rac-4-(3-((4-((S)-cyano((1S,2R)-2-methoxycyclopentyl)(phenyl)methyl)piperidin-1-yl)methyl)azetidin-1-yl)benzonitrile

ID: ALA4474336

PubChem CID: 155536984

Max Phase: Preclinical

Molecular Formula: C30H36N4O

Molecular Weight: 468.65

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CO[C@@H]1CCC[C@H]1[C@](C#N)(c1ccccc1)C1CCN(CC2CN(c3ccc(C#N)cc3)C2)CC1

Standard InChI:  InChI=1S/C30H36N4O/c1-35-29-9-5-8-28(29)30(22-32,25-6-3-2-4-7-25)26-14-16-33(17-15-26)19-24-20-34(21-24)27-12-10-23(18-31)11-13-27/h2-4,6-7,10-13,24,26,28-29H,5,8-9,14-17,19-21H2,1H3/t28-,29-,30-/m1/s1

Standard InChI Key:  XWVPFMAEIFLCFQ-IDZRBWSNSA-N

Molfile:  

 
     RDKit          2D

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   37.9390   -5.8423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.6471   -6.2513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.3568   -5.8419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   36.5208   -3.3931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   40.0972   -3.7143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   34.1028   -3.1474    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.8920   -3.3595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3978   -3.5539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6901   -3.1431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9826   -3.5504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9815   -4.3685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6938   -4.7775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   30.5657   -5.1897    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.6271   -2.1547    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.2705   -4.5129    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   41.0487   -4.7622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.3449   -4.2015    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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 25 26  2  0
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 23 25  1  0
 31 32  3  0
 28 31  1  0
 19 33  3  0
 15 34  1  1
 34 35  1  0
 14 36  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA4474336

   ---

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: 468.65

Molecular Weight (Monoisotopic): 468.2889

AlogP: 4.98

#Rotatable Bonds: 7

Polar Surface Area: 63.29

Molecular Species: BASE

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.24

CX LogP: 4.88

CX LogD: 3.05

Aromatic Rings: 2

Heavy Atoms: 35

QED Weighted: 0.57

Np Likeness Score: -0.89

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