SID24274197

ID: ALA1604590

PubChem CID: 2938115

Max Phase: Preclinical

Molecular Formula: C21H18BrNO5

Molecular Weight: 444.28

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C#CCN1C(=O)C(O)(CC(=O)c2ccc(OC)c(OC)c2)c2cc(Br)ccc21

Standard InChI:  InChI=1S/C21H18BrNO5/c1-4-9-23-16-7-6-14(22)11-15(16)21(26,20(23)25)12-17(24)13-5-8-18(27-2)19(10-13)28-3/h1,5-8,10-11,26H,9,12H2,2-3H3

Standard InChI Key:  HJGXHTYVRYKSMB-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 28 30  0  0  0  0  0  0  0  0999 V2000
    6.3399   -0.5941    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    2.6974   -0.8491    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1020    0.2309    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5981   -2.6114    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6517   -3.0201    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0194   -1.5127    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4119    0.8983    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4119   -0.4366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1965   -0.1816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9270    0.2309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1965    0.6434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7475   -1.1902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9110   -0.5941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9110    1.0559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2625   -1.8577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1570    1.6829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6255   -0.1816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6255    0.6434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4421   -1.7715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9571   -2.4389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1367   -2.3527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1065   -1.0178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3500    1.8545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8011   -1.5990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2860   -0.9315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5430    2.0260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1688   -2.9339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5043   -2.1802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 17  1  0
  2  8  1  0
  3 10  2  0
  4 15  2  0
  5 21  1  0
  5 27  1  0
  6 24  1  0
  6 28  1  0
  7 10  1  0
  7 11  1  0
  7 16  1  0
  8  9  1  0
  8 10  1  0
  8 12  1  0
  9 11  2  0
  9 13  1  0
 11 14  1  0
 12 15  1  0
 13 17  2  0
 14 18  2  0
 15 19  1  0
 16 23  1  0
 17 18  1  0
 19 20  2  0
 19 22  1  0
 20 21  1  0
 21 24  2  0
 22 25  2  0
 23 26  3  0
 24 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1604590

   5-bromo-3-[2-(3,4-dimethoxyphenyl)-2-oxoethyl]-3-hydroxy-1-(prop-2-yn-1-yl)-1,3-dihydro-2H-indol-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: 444.28

Molecular Weight (Monoisotopic): 443.0368

AlogP: 2.91

#Rotatable Bonds: 6

Polar Surface Area: 76.07

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.62

CX Basic pKa: ┄

CX LogP: 2.45

CX LogD: 2.45

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.55

Np Likeness Score: -0.74

References

1. PubChem BioAssay data set, 

Source

Source(1):

• PubChem BioAssays