US8703811, 83

ID: ALA3694233

Cas Number: 2866-43-5

PubChem CID: 17867

Product Number: T665113, Order Now?

Max Phase: Preclinical

Molecular Formula: C18H10N2O2S

Molecular Weight: 318.36

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  c1ccc2oc(-c3ccc(-c4nc5ccccc5o4)s3)nc2c1

Standard InChI:  InChI=1S/C18H10N2O2S/c1-3-7-13-11(5-1)19-17(21-13)15-9-10-16(23-15)18-20-12-6-2-4-8-14(12)22-18/h1-10H

Standard InChI Key:  UGFSLKRMHPGLFU-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 27  0  0  0  0  0  0  0  0999 V2000
    0.3114   -2.9665    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8032   -3.1233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4133   -1.7530    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5536   -4.4230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0412   -5.8141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2310   -6.7275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4674   -5.8782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0417   -4.4398    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.8820   -6.3795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3954   -7.7702    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8926   -7.6922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9528   -8.7533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4018   -8.3658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7907   -6.9171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7306   -5.8559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2815   -6.2435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0247   -5.4261    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9  1  1  0
  9  4  1  0
  2 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 10  1  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 17  1  0
 22 23  1  0
 23 15  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA3694233

   2,2'-(2,5-Thiophenediyl)bis-benzoxazole

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: 318.36

Molecular Weight (Monoisotopic): 318.0463

AlogP: 5.36

#Rotatable Bonds: 2

Polar Surface Area: 52.06

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.49

CX LogD: 4.49

Aromatic Rings: 5

Heavy Atoms: 23

QED Weighted: 0.44

Np Likeness Score: -0.85

References

1.  (2014)  Small molecule inhibitors of Plasmodium falciparum dihydroorotate dehydrogenase, 

Source

Source(1):

• BindingDB Database