N-(4-fluorophenyl)-6,7-bis(2-methoxyethoxy)quinazolin-4-amine

ID: ALA4877045

PubChem CID: 74963282

Max Phase: Preclinical

Molecular Formula: C20H22FN3O4

Molecular Weight: 387.41

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COCCOc1cc2ncnc(Nc3ccc(F)cc3)c2cc1OCCOC

Standard InChI:  InChI=1S/C20H22FN3O4/c1-25-7-9-27-18-11-16-17(12-19(18)28-10-8-26-2)22-13-23-20(16)24-15-5-3-14(21)4-6-15/h3-6,11-13H,7-10H2,1-2H3,(H,22,23,24)

Standard InChI Key:  JPEBOIDIBBTYIA-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    4.5963  -21.8000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5952  -22.6195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3032  -23.0285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3014  -21.3911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0100  -21.7964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0108  -22.6154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7193  -23.0225    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.4276  -22.6116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4229  -21.7895    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7138  -21.3862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7094  -20.5690    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.4150  -20.1566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1202  -20.5648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8253  -20.1532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8214  -19.3351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1066  -18.9305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4044  -19.3445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8885  -21.3916    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1809  -21.8003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4731  -21.3919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7655  -21.8007    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0577  -21.3922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8871  -23.0276    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1798  -22.6184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4717  -23.0264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7643  -22.6173    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0563  -23.0253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5264  -18.9219    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10  5  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 12  1  0
  1 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
  2 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 15 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4877045

   N-(4-fluorophenyl)-6,7-bis(2-methoxyethoxy)quinazolin-4-amine

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 387.41

Molecular Weight (Monoisotopic): 387.1594

AlogP: 3.56

#Rotatable Bonds: 10

Polar Surface Area: 74.73

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 4.65

CX LogP: 3.19

CX LogD: 3.19

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.53

Np Likeness Score: -1.16

References

1. Li Z, Qin T, Li Z, Zhao X, Zhang X, Zhao T, Yang N, Miao J, Ma J, Zhang Z..  (2021)  Discovery of quinazoline derivatives as a novel class of potent and in vivo efficacious LSD1 inhibitors by drug repurposing.,  225  [PMID:34416665] [10.1016/j.ejmech.2021.113778]

Source

Source(1):

• Scientific Literature