SID103904313

ID: ALA1967116

PubChem CID: 49830358

Max Phase: Preclinical

Molecular Formula: C25H22N6OS

Molecular Weight: 454.56

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cccc(NC(=O)Nc2ccc(-c3csc4c(-c5cnn(C)c5)cnc(N)c34)cc2)c1

Standard InChI:  InChI=1S/C25H22N6OS/c1-15-4-3-5-19(10-15)30-25(32)29-18-8-6-16(7-9-18)21-14-33-23-20(12-27-24(26)22(21)23)17-11-28-31(2)13-17/h3-14H,1-2H3,(H2,26,27)(H2,29,30,32)

Standard InChI Key:  MCCCQFAOMZMZKE-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 33 37  0  0  0  0  0  0  0  0999 V2000
   -0.1435    2.1904    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5223   -1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    1.1104    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9431    4.4425    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556   -0.1271    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7681    4.4425    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1633   -2.2830    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2252   -3.2391    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435    0.8555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3984    0.0709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    3.1729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6284    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6881    3.6579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0230    3.6579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1536   -0.5422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2054   -0.1006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9083   -1.4984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1014   -1.3268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4604   -0.8853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4582    5.1099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9702   -2.4545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0321   -3.4107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2871   -4.1953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5842   -2.7976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0941   -4.3668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3912   -2.9691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6461   -3.7537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3490   -5.1514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 10  1  0
  1 16  1  0
  2 26  2  0
  3 13  1  0
  3 17  2  0
  4  6  1  0
  4 18  1  0
  4 25  1  0
  5 13  1  0
  6 19  2  0
  7 22  1  0
  7 26  1  0
  8 26  1  0
  8 27  1  0
  9 10  1  0
  9 11  1  0
  9 13  2  0
 10 12  2  0
 11 14  1  0
 11 16  2  0
 12 15  1  0
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 14 20  2  0
 14 21  1  0
 15 18  2  0
 15 19  1  0
 20 23  1  0
 21 24  2  0
 22 23  2  0
 22 24  1  0
 27 28  2  0
 27 29  1  0
 28 30  1  0
 29 31  2  0
 30 32  2  0
 30 33  1  0
 31 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1967116

   1-[4-[4-Amino-7-(1-methylpyrazol-4-yl)thieno[3,2-c]pyridin-3-yl]phenyl]-3-(3-methylphenyl)urea

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: 454.56

Molecular Weight (Monoisotopic): 454.1576

AlogP: 5.90

#Rotatable Bonds: 4

Polar Surface Area: 97.86

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.49

CX Basic pKa: 4.96

CX LogP: 4.78

CX LogD: 4.78

Aromatic Rings: 5

Heavy Atoms: 33

QED Weighted: 0.31

Np Likeness Score: -1.70

References

1. PubChem BioAssay data set, 

2. Curtin ML, Frey RR, Heyman HR, Soni NB, Marcotte PA, Pease LJ, Glaser KB, Magoc TJ, Tapang P, Albert DH, Osterling DJ, Olson AM, Bouska JJ, Guan Z, Preusser LC, Polakowski JS, Stewart KD, Tse C, Davidsen SK, Michaelides MR..  (2012)  Thienopyridine ureas as dual inhibitors of the VEGF and Aurora kinase families.,  22  (9): [PMID:22465635] [10.1016/j.bmcl.2012.03.035]

Source

Source(2):

• Scientific Literature
• PubChem BioAssays