2-(2-chloro-5-iodophenyl)-4-(pyridin-4-ylmethylene)oxazol-5(4H)-one

ID: ALA1091784

PubChem CID: 1733425

Max Phase: Preclinical

Molecular Formula: C15H8ClIN2O2

Molecular Weight: 410.60

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1OC(c2cc(I)ccc2Cl)=N/C1=C\c1ccncc1

Standard InChI:  InChI=1S/C15H8ClIN2O2/c16-12-2-1-10(17)8-11(12)14-19-13(15(20)21-14)7-9-3-5-18-6-4-9/h1-8H/b13-7-

Standard InChI Key:  YVFQJRBVFOWANX-QPEQYQDCSA-N

Molfile:  

     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
   13.4736   -8.9375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4724   -9.7648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1872  -10.1777    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.9037   -9.7644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9008   -8.9338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1854   -8.5247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1830   -7.6997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8962   -7.2851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6536   -7.6225    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.2038   -7.0078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7891   -6.2945    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.9827   -6.4685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3690   -5.9172    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.9320   -7.3874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9649   -8.2129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6950   -8.5953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3928   -8.1535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3557   -7.3250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6252   -6.9463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2677   -8.6539    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   19.0509   -6.8808    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
  5  6  2  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12  8  1  0
  6  1  1  0
 12 13  2  0
  1  2  2  0
  6  7  1  0
 14 15  2  0
  3  4  2  0
 15 16  1  0
  7  8  2  0
 16 17  2  0
  8  9  1  0
 17 18  1  0
 18 19  2  0
 19 14  1  0
 10 14  1  0
  4  5  1  0
 15 20  1  0
  2  3  1  0
 18 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1091784

   2-(2-chloro-5-iodophenyl)-4-(pyridin-4-ylmethylene)oxazol-5(4H)-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: 410.60

Molecular Weight (Monoisotopic): 409.9319

AlogP: 3.68

#Rotatable Bonds: 2

Polar Surface Area: 51.55

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 4.58

CX LogP: 4.16

CX LogD: 4.16

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.43

Np Likeness Score: -1.68

References

1. Okamoto M, Takayama K, Shimizu T, Muroya A, Furuya T..  (2010)  Structure-activity relationship of novel DAPK inhibitors identified by structure-based virtual screening.,  18  (7): [PMID:20206532] [10.1016/j.bmc.2010.02.018]

Source

Source(1):

• Scientific Literature