4-(2-(4-(1-Cyclopentyl-1,2,3,4-tetrahydroisoquinolin-1-yl)piperidin-1-yl)ethoxy)benzonitrile

ID: ALA4570651

PubChem CID: 155562826

Max Phase: Preclinical

Molecular Formula: C28H35N3O

Molecular Weight: 429.61

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  N#Cc1ccc(OCCN2CCC(C3(C4CCCC4)NCCc4ccccc43)CC2)cc1

Standard InChI:  InChI=1S/C28H35N3O/c29-21-22-9-11-26(12-10-22)32-20-19-31-17-14-25(15-18-31)28(24-6-2-3-7-24)27-8-4-1-5-23(27)13-16-30-28/h1,4-5,8-12,24-25,30H,2-3,6-7,13-20H2

Standard InChI Key:  RKPDJLDXPIJEBD-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   38.2412   -5.7143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.2401   -6.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.9530   -6.9514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.6677   -6.5391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   40.3701   -5.3006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.3699   -4.4798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.6573   -4.0712    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.9449   -4.4834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.5253   -3.7653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   38.2387   -2.4503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.5204   -2.8699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.6977   -3.6825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.1429   -4.6920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.5621   -4.0997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   36.5387   -5.1034    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.1195   -5.6957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.9248   -5.4901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7366   -5.3113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1596   -4.7246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3631   -4.9310    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.7860   -4.3445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0106   -3.5532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4343   -2.9670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6368   -3.1732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4187   -3.9710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9965   -4.5539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0606   -2.5860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4828   -2.0002    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
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  4  6  1  0
  5  1  1  0
  5  6  2  0
  5 10  1  0
  6  7  1  0
  7  8  1  0
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 10 16  1  0
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 23 24  1  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 25  1  0
 31 32  3  0
 28 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4570651

   ---

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: 429.61

Molecular Weight (Monoisotopic): 429.2780

AlogP: 4.88

#Rotatable Bonds: 6

Polar Surface Area: 48.29

Molecular Species: BASE

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.99

CX LogP: 5.21

CX LogD: 1.37

Aromatic Rings: 2

Heavy Atoms: 32

QED Weighted: 0.71

Np Likeness Score: -0.52

References

1. Aguilar A, Zheng K, Xu T, Xu S, Huang L, Fernandez-Salas E, Liu L, Bernard D, Harvey KP, Foster C, McEachern D, Stuckey J, Chinnaswamy K, Delproposto J, Kampf JW, Wang S..  (2019)  Structure-Based Discovery of M-89 as a Highly Potent Inhibitor of the Menin-Mixed Lineage Leukemia (Menin-MLL) Protein-Protein Interaction.,  62  (13): [PMID:31244110] [10.1021/acs.jmedchem.9b00021]

Source

Source(1):

• Scientific Literature