1-{6-(3,5-Dimethoxy-phenyl)-2-[3-(4-methyl-piperazin-1-yl)-propylamino]-pyrido[2,3-d]pyrimidin-7-yl}-3-ethyl-urea

ID: ALA189851

PubChem CID: 5330166

Max Phase: Preclinical

Molecular Formula: C26H36N8O3

Molecular Weight: 508.63

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCNC(=O)Nc1nc2nc(NCCCN3CCN(C)CC3)ncc2cc1-c1cc(OC)cc(OC)c1

Standard InChI:  InChI=1S/C26H36N8O3/c1-5-27-26(35)32-24-22(18-13-20(36-3)16-21(14-18)37-4)15-19-17-29-25(31-23(19)30-24)28-7-6-8-34-11-9-33(2)10-12-34/h13-17H,5-12H2,1-4H3,(H3,27,28,29,30,31,32,35)

Standard InChI Key:  FQQPROZCOUSSJP-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    1.6417   -2.4292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  9  3  1  0
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 37 34  1  0
  7  4  1  0
 20 18  2  0
 12  9  2  0
 14 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA189851

   Pyrido[2,3-d]pyrimidine 102

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: 508.63

Molecular Weight (Monoisotopic): 508.2910

AlogP: 2.90

#Rotatable Bonds: 10

Polar Surface Area: 116.77

Molecular Species: NEUTRAL

HBA: 9

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 11.53

CX Basic pKa: 8.04

CX LogP: 2.02

CX LogD: 1.29

Aromatic Rings: 3

Heavy Atoms: 37

QED Weighted: 0.36

Np Likeness Score: -1.17

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