US8524716, 8

ID: ALA3651550

PubChem CID: 44129258

Max Phase: Preclinical

Molecular Formula: C29H35N3O3

Molecular Weight: 473.62

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1Cn2c(-c3ccc(O)cc3)c(C3CCCCC3)c3ccc(cc32)C(=O)NCCCCCCN1

Standard InChI:  InChI=1S/C29H35N3O3/c33-23-13-10-21(11-14-23)28-27(20-8-4-3-5-9-20)24-15-12-22-18-25(24)32(28)19-26(34)30-16-6-1-2-7-17-31-29(22)35/h10-15,18,20,33H,1-9,16-17,19H2,(H,30,34)(H,31,35)

Standard InChI Key:  DKDSJCPQJCMWQO-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   -6.7064    4.8447    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
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   -3.1108    9.2364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -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
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    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 C   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  2  0
  5  6  1  0
  6  7  2  0
  7  2  1  0
  5  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 10  1  0
  9 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
 21 22  1  0
 22  8  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 34 19  1  0
 34 35  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA3651550

   17-Cyclohexyl-18-(4-hydroxyphenyl)-1,4,11-triazatricyclo[11.5.2.016,19]icosa-13(20),14,16(19),17-tetraene-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: 473.62

Molecular Weight (Monoisotopic): 473.2678

AlogP: 5.48

#Rotatable Bonds: 2

Polar Surface Area: 83.36

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 9.99

CX Basic pKa: ┄

CX LogP: 4.94

CX LogD: 4.94

Aromatic Rings: 3

Heavy Atoms: 35

QED Weighted: 0.46

Np Likeness Score: 0.12

References

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

Source

Source(1):

• BindingDB Database