SID49827207

ID: ALA1470378

Cas Number: 823828-03-1

PubChem CID: 2964736

Max Phase: Preclinical

Molecular Formula: C22H16N2O6S

Molecular Weight: 436.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cccc2cc(C(=O)C3=C(O)C(=O)N(c4cc(C)on4)C3c3cccs3)oc12

Standard InChI:  InChI=1S/C22H16N2O6S/c1-11-9-16(23-30-11)24-18(15-7-4-8-31-15)17(20(26)22(24)27)19(25)14-10-12-5-3-6-13(28-2)21(12)29-14/h3-10,18,26H,1-2H3

Standard InChI Key:  USMNGQVYTXEUAQ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 31 35  0  0  0  0  0  0  0  0999 V2000
    2.1599    1.3419    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.1267   -0.4132    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9682    0.4419    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3414    2.1975    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4043   -0.4602    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7560    4.3144    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6258   -1.3958    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1268    2.2744    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9275    3.5074    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7399    1.7224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4043    0.9687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4162    1.0549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5877    1.8619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8168    0.2542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5469    1.8939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2130    3.0949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6418    0.2542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9114   -0.1583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9114    0.6667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1267    0.9217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4001    3.6469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8824    2.6476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6258   -0.5708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0645    4.4006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6258    1.0792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8744    1.7544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7029    2.5614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3403   -0.1583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3403    0.6667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4770    5.1151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3403   -1.8083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 15  1  0
  1 26  1  0
  2 17  1  0
  2 18  1  0
  3 12  1  0
  4 13  2  0
  5 14  2  0
  6  9  1  0
  6 24  1  0
  7 23  1  0
  7 31  1  0
  8 10  1  0
  8 13  1  0
  8 16  1  0
  9 16  2  0
 10 11  1  0
 10 15  1  0
 11 12  2  0
 11 14  1  0
 12 13  1  0
 14 17  1  0
 15 22  2  0
 16 21  1  0
 17 20  2  0
 18 19  2  0
 18 23  1  0
 19 20  1  0
 19 25  1  0
 21 24  2  0
 22 27  1  0
 23 28  2  0
 24 30  1  0
 25 29  2  0
 26 27  2  0
 28 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1470378

   3-hydroxy-4-(7-methoxybenzofuran-2-carbonyl)-1-(5-methylisoxazol-3-yl)-5-(thiophen-2-yl)-1H-pyrrol-2(5H)-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: 436.45

Molecular Weight (Monoisotopic): 436.0729

AlogP: 4.58

#Rotatable Bonds: 5

Polar Surface Area: 106.01

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.50

CX Basic pKa: ┄

CX LogP: 2.90

CX LogD: 2.65

Aromatic Rings: 4

Heavy Atoms: 31

QED Weighted: 0.46

Np Likeness Score: -1.63

References

1. PubChem BioAssay data set, 

Source

Source(1):

• PubChem BioAssays