3(5)-chloro-3(4)-fluoro-4,7,10-trioxa-2-aza-1(4,6)-quinazolina-3(1,2)-benzenacyclodecaphane

ID: ALA5190513

Chembl Id: CHEMBL5190513

PubChem CID: 168280117

Max Phase: Preclinical

Molecular Formula: C18H15ClFN3O3

Molecular Weight: 375.79

Names and Identifiers

Canonical SMILES:  Fc1cc2c(cc1Cl)Nc1ncnc3ccc(cc13)OCCOCCO2

Standard InChI:  InChI=1S/C18H15ClFN3O3/c19-13-8-16-17(9-14(13)20)26-6-4-24-3-5-25-11-1-2-15-12(7-11)18(23-16)22-10-21-15/h1-2,7-10H,3-6H2,(H,21,22,23)

Standard InChI Key:  HMCUQWBFJYNLQS-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA5190513

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 375.79

Molecular Weight (Monoisotopic): 375.0786

AlogP: 3.95

#Rotatable Bonds: ┄

Polar Surface Area: 65.50

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 4.02

CX LogP: 3.67

CX LogD: 3.67

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.64

Np Likeness Score: -0.93

References

1. Amrhein JA, Beyett TS, Feng WW, Krämer A, Weckesser J, Schaeffner IK, Rana JK, Jänne PA, Eck MJ, Knapp S, Hanke T..  (2022)  Macrocyclization of Quinazoline-Based EGFR Inhibitors Leads to Exclusive Mutant Selectivity for EGFR L858R and Del19.,  65  (23.0): [PMID:36384036] [10.1021/acs.jmedchem.2c01041]

Source

Source(1):

• Scientific Literature