N-(3-(Methylthio)phenyl)-2-phenylquinazolin-4-amine

ID: ALA4447490

PubChem CID: 16092354

Max Phase: Preclinical

Molecular Formula: C21H17N3S

Molecular Weight: 343.46

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CSc1cccc(Nc2nc(-c3ccccc3)nc3ccccc23)c1

Standard InChI:  InChI=1S/C21H17N3S/c1-25-17-11-7-10-16(14-17)22-21-18-12-5-6-13-19(18)23-20(24-21)15-8-3-2-4-9-15/h2-14H,1H3,(H,22,23,24)

Standard InChI Key:  HQOYRLKAIJOQPD-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 25 28  0  0  0  0  0  0  0  0999 V2000
   17.9603  -11.2343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9591  -12.0538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6672  -12.4628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6654  -10.8254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3740  -11.2307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3748  -12.0497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0833  -12.4568    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.7916  -12.0459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7868  -11.2238    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.0777  -10.8204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0734  -10.0033    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.7789   -9.5909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4842   -9.9991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1893   -9.5875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1854   -8.7694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4705   -8.3648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7684   -8.7788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4973  -12.4477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4991  -13.2660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2076  -13.6718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9147  -13.2604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9089  -12.4390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1999  -12.0369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8989   -9.9927    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   22.9029  -10.8098    0.0000 C   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
 10 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
 17 12  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 18  1  0
  8 18  1  0
 14 24  1  0
 24 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4447490

   N-(3-methylsulfanylphenyl)-2-phenylquinazolin-4-amine

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: 343.46

Molecular Weight (Monoisotopic): 343.1143

AlogP: 5.76

#Rotatable Bonds: 4

Polar Surface Area: 37.81

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 4.20

CX LogP: 6.37

CX LogD: 6.37

Aromatic Rings: 4

Heavy Atoms: 25

QED Weighted: 0.48

Np Likeness Score: -1.69

References

1. Krapf MK, Wiese M..  (2016)  Synthesis and Biological Evaluation of 4-Anilino-quinazolines and -quinolines as Inhibitors of Breast Cancer Resistance Protein (ABCG2).,  59  (11): [PMID:27148793] [10.1021/acs.jmedchem.6b00330]

Source

Source(1):

• Scientific Literature