SID17386039

ID: ALA1604284

PubChem CID: 1013476

Max Phase: Preclinical

Molecular Formula: C20H22BrN3O4

Molecular Weight: 448.32

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCC(=O)Nc1ccc(C(=O)NNC(=O)COc2ccc(Br)c(C)c2)cc1

Standard InChI:  InChI=1S/C20H22BrN3O4/c1-3-4-18(25)22-15-7-5-14(6-8-15)20(27)24-23-19(26)12-28-16-9-10-17(21)13(2)11-16/h5-11H,3-4,12H2,1-2H3,(H,22,25)(H,23,26)(H,24,27)

Standard InChI Key:  MEQXMBUQGBZDMX-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 28 29  0  0  0  0  0  0  0  0999 V2000
   -7.8054    2.1436    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -4.9475    0.4936    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3751    1.7311    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5186   -0.3314    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7683   -1.9814    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0896    0.4936    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4827   -0.7439    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8041    0.9061    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6607    0.4936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6620    0.9061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3751    0.9061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0909    0.9061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7683   -0.3314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0909    1.7311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3764    0.4936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0538    0.9061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6607   -0.3314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7683    0.4936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0538   -0.7439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6620    1.7311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3764    2.1436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5186    0.4936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2330    0.9061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4827   -1.5689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8054    0.4936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1972   -1.9814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1972   -2.8064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9117   -3.2189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 14  1  0
  2 10  1  0
  2 23  1  0
  3 11  2  0
  4 22  2  0
  5 24  2  0
  6  8  1  0
  6 11  1  0
  7 13  1  0
  7 24  1  0
  8 22  1  0
  9 11  1  0
  9 16  2  0
  9 17  1  0
 10 15  1  0
 10 20  2  0
 12 14  1  0
 12 15  2  0
 12 25  1  0
 13 18  2  0
 13 19  1  0
 14 21  2  0
 16 18  1  0
 17 19  2  0
 20 21  1  0
 22 23  1  0
 24 26  1  0
 26 27  1  0
 27 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1604284

   N-[4-({2-[(4-bromo-3-methylphenoxy)acetyl]hydrazino}carbonyl)phenyl]butanamide

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: 448.32

Molecular Weight (Monoisotopic): 447.0794

AlogP: 3.34

#Rotatable Bonds: 7

Polar Surface Area: 96.53

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.47

CX Basic pKa: ┄

CX LogP: 3.42

CX LogD: 3.41

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.57

Np Likeness Score: -1.80

References

1. PubChem BioAssay data set, 

Source

Source(1):

• PubChem BioAssays