1-tert-Butyl-3-{3-(3,5-dimethoxy-phenyl)-7-[4-(4-methyl-piperazin-1-yl)-butylamino]-[1,6]naphthyridin-2-yl}-urea

ID: ALA190161

PubChem CID: 5330130

Max Phase: Preclinical

Molecular Formula: C30H43N7O3

Molecular Weight: 549.72

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(OC)cc(-c2cc3cnc(NCCCCN4CCN(C)CC4)cc3nc2NC(=O)NC(C)(C)C)c1

Standard InChI:  InChI=1S/C30H43N7O3/c1-30(2,3)35-29(38)34-28-25(21-15-23(39-5)18-24(16-21)40-6)17-22-20-32-27(19-26(22)33-28)31-9-7-8-10-37-13-11-36(4)12-14-37/h15-20H,7-14H2,1-6H3,(H,31,32)(H2,33,34,35,38)

Standard InChI Key:  RAMCMRRBGWIDLK-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    3.4875    3.6333    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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  2  1  1  0
  3  1  2  0
  4  1  1  0
  5  2  1  0
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  7  3  1  0
  8  4  2  0
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 22 17  1  0
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 32 14  1  0
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 35 23  1  0
 36 24  1  0
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 40 36  1  0
  9  7  1  0
 20 21  1  0
 11 12  2  0
 25 14  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA190161

   1,6-Naphthyridine 20

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: 549.72

Molecular Weight (Monoisotopic): 549.3427

AlogP: 4.67

#Rotatable Bonds: 10

Polar Surface Area: 103.88

Molecular Species: NEUTRAL

HBA: 8

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.59

CX Basic pKa: 8.40

CX LogP: 3.53

CX LogD: 2.39

Aromatic Rings: 3

Heavy Atoms: 40

QED Weighted: 0.31

Np Likeness Score: -1.06

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