4-(2-(1H-pyrazol-3-yl)hydrazinyl)-5-fluoro-N-phenethylquinazolin-2-amine

ID: ALA4875533

PubChem CID: 164628478

Max Phase: Preclinical

Molecular Formula: C19H17FN6

Molecular Weight: 348.39

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Fc1cccc2nc(NCCc3ccccc3)nc(Nc3cc[nH]n3)c12

Standard InChI:  InChI=1S/C19H17FN6/c20-14-7-4-8-15-17(14)18(24-16-10-12-22-26-16)25-19(23-15)21-11-9-13-5-2-1-3-6-13/h1-8,10,12H,9,11H2,(H3,21,22,23,24,25,26)

Standard InChI Key:  NTVUTMTUCDCUQL-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 26 29  0  0  0  0  0  0  0  0999 V2000
    8.9488   -5.5853    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   15.3202   -7.6822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6545   -6.8238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3686   -6.4133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6116   -6.4540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2253   -7.6403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3232   -6.8673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0755   -6.8328    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.9036   -7.6790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9430   -6.4062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9015   -6.8646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6477   -7.6466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3552   -8.0581    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.3743   -5.5924    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.4875   -7.6689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9334   -8.0501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2282   -6.8144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6113   -8.0904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7735   -8.0709    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.1942   -8.0837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0668   -7.6561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0848   -5.1887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8261   -5.5240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3771   -4.9205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9734   -4.2099    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.1730   -4.3744    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  7  5  1  0
 16 12  1  0
 21  8  2  0
  2  7  2  0
 18  2  1  0
 15 20  1  0
  5 11  2  0
  8  4  1  0
 17  6  1  0
 10 17  2  0
  4  3  2  0
 10  1  1  0
 11  9  1  0
 12  3  1  0
 21 19  1  0
  4 14  1  0
  9 18  2  0
  9 20  1  0
 19 15  1  0
 12 13  2  0
  3 10  1  0
  6 16  2  0
 13 21  1  0
 14 22  1  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  1  0
 26 22  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4875533

   ---

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: 348.39

Molecular Weight (Monoisotopic): 348.1499

AlogP: 3.89

#Rotatable Bonds: 6

Polar Surface Area: 78.52

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.83

CX Basic pKa: 5.24

CX LogP: 4.67

CX LogD: 4.66

Aromatic Rings: 4

Heavy Atoms: 26

QED Weighted: 0.49

Np Likeness Score: -1.64

References

1. Uehling DE, Joseph B, Chung KC, Zhang AX, Ler S, Prakesch MA, Poda G, Grouleff J, Aman A, Kiyota T, Leung-Hagesteijn C, Konda JD, Marcellus R, Griffin C, Subramaniam R, Abibi A, Strathdee CA, Isaac MB, Al-Awar R, Tiedemann RE..  (2021)  Design, Synthesis, and Characterization of 4-Aminoquinazolines as Potent Inhibitors of the G Protein-Coupled Receptor Kinase 6 (GRK6) for the Treatment of Multiple Myeloma.,  64  (15.0): [PMID:34291633] [10.1021/acs.jmedchem.1c00506]

2. Tesmer, John J G JJ, Tesmer, Valerie M VM, Lodowski, David T DT, Steinhagen, Henning H and Huber, Jochen J.  2010-02-25  Structure of human G protein-coupled receptor kinase 2 in complex with the kinase inhibitor balanol.  [PMID:20128603]

Source

Source(1):

• Scientific Literature