US9040518, 66

ID: ALA3658912

PubChem CID: 68207834

Max Phase: Preclinical

Molecular Formula: C25H36NO6PS

Molecular Weight: 509.61

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCC1(CCCC)CS(=O)(=O)c2cc(CP(=O)(O)O)c(OC)cc2C(c2ccccc2)N1

Standard InChI:  InChI=1S/C25H36NO6PS/c1-4-6-13-25(14-7-5-2)18-34(30,31)23-15-20(17-33(27,28)29)22(32-3)16-21(23)24(26-25)19-11-9-8-10-12-19/h8-12,15-16,24,26H,4-7,13-14,17-18H2,1-3H3,(H2,27,28,29)

Standard InChI Key:  PGZJWCFWLZZHIJ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 34 36  0  0  0  0  0  0  0  0999 V2000
    2.8801    4.4091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2333    3.2622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2127    2.1618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6544    0.7275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6852   -0.3846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0761   -1.8075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5391   -2.1425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9813   -3.5767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1510   -3.8446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3514    1.0778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.7286    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0569    2.2970    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0568    2.2971    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3515    1.0777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4523    2.0983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8856    1.6561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9837    2.6792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6477    4.1419    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5257    4.9599    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5004    4.4937    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3784    5.3113    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2194    0.1937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6526   -0.2516    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9180   -1.4219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1198   -0.8265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6852   -0.3847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7500   -1.5574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7500   -1.5574    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4011   -2.9095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9046   -2.9463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6237   -4.2627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8432   -5.5436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3436   -5.5082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6245   -4.1918    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  0
  8  9  1  0
  5 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  2  0
 11 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 18 21  1  0
 16 22  2  0
 22 23  1  0
 23 24  1  0
 22 25  1  0
 25 26  2  0
 26 14  1  0
 26 27  1  0
 27 28  1  0
 28  5  1  0
 27 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
 32 33  1  0
 33 34  2  0
 34 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3658912

   {[3,3-Dibutyl-7-(methyloxy)-1,1-dioxido-5-phenyl-2,3,4,5-tetrahydro-1,4-benzothiazepin-8-yl]methyl}phosphonic acid

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: 509.61

Molecular Weight (Monoisotopic): 509.2001

AlogP: 4.96

#Rotatable Bonds: 10

Polar Surface Area: 112.93

Molecular Species: ACID

HBA: 5

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 1.72

CX Basic pKa: 4.71

CX LogP: 2.39

CX LogD: 1.33

Aromatic Rings: 2

Heavy Atoms: 34

QED Weighted: 0.39

Np Likeness Score: 0.02

References

1.  (2015)  Chemical compounds, 

Source

Source(1):

• BindingDB Database