8-chloro-4-[(3-chloro-4-fluorophenyl)amino]-6-[(1H-imidazol-5-ymethyl)amino]quinoline-3-carbonitrile

ID: ALA436817

Chembl Id: CHEMBL436817

PubChem CID: 17759555

Max Phase: Preclinical

Molecular Formula: C20H13Cl2FN6

Molecular Weight: 427.27

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N#Cc1cnc2c(Cl)cc(NCc3cnc[nH]3)cc2c1Nc1ccc(F)c(Cl)c1

Standard InChI:  InChI=1S/C20H13Cl2FN6/c21-16-4-12(1-2-18(16)23)29-19-11(6-24)7-27-20-15(19)3-13(5-17(20)22)26-9-14-8-25-10-28-14/h1-5,7-8,10,26H,9H2,(H,25,28)(H,27,29)

Standard InChI Key:  ONXROKMQGCSOMG-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA436817

   8-chloro-4-(3-chloro-4-fluoroanilino)-6-(1H-imidazol-5-ylmethylamino)-3-quinolinecarbonitrile

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: 427.27

Molecular Weight (Monoisotopic): 426.0563

AlogP: 5.63

#Rotatable Bonds: 5

Polar Surface Area: 89.42

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.61

CX Basic pKa: 6.61

CX LogP: 3.78

CX LogD: 3.73

Aromatic Rings: 4

Heavy Atoms: 29

QED Weighted: 0.38

Np Likeness Score: -1.71

References

1. Green N, Hu Y, Janz K, Li HQ, Kaila N, Guler S, Thomason J, Joseph-McCarthy D, Tam SY, Hotchandani R, Wu J, Huang A, Wang Q, Leung L, Pelker J, Marusic S, Hsu S, Telliez JB, Hall JP, Cuozzo JW, Lin LL..  (2007)  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.,  50  (19): [PMID:17715908] [10.1021/jm070436q]

2. Hall JP, Kurdi Y, Hsu S, Cuozzo J, Liu J, Telliez JB, Seidl KJ, Winkler A, Hu Y, Green N, Askew GR, Tam S, Clark JD, Lin LL..  (2007)  Pharmacologic inhibition of tpl2 blocks inflammatory responses in primary human monocytes, synoviocytes, and blood.,  282  (46): [PMID:17848581] [10.1074/jbc.m703694200]

Source

Source(1):

• Scientific Literature