1-[2-(4-Diethylamino-butylamino)-6-(3,5-dimethoxy-phenyl)-pyrido[2,3-d]pyrimidin-7-yl]-3-ethyl-urea

ID: ALA190783

PubChem CID: 5330168

Max Phase: Preclinical

Molecular Formula: C26H37N7O3

Molecular Weight: 495.63

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCNC(=O)Nc1nc2nc(NCCCCN(CC)CC)ncc2cc1-c1cc(OC)cc(OC)c1

Standard InChI:  InChI=1S/C26H37N7O3/c1-6-27-26(34)32-24-22(18-13-20(35-4)16-21(14-18)36-5)15-19-17-29-25(31-23(19)30-24)28-11-9-10-12-33(7-2)8-3/h13-17H,6-12H2,1-5H3,(H3,27,28,29,30,31,32,34)

Standard InChI Key:  CHYRHTDWXRVJMJ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   -1.4208   -3.1875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8458   -3.1875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1333   -2.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0167   -3.1917    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    0.7292   -1.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.8500   -6.4917    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1667   -1.9542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7292    0.5333    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7292   -5.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2833   -4.0167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.5125   -6.9917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.4125   -7.8125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  2  1  2  0
  3  4  2  0
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  8  6  1  0
  9  3  1  0
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 20 10  1  0
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 22 29  1  0
 23 18  1  0
 24 17  1  0
 25 20  1  0
 26 21  1  0
 27 22  1  0
 28 22  1  0
 29 32  1  0
 30 24  1  0
 31 23  1  0
 32 33  1  0
 33 26  1  0
 34 28  1  0
 35 27  1  0
 36 25  1  0
  7  4  1  0
 18 16  2  0
 12  9  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA190783

   Pyrido[2,3-d]pyrimidine 104

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: 495.63

Molecular Weight (Monoisotopic): 495.2958

AlogP: 4.38

#Rotatable Bonds: 13

Polar Surface Area: 113.53

Molecular Species: BASE

HBA: 8

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.53

CX Basic pKa: 10.30

CX LogP: 3.22

CX LogD: 0.58

Aromatic Rings: 3

Heavy Atoms: 36

QED Weighted: 0.30

Np Likeness Score: -1.09

References

1. Thompson AM, Delaney AM, Hamby JM, Schroeder MC, Spoon TA, Crean SM, Showalter HD, Denny WA..  (2005)  Synthesis and structure-activity relationships of soluble 7-substituted 3-(3,5-dimethoxyphenyl)-1,6-naphthyridin-2-amines and related ureas as dual inhibitors of the fibroblast growth factor receptor-1 and vascular endothelial growth factor receptor-2 tyrosine kinases.,  48  (14): [PMID:16000000] [10.1021/jm0500931]

Source

Source(1):

• Scientific Literature