SID85261425

ID: ALA1729319

PubChem CID: 44251560

Max Phase: Preclinical

Molecular Formula: C14H13BrN2O3

Molecular Weight: 337.17

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(NC(=O)c2cc(C3CC3)on2)ccc1Br

Standard InChI:  InChI=1S/C14H13BrN2O3/c1-19-13-6-9(4-5-10(13)15)16-14(18)11-7-12(20-17-11)8-2-3-8/h4-8H,2-3H2,1H3,(H,16,18)

Standard InChI Key:  FWHKITHKTPMYIP-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
    3.4042    3.5636    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    0.2352   -1.3119    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6206    0.0539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7633    3.7361    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4902   -0.5273    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4645    0.8938    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9027   -1.7968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3152   -0.5273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9027   -2.6218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5701   -1.3119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8001    0.1402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9494    1.5613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3152   -3.3363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4902   -3.3363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0988    2.9824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6139    2.3149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9193    2.8961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7699    1.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2548    2.1425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2482    4.4035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 17  1  0
  2  5  1  0
  2  7  1  0
  3 11  2  0
  4 15  1  0
  4 20  1  0
  5  8  2  0
  6 11  1  0
  6 12  1  0
  7  9  1  0
  7 10  2  0
  8 10  1  0
  8 11  1  0
  9 13  1  0
  9 14  1  0
 12 16  2  0
 12 18  1  0
 13 14  1  0
 15 16  1  0
 15 17  2  0
 17 19  1  0
 18 19  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA1729319

   N-(4-bromo-3-methoxyphenyl)-5-cyclopropyl-1,2-oxazole-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: 337.17

Molecular Weight (Monoisotopic): 336.0110

AlogP: 3.58

#Rotatable Bonds: 4

Polar Surface Area: 64.36

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.36

CX Basic pKa: ┄

CX LogP: 3.05

CX LogD: 3.05

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.93

Np Likeness Score: -1.76

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