N-(4-(3-bromo-1H-indol-5-ylamino)quinazolin-6-yl)acrylamide

ID: ALA5182567

PubChem CID: 163408815

Max Phase: Preclinical

Molecular Formula: C19H14BrN5O

Molecular Weight: 408.26

Names and Identifiers

Canonical SMILES:  C=CC(=O)Nc1ccc2ncnc(Nc3ccc4[nH]cc(Br)c4c3)c2c1

Standard InChI:  InChI=1S/C19H14BrN5O/c1-2-18(26)24-11-3-6-17-14(8-11)19(23-10-22-17)25-12-4-5-16-13(7-12)15(20)9-21-16/h2-10,21H,1H2,(H,24,26)(H,22,23,25)

Standard InChI Key:  ATUXFPJRTSKHFB-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 26 29  0  0  0  0  0  0  0  0999 V2000
   -0.6324   -0.4101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3456   -0.8246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3456   -1.6509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6298   -2.0594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0813   -1.6496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0813   -0.8240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7919   -0.4116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5083   -0.8263    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5083   -1.6461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7991   -2.0627    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7919    0.4140    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5095    0.8248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5095    1.6505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2207    2.0627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9346    1.6476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9346    0.8278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2273    0.4114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7180    0.5843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2038    1.2479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7363    1.8975    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9317   -0.2136    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -2.0592   -0.4097    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7727   -0.8246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4903   -0.4097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2038   -0.8246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7727   -1.6503    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  4  3  2  0
  5  4  1  0
  6  5  2  0
  1  6  1  0
  6  7  1  0
  8  7  2  0
  9  8  1  0
 10  9  2  0
  5 10  1  0
  7 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 12 17  1  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
 15 20  1  0
 18 21  1  0
  2 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 23 26  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA5182567

   ---

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: 408.26

Molecular Weight (Monoisotopic): 407.0382

AlogP: 4.74

#Rotatable Bonds: 4

Polar Surface Area: 82.70

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.98

CX LogP: 4.32

CX LogD: 4.32

Aromatic Rings: 4

Heavy Atoms: 26

QED Weighted: 0.43

Np Likeness Score: -0.98

References

1. Tang Q, Peng T, Hu J, Zhang T, Chen P, Chen D, Wang Y, Chen L, Tong L, Chen Y, Xie H, Liang G..  (2022)  Discovery of N-(3-bromo-1H-indol-5-yl)-quinazolin-4-amine as an effective molecular skeleton to develop reversible/irreversible pan-HER inhibitors.,  233  [PMID:35259690] [10.1016/j.ejmech.2022.114249]

Source

Source(1):

• Scientific Literature