11-[4-(2-Piperidin-1-yl-ethoxy)-phenyl]-6,11-dihydro-5H-benzo[a]fluorene-3,9-diol

ID: ALA2112950

Cas Number: 138630-67-8

PubChem CID: 15129667

Max Phase: Preclinical

Molecular Formula: C30H29NO3

Molecular Weight: 451.57

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Oc1ccc2c(c1)C(c1ccc(OCCN3CCCCC3)cc1)c1c-2ccc2cc(O)ccc12

Standard InChI:  InChI=1S/C30H29NO3/c32-22-7-12-25-21(18-22)6-11-27-26-13-8-23(33)19-28(26)29(30(25)27)20-4-9-24(10-5-20)34-17-16-31-14-2-1-3-15-31/h4-13,18-19,29,32-33H,1-3,14-17H2

Standard InChI Key:  SGLLWAFQFIJSAO-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    6.9000   -4.7167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.2167   -1.6375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3042   -2.7417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8000   -1.4042    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3792   -1.1667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3167   -5.9625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9750   -2.1500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0250   -1.6917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4792   -2.2667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.7125   -2.5542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0667   -2.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
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  4  5  1  0
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 33 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2112950

   11-{4-[2-(Piperidin-1-yl)ethoxy]phenyl}-11H-benzo[a]fluorene-3,9-diol

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: 451.57

Molecular Weight (Monoisotopic): 451.2147

AlogP: 6.28

#Rotatable Bonds: 5

Polar Surface Area: 52.93

Molecular Species: BASE

HBA: 4

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 9.56

CX Basic pKa: 8.77

CX LogP: 5.89

CX LogD: 4.78

Aromatic Rings: 4

Heavy Atoms: 34

QED Weighted: 0.33

Np Likeness Score: -0.16

References

1. Jones CD, Blaszczak LC, Goettel ME, Suarez T, Crowell TA, Mabry TE, Ruenitz PC, Srivatsan V..  (1992)  Antiestrogens. 3. Estrogen receptor affinities and antiproliferative effects in MCF-7 cells of phenolic analogues of trioxifene, [3,4-dihydro-2-(4- methoxyphenyl)-1-naphthalenyl][4-[2-(1-pyrrolidinyl)ethoxy]- phenyl]methanone.,  35  (5): [PMID:1548683] [10.1021/jm00083a019]

Source

Source(1):

• Scientific Literature