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

ID: ALA4463793

PubChem CID: 138753329

Max Phase: Preclinical

Molecular Formula: C17H22N4O

Molecular Weight: 298.39

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C17H22N4O/c1-3-17(22)20-15-6-4-5-13(9-15)16-11-19-10-14(16)12-21(2)8-7-18/h3-6,9-11,19H,1,7-8,12,18H2,2H3,(H,20,22)

Standard InChI Key:  HVDMIAFOVVMNJF-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 22 23  0  0  0  0  0  0  0  0999 V2000
    7.2553   -6.3188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4340   -6.3188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1773   -7.1001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8426   -7.5805    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.5077   -7.1001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7357   -5.6535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5525   -5.7390    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.8890   -6.4897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0370   -5.0737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8538   -5.1592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9515   -5.6580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2855   -4.9069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8059   -4.2420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9882   -4.3271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6523   -5.0827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1381   -5.7444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1387   -3.4915    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6587   -2.8302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9915   -2.0797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5115   -1.4142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8418   -2.9152    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3338   -4.4978    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  2  0
 18 21  2  0
 10 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4463793

   ---

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: 298.39

Molecular Weight (Monoisotopic): 298.1794

AlogP: 2.20

#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: 1.84

CX LogD: -0.22

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.69

Np Likeness Score: -0.92

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