787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6661   -4.8037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3781   -5.2121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3781   -3.5621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0901   -3.9787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0912   -4.8037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8022   -5.2130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5168   -4.8019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8001   -3.5630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5177   -3.9776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5164   -2.3231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7964   -2.7367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2340   -2.7377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2308   -3.5671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0188   -3.8265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5089   -3.1572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9522   -5.2173    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0828   -3.1537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5119   -3.1496    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2244   -4.3912    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0161   -1.9371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2761   -1.6985    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7953   -4.3871    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0870   -5.6246    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2378   -4.8048    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4767   -5.2173    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1747   -4.0904    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6503   -4.0904    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8175   -5.3522    0.0000 Na  0  0  0  0  0 15  0  0  0  0  0  0
  4  7  1  0
  6  5  1  0
 11 20  1  1
  6  7  1  0
 15 21  1  6
 10 13  1  0
 11 15  1  0
 14 12  1  0
 12 13  1  0
 14 15  1  0
  2  3  1  0
  2  5  1  0
  3  4  1  0
  6 10  1  0
  7  8  1  0
 15 16  1  0
 16 17  1  0
 17  1  1  0
  1 14  1  0
  8  9  1  0
  3 18  1  6
  9 11  1  0
 14 22  1  1
  1 23  2  0
 10 11  1  0
 10 24  1  6
  6 19  1  1
  7 25  1  6
 18 26  1  0
 26 27  1  0
 26 28  2  0
 26 29  2  0
M  CHG  2  27  -1  30   1
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: 370.51

Molecular Weight (Monoisotopic): 370.1814

AlogP: 3.79

#Rotatable Bonds: 2

Polar Surface Area: 80.67

Molecular Species: ACID

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: -1.33

CX Basic pKa: ┄

CX LogP: 3.82

CX LogD: 1.45

Aromatic Rings: ┄

Heavy Atoms: 25

QED Weighted: 0.75

Np Likeness Score: 2.52

References

1. De Bruyn T, van Westen GJ, Ijzerman AP, Stieger B, de Witte P, Augustijns PF, Annaert PP..  (2013)  Structure-based identification of OATP1B1/3 inhibitors.,  83  (6): [PMID:23571415] [10.1124/mol.112.084152]

Source

Source(1):

• Scientific Literature