1-(1-((1-(4-(Cyclobutylsulfonyl)phenyl)azetidin-3-yl)methyl)piperidin-4-yl)-1-cyclopentyl-1,2,3,4-tetrahydroisoquinoline

ID: ALA4581439

PubChem CID: 132104582

Max Phase: Preclinical

Molecular Formula: C33H45N3O2S

Molecular Weight: 547.81

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=S(=O)(c1ccc(N2CC(CN3CCC(C4(C5CCCC5)NCCc5ccccc54)CC3)C2)cc1)C1CCC1

Standard InChI:  InChI=1S/C33H45N3O2S/c37-39(38,30-9-5-10-30)31-14-12-29(13-15-31)36-23-25(24-36)22-35-20-17-28(18-21-35)33(27-7-2-3-8-27)32-11-4-1-6-26(32)16-19-34-33/h1,4,6,11-15,25,27-28,30,34H,2-3,5,7-10,16-24H2

Standard InChI Key:  IKIGKYBUAHEXDC-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    3.4990  -13.6748    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4965  -18.0768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4954  -18.9037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2097  -19.3163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9258  -18.9031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2079  -17.6642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9221  -18.0737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    9.9519  -16.0409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3980  -17.0524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    8.7906  -17.4647    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.3725  -18.0581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1795  -17.8520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9918  -17.6692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4152  -17.0797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4278  -16.2578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6033  -16.2486    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5942  -17.0730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0268  -15.6591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2527  -14.8668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6770  -14.2776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8773  -14.4819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6564  -15.2807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2338  -15.8665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5212  -13.0989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.8348  -11.9780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1159  -12.3803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  9  1  0
  8  4  1  0
  8  9  2  0
  8 13  1  0
  9 10  1  0
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 28 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  2  0
 33 34  1  0
 34 35  2  0
 35 30  1  0
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  2 36  1  0
 36 37  1  0
 37 38  1  0
 38 39  1  0
 39 36  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4581439

   ---

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: 547.81

Molecular Weight (Monoisotopic): 547.3232

AlogP: 5.39

#Rotatable Bonds: 7

Polar Surface Area: 52.65

Molecular Species: BASE

HBA: 5

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 9.96

CX LogP: 5.56

CX LogD: 2.37

Aromatic Rings: 2

Heavy Atoms: 39

QED Weighted: 0.50

Np Likeness Score: -0.68

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