US8524716, 20

ID: ALA3651543

PubChem CID: 44129499

Max Phase: Preclinical

Molecular Formula: C29H33ClN4O4S

Molecular Weight: 569.13

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN1C/C=C\CCNC(=O)Cn2c(-c3ccc(Cl)cc3)c(C3CCCCC3)c3ccc(cc32)C(=O)NS1(=O)=O

Standard InChI:  InChI=1S/C29H33ClN4O4S/c1-33-17-7-3-6-16-31-26(35)19-34-25-18-22(29(36)32-39(33,37)38)12-15-24(25)27(20-8-4-2-5-9-20)28(34)21-10-13-23(30)14-11-21/h3,7,10-15,18,20H,2,4-6,8-9,16-17,19H2,1H3,(H,31,35)(H,32,36)/b7-3-

Standard InChI Key:  UCIHRYYKKPPEQP-CLTKARDFSA-N

Molfile:  

     RDKit          2D

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   -7.8134   -5.8541    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
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   -0.4578   -9.8277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2767   -8.3387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.4628    0.6902    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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  3  4  1  0
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  6  7  1  0
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  8  9  1  0
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 31 32  1  0
 32 33  2  0
 33 12  1  0
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 31 34  1  0
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 34 36  1  0
 36 37  1  0
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 37 39  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA3651543

   (7Z)-19-(4-chlorophenyl)-18-cyclohexyl-10-methyl-11,11-dioxo-11lambda6-thia-1,4,10,12-tetrazatricyclo[12.5.2.017,20]henicosa-7,14(21),15,17(20),18-pentaene-3,13-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: 569.13

Molecular Weight (Monoisotopic): 568.1911

AlogP: 4.99

#Rotatable Bonds: 2

Polar Surface Area: 100.51

Molecular Species: ACID

HBA: 5

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 4.15

CX Basic pKa: ┄

CX LogP: 4.45

CX LogD: 3.51

Aromatic Rings: 3

Heavy Atoms: 39

QED Weighted: 0.43

Np Likeness Score: -0.22

References

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

Source

Source(1):

• BindingDB Database