4-amino-7-(5-(hydroxymethyl)furan-2-yl)quinazoline-6-carboxamide

ID: ALA5219191

PubChem CID: 168298583

Max Phase: Preclinical

Molecular Formula: C14H12N4O3

Molecular Weight: 284.28

Names and Identifiers

Canonical SMILES:  NC(=O)c1cc2c(N)ncnc2cc1-c1ccc(CO)o1

Standard InChI:  InChI=1S/C14H12N4O3/c15-13-10-3-9(14(16)20)8(4-11(10)17-6-18-13)12-2-1-7(5-19)21-12/h1-4,6,19H,5H2,(H2,16,20)(H2,15,17,18)

Standard InChI Key:  BNHFVXUESHMBPA-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
    0.2005    0.4975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9151    0.9098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6270    0.4979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6270   -0.3272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9169   -0.7390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2005   -0.3309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3397    0.9087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0564    0.4962    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0564   -0.3247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3448   -0.7413    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5140    0.9101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2286    0.4975    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5140    1.7353    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3397    1.7340    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5140   -0.7435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6002   -1.5638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4070   -1.7353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8194   -1.0210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2675   -0.4080    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6441   -1.0210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0564   -1.7352    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
  4  3  2  0
  5  4  1  0
  1  6  1  0
  6  5  2  0
  3  7  1  0
  8  7  2  0
  9  8  1  0
 10  9  2  0
  4 10  1  0
  1 11  1  0
 11 12  1  0
 11 13  2  0
  7 14  1  0
 15  6  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 15  1  0
 18 20  1  0
 20 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5219191

   ---

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: 284.28

Molecular Weight (Monoisotopic): 284.0909

AlogP: 1.06

#Rotatable Bonds: 3

Polar Surface Area: 128.26

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.68

CX Basic pKa: 4.31

CX LogP: -0.10

CX LogD: -0.10

Aromatic Rings: 3

Heavy Atoms: 21

QED Weighted: 0.66

Np Likeness Score: -0.38

References

1. Misehe M, Klima M, Matoušová M, Chalupská D, Dejmek M, Šála M, Mertlíková-Kaiserová H, Boura E, Nencka R..  (2022)  Structure-based design and modular synthesis of novel PI4K class II inhibitors bearing a 4-aminoquinazoline scaffold.,  76  [PMID:36184029] [10.1016/j.bmcl.2022.129010]

Source

Source(1):

• Scientific Literature