5-chloro-N-(2-(N-(1-isopropylpiperidin-4-yl)sulfamoyl)ethyl)thiophene-2-carboxamide

ID: ALA5291366

Max Phase: Preclinical

Molecular Formula: C15H24ClN3O3S2

Molecular Weight: 393.96

Names and Identifiers

Canonical SMILES:  CC(C)N1CCC(NS(=O)(=O)CCNC(=O)c2ccc(Cl)s2)CC1

Standard InChI:  InChI=1S/C15H24ClN3O3S2/c1-11(2)19-8-5-12(6-9-19)18-24(21,22)10-7-17-15(20)13-3-4-14(16)23-13/h3-4,11-12,18H,5-10H2,1-2H3,(H,17,20)

Standard InChI Key:  XIOBNAKYNXSFFO-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 25  0  0  0  0  0  0  0  0999 V2000
   -4.0493    0.1321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5484    0.7890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0779    1.4667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2880    1.2286    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2704    0.4038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2667    2.2699    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.5689   -0.0306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8419    0.3595    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5944   -0.8554    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1404   -0.0748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4134    0.3153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2879   -0.1191    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.0149    0.2711    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7164   -0.1633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4434    0.2269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1448   -0.2075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1193   -1.0322    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3923   -1.4225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6908   -0.9880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8339   -1.4448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5484   -1.0322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8339   -2.2699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1253   -0.8349    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7005   -0.8349    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  1  2  0
  3  6  1  0
  5  7  1  0
  7  8  1  0
  7  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 15 14  1  0
 16 15  1  0
 17 16  1  0
 18 17  1  0
 19 18  1  0
 14 19  1  0
 17 20  1  0
 20 21  1  0
 20 22  1  0
 12 23  2  0
 12 24  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA5291366

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 393.96

Molecular Weight (Monoisotopic): 393.0948

AlogP: 1.92

#Rotatable Bonds: 7

Polar Surface Area: 78.51

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.00

CX Basic pKa: 8.22

CX LogP: 1.20

CX LogD: 0.32

Aromatic Rings: 1

Heavy Atoms: 24

QED Weighted: 0.74

Np Likeness Score: -2.28

References

1. Patel NR, Patel DV, Murumkar PR, Yadav MR..  (2016)  Contemporary developments in the discovery of selective factor Xa inhibitors: A review.,  121  [PMID:27322757] [10.1016/j.ejmech.2016.05.039]

Source

Source(1):

• Scientific Literature