1-(4-(4-fluorophenyl)-2-methyl-1-(p-tolyl)-1H-pyrrol-3-yl)ethan-1-one

ID: ALA5266795

Max Phase: Preclinical

Molecular Formula: C20H18FNO

Molecular Weight: 307.37

Names and Identifiers

Canonical SMILES:  CC(=O)c1c(-c2ccc(F)cc2)cn(-c2ccc(C)cc2)c1C

Standard InChI:  InChI=1S/C20H18FNO/c1-13-4-10-18(11-5-13)22-12-19(20(14(22)2)15(3)23)16-6-8-17(21)9-7-16/h4-12H,1-3H3

Standard InChI Key:  ZYEIAXGIGYEYCZ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
   -1.8923    1.3688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1778    0.9563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4246    1.2917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1271    0.6789    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2851   -0.0351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0916    0.1363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2112    2.0880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6062    0.9566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8923    2.1932    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9516    0.6789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3640    1.3928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1859    1.3921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5983    0.6779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1895   -0.0333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3656   -0.0380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4228    0.6779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6746   -0.4466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4614   -1.2431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0432   -1.8237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8398   -1.6103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0537   -0.8182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4744   -0.2323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4228   -2.1932    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  3  2  2  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  2  1  0
  3  7  1  0
  1  8  1  0
  1  9  2  0
 10  4  1  0
 11 10  2  0
 12 11  1  0
 13 12  2  0
 14 13  1  0
 10 15  1  0
 15 14  2  0
 13 16  1  0
 17  6  1  0
 18 17  2  0
 19 18  1  0
 20 19  2  0
 21 20  1  0
 17 22  1  0
 22 21  2  0
 20 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5266795

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 307.37

Molecular Weight (Monoisotopic): 307.1372

AlogP: 5.10

#Rotatable Bonds: 3

Polar Surface Area: 22.00

Molecular Species: NEUTRAL

HBA: 2

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 2

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.00

CX LogD: 5.00

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.62

Np Likeness Score: -0.94

References

1. Kumar G, Kiran Tudu A..  (2023)  Tackling multidrug-resistant Staphylococcus aureus by natural products and their analogues acting as NorA efflux pump inhibitors.,  80  [PMID:36731248] [10.1016/j.bmc.2023.117187]

Source

Source(1):

• Scientific Literature