ID: ALA301018

Max Phase: Preclinical

Molecular Formula: C16H13ClFN3O2

Molecular Weight: 333.75

Molecule Type: Small molecule

Representations

Canonical SMILES:  COc1cc2ncnc(Nc3ccc(F)c(Cl)c3)c2cc1OC

Standard InChI:  InChI=1S/C16H13ClFN3O2/c1-22-14-6-10-13(7-15(14)23-2)19-8-20-16(10)21-9-3-4-12(18)11(17)5-9/h3-8H,1-2H3,(H,19,20,21)

Standard InChI Key:  VOPNWXZDJKCCRE-UHFFFAOYSA-N

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

Properties

Molecular Weight: 333.75

Molecular Weight (Monoisotopic): 333.0680

AlogP: 4.18

#Rotatable Bonds: 4

Polar Surface Area: 56.27

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 4.66

CX LogP: 3.89

CX LogD: 3.89

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.78

Np Likeness Score: -1.48

References

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7. Garofalo A, Goossens L, Six P, Lemoine A, Ravez S, Farce A, Depreux P..  (2011)  Impact of aryloxy-linked quinazolines: a novel series of selective VEGFR-2 receptor tyrosine kinase inhibitors.,  21  (7): [PMID:21353546] [10.1016/j.bmcl.2011.01.137]

8. Garofalo A, Farce A, Ravez S, Lemoine A, Six P, Chavatte P, Goossens L, Depreux P..  (2012)  Synthesis and structure-activity relationships of (aryloxy)quinazoline ureas as novel, potent, and selective vascular endothelial growth factor receptor-2 inhibitors.,  55  (3): [PMID:22229669] [10.1021/jm2013453]

9. Lü S, Zheng W, Ji L, Luo Q, Hao X, Li X, Wang F..  (2013)  Synthesis, characterization, screening and docking analysis of 4-anilinoquinazoline derivatives as tyrosine kinase inhibitors.,  61  [PMID:22867529] [10.1016/j.ejmech.2012.07.036]

10. Waiker DK, Karthikeyan C, Poongavanam V, Kongsted J, Lozach O, Meijer L, Trivedi P..  (2014)  Synthesis, biological evaluation and molecular modelling studies of 4-anilinoquinazoline derivatives as protein kinase inhibitors.,  22  (6): [PMID:24530227] [10.1016/j.bmc.2014.01.044]

11. Mark Wenlock and Nicholas Tomkinson. Experimental in vitro DMPK and physicochemical data on a set of publicly disclosed compounds,  [10.6019/CHEMBL3301361]

12. Ravez S, Arsenlis S, Barczyk A, Dupont A, Frédérick R, Hesse S, Kirsch G, Depreux P, Goossens L..  (2015)  Synthesis and biological evaluation of di-aryl urea derivatives as c-Kit inhibitors.,  23  (22): [PMID:26526740] [10.1016/j.bmc.2015.10.035]

13. Gao H, Marhefka C, Jacobs MD, Cao J, Bandarage UK, Green J..  (2018)  ROCK inhibitors 2. Improving potency, selectivity and solubility through the application of rationally designed solubilizing groups.,  28  (15): [PMID:29945794] [10.1016/j.bmcl.2018.06.043]

14. Sidduri A, Dresel MJ, Knapp S..  (2023)  Incorporation of an Isohexide Subunit Improves the Drug-like Properties of Bioactive Compounds.,  14  (2.0): [PMID:36793427] [10.1021/acsmedchemlett.2c00476]

15. Kaur R, Dahiya L, Kumar M..  (2017)  Fructose-1,6-bisphosphatase inhibitors: A new valid approach for management of type 2 diabetes mellitus.,  141  [PMID:29055870] [10.1016/j.ejmech.2017.09.029]

Source

Source(2):

• Scientific Literature
• AstraZeneca Deposited Data