US9040518, 70

ID: ALA3639577

PubChem CID: 71237847

Max Phase: Preclinical

Molecular Formula: C24H31NO4S

Molecular Weight: 429.58

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCC[C@]1(CC)CS(=O)(=O)c2cc(C(C)=O)c(OC)cc2[C@@H](c2ccccc2)N1

Standard InChI:  InChI=1S/C24H31NO4S/c1-5-7-13-24(6-2)16-30(27,28)22-15-19(17(3)26)21(29-4)14-20(22)23(25-24)18-11-9-8-10-12-18/h8-12,14-15,23,25H,5-7,13,16H2,1-4H3/t23-,24-/m1/s1

Standard InChI Key:  ORQGKRJTFLGHMF-DNQXCXABSA-N

Molfile:  

     RDKit          2D

 30 32  0  0  1  0  0  0  0  0999 V2000
    0.6819   -5.2220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4977   -4.3420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0556   -2.9078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0759   -1.8072    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
    2.6548    0.7277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8249    0.4615    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
   -4.7150    3.8487    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1310    2.3275    0.0000 C   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
   -0.4925   -4.1079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0733   -5.4909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5615   -5.6793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4687   -4.4848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8879   -3.1018    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
  5  4  1  1
  5  6  1  0
  6  7  1  0
  5  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  2  0
  9 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 14 18  2  0
 18 19  1  0
 19 20  1  0
 18 21  1  0
 21 22  2  0
 22 12  1  0
 22 23  1  0
 23 24  1  0
 24  5  1  0
 23 25  1  6
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3639577

   1-[(3R,5R)-3-butyl-3-ethyl-7-(methyloxy)-1,1-dioxido-5-phenyl-2,3,4,5-tetrahydro-1,4-benzothiazepin-8-yl]ethanone

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: 429.58

Molecular Weight (Monoisotopic): 429.1974

AlogP: 4.70

#Rotatable Bonds: 7

Polar Surface Area: 72.47

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 4.42

CX LogP: 4.17

CX LogD: 4.17

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.65

Np Likeness Score: -0.08

References

1.  (2015)  Chemical compounds, 

Source

Source(1):

• BindingDB Database