US8524716, 18

ID: ALA3651560

PubChem CID: 44129498

Max Phase: Preclinical

Molecular Formula: C36H37N5O4S2

Molecular Weight: 667.86

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1nc(C)c(-c2ccc3cc(-c4c(C5CCCCC5)c5ccc6cc5n4CC(=O)NCC/C=C\CS(=O)(=O)NC6=O)ccc3n2)s1

Standard InChI:  InChI=1S/C36H37N5O4S2/c1-22-35(46-23(2)38-22)30-16-12-25-19-26(13-15-29(25)39-30)34-33(24-9-5-3-6-10-24)28-14-11-27-20-31(28)41(34)21-32(42)37-17-7-4-8-18-47(44,45)40-36(27)43/h4,8,11-16,19-20,24H,3,5-7,9-10,17-18,21H2,1-2H3,(H,37,42)(H,40,43)/b8-4-

Standard InChI Key:  CXIUQHBAYJIOPS-YWEYNIOJSA-N

Molfile:  

     RDKit          2D

 47 53  0  0  0  0  0  0  0  0999 V2000
  -13.7138    4.8949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.7232    5.5722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.6803    7.0716    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  -11.2410    7.4941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8310    8.6219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4162    6.2564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3105    5.0680    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9162    6.2111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1273    7.4869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6280    7.4416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9175    6.1205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4182    6.0752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7109    4.7581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4967    3.4783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9960    3.5236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7064    4.8447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2058    4.8900    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2185    4.6003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2148    5.7150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5268    7.1830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9102    7.7498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1108    9.2364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9237   10.1533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5361    9.5838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3355    8.0973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1555    5.1049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8999    5.5238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9735    4.4763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6807    2.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4672    3.2954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.6073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4672    3.2954    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6808    2.4137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4308    1.1147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5720    1.4855    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5875   -0.3771    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1240   -1.8037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1203   -2.9184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7500   -3.5285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7500   -3.5285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1203   -2.9184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1240   -1.8036    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.0606   -3.0020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1301   -1.1496    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5875   -0.3771    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4307    1.1147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5720    1.4855    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  4  6  2  0
  6  7  1  0
  7  2  1  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 11  1  0
 16 17  2  0
 17  8  1  0
 13 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 20  1  0
 19 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 26  1  0
 31 32  1  0
 32 18  1  0
 32 33  1  0
 33 34  1  0
 34 35  2  0
 34 36  1  0
 36 37  1  0
 37 38  1  0
 38 39  1  0
 39 40  2  0
 40 41  1  0
 41 42  1  0
 42 43  2  0
 42 44  2  0
 42 45  1  0
 45 46  1  0
 46 29  1  0
 46 47  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA3651560

   (7Z)-17-cyclohexyl-18-[2-(2,4-dimethyl-1,3-thiazol-5-yl)quinolin-6-yl]-10,10-dioxo-10lambda6-thia-1,4,11-triazatricyclo[11.5.2.016,19]icosa-7,13(20),14,16(19),17-pentaene-3,12-dione

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: 667.86

Molecular Weight (Monoisotopic): 667.2287

AlogP: 6.78

#Rotatable Bonds: 3

Polar Surface Area: 123.05

Molecular Species: ACID

HBA: 8

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 4.08

CX Basic pKa: 2.78

CX LogP: 4.86

CX LogD: 4.16

Aromatic Rings: 5

Heavy Atoms: 47

QED Weighted: 0.20

Np Likeness Score: -0.48

References

1.  (2013)  Macrocyclic indoles as hepatitis C virus inhibitors, 

Source

Source(1):

• BindingDB Database