(4-(5-bromo-2-methoxyphenyl)-1-phenyl-1H-pyrrol-3-yl)(3,4,5-trimethoxyphenyl)-methanone

ID: ALA4474169

PubChem CID: 155537005

Max Phase: Preclinical

Molecular Formula: C27H24BrNO5

Molecular Weight: 522.40

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(Br)cc1-c1cn(-c2ccccc2)cc1C(=O)c1cc(OC)c(OC)c(OC)c1

Standard InChI:  InChI=1S/C27H24BrNO5/c1-31-23-11-10-18(28)14-20(23)21-15-29(19-8-6-5-7-9-19)16-22(21)26(30)17-12-24(32-2)27(34-4)25(13-17)33-3/h5-16H,1-4H3

Standard InChI Key:  KHATWJKLRATHAP-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 34 37  0  0  0  0  0  0  0  0999 V2000
    7.2311  -27.8820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0465  -27.8832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4535  -27.1787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0461  -26.4726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2275  -26.4754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8243  -27.1805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0071  -27.1829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5964  -26.4764    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6006  -27.8918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1921  -29.1506    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8550  -28.6727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7835  -27.8918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5291  -28.6727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3707  -27.1819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7821  -26.4700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3701  -25.7606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5480  -25.7626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1398  -26.4800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5542  -27.1865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1914  -29.9665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4820  -30.3745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4817  -31.1910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1899  -31.6004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9000  -31.1874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8968  -30.3723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4546  -28.5912    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2706  -27.1789    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4536  -25.7643    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2707  -25.7630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0454  -29.2986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6791  -27.8867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1500  -27.8967    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3328  -27.9018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7769  -25.0518    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
 12 13  2  0
 11  9  2  0
 10 11  1  0
  9 12  1  0
 13 10  1  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 14  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 20  1  0
 10 20  1  0
  2 26  1  0
  3 27  1  0
  4 28  1  0
 28 29  1  0
 26 30  1  0
 27 31  1  0
 19 32  1  0
 32 33  1  0
 16 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4474169

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 522.40

Molecular Weight (Monoisotopic): 521.0838

AlogP: 6.17

#Rotatable Bonds: 8

Polar Surface Area: 58.92

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: 2

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 6.18

CX LogD: 6.18

Aromatic Rings: 4

Heavy Atoms: 34

QED Weighted: 0.26

Np Likeness Score: -0.38

References

1. Puxeddu M, Shen H, Bai R, Coluccia A, Nalli M, Mazzoccoli C, Da Pozzo E, Cavallini C, Martini C, Orlando V, Biagioni S, Mazzoni C, Coluccia AML, Hamel E, Liu T, Silvestri R, La Regina G..  (2020)  Structure-activity relationship studies and in vitro and in vivo anticancer activity of novel 3-aroyl-1,4-diarylpyrroles against solid tumors and hematological malignancies.,  185  [PMID:31727471] [10.1016/j.ejmech.2019.111828]

Source

Source(1):

• Scientific Literature