US9173869, 36

ID: ALA3946409

PubChem CID: 11656450

Max Phase: Preclinical

Molecular Formula: C27H24F4N4O2

Molecular Weight: 512.51

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCN(C(=O)Nc1cccc(C(F)(F)F)c1)C(C)c1nc2ccccc2c(=O)n1-c1ccc(F)cc1

Standard InChI:  InChI=1S/C27H24F4N4O2/c1-3-15-34(26(37)32-20-8-6-7-18(16-20)27(29,30)31)17(2)24-33-23-10-5-4-9-22(23)25(36)35(24)21-13-11-19(28)12-14-21/h4-14,16-17H,3,15H2,1-2H3,(H,32,37)

Standard InChI Key:  IQQSDTLYCQLASE-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    5.1990    1.5062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8995    0.7554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8990   -0.7455    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6003   -1.4977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6024   -2.6977    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 N   0  0  0  0  0  0  0  0  0  0  0  0
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   -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
   -2.3383   -1.3500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    0.0048   -6.0009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0067   -7.2009    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.3026   -5.2488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3002   -3.7488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2003   -1.4932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2024   -2.6932    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4990   -0.7409    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8003   -1.4887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0994   -0.7387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3984   -1.4887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    9.0995   -3.7387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8004   -2.9887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0995   -5.2395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1384   -5.8402    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    8.0601   -5.8392    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    9.0990   -6.4395    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
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 11 12  2  0
 12 13  1  0
 13 14  2  0
 14  9  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17  7  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 21 23  1  0
 23 24  2  0
 24 18  1  0
  4 25  1  0
 25 26  2  0
 25 27  1  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  2  0
 33 28  1  0
 32 34  1  0
 34 35  1  0
 34 36  1  0
 34 37  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3946409

   1-[1-[3-(4-Fluorophenyl)-4-oxoquinazolin-2-yl]ethyl]-1-propyl-3-[3-(trifluoromethyl)phenyl]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: 512.51

Molecular Weight (Monoisotopic): 512.1835

AlogP: 6.55

#Rotatable Bonds: 6

Polar Surface Area: 67.23

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 13.11

CX Basic pKa: 0.29

CX LogP: 6.15

CX LogD: 6.15

Aromatic Rings: 4

Heavy Atoms: 37

QED Weighted: 0.30

Np Likeness Score: -1.73

References

1.  (2015)  Mediators of hedgehog signaling pathways, compositions and uses related thereto, 

Source

Source(1):

• BindingDB Database