N-cyclopropyl-2-(propylsulfonyl)-6-(1-(2,2,6,6-tetramethylpiperidin-4-yl)-1H-indol-5-yl)pyrimidin-4-amine

ID: ALA3785432

Cas Number: 1992047-61-6

PubChem CID: 117072550

Product Number: N612444, Order Now?

Max Phase: Preclinical

Molecular Formula: C27H37N5O2S

Molecular Weight: 495.69

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCS(=O)(=O)c1nc(NC2CC2)cc(-c2ccc3c(ccn3C3CC(C)(C)NC(C)(C)C3)c2)n1

Standard InChI:  InChI=1S/C27H37N5O2S/c1-6-13-35(33,34)25-29-22(15-24(30-25)28-20-8-9-20)18-7-10-23-19(14-18)11-12-32(23)21-16-26(2,3)31-27(4,5)17-21/h7,10-12,14-15,20-21,31H,6,8-9,13,16-17H2,1-5H3,(H,28,29,30)

Standard InChI Key:  XVECNLUKQDKOST-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   -5.9652   -5.8404    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9244   -5.2430    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9277   -6.4430    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6276    5.0026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8114    5.1995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.2965    5.4106    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6621    2.8384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6168   -1.4950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6203   -2.9951    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9210   -3.7422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2184   -2.9893    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.9143   -0.7422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5115   -0.7333    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5060    0.7675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -6.7490    1.9708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6268   -5.9972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6302   -7.4980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5927   -8.1010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
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  5 21  1  0
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  8 22  1  0
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 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 23  1  0
 11 23  1  0
 27 29  1  0
 29 30  1  0
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 32 31  1  0
 30 32  1  0
 25  2  1  0
  2 33  1  0
 33 34  1  0
 34 35  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3785432

   NVS-1

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: Yes

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 495.69

Molecular Weight (Monoisotopic): 495.2668

AlogP: 5.34

#Rotatable Bonds: 7

Polar Surface Area: 88.91

Molecular Species: BASE

HBA: 7

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 10.49

CX LogP: 4.53

CX LogD: 1.67

Aromatic Rings: 3

Heavy Atoms: 35

QED Weighted: 0.43

Np Likeness Score: -1.01

References

1. Romero FA, Taylor AM, Crawford TD, Tsui V, Côté A, Magnuson S..  (2016)  Disrupting Acetyl-Lysine Recognition: Progress in the Development of Bromodomain Inhibitors.,  59  (4): [PMID:26572217] [10.1021/acs.jmedchem.5b01514]

2. Moustakim M, Clark PGK, Hay DA, Dixon DJ, Brennan PE..  (2016)  Chemical probes and inhibitors of bromodomains outside the BET family.,  7  (12): [PMID:29170712] [10.1039/C6MD00373G]

3. Lucas SCC, Atkinson SJ, Bamborough P, Barnett H, Chung CW, Gordon L, Mitchell DJ, Phillipou A, Prinjha RK, Sheppard RJ, Tomkinson NCO, Watson RJ, Demont EH..  (2020)  Optimization of Potent ATAD2 and CECR2 Bromodomain Inhibitors with an Atypical Binding Mode.,  63  (10): [PMID:32321240] [10.1021/acs.jmedchem.0c00021]

4. Moustakim M, Clark PGK, Hay DA, Dixon DJ, Brennan PE..  (2016)  Chemical probes and inhibitors of bromodomains outside the BET family.,  (12): [PMID:29170712] [10.1039/c6md00373g]

5.  (2021)  EUbOPEN Chemogenomics Library wave 1,  [10.6019/CHEMBL4689842]

6. EUbOPEN.  (2022)  EUbOPEN Chemogenomics Library wave 2 - DSF,  [10.6019/CHEMBL5060014]

7. EUbOPEN.  (2023)  Affinity On-target Cellular Literature for EUbOPEN Chemogenomics Library wave 3,  [10.6019/CHEMBL5210121]

8. EUbOPEN.  (2023)  Affinity Biochemical Literature for EUbOPEN Chemogenomics Library wave 3,  [10.6019/CHEMBL5210307]

9. EUbOPEN.  (2023)  Selectivity Literature for EUbOPEN Chemogenomics Library wave 3,  [10.6019/CHEMBL5212743]

Source

Source(3):

• Scientific Literature
• EUbOPEN Chemogenomic Library
• Literature data from EUbOPEN Chemogenomic Library