4-Cyclopentyl-2-methyl-4-(1-((1-(4-(pyridin-4-ylsulfonyl)phenyl)azetidin-3-yl)methyl)piperidin-4-yl)-1,2,3,4-tetrahydroisoquinoline

ID: ALA4516680

PubChem CID: 145397301

Max Phase: Preclinical

Molecular Formula: C35H44N4O2S

Molecular Weight: 584.83

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN1Cc2ccccc2C(C2CCCC2)(C2CCN(CC3CN(c4ccc(S(=O)(=O)c5ccncc5)cc4)C3)CC2)C1

Standard InChI:  InChI=1S/C35H44N4O2S/c1-37-25-28-6-2-5-9-34(28)35(26-37,29-7-3-4-8-29)30-16-20-38(21-17-30)22-27-23-39(24-27)31-10-12-32(13-11-31)42(40,41)33-14-18-36-19-15-33/h2,5-6,9-15,18-19,27,29-30H,3-4,7-8,16-17,20-26H2,1H3

Standard InChI Key:  HIKNZTWSCQIGRD-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 42 48  0  0  0  0  0  0  0  0999 V2000
    3.9106   -5.4181    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4978   -4.8351    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.6992   -4.6180    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6974   -9.0205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6963   -9.8475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4107  -10.2601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1268   -9.8470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4089   -8.6080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1231   -9.0173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8308   -8.6059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8305   -7.7834    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.1164   -7.3739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4025   -7.7871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9821   -7.0673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3172   -6.3042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6949   -5.7496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9751   -6.1701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1527   -6.9845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5989   -7.9961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0169   -7.4025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2163   -7.6087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9913   -8.4083    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.5733   -9.0018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3804   -8.7957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1924   -8.6128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6158   -8.0233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6284   -7.2013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8039   -7.1921    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7947   -8.0166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2273   -6.6026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4532   -5.8101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8775   -5.2210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0777   -5.4253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8568   -6.2242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4342   -6.8099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7216   -4.0422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5193   -3.8416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7433   -3.0494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1682   -2.4582    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3661   -2.6643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1459   -3.4561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5441   -7.3698    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
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 14  1  0
 13 19  1  0
 19 20  1  0
 19 24  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 22 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 26  1  0
 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
 33  2  1  0
  2 36  1  0
 36 37  2  0
 37 38  1  0
 38 39  2  0
 39 40  1  0
 40 41  2  0
 41 36  1  0
 11 42  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4516680

   ---

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: 584.83

Molecular Weight (Monoisotopic): 584.3185

AlogP: 5.64

#Rotatable Bonds: 7

Polar Surface Area: 56.75

Molecular Species: BASE

HBA: 6

HBD: ┄

#RO5 Violations: 2

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 9.33

CX LogP: 5.36

CX LogD: 2.94

Aromatic Rings: 3

Heavy Atoms: 42

QED Weighted: 0.36

Np Likeness Score: -0.61

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