(R)-4-(3-(4-(cyclopentyl(hydroxy)(phenyl)methyl)piperidin-1-yl)propoxy)benzonitrile

ID: ALA3126187

PubChem CID: 49791890

Max Phase: Preclinical

Molecular Formula: C27H34N2O2

Molecular Weight: 418.58

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N#Cc1ccc(OCCCN2CCC([C@@](O)(c3ccccc3)C3CCCC3)CC2)cc1

Standard InChI:  InChI=1S/C27H34N2O2/c28-21-22-11-13-26(14-12-22)31-20-6-17-29-18-15-25(16-19-29)27(30,24-9-4-5-10-24)23-7-2-1-3-8-23/h1-3,7-8,11-14,24-25,30H,4-6,9-10,15-20H2/t27-/m1/s1

Standard InChI Key:  QBITUTDDFZQXDO-HHHXNRCGSA-N

Molfile:  

     RDKit          2D

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   22.2292   -1.5479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0464   -1.5498    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.6454   -3.6322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8322   -3.7124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6572   -4.5107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3623   -4.9238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   13.2360   -2.9262    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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  7 31  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA3126187

   4-(3-{4-[(R)-Cyclopentyl(Hydroxy)phenylmethyl]piperidin-1-Yl}propoxy)benzonitrile

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 418.58

Molecular Weight (Monoisotopic): 418.2620

AlogP: 5.12

#Rotatable Bonds: 8

Polar Surface Area: 56.49

Molecular Species: BASE

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.70

CX Basic pKa: 8.77

CX LogP: 4.91

CX LogD: 3.52

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.60

Np Likeness Score: -0.96

References

1. He S, Senter TJ, Pollock J, Han C, Upadhyay SK, Purohit T, Gogliotti RD, Lindsley CW, Cierpicki T, Stauffer SR, Grembecka J..  (2014)  High-affinity small-molecule inhibitors of the menin-mixed lineage leukemia (MLL) interaction closely mimic a natural protein-protein interaction.,  57  (4): [PMID:24472025] [10.1021/jm401868d]

Source

Source(1):

• Scientific Literature