SID24818298

ID: ALA1986725

PubChem CID: 6145260

Max Phase: Preclinical

Molecular Formula: C14H13BrN4O2

Molecular Weight: 349.19

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1C(=O)NN=C1C(=O)N/N=C\C(Br)=C\c1ccccc1

Standard InChI:  InChI=1S/C14H13BrN4O2/c1-9-12(17-19-13(9)20)14(21)18-16-8-11(15)7-10-5-3-2-4-6-10/h2-9H,1H3,(H,18,21)(H,19,20)/b11-7-,16-8-

Standard InChI Key:  PQPYKRLDVAMWBH-STMIIKKGSA-N

Molfile:  

     RDKit          2D

 21 22  0  0  0  0  0  0  0  0999 V2000
    4.1997   -2.3620    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    1.1589   -5.5364    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3419   -2.3620    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7238   -4.0844    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4688   -4.8690    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7708   -2.3620    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7708   -1.5370    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0563   -3.5995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3889   -4.0844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6438   -4.8690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0563   -2.7745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6043   -3.8294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1997   -1.5370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6287   -1.5370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4853   -1.1245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9142   -1.1245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3432   -1.1245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6287   -2.3620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0576   -1.5370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3432   -2.7745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0576   -2.3620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 13  1  0
  2 10  2  0
  3 11  2  0
  4  5  1  0
  4  8  2  0
  5 10  1  0
  6  7  1  0
  6 11  1  0
  7 15  2  0
  8  9  1  0
  8 11  1  0
  9 10  1  0
  9 12  1  0
 13 15  1  0
 13 16  2  0
 14 16  1  0
 14 17  2  0
 14 18  1  0
 17 19  1  0
 18 20  2  0
 19 21  2  0
 20 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1986725

   N-[(Z)-[(Z)-2-bromo-3-phenylprop-2-enylidene]amino]-4-methyl-5-oxo-1,4-dihydropyrazole-3-carboxamide

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: 349.19

Molecular Weight (Monoisotopic): 348.0222

AlogP: 1.65

#Rotatable Bonds: 4

Polar Surface Area: 82.92

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.21

CX Basic pKa: 0.59

CX LogP: 2.33

CX LogD: 2.33

Aromatic Rings: 1

Heavy Atoms: 21

QED Weighted: 0.64

Np Likeness Score: -0.97

References

1. PubChem BioAssay data set, 

2. Zhou, Haibin and 18 more authors.  2019-12-26  Structure-Based Discovery of SD-36 as a Potent, Selective, and Efficacious PROTAC Degrader of STAT3 Protein.  [PMID:31747516]

Source

Source(1):

• PubChem BioAssays