N-(4-((diethylamino)methyl)benzyl)-4-(pyrimidin-2-yl)piperazine-1-carboxamide

ID: ALA4524997

PubChem CID: 17495098

Max Phase: Preclinical

Molecular Formula: C21H30N6O

Molecular Weight: 382.51

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCN(CC)Cc1ccc(CNC(=O)N2CCN(c3ncccn3)CC2)cc1

Standard InChI:  InChI=1S/C21H30N6O/c1-3-25(4-2)17-19-8-6-18(7-9-19)16-24-21(28)27-14-12-26(13-15-27)20-22-10-5-11-23-20/h5-11H,3-4,12-17H2,1-2H3,(H,24,28)

Standard InChI Key:  BZUHDDVBSAICQG-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   31.8514   -5.1325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5594   -5.5414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2691   -5.1320    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.2663   -4.3093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5576   -3.9041    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.9699   -3.8981    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.6790   -4.3062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3831   -3.8985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3842   -3.0809    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.6751   -2.6728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9649   -3.0823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.0919   -2.6723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.7996   -3.0809    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.0919   -1.8551    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.5073   -2.6724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.2150   -3.0810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.2112   -3.8972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.9181   -4.3057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.6268   -3.8971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.6242   -3.0756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.9167   -2.6708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.3351   -4.3047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.0422   -3.8952    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.7505   -4.3029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.4576   -3.8933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.0411   -3.0780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.7483   -2.6685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  7  8  1  0
  7 12  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
  5  7  1  0
 10 13  1  0
 13 14  1  0
 13 15  2  0
 14 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 17  1  0
 20 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 24 27  1  0
 27 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4524997

   N-[[4-(diethylaminomethyl)phenyl]methyl]-4-pyrimidin-2-ylpiperazine-1-carboxamide

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: 382.51

Molecular Weight (Monoisotopic): 382.2481

AlogP: 2.35

#Rotatable Bonds: 7

Polar Surface Area: 64.60

Molecular Species: BASE

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.39

CX LogP: 2.18

CX LogD: 0.20

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.80

Np Likeness Score: -2.05

References

1. Ni X, Heidenreich D, Christott T, Bennett J, Moustakim M, Brennan PE, Fedorov O, Knapp S, Chaikuad A..  (2019)  Structural Insights into Interaction Mechanisms of Alternative Piperazine-urea YEATS Domain Binders in MLLT1.,  10  (12): [PMID:31857843] [10.1021/acsmedchemlett.9b00460]

Source

Source(1):

• Scientific Literature