N-{6-(2,6-Dichloro-phenyl)-2-[3-(4-methyl-piperazin-1-yl)-propylamino]-pyrido[2,3-d]pyrimidin-7-yl}-benzenesulfonamide

ID: ALA368189

PubChem CID: 5328181

Max Phase: Preclinical

Molecular Formula: C27H29Cl2N7O2S

Molecular Weight: 586.55

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN1CCN(CCCNc2ncc3cc(-c4c(Cl)cccc4Cl)c(NS(=O)(=O)c4ccccc4)nc3n2)CC1

Standard InChI:  InChI=1S/C27H29Cl2N7O2S/c1-35-13-15-36(16-14-35)12-6-11-30-27-31-18-19-17-21(24-22(28)9-5-10-23(24)29)26(32-25(19)33-27)34-39(37,38)20-7-3-2-4-8-20/h2-5,7-10,17-18H,6,11-16H2,1H3,(H2,30,31,32,33,34)

Standard InChI Key:  YLYQCDIBBXQWFP-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    3.4167   -0.6917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0000   -1.2792    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4125    0.1333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7042   -1.1125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2667   -1.1167    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    2.6917    0.5458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.1125   -0.4042    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.2625    1.9458    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.3000   -0.7042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.4167    0.7250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.7750   -3.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  2  3  1  0
  3  1  1  0
  4  2  1  0
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  7  5  1  0
  8  4  1  0
  9  7  1  0
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 12 18  1  0
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 31 32  1  0
 32 20  2  0
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 35 17  1  0
 36 17  2  0
 37 36  1  0
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 22 16  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA368189

   6-Arylpyrido[2,3-d]pyrimidine deriv. 79

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: 586.55

Molecular Weight (Monoisotopic): 585.1480

AlogP: 4.85

#Rotatable Bonds: 9

Polar Surface Area: 103.35

Molecular Species: ACID

HBA: 8

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 6.28

CX Basic pKa: 8.05

CX LogP: 3.30

CX LogD: 3.37

Aromatic Rings: 4

Heavy Atoms: 39

QED Weighted: 0.27

Np Likeness Score: -1.39

References

1. Schroeder MC, Hamby JM, Connolly CJ, Grohar PJ, Winters RT, Barvian MR, Moore CW, Boushelle SL, Crean SM, Kraker AJ, Driscoll DL, Vincent PW, Elliott WL, Lu GH, Batley BL, Dahring TK, Major TC, Panek RL, Doherty AM, Showalter HD..  (2001)  Soluble 2-substituted aminopyrido[2,3-d]pyrimidin-7-yl ureas. Structure-activity relationships against selected tyrosine kinases and exploration of in vitro and in vivo anticancer activity.,  44  (12): [PMID:11384237] [10.1021/jm0004291]

Source

Source(1):

• Scientific Literature