N-(4-(pyrrolidin-1-ylmethyl)benzyl)-4-(thiophene-2-carbonyl)piperazine-1-carboxamide

ID: ALA4588022

PubChem CID: 32148992

Max Phase: Preclinical

Molecular Formula: C22H28N4O2S

Molecular Weight: 412.56

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(NCc1ccc(CN2CCCC2)cc1)N1CCN(C(=O)c2cccs2)CC1

Standard InChI:  InChI=1S/C22H28N4O2S/c27-21(20-4-3-15-29-20)25-11-13-26(14-12-25)22(28)23-16-18-5-7-19(8-6-18)17-24-9-1-2-10-24/h3-8,15H,1-2,9-14,16-17H2,(H,23,28)

Standard InChI Key:  UTOUOHONUGPBCF-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   19.1677   -5.0192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8713   -4.6080    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.5804   -5.0161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2845   -4.6083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2856   -3.7908    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.5765   -3.3827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8663   -3.7921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9933   -3.3822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7010   -3.7908    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.9933   -2.5650    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.4087   -3.3822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1164   -3.7908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1126   -4.6071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8195   -5.0156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5282   -4.6069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5256   -3.7855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8181   -3.3807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2364   -5.0146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9436   -4.6051    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.6891   -4.9369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2351   -4.3289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8255   -3.6217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0265   -3.7927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4578   -4.6143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1719   -5.8364    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.3727   -3.8025    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   17.5725   -3.6368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1676   -4.3467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7176   -4.9510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  2  7  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  1  2  1  0
  5  8  1  0
  8  9  1  0
  8 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 12  1  0
 15 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 19  1  0
  1 24  1  0
  1 25  2  0
 24 26  1  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 24  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4588022

   N-[[4-(pyrrolidin-1-ylmethyl)phenyl]methyl]-4-(thiophene-2-carbonyl)piperazine-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: 412.56

Molecular Weight (Monoisotopic): 412.1933

AlogP: 3.01

#Rotatable Bonds: 5

Polar Surface Area: 55.89

Molecular Species: BASE

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.30

CX LogP: 2.22

CX LogD: 0.33

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.82

Np Likeness Score: -2.01

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