N-(3-(4-(((2-Aminoethyl)(methyl)amino)methyl)-1H-pyrrol-3-yl)phenyl)propionamide

ID: ALA4544587

PubChem CID: 138753330

Max Phase: Preclinical

Molecular Formula: C17H24N4O

Molecular Weight: 300.41

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C17H24N4O/c1-3-17(22)20-15-6-4-5-13(9-15)16-11-19-10-14(16)12-21(2)8-7-18/h4-6,9-11,19H,3,7-8,12,18H2,1-2H3,(H,20,22)

Standard InChI Key:  ZXTYIIDDTFQCGV-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 22 23  0  0  0  0  0  0  0  0999 V2000
   19.5875   -6.2857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7661   -6.2857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5094   -7.0671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1747   -7.5475    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.8399   -7.0671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0678   -5.6205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8846   -5.7060    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.2211   -6.4566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3691   -5.0407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1860   -5.1262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2836   -5.6250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6177   -4.8739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1381   -4.2090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3203   -4.2941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9845   -5.0497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4702   -5.7114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4709   -3.4585    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.9909   -2.7972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3236   -2.0467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8436   -1.3812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1740   -2.8822    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.6660   -4.4648    0.0000 N   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  1  0
 18 21  2  0
 10 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4544587

   ---

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: 300.41

Molecular Weight (Monoisotopic): 300.1950

AlogP: 2.42

#Rotatable Bonds: 7

Polar Surface Area: 74.15

Molecular Species: BASE

HBA: 3

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.44

CX LogP: 1.78

CX LogD: -0.28

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.73

Np Likeness Score: -1.33

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