17alpha-Aminomethyl-5alpha-androstane-3beta,17beta-diol

ID: ALA4173754

PubChem CID: 145952519

Max Phase: Preclinical

Molecular Formula: C20H35NO2

Molecular Weight: 321.51

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@]12CC[C@H](O)C[C@@H]1CC[C@@H]1[C@@H]2CC[C@@]2(C)[C@H]1CC[C@@]2(O)CN

Standard InChI:  InChI=1S/C20H35NO2/c1-18-8-5-14(22)11-13(18)3-4-15-16(18)6-9-19(2)17(15)7-10-20(19,23)12-21/h13-17,22-23H,3-12,21H2,1-2H3/t13-,14-,15+,16-,17-,18-,19-,20+/m0/s1

Standard InChI Key:  FMMZDDHCKKELNS-MYDRVZFISA-N

Molfile:  

     RDKit          2D

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   12.7201   -3.0541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7242   -3.8713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4299   -3.4592    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3907   -5.3283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3907   -6.1496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1001   -6.5582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1001   -4.9155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8053   -5.3283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8019   -6.1496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5081   -6.5630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2222   -6.1556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5150   -4.9204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2218   -5.3367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2386   -3.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5203   -4.1018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9454   -4.1183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9365   -4.9362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7119   -5.1962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2016   -4.5388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6794   -6.5633    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7980   -4.5069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2137   -4.5152    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.9401   -3.2935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7939   -6.9668    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5079   -5.7410    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.9318   -5.7575    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.4258   -2.6420    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  2  3  1  1
  4  5  1  0
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  9 10  1  0
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 17 18  1  0
 18 19  1  0
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  2 16  1  0
  5 20  1  1
  8 21  1  1
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 16 23  1  1
  9 24  1  6
 12 25  1  6
 17 26  1  6
  1 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4173754

   ---

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: 321.51

Molecular Weight (Monoisotopic): 321.2668

AlogP: 3.08

#Rotatable Bonds: 1

Polar Surface Area: 66.48

Molecular Species: BASE

HBA: 3

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.62

CX LogP: 2.33

CX LogD: 0.17

Aromatic Rings: ┄

Heavy Atoms: 23

QED Weighted: 0.70

Np Likeness Score: 2.33

References

1. Romero-Hernández LL, Merino-Montiel P, Meza-Reyes S, Vega-Baez JL, López Ó, Padrón JM, Montiel-Smith S..  (2018)  Synthesis of unprecedented steroidal spiro heterocycles as potential antiproliferative drugs.,  143  [PMID:29172080] [10.1016/j.ejmech.2017.10.063]

Source

Source(1):

• Scientific Literature