4-((6-Chloro-4-(cyclopropylethynyl)-4-(trifluoromethyl)-3,4-dihydroquinazolin-2-yl)amino)benzonitrile

ID: ALA4475694

PubChem CID: 145999509

Max Phase: Preclinical

Molecular Formula: C21H14ClF3N4

Molecular Weight: 414.82

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  N#Cc1ccc(NC2=Nc3ccc(Cl)cc3C(C#CC3CC3)(C(F)(F)F)N2)cc1

Standard InChI:  InChI=1S/C21H14ClF3N4/c22-15-5-8-18-17(11-15)20(21(23,24)25,10-9-13-1-2-13)29-19(28-18)27-16-6-3-14(12-26)4-7-16/h3-8,11,13H,1-2H2,(H2,27,28,29)

Standard InChI Key:  PLEUHERUYNIDFX-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 29 32  0  0  0  0  0  0  0  0999 V2000
   16.1939   -2.9587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6106   -3.6755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0229   -2.9562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4713   -4.0963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4702   -4.9239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1851   -5.3367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1834   -3.6836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8988   -4.0927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8976   -4.9214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6107   -5.3343    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.3295   -4.9234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3307   -4.0947    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.4316   -2.2399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8404   -1.5231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5535   -1.1090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8368   -0.7002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6043   -2.2429    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   15.3688   -2.9612    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   15.7772   -2.2419    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   18.0429   -5.3378    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.7567   -3.6840    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   18.7586   -4.9273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4692   -5.3456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1844   -4.9357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1872   -4.1098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4687   -3.6954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7565   -4.1076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9002   -3.7024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6153   -3.2909    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  5  2  0
  5  6  1  0
  6  9  2  0
  8  7  2  0
  7  4  1  0
  8  9  1  0
  8  2  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12  2  1  0
  3 13  3  0
 13 14  1  0
 15 14  1  0
 16 15  1  0
 14 16  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
 11 20  1  0
  4 21  1  0
 20 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 22  1  0
 28 29  3  0
 25 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4475694

   ---

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: 414.82

Molecular Weight (Monoisotopic): 414.0859

AlogP: 5.09

#Rotatable Bonds: 1

Polar Surface Area: 60.21

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 5.98

CX LogP: 5.39

CX LogD: 5.37

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.64

Np Likeness Score: -0.79

References

1. Jin K, Sang Y, Han S, De Clercq E, Pannecouque C, Meng G, Chen F..  (2019)  Synthesis and biological evaluation of dihydroquinazoline-2-amines as potent non-nucleoside reverse transcriptase inhibitors of wild-type and mutant HIV-1 strains.,  176  [PMID:31091477] [10.1016/j.ejmech.2019.05.011]

Source

Source(1):

• Scientific Literature