N-(2-Aminoethyl)-2-carbamimidoyl-7-isopropoxy-benzothiophene-4-carboxamide

ID: ALA4647262

PubChem CID: 156021683

Max Phase: Preclinical

Molecular Formula: C15H20N4O2S

Molecular Weight: 320.42

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)Oc1ccc(C(=O)NCCN)c2cc(C(=N)N)sc12

Standard InChI:  InChI=1S/C15H20N4O2S/c1-8(2)21-11-4-3-9(15(20)19-6-5-16)10-7-12(14(17)18)22-13(10)11/h3-4,7-8H,5-6,16H2,1-2H3,(H3,17,18)(H,19,20)

Standard InChI Key:  QQSZVTLMNLKSAG-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 22 23  0  0  0  0  0  0  0  0999 V2000
   11.5033  -11.5988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2164  -11.1886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9298  -11.5983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9298  -12.4236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2190  -12.8330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5033  -12.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2190  -13.6585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9364  -14.0732    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.5058  -14.0732    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.7926  -13.6585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0752  -14.0732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3621  -13.6585    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.7141  -12.6797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1990  -12.0132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7141  -11.3421    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   15.0244  -12.0132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4350  -11.2958    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.4350  -12.7263    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.2164  -10.3632    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.5032   -9.9484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5032   -9.1272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7901  -10.3632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
  4  3  2  0
  5  4  1  0
  6  5  2  0
  1  6  1  0
  5  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
  4 13  1  0
 14 13  2  0
 15 14  1  0
  3 15  1  0
 14 16  1  0
 16 17  1  0
 16 18  2  0
  2 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4647262

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 320.42

Molecular Weight (Monoisotopic): 320.1307

AlogP: 1.66

#Rotatable Bonds: 6

Polar Surface Area: 114.22

Molecular Species: BASE

HBA: 5

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 9.24

CX LogP: 0.80

CX LogD: -2.04

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.48

Np Likeness Score: -0.86

References

1. Guillory X, Wolter M, Leysen S, Neves JF, Kuusk A, Genet S, Somsen B, Morrow JK, Rivers E, van Beek L, Patel J, Goodnow R, Schoenherr H, Fuller N, Cao Q, Doveston RG, Brunsveld L, Arkin MR, Castaldi P, Boyd H, Landrieu I, Chen H, Ottmann C..  (2020)  Fragment-based Differential Targeting of PPI Stabilizer Interfaces.,  63  (13): [PMID:32501690] [10.1021/acs.jmedchem.9b01942]

Source

Source(1):

• Scientific Literature