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

ID: ALA4462578

PubChem CID: 155529248

Max Phase: Preclinical

Molecular Formula: C22H18N2S

Molecular Weight: 342.47

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CSc1cccc(Nc2cc(-c3ccccc3)nc3ccccc23)c1

Standard InChI:  InChI=1S/C22H18N2S/c1-25-18-11-7-10-17(14-18)23-22-15-21(16-8-3-2-4-9-16)24-20-13-6-5-12-19(20)22/h2-15H,1H3,(H,23,24)

Standard InChI Key:  LTDJZGASGBIVLZ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 25 28  0  0  0  0  0  0  0  0999 V2000
   33.5901  -10.6565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5890  -11.4760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2970  -11.8850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2952  -10.2476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0038  -10.6529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0046  -11.4719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7131  -11.8789    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.4214  -11.4681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4166  -10.6460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7075  -10.2426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7032   -9.4255    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.4087   -9.0131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1140   -9.4213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8191   -9.0097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8152   -8.1916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1003   -7.7870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.3982   -8.2010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1271  -11.8699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1290  -12.6882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8374  -13.0940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.5445  -12.6826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.5387  -11.8611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8297  -11.4591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.5287   -9.4149    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   38.5327  -10.2320    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:

   

   ALA4462578

   ---

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: 342.47

Molecular Weight (Monoisotopic): 342.1191

AlogP: 6.37

#Rotatable Bonds: 4

Polar Surface Area: 24.92

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 6.67

CX LogP: 6.23

CX LogD: 6.16

Aromatic Rings: 4

Heavy Atoms: 25

QED Weighted: 0.44

Np Likeness Score: -1.26

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