(S)-6-chloro-N-(4-(1-(2-(dimethylamino)-7-methylquinazolin-4-ylamino)ethyl)phenyl)nicotinamide

ID: ALA3906097

PubChem CID: 86625934

Max Phase: Preclinical

Molecular Formula: C25H25ClN6O

Molecular Weight: 460.97

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc2c(N[C@@H](C)c3ccc(NC(=O)c4ccc(Cl)nc4)cc3)nc(N(C)C)nc2c1

Standard InChI:  InChI=1S/C25H25ClN6O/c1-15-5-11-20-21(13-15)30-25(32(3)4)31-23(20)28-16(2)17-6-9-19(10-7-17)29-24(33)18-8-12-22(26)27-14-18/h5-14,16H,1-4H3,(H,29,33)(H,28,30,31)/t16-/m0/s1

Standard InChI Key:  FDVIIYLZXNBDQS-INIZCTEOSA-N

Molfile:  

     RDKit          2D

 33 36  0  0  0  0  0  0  0  0999 V2000
   25.6388  -22.5924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9256  -23.0010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9256  -23.8224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2165  -24.2351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5033  -23.8224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5033  -23.0010    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.2165  -22.5924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6388  -21.7711    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.3479  -23.0010    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.0570  -22.5924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0570  -21.7711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7702  -21.3584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4793  -21.7711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4793  -22.5924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7702  -23.0010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1925  -21.3584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1925  -20.5371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9057  -21.7711    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.9057  -24.2351    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.1925  -23.8224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1925  -23.0010    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.9057  -22.5924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6189  -23.0010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3280  -22.5924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0371  -23.0010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0371  -23.8224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3280  -24.2351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6189  -23.8224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7462  -24.2351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4793  -24.2351    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.7702  -23.8224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4793  -25.0564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7901  -24.2351    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  2  7  2  0
  1  8  2  0
  1  9  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 10 15  2  0
 16 17  1  6
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 19 28  2  0
 23 28  1  0
 26 29  1  0
 30 31  1  0
 30 32  1  0
 20 30  1  0
 18 22  1  0
 16 18  1  0
 13 16  1  0
  9 10  1  0
  5 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3906097

   6-chloro-N-[4-[(1S)-1-[[2-(dimethylamino)-7-methylquinazolin-4-yl]amino]ethyl]phenyl]pyridine-3-carboxamide

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: 460.97

Molecular Weight (Monoisotopic): 460.1778

AlogP: 5.48

#Rotatable Bonds: 6

Polar Surface Area: 83.04

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 6.99

CX LogP: 5.63

CX LogD: 5.49

Aromatic Rings: 4

Heavy Atoms: 33

QED Weighted: 0.37

Np Likeness Score: -1.79

References

1.  (2009)  Amino-substituted quinazoline derivatives as inhibitors of Beta-catenin/TCF-4 pathway and cancer treatment agents, 

Source

Source(1):

• Patent Bioactivity Data