17alpha-Azidomethyl-3-benzyloxyestra-1,3,5(10)-trien-17beta-ol

ID: ALA4163777

PubChem CID: 145957063

Max Phase: Preclinical

Molecular Formula: C26H31N3O2

Molecular Weight: 417.55

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@]12CC[C@@H]3c4ccc(OCc5ccccc5)cc4CC[C@H]3[C@@H]1CC[C@@]2(O)CN=[N+]=[N-]

Standard InChI:  InChI=1S/C26H31N3O2/c1-25-13-11-22-21-10-8-20(31-16-18-5-3-2-4-6-18)15-19(21)7-9-23(22)24(25)12-14-26(25,30)17-28-29-27/h2-6,8,10,15,22-24,30H,7,9,11-14,16-17H2,1H3/t22-,23-,24+,25+,26-/m1/s1

Standard InChI Key:  VJQWSWGMQQNCRU-PUHDZGQXSA-N

Molfile:  

     RDKit          2D

 34 38  0  0  0  0  0  0  0  0999 V2000
    7.7657  -15.8766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7699  -16.7002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4810  -16.2849    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4025  -18.1684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4025  -18.9963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1174  -19.4079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1174  -17.7525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8282  -18.1684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8247  -18.9962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5364  -19.4129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2561  -19.0022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5433  -17.7575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2557  -18.1770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2726  -16.5253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5487  -16.9324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9849  -16.9491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9760  -17.7734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7574  -18.0353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2509  -17.3729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6856  -19.4132    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2475  -17.3491    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9796  -16.1179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5362  -18.5845    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9712  -18.6011    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4769  -15.4613    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.4726  -14.6377    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.4645  -13.8135    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9711  -19.0037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2592  -19.4178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5437  -19.0109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1676  -19.4243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1654  -20.2488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5542  -20.6579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2627  -20.2422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  2  3  1  1
  4  5  1  0
  4  7  2  0
  5  6  2  0
  6  9  1  0
  8  7  1  0
  8  9  2  0
  8 12  1  0
  9 10  1  0
 10 11  1  0
 11 13  1  0
 12 13  1  0
 12 15  1  0
 13 17  1  0
 16 14  1  0
 14 15  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19  2  1  0
  2 16  1  0
  5 20  1  0
 13 21  1  1
 16 22  1  1
 12 23  1  6
 17 24  1  6
  1 25  1  0
 25 26  2  0
 26 27  2  0
 20 28  1  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
 32 33  1  0
 33 34  2  0
 34 29  1  0
M  CHG  2  26   1  27  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4163777

   ---

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: 417.55

Molecular Weight (Monoisotopic): 417.2416

AlogP: 6.16

#Rotatable Bonds: 5

Polar Surface Area: 78.22

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.81

CX Basic pKa: ┄

CX LogP: 5.67

CX LogD: 5.56

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.36

Np Likeness Score: 0.96

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