1-(4,5-Bis(4-butylphenyl)thiophen-2-yl)-N-(piperidin-4-ylmethyl)methanamine

ID: ALA4520507

PubChem CID: 155542185

Max Phase: Preclinical

Molecular Formula: C31H42N2S

Molecular Weight: 474.76

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCCc1ccc(-c2cc(CNCC3CCNCC3)sc2-c2ccc(CCCC)cc2)cc1

Standard InChI:  InChI=1S/C31H42N2S/c1-3-5-7-24-9-13-27(14-10-24)30-21-29(23-33-22-26-17-19-32-20-18-26)34-31(30)28-15-11-25(12-16-28)8-6-4-2/h9-16,21,26,32-33H,3-8,17-20,22-23H2,1-2H3

Standard InChI Key:  QCBSURHRNRBUQF-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 34 37  0  0  0  0  0  0  0  0999 V2000
   19.4389  -14.8332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6176  -14.8332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3650  -15.6146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0261  -16.0991    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   19.6913  -15.6146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4727  -15.8671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0841  -15.3202    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.8654  -15.5728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1350  -14.1725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4732  -13.4214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9895  -12.7606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1718  -12.8457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8400  -13.6013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3217  -14.2589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5872  -15.8661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9759  -15.3175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1952  -15.5695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0246  -16.3737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6409  -16.9255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4193  -16.6666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4718  -15.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2494  -15.2763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3007  -14.2259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9071  -13.6782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6847  -13.9295    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.8558  -14.7286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6901  -12.1856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2478  -16.6275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6397  -16.0817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8629  -16.3354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2547  -15.7896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8775  -12.2726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3958  -11.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5833  -11.6996    0.0000 C   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
  5  6  1  0
  6  7  1  0
  7  8  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14  9  1  0
  2  9  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 15  1  0
  3 15  1  0
  8 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 22 26  1  0
 24 25  1  0
 25 26  1  0
 12 27  1  0
 18 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 27 32  1  0
 32 33  1  0
 33 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4520507

   ---

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: 474.76

Molecular Weight (Monoisotopic): 474.3069

AlogP: 7.86

#Rotatable Bonds: 12

Polar Surface Area: 24.06

Molecular Species: BASE

HBA: 3

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 2

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 10.53

CX LogP: 8.53

CX LogD: 3.22

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.28

Np Likeness Score: -0.24

References

1. Wu F, Hua Y, Kaochar S, Nie S, Lin YL, Yao Y, Wu J, Wu X, Fu X, Schiff R, Davis CM, Robertson M, Ehli EA, Coarfa C, Mitsiades N, Song Y..  (2020)  Discovery, Structure-Activity Relationship, and Biological Activity of Histone-Competitive Inhibitors of Histone Acetyltransferases P300/CBP.,  63  (9): [PMID:32314924] [10.1021/acs.jmedchem.9b02164]

Source

Source(1):

• Scientific Literature