SID17411797

ID: ALA1451307

PubChem CID: 1344689

Max Phase: Preclinical

Molecular Formula: C22H17N3O3S

Molecular Weight: 403.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc2oc(-c3cccc(NC(=S)NC(=O)/C=C/c4ccco4)c3)nc2c1

Standard InChI:  InChI=1S/C22H17N3O3S/c1-14-7-9-19-18(12-14)24-21(28-19)15-4-2-5-16(13-15)23-22(29)25-20(26)10-8-17-6-3-11-27-17/h2-13H,1H3,(H2,23,25,26,29)/b10-8+

Standard InChI Key:  LCXAYPBAORTTBI-CSKARUKUSA-N

Molfile:  

     RDKit          2D

 29 32  0  0  0  0  0  0  0  0999 V2000
   -1.6533    0.5521    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.5441    1.9340    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9488   -2.3921    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8908   -0.1624    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5441    0.5991    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4158   -0.1624    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6533   -0.8769    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0592    1.2665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3288    0.8540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3288    1.6790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2342    1.2665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0432    0.4415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0432    2.0915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8217    0.5521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7577    0.8540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0033    0.5521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8217    1.9810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7577    1.6790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4158    1.2665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0033    1.9810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2408   -0.1624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4722    0.4415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4783   -0.8769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1283   -2.3058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8908   -1.5914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7158   -1.5914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7927   -3.0595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1203   -3.1990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4058   -3.6115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 21  2  0
  2  8  1  0
  2 10  1  0
  3 24  1  0
  3 28  1  0
  4 23  2  0
  5  8  2  0
  5  9  1  0
  6 16  1  0
  6 21  1  0
  7 21  1  0
  7 23  1  0
  8 11  1  0
  9 10  1  0
  9 12  2  0
 10 13  2  0
 11 14  1  0
 11 17  2  0
 12 15  1  0
 13 18  1  0
 14 16  2  0
 15 18  2  0
 15 22  1  0
 16 19  1  0
 17 20  1  0
 19 20  2  0
 23 25  1  0
 24 26  1  0
 24 27  2  0
 25 26  2  0
 27 29  1  0
 28 29  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA1451307

   3-(2-furyl)-N-({[3-(5-methyl-1,3-benzoxazol-2-yl)phenyl]amino}carbonothioyl)acrylamide

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: 403.46

Molecular Weight (Monoisotopic): 403.0991

AlogP: 4.92

#Rotatable Bonds: 4

Polar Surface Area: 80.30

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.34

CX Basic pKa: 0.55

CX LogP: 5.06

CX LogD: 5.06

Aromatic Rings: 4

Heavy Atoms: 29

QED Weighted: 0.37

Np Likeness Score: -2.05

References

1. PubChem BioAssay data set, 

2. PubChem BioAssay data set, 

Source

Source(1):

• PubChem BioAssays