US9174974, Example 38

ID: ALA3986081

PubChem CID: 118098669

Max Phase: Preclinical

Molecular Formula: C34H36FN5O5

Molecular Weight: 613.69

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc2ccc1[C@@H](C)COC(=O)Nc1cc(F)c(O[C@@H]3CCOC3)c(c1)CN(C)C(=O)[C@@H]2Nc1ccc2c(N)nccc2c1

Standard InChI:  InChI=1S/C34H36FN5O5/c1-19-12-22-4-6-27(19)20(2)17-44-34(42)39-25-14-23(31(29(35)15-25)45-26-9-11-43-18-26)16-40(3)33(41)30(22)38-24-5-7-28-21(13-24)8-10-37-32(28)36/h4-8,10,12-15,20,26,30,38H,9,11,16-18H2,1-3H3,(H2,36,37)(H,39,42)/t20-,26+,30+/m0/s1

Standard InChI Key:  CWWHMEXWNJFOJT-ZHFCJYEASA-N

Molfile:  

     RDKit          2D

 45 50  0  0  1  0  0  0  0  0999 V2000
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    1.9278   -4.4100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1500   -2.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1565   -1.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3400   -3.2100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3163   -4.7114    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.2162   -6.8520    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    8.0000   -1.1100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7800   -0.4100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7779    0.7900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5700   -1.1100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9300   -0.4100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 14 13  1  6
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 14  1  0
 12 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  2  0
 23 25  1  0
 25 26  1  1
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  1  0
 31 33  2  0
 33 34  1  0
 34 35  2  0
 35 36  1  0
 36 30  1  0
 36 37  2  0
 37 27  1  0
 25 38  1  0
 38 39  2  0
 39 40  1  0
 40 41  2  0
 41  2  1  0
 41 42  1  0
 42 43  1  0
 42 44  2  0
 44 38  1  0
 19 45  2  0
 45  8  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3986081

   US9174974, Example 38

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: 613.69

Molecular Weight (Monoisotopic): 613.2700

AlogP: 5.91

#Rotatable Bonds: 4

Polar Surface Area: 128.04

Molecular Species: BASE

HBA: 8

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 10

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.81

CX Basic pKa: 9.17

CX LogP: 4.42

CX LogD: 3.11

Aromatic Rings: 4

Heavy Atoms: 45

QED Weighted: 0.26

Np Likeness Score: 0.16

References

1.  (2015)  Macrocyclic factor VIIa inhibitors, 

Source

Source(1):

• BindingDB Database