SID49821574

ID: ALA1353643

Cas Number: 618877-29-5

PubChem CID: 3742858

Max Phase: Preclinical

Molecular Formula: C23H15BrN2O5

Molecular Weight: 479.29

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc(N2C(=O)C(O)=C(C(=O)c3cc4ccccc4o3)C2c2ccc(Br)cc2)no1

Standard InChI:  InChI=1S/C23H15BrN2O5/c1-12-10-18(25-31-12)26-20(13-6-8-15(24)9-7-13)19(22(28)23(26)29)21(27)17-11-14-4-2-3-5-16(14)30-17/h2-11,20,28H,1H3

Standard InChI Key:  XLMXTRXHLIKQFN-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 31 35  0  0  0  0  0  0  0  0999 V2000
    5.3705    0.1300    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    3.5295   -2.6917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4346   -1.8366    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0614   -0.0810    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8071   -2.7387    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1587    2.0359    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5295   -0.0041    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3302    1.2289    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1426   -0.5561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8071   -1.3098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9866   -1.2236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8151   -0.4166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2196   -2.0243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6158    0.8164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9496   -0.3846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0446   -2.0243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0027    1.3684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5295   -1.3568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3141   -2.4368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3141   -1.6118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2045    0.4000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5016   -0.9977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3382    2.1221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0115    0.5716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3086   -0.8262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0286   -2.8493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0286   -1.1993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5635   -0.0415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7431   -2.4368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7431   -1.6118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9257    2.8366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 28  1  0
  2 16  1  0
  2 19  1  0
  3 11  1  0
  4 12  2  0
  5 13  2  0
  6  8  1  0
  6 23  1  0
  7  9  1  0
  7 12  1  0
  7 14  1  0
  8 14  2  0
  9 10  1  0
  9 15  1  0
 10 11  2  0
 10 13  1  0
 11 12  1  0
 13 16  1  0
 14 17  1  0
 15 21  2  0
 15 22  1  0
 16 18  2  0
 17 23  2  0
 18 20  1  0
 19 20  1  0
 19 26  2  0
 20 27  2  0
 21 24  1  0
 22 25  2  0
 23 31  1  0
 24 28  2  0
 25 28  1  0
 26 29  1  0
 27 30  1  0
 29 30  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA1353643

   (4E)-4-[1-benzofuran-2-yl(hydroxy)methylidene]-5-(4-bromophenyl)-1-(5-methyl-1,2-oxazol-3-yl)pyrrolidine-2,3-dione

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: 479.29

Molecular Weight (Monoisotopic): 478.0164

AlogP: 5.27

#Rotatable Bonds: 4

Polar Surface Area: 96.78

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 7.38

CX Basic pKa: ┄

CX LogP: 3.92

CX LogD: 3.61

Aromatic Rings: 4

Heavy Atoms: 31

QED Weighted: 0.40

Np Likeness Score: -1.41

References

1. PubChem BioAssay data set, 

Source

Source(1):

• PubChem BioAssays