US9174974, Comparator 1

ID: ALA4110036

PubChem CID: 57842658

Max Phase: Preclinical

Molecular Formula: C31H32FN5O5S

Molecular Weight: 605.69

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)S(=O)(=O)c1ccc2cc1CN(C)C(=O)[C@H](Nc1cc(F)c3c(N)nccc3c1)c1ccc(cc1)CCOC(=O)N2

Standard InChI:  InChI=1S/C31H32FN5O5S/c1-18(2)43(40,41)26-9-8-23-15-22(26)17-37(3)30(38)28(20-6-4-19(5-7-20)11-13-42-31(39)36-23)35-24-14-21-10-12-34-29(33)27(21)25(32)16-24/h4-10,12,14-16,18,28,35H,11,13,17H2,1-3H3,(H2,33,34)(H,36,39)/t28-/m1/s1

Standard InChI Key:  SBHZQLSHBQISGY-MUUNZHRXSA-N

Molfile:  

     RDKit          2D

 43 47  0  0  1  0  0  0  0  0999 V2000
   -2.8309   -3.2617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7916   -2.6617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7526   -3.2621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7906   -1.1609    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8302   -1.7604    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8297   -0.5605    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4900   -0.4100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4900    0.9900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7200    1.6800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9300    0.9900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5800    2.1000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3200    1.0300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3052   -0.1699    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1600    2.1000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2100    0.9900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2100   -0.4100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0000   -1.1100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0000   -2.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7800   -3.2100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5700   -2.5000    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
    6.7800   -0.4100    0.0000 C   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
    4.3224   -4.7115    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6127   -5.4781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5973   -6.9780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8885   -7.7414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8761   -8.9413    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    8.1952   -7.0049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4865   -7.7683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4741   -8.9682    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.7932   -7.0317    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.8087   -5.5318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5175   -4.7684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2108   -5.5050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9195   -4.7416    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
    1.9300   -3.2100    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9278   -4.4100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7200   -2.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7200   -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
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  4  6  2  0
  4  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 17  1  0
 20 23  1  0
 23 24  1  1
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  1  0
 27 29  2  0
 29 30  1  0
 30 31  1  0
 30 32  2  0
 32 33  1  0
 33 34  2  0
 34 35  1  0
 35 29  1  0
 35 36  2  0
 36 25  1  0
 23 37  1  0
 37 38  2  0
 37 39  1  0
 39 40  1  0
 39 41  1  0
 41 42  1  0
 42  7  1  0
 42 43  2  0
 43 10  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4110036

   US9174974, Comparator 1

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: 605.69

Molecular Weight (Monoisotopic): 605.2108

AlogP: 5.05

#Rotatable Bonds: 4

Polar Surface Area: 143.72

Molecular Species: BASE

HBA: 8

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 10

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.14

CX Basic pKa: 8.84

CX LogP: 3.72

CX LogD: 2.54

Aromatic Rings: 4

Heavy Atoms: 43

QED Weighted: 0.29

Np Likeness Score: -0.24

References

1.  (2015)  Macrocyclic factor VIIa inhibitors, 

Source

Source(1):

• BindingDB Database