3-((6,7-Dimethoxyquinazolin-4-yl)amino)-4-fluoro-2-methylphenol

ID: ALA3775940

Chembl Id: CHEMBL3775940

PubChem CID: 118112108

Max Phase: Preclinical

Molecular Formula: C17H16FN3O3

Molecular Weight: 329.33

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc2ncnc(Nc3c(F)ccc(O)c3C)c2cc1OC

Standard InChI:  InChI=1S/C17H16FN3O3/c1-9-13(22)5-4-11(18)16(9)21-17-10-6-14(23-2)15(24-3)7-12(10)19-8-20-17/h4-8,22H,1-3H3,(H,19,20,21)

Standard InChI Key:  BVMMMLLTDUAVFA-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3775940

   3-[(6,7-Dimethoxyquinazolin-4-yl)amino]-4-fluoro-2-methylphenol

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: 329.33

Molecular Weight (Monoisotopic): 329.1176

AlogP: 3.54

#Rotatable Bonds: 4

Polar Surface Area: 76.50

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.73

CX Basic pKa: 4.49

CX LogP: 3.50

CX LogD: 3.49

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.76

Np Likeness Score: -0.71

References

1. Newton R, Bowler KA, Burns EM, Chapman PJ, Fairweather EE, Fritzl SJ, Goldberg KM, Hamilton NM, Holt SV, Hopkins GV, Jones SD, Jordan AM, Lyons AJ, Nikki March H, McDonald NQ, Maguire LA, Mould DP, Purkiss AG, Small HF, Stowell AI, Thomson GJ, Waddell ID, Waszkowycz B, Watson AJ, Ogilvie DJ..  (2016)  The discovery of 2-substituted phenol quinazolines as potent RET kinase inhibitors with improved KDR selectivity.,  112  [PMID:26874741] [10.1016/j.ejmech.2016.01.039]

2. Jordan AM, Begum H, Fairweather E, Fritzl S, Goldberg K, Hopkins GV, Hamilton NM, Lyons AJ, March HN, Newton R, Small HF, Vishwanath S, Waddell ID, Waszkowycz B, Watson AJ, Ogilvie DJ..  (2016)  Anilinoquinazoline inhibitors of the RET kinase domain-Elaboration of the 7-position.,  26  (11): [PMID:27086121] [10.1016/j.bmcl.2016.03.100]

Source

Source(1):

• Scientific Literature