2-(2-(2-methoxyethylamino)pyrimidin-5-yl)-5-phenyl-N-(pyridin-2-ylmethyl)quinazolin-4-amine

ID: ALA4474081

PubChem CID: 155536782

Max Phase: Preclinical

Molecular Formula: C27H25N7O

Molecular Weight: 463.55

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COCCNc1ncc(-c2nc(NCc3ccccn3)c3c(-c4ccccc4)cccc3n2)cn1

Standard InChI:  InChI=1S/C27H25N7O/c1-35-15-14-29-27-31-16-20(17-32-27)25-33-23-12-7-11-22(19-8-3-2-4-9-19)24(23)26(34-25)30-18-21-10-5-6-13-28-21/h2-13,16-17H,14-15,18H2,1H3,(H,29,31,32)(H,30,33,34)

Standard InChI Key:  ONIYVZFDVOLJNU-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 35 39  0  0  0  0  0  0  0  0999 V2000
   12.6084   -5.8468    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.3181   -5.4374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3152   -4.6147    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.6066   -4.2095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9004   -5.4379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9026   -4.6201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1967   -4.2110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4880   -4.6186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4897   -5.4395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1962   -5.8449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6031   -3.3923    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.3091   -2.9807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0185   -3.3862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0168   -4.2026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7254   -4.6081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4324   -4.1964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4262   -3.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7170   -2.9732    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.1981   -3.3965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9081   -2.9897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9097   -2.1732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2022   -1.7627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4914   -2.1745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4932   -2.9896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0264   -5.8449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0229   -6.6624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7304   -7.0698    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.4384   -6.6601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4345   -5.8387    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.7264   -5.4349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1473   -7.0666    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.8538   -6.6560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5627   -7.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2692   -6.6519    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.9781   -7.0584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  6  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10  5  2  0
  4 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 13  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 19  1  0
  7 19  1  0
  2 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 25  1  0
 28 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4474081

   ---

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: 463.55

Molecular Weight (Monoisotopic): 463.2121

AlogP: 4.82

#Rotatable Bonds: 9

Polar Surface Area: 97.74

Molecular Species: NEUTRAL

HBA: 8

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 4.47

CX LogP: 4.37

CX LogD: 4.37

Aromatic Rings: 5

Heavy Atoms: 35

QED Weighted: 0.30

Np Likeness Score: -1.43

References

1. Finlay HJ, Johnson JA, Lloyd JL, Jiang J, Neels J, Gunaga P, Banerjee A, Dhondi N, Chimalakonda A, Mandlekar S, Conder ML, Sale H, Xing D, Levesque P, Wexler RR..  (2016)  Discovery of 5-Phenyl-N-(pyridin-2-ylmethyl)-2-(pyrimidin-5-yl)quinazolin-4-amine as a Potent I Kur Inhibitor.,  7  (9): [PMID:27660686] [10.1021/acsmedchemlett.6b00117]

Source

Source(1):

• Scientific Literature