rac-N-(1-morpholinopropan-2-yl)-6-(8-(pyridin-4-yl)-1H-imidazo[4,5-c][1,7]naphthyridin-1-yl)quinolin-2-amine

ID: ALA3939592

PubChem CID: 134149230

Max Phase: Preclinical

Molecular Formula: C30H28N8O

Molecular Weight: 516.61

Molecule Type: Small molecule

This compound is available for customization.

Associated Items:

Bioactivity Summary Target Summary Assay Summary

Names and Identifiers

Canonical SMILES: CC(CN1CCOCC1)Nc1ccc2cc(-n3cnc4cnc5cnc(-c6ccncc6)cc5c43)ccc2n1

Standard InChI: InChI=1S/C30H28N8O/c1-20(18-37-10-12-39-13-11-37)35-29-5-2-22-14-23(3-4-25(22)36-29)38-19-34-28-17-33-27-16-32-26(15-24(27)30(28)38)21-6-8-31-9-7-21/h2-9,14-17,19-20H,10-13,18H2,1H3,(H,35,36)

Standard InChI Key: ZMWQOLGHIDQXCJ-UHFFFAOYSA-N

Molfile:

     RDKit          2D

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    6.3584   -5.3798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.7762   -5.3544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7922   -6.1714    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    6.6671   -8.7922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4985   -8.8551    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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 11 32  1  0
M  END

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

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: 516.61	Molecular Weight (Monoisotopic): 516.2386	AlogP: 4.71	#Rotatable Bonds: 6
Polar Surface Area: 93.88	Molecular Species: NEUTRAL	HBA: 9	HBD: 1
#RO5 Violations: 1	HBA (Lipinski): 9	HBD (Lipinski): 1	#RO5 Violations (Lipinski): 1
CX Acidic pKa: ┄	CX Basic pKa: 6.99	CX LogP: 3.34	CX LogD: 3.19
Aromatic Rings: 6	Heavy Atoms: 39	QED Weighted: 0.34	Np Likeness Score: -1.41

References

1. Glatthar R, Stojanovic A, Troxler T, Mattes H, Möbitz H, Beerli R, Blanz J, Gassmann E, Drückes P, Fendrich G, Gutmann S, Martiny-Baron G, Spence F, Hornfeld J, Peel JE, Sparrer H.. (2016) Discovery of Imidazoquinolines as a Novel Class of Potent, Selective, and in Vivo Efficacious Cancer Osaka Thyroid (COT) Kinase Inhibitors., 59 (16): [PMID:27502541] [10.1021/acs.jmedchem.6b00598]
2. Gavrin, Lori Krim LK and 14 more authors. 2005-12-01 Inhibition of Tpl2 kinase and TNF-alpha production with 1,7-naphthyridine-3-carbonitriles: synthesis and structure-activity relationships. [PMID:16165349]
3. Hu, Yonghan Y and 13 more authors. 2006-12-01 Inhibition of Tpl2 kinase and TNFalpha production with quinoline-3-carbonitriles for the treatment of rheumatoid arthritis. [PMID:16973359]
4. Green, Neal N and 20 more authors. 2007-09-20 Inhibitors of tumor progression loci-2 (Tpl2) kinase and tumor necrosis factor alpha (TNF-alpha) production: selectivity and in vivo antiinflammatory activity of novel 8-substituted-4-anilino-6-aminoquinoline-3-carbonitriles. [PMID:17715908]
5. Hall, J Perry JP and 13 more authors. 2007-11-16 Pharmacologic inhibition of tpl2 blocks inflammatory responses in primary human monocytes, synoviocytes, and blood. [PMID:17848581]
6. Cusack, Kevin K and 19 more authors. 2009-03-15 Identification of a selective thieno[2,3-c]pyridine inhibitor of COT kinase and TNF-alpha production. [PMID:19217782]
7. Glatthar, Ralf and 15 more authors. 2016-08-25 Discovery of Imidazoquinolines as a Novel Class of Potent, Selective, and in Vivo Efficacious Cancer Osaka Thyroid (COT) Kinase Inhibitors. [PMID:27502541]

rac-N-(1-morpholinopropan-2-yl)-6-(8-(pyridin-4-yl)-1H-imidazo[4,5-c][1,7]naphthyridin-1-yl)quinolin-2-amine

Names and Identifiers

Alternative Forms

Associated Targets(Human)

Molecule Features

Drug Indications

Mechanisms of Action

Calculated Properties

References

Source