US9006282, Example 2, Compound 11::US9102656, Example 2, Compound 11

ID: ALA3677713

PubChem CID: 46928593

Max Phase: Preclinical

Molecular Formula: C25H34FN3O5S

Molecular Weight: 507.63

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCOC1C[C@H](O)C[C@@H](/C=C/c2c(-c3ccc(F)cc3)nc(N(C)S(C)(=O)=O)nc2C(C)C)O1

Standard InChI:  InChI=1S/C25H34FN3O5S/c1-6-13-33-22-15-19(30)14-20(34-22)11-12-21-23(16(2)3)27-25(29(4)35(5,31)32)28-24(21)17-7-9-18(26)10-8-17/h7-12,16,19-20,22,30H,6,13-15H2,1-5H3/b12-11+/t19-,20-,22?/m1/s1

Standard InChI Key:  UCTBEFNFYMBJKW-KKZBYLJVSA-N

Molfile:  

     RDKit          2D

 35 37  0  0  1  0  0  0  0  0999 V2000
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    3.8933   -3.7570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5951   -3.0039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5973   -1.5031    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.0000   -1.5000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6003   -1.4978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8990   -0.7455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2003   -1.4932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4994   -0.7433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7985   -1.4932    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.6004   -2.9959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3026   -3.7480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3050   -5.2480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2667   -5.8497    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6053   -5.9959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9031   -5.2438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0967   -3.7463    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1370   -3.1481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0946   -5.2471    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1326   -5.8493    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0924   -6.4471    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0543   -5.8453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5025    0.7576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5426    1.3561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4643    1.3594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  1
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11  5  1  0
 10 12  1  6
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 14  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 23 25  1  0
 25 26  2  0
 26 20  1  0
 17 27  1  0
 27 28  1  0
 27 29  1  0
 29 30  2  0
 29 31  2  0
 29 32  1  0
 15 33  1  0
 33 34  1  0
 33 35  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3677713

   N-[4-(4-fluorophenyl)-5-[(E)-2-[(2S,4R)-4-hydroxy-6-propoxyoxan-2-yl]ethenyl]-6-propan-2-ylpyrimidin-2-yl]-N-methylmethanesulfonamide

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: 507.63

Molecular Weight (Monoisotopic): 507.2203

AlogP: 4.11

#Rotatable Bonds: 9

Polar Surface Area: 101.85

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.11

CX LogD: 4.11

Aromatic Rings: 2

Heavy Atoms: 35

QED Weighted: 0.55

Np Likeness Score: -0.09

References

1.  (2015)  Rosuvastatin and atorvastatin derivatives, 

Source

Source(1):

• BindingDB Database