N-(3-(4-(((2-Hydroxyethyl)(methyl)amino)methyl)-1H-pyrrol-3-yl)phenyl)acrylamide

ID: ALA4539314

PubChem CID: 155549992

Max Phase: Preclinical

Molecular Formula: C17H21N3O2

Molecular Weight: 299.37

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=CC(=O)Nc1cccc(-c2c[nH]cc2CN(C)CCO)c1

Standard InChI:  InChI=1S/C17H21N3O2/c1-3-17(22)19-15-6-4-5-13(9-15)16-11-18-10-14(16)12-20(2)7-8-21/h3-6,9-11,18,21H,1,7-8,12H2,2H3,(H,19,22)

Standard InChI Key:  UVUZILRDAIQCNT-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 22 23  0  0  0  0  0  0  0  0999 V2000
   31.7999   -5.9143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9786   -5.9143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7219   -6.6956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3872   -7.1760    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.0524   -6.6956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2803   -5.2491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0971   -5.3345    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.4336   -6.0852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5816   -4.6693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3984   -4.7547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4961   -5.2535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8302   -4.5024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3506   -3.8376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5328   -3.9226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1970   -4.6782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6827   -5.3399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6833   -3.0871    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.2033   -2.4257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5361   -1.6752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0561   -1.0097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3864   -2.5107    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.8785   -4.0934    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
  1  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 11  1  0
  2 11  1  0
 13 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 18 21  2  0
 10 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4539314

   ---

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: 299.37

Molecular Weight (Monoisotopic): 299.1634

AlogP: 2.23

#Rotatable Bonds: 7

Polar Surface Area: 68.36

Molecular Species: BASE

HBA: 3

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.89

CX LogP: 1.95

CX LogD: 0.45

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.69

Np Likeness Score: -1.03

References

1. Shen Y, Li F, Szewczyk MM, Halabelian L, Park KS, Chau I, Dong A, Zeng H, Chen H, Meng F, Barsyte-Lovejoy D, Arrowsmith CH, Brown PJ, Liu J, Vedadi M, Jin J..  (2020)  Discovery of a First-in-Class Protein Arginine Methyltransferase 6 (PRMT6) Covalent Inhibitor.,  63  (10): [PMID:32367723] [10.1021/acs.jmedchem.0c00406]

Source

Source(1):

• Scientific Literature