N-(cyclopropyl(3-methylpyridin-2-yl)methyl)-7-methylbenzo[b]thiophene-2-carboxamide

ID: ALA5086739

PubChem CID: 166633532

Max Phase: Preclinical

Molecular Formula: C20H20N2OS

Molecular Weight: 336.46

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cccnc1C(NC(=O)c1cc2cccc(C)c2s1)C1CC1

Standard InChI:  InChI=1S/C20H20N2OS/c1-12-6-4-10-21-17(12)18(14-8-9-14)22-20(23)16-11-15-7-3-5-13(2)19(15)24-16/h3-7,10-11,14,18H,8-9H2,1-2H3,(H,22,23)

Standard InChI Key:  GXENTWHWGFVNIY-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 27  0  0  0  0  0  0  0  0999 V2000
   28.4765  -11.6264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4753  -12.4459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1834  -12.8549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1816  -11.2175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8902  -11.6228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8950  -12.4414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6750  -12.6898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1524  -12.0247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6673  -11.3653    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   29.1791  -10.4003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9696  -12.0199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3823  -12.7252    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.3740  -11.3098    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.1912  -11.3050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5956  -10.5949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6039  -12.0103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6087  -12.8274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3140  -12.4147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4136  -10.5927    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.8179   -9.8835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4051   -9.1772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5837   -9.1847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1831   -9.8945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3659   -9.9020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9  5  1  0
  4 10  1  0
  8 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 17 16  1  0
 18 17  1  0
 16 18  1  0
 15 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 15  1  0
 23 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5086739

   ---

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: 336.46

Molecular Weight (Monoisotopic): 336.1296

AlogP: 4.79

#Rotatable Bonds: 4

Polar Surface Area: 41.99

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 4.57

CX LogP: 4.66

CX LogD: 4.66

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.74

Np Likeness Score: -1.19

References

1. Lampe JW, Alford JS, Boriak-Sjodin PA, Brach D, Cosmopoulos K, Duncan KW, Eckley ST, Foley MA, Harvey DM, Motwani V, Munchhof MJ, Raimondi A, Riera TV, Tang C, Thomenius MJ, Totman J, Farrow NA..  (2021)  Discovery of a First-in-Class Inhibitor of the Histone Methyltransferase SETD2 Suitable for Preclinical Studies.,  12  (10.0): [PMID:34671445] [10.1021/acsmedchemlett.1c00272]

Source

Source(1):

• Scientific Literature