1-{2-[4-(3-Phenyl-2H-chromen-2-yl)-phenoxy]-ethyl}-pyrrolidine

ID: ALA283264

Cas Number: 130378-74-4

PubChem CID: 131205

Max Phase: Preclinical

Molecular Formula: C27H27NO2

Molecular Weight: 397.52

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C1=C(c2ccccc2)C(c2ccc(OCCN3CCCC3)cc2)Oc2ccccc21

Standard InChI:  InChI=1S/C27H27NO2/c1-2-8-21(9-3-1)25-20-23-10-4-5-11-26(23)30-27(25)22-12-14-24(15-13-22)29-19-18-28-16-6-7-17-28/h1-5,8-15,20,27H,6-7,16-19H2

Standard InChI Key:  KWBXGHFQOFIZKE-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    1.3167   -0.6250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.8792   -0.3250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0042    0.2583    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8792   -1.5292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8792    0.2750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4042   -0.6250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.4000    0.5750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4417    0.5708    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4875    0.5625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.4000   -1.2292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9500    0.0500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6417   -0.4667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2792   -1.2292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2792   -0.6250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9167   -1.5292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4000   -2.4292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9167   -2.1292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
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 24 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA283264

   2-(4-(2-Pyrrolidinoethoxy)phenyl)-3-phenyl-2H-1-benzopyran

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: 397.52

Molecular Weight (Monoisotopic): 397.2042

AlogP: 5.84

#Rotatable Bonds: 6

Polar Surface Area: 21.70

Molecular Species: BASE

HBA: 3

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 8.97

CX LogP: 5.74

CX LogD: 4.17

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.52

Np Likeness Score: -0.22

References

1. Teo CC, Kon OL, Sim KY, Ng SC..  (1992)  Synthesis of 2-(p-chlorobenzyl)-3-aryl-6-methoxybenzofurans as selective ligands for antiestrogen-binding sites. Effects on cell proliferation and cholesterol synthesis.,  35  (8): [PMID:1573630] [10.1021/jm00086a002]

2. Saeed A, Sharma AP, Durani N, Jain R, Durani S, Kapil RS..  (1990)  Structure-activity relationship of antiestrogens. Studies on 2,3-diaryl-1-benzopyrans.,  33  (12): [PMID:2258906] [10.1021/jm00174a018]

3. Sharma AP, Saeed A, Durani S, Kapil RS..  (1990)  Structure-activity relationship of antiestrogens. Effect of the side chain and its position on the activity of 2,3-diaryl-2H-1-benzopyrans.,  33  (12): [PMID:2258907] [10.1021/jm00174a019]

Source

Source(1):

• Scientific Literature