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

ID: ALA4555531

PubChem CID: 155557191

Max Phase: Preclinical

Molecular Formula: C26H22BrNO4

Molecular Weight: 492.37

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc(C(=O)c2cn(-c3ccccc3)cc2-c2ccccc2Br)cc(OC)c1OC

Standard InChI:  InChI=1S/C26H22BrNO4/c1-30-23-13-17(14-24(31-2)26(23)32-3)25(29)21-16-28(18-9-5-4-6-10-18)15-20(21)19-11-7-8-12-22(19)27/h4-16H,1-3H3

Standard InChI Key:  MFFZBKXCZSTNPC-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   37.2095   -4.2507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.6164   -3.5462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   35.1701   -3.5504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7594   -2.8439    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.7636   -4.2593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3551   -5.5181    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.0180   -5.0402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   33.6921   -5.0402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   33.9451   -2.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5331   -2.1280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7110   -2.1301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3028   -2.8475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   34.3543   -6.3340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6450   -6.7420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6447   -7.5585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3529   -7.9679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0630   -7.5549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0598   -6.7398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.6176   -4.9587    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.4336   -3.5464    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.6166   -2.1317    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.4337   -2.1305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.2084   -5.6661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.8421   -4.2542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3130   -4.2642    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
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 11  9  2  0
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  9 12  1  0
 13 10  1  0
 12 14  1  0
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 18 19  2  0
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 20 21  2  0
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 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
M  END

Alternative Forms

1. Parent:

   

   ALA4555531

   ---

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: 492.37

Molecular Weight (Monoisotopic): 491.0732

AlogP: 6.16

#Rotatable Bonds: 7

Polar Surface Area: 49.69

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 6.34

CX LogD: 6.34

Aromatic Rings: 4

Heavy Atoms: 32

QED Weighted: 0.29

Np Likeness Score: -0.43

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