3-chloro-10-((1r,4S)-4-(pyridin-2-yloxy)cyclohexyl)-6,7-dihydro-5H-imidazo[1,2-a][1,2,4]triazolo[4,3-c][1,3]diazepine

ID: ALA5283016

Max Phase: Preclinical

Molecular Formula: C19H21ClN6O

Molecular Weight: 384.87

Names and Identifiers

Canonical SMILES:  Clc1cnc2n1CCCc1nnc([C@H]3CC[C@H](Oc4ccccn4)CC3)n1-2

Standard InChI:  InChI=1S/C19H21ClN6O/c20-15-12-22-19-25(15)11-3-4-16-23-24-18(26(16)19)13-6-8-14(9-7-13)27-17-5-1-2-10-21-17/h1-2,5,10,12-14H,3-4,6-9,11H2/t13-,14-

Standard InChI Key:  CXXPPSRYQJMDLL-HDJSIYSDSA-N

Molfile:  

 
     RDKit          2D

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    1.9261    0.0568    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7502    0.8464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4545    1.2530    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0644    0.6899    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7384   -0.0340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1777   -0.7236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9154   -1.4956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1408   -1.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4451   -1.3445    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6814   -1.6874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1387   -1.0985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5446   -0.3810    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4708   -2.4731    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.0458    1.2530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3414    0.8464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3628    1.2530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3628    2.0664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3414    2.4731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0458    2.0664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0672    2.4731    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7717    2.0664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7717    1.2530    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4715    0.8472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1777    1.2494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1777    2.0660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4733    2.4724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
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  4  3  2  0
  4  5  1  0
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  2  6  1  0
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  8  9  1  0
  9 10  1  0
  1 10  1  0
 10 11  1  0
 11 12  2  0
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  1 13  2  0
 11 14  1  0
 15  3  1  1
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 19 18  1  0
 20 19  1  0
 15 20  1  0
 18 21  1  6
 22 21  1  0
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 22 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5283016

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 384.87

Molecular Weight (Monoisotopic): 384.1465

AlogP: 3.56

#Rotatable Bonds: 3

Polar Surface Area: 70.65

Molecular Species: NEUTRAL

HBA: 7

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 4.10

CX LogP: 2.80

CX LogD: 2.80

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.69

Np Likeness Score: -1.41

References

1. Subbaiah MAM, Meanwell NA..  (2021)  Bioisosteres of the Phenyl Ring: Recent Strategic Applications in Lead Optimization and Drug Design.,  64  (19.0): [PMID:34591488] [10.1021/acs.jmedchem.1c01215]

Source

Source(1):

• Scientific Literature