SID7973154

ID: ALA1414306

Cas Number: 864839-67-8

PubChem CID: 2919306

Max Phase: Preclinical

Molecular Formula: C20H20BrNO5

Molecular Weight: 434.29

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COCCCN1C(=O)C(O)=C(C(=O)c2ccc(C)o2)C1c1cccc(Br)c1

Standard InChI:  InChI=1S/C20H20BrNO5/c1-12-7-8-15(27-12)18(23)16-17(13-5-3-6-14(21)11-13)22(9-4-10-26-2)20(25)19(16)24/h3,5-8,11,17,24H,4,9-10H2,1-2H3

Standard InChI Key:  LAHRUNJIORHELV-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 27 29  0  0  0  0  0  0  0  0999 V2000
   -1.3917   -0.7443    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    3.4437   -1.9677    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2427   -3.3015    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9188   -0.9402    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0614    0.2541    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5403   -2.1590    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3175   -2.1590    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4038   -1.3385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2107   -1.1670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6232   -1.8815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0712   -2.4946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5463   -0.4133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7907   -0.7865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3668   -0.3271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6031   -2.5715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0061   -1.0414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9622    0.0205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7793    0.3874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6070   -0.4894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6725   -0.6046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5863    0.2158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3491    0.5725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1114   -2.1590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4355    0.3176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8259   -2.5715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3870   -1.0171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2548   -2.5715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 19  1  0
  2 10  1  0
  3 11  2  0
  4 14  1  0
  4 20  1  0
  5 12  2  0
  6 25  1  0
  6 27  1  0
  7  8  1  0
  7 11  1  0
  7 15  1  0
  8  9  1  0
  8 13  1  0
  9 10  2  0
  9 12  1  0
 10 11  1  0
 12 14  1  0
 13 16  1  0
 13 17  2  0
 14 18  2  0
 15 23  1  0
 16 19  2  0
 17 22  1  0
 18 21  1  0
 19 24  1  0
 20 21  2  0
 20 26  1  0
 22 24  2  0
 23 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1414306

   5-(3-bromophenyl)-3-hydroxy-1-(3-methoxypropyl)-4-(5-methylfuran-2-carbonyl)-2,5-dihydro-1H-pyrrol-2-one

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: 434.29

Molecular Weight (Monoisotopic): 433.0525

AlogP: 3.97

#Rotatable Bonds: 7

Polar Surface Area: 79.98

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.16

CX Basic pKa: ┄

CX LogP: 2.29

CX LogD: 2.29

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.53

Np Likeness Score: -1.43

References

1. PubChem BioAssay data set, 

Source

Source(1):

• PubChem BioAssays