4-[(2-amino-1-methyl-ethyl)amino]-6-(sulfanylmethyl)benzothiophene-2-carboxamidine

ID: ALA4645538

PubChem CID: 156019686

Max Phase: Preclinical

Molecular Formula: C13H18N4S2

Molecular Weight: 294.45

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(CN)Nc1cc(CS)cc2sc(C(=N)N)cc12

Standard InChI:  InChI=1S/C13H18N4S2/c1-7(5-14)17-10-2-8(6-18)3-11-9(10)4-12(19-11)13(15)16/h2-4,7,17-18H,5-6,14H2,1H3,(H3,15,16)

Standard InChI Key:  QYPDCDACLUDSPR-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
   15.1212  -11.6087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8292  -11.1974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5375  -11.6082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5375  -12.4276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8317  -12.8341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1212  -12.4329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8317  -13.6536    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.1237  -14.0654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1237  -14.8848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4156  -15.2925    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.4156  -13.6536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3161  -12.6819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7975  -12.0159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3161  -11.3580    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   18.6170  -12.0159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0247  -11.3079    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.0247  -12.7281    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.4131  -11.2011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7009  -11.6087    0.0000 S   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  1  0
  8  9  1  0
  9 10  1  0
  8 11  1  0
  4 12  1  0
 13 12  2  0
 14 13  1  0
  3 14  1  0
 13 15  1  0
 15 16  1  0
 15 17  2  0
  1 18  1  0
 18 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4645538

   ---

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: 294.45

Molecular Weight (Monoisotopic): 294.0973

AlogP: 2.37

#Rotatable Bonds: 5

Polar Surface Area: 87.92

Molecular Species: BASE

HBA: 5

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 10.23

CX Basic pKa: 9.72

CX LogP: 1.40

CX LogD: -2.29

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.33

Np Likeness Score: -0.56

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