N4-(2-(1H-indol-3-yl)ethyl)-6-fluoro-N2-(1H-indazol-5-yl)quinazoline-2,4-diamine

ID: ALA4095923

PubChem CID: 137653619

Max Phase: Preclinical

Molecular Formula: C25H20FN7

Molecular Weight: 437.48

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Fc1ccc2nc(NCCc3c[nH]c4ccccc34)nc(Nc3ccc4[nH]ncc4c3)c2c1

Standard InChI:  InChI=1S/C25H20FN7/c26-17-5-7-23-20(12-17)24(30-18-6-8-21-16(11-18)14-29-33-21)32-25(31-23)27-10-9-15-13-28-22-4-2-1-3-19(15)22/h1-8,11-14,28H,9-10H2,(H,29,33)(H2,27,30,31,32)

Standard InChI Key:  FITNDRQKVSRYMN-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 33 38  0  0  0  0  0  0  0  0999 V2000
   29.9870   -4.4656    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.9859   -5.2852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6939   -5.6941    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.6921   -4.0568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4008   -4.4620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4015   -5.2810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1101   -5.6881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8183   -5.2773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8136   -4.4552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1045   -4.0518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6897   -3.2396    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.2779   -5.6932    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.3962   -2.8289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1030   -3.2377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8090   -2.8277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3900   -2.0157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0931   -1.6033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8032   -2.0079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4074   -1.4576    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.0707   -0.7129    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.2585   -0.8030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5705   -5.2840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8624   -5.6921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1550   -5.2829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8616   -5.0048    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.4080   -5.6124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2708   -4.2973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0656   -4.4690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6098   -3.8672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3602   -3.0935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5615   -2.9250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0208   -3.5282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5188   -4.0423    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
  4 11  1  0
  2 12  1  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 18  2  0
 17 16  2  0
 16 13  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 21 17  1  0
 12 22  1  0
 22 23  1  0
 23 24  1  0
 24 28  1  0
 27 25  1  0
 25 26  1  0
 26 24  2  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
 32 27  1  0
  9 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4095923

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 437.48

Molecular Weight (Monoisotopic): 437.1764

AlogP: 5.52

#Rotatable Bonds: 6

Polar Surface Area: 94.31

Molecular Species: NEUTRAL

HBA: 5

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.08

CX Basic pKa: 4.94

CX LogP: 5.19

CX LogD: 5.19

Aromatic Rings: 6

Heavy Atoms: 33

QED Weighted: 0.28

Np Likeness Score: -1.61

References

1. Hao C, Huang W, Li X, Guo J, Chen M, Yan Z, Wang K, Jiang X, Song S, Wang J, Zhao D, Li F, Cheng M..  (2017)  Development of 2, 4-diaminoquinazoline derivatives as potent PAK4 inhibitors by the core refinement strategy.,  131  [PMID:28284095] [10.1016/j.ejmech.2017.02.063]

Source

Source(1):

• Scientific Literature