1-(2-{4-[3-(4-Bromo-phenyl)-7-methoxy-2H-chromen-4-yl]-phenoxy}-ethyl)-pyrrolidine

ID: ALA282968

PubChem CID: 44276043

Max Phase: Preclinical

Molecular Formula: C28H28BrNO3

Molecular Weight: 506.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc2c(c1)OCC(c1ccc(Br)cc1)=C2c1ccc(OCCN2CCCC2)cc1

Standard InChI:  InChI=1S/C28H28BrNO3/c1-31-24-12-13-25-27(18-24)33-19-26(20-4-8-22(29)9-5-20)28(25)21-6-10-23(11-7-21)32-17-16-30-14-2-3-15-30/h4-13,18H,2-3,14-17,19H2,1H3

Standard InChI Key:  MYHHBTKUCJOXKI-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 33 37  0  0  0  0  0  0  0  0999 V2000
    1.6167   -1.3042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1292   -1.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0917   -1.0042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0917   -0.4042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6125   -0.0917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1292   -0.3917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6167   -1.9042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5750   -0.1042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6542   -1.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5750   -1.3042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5917   -4.9042    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1000   -2.2042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1292   -2.2000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1750   -0.9917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6625   -1.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0542   -0.4042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0542   -1.0042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7000   -1.8917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6250   -3.1000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1792   -2.1917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6917   -1.2917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1042   -2.8042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1417   -2.7917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2167   -2.1917    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    1.6250   -3.7000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1125   -4.6042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1042   -4.0042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4625   -0.1042    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0750   -4.6042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6000   -5.5042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4625    0.4958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0750   -5.8042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4458   -4.9042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  1  1  0
  4  3  2  0
  5  4  1  0
  6  2  1  0
  7  1  1  0
  8  4  1  0
  9  2  1  0
 10  3  1  0
 11 26  1  0
 12  7  2  0
 13  7  1  0
 14  9  1  0
 15  9  2  0
 16 17  1  0
 17 10  2  0
 18 20  2  0
 19 23  1  0
 20 15  1  0
 21 14  2  0
 22 12  1  0
 23 13  2  0
 24 18  1  0
 25 19  1  0
 26 27  1  0
 27 25  1  0
 28 16  1  0
 29 11  1  0
 30 11  1  0
 31 28  1  0
 32 30  1  0
 33 29  1  0
  5  6  1  0
 19 22  2  0
 16  8  2  0
 18 21  1  0
 32 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA282968

   1-[2-[4-[3-(4-bromophenyl)-7-methoxy-2H-chromen-4-yl]phenoxy]ethyl]pyrrolidine

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: 506.44

Molecular Weight (Monoisotopic): 505.1253

AlogP: 6.28

#Rotatable Bonds: 7

Polar Surface Area: 30.93

Molecular Species: BASE

HBA: 4

HBD: ┄

#RO5 Violations: 2

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 8.95

CX LogP: 6.00

CX LogD: 4.45

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.38

Np Likeness Score: -0.33

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]

Source

Source(1):

• Scientific Literature