3-chloro-N-((1R,3S)-3-(5-(1,4-dimethyl-1H-imidazol-5-yl)-4H-1,2,4-triazol-3-yl)cyclohexyl)-N-methylbenzamide

ID: ALA4647456

PubChem CID: 134194659

Max Phase: Preclinical

Molecular Formula: C21H25ClN6O

Molecular Weight: 412.93

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ncn(C)c1-c1nnc([C@H]2CCC[C@@H](N(C)C(=O)c3cccc(Cl)c3)C2)[nH]1

Standard InChI:  InChI=1S/C21H25ClN6O/c1-13-18(27(2)12-23-13)20-24-19(25-26-20)14-6-5-9-17(11-14)28(3)21(29)15-7-4-8-16(22)10-15/h4,7-8,10,12,14,17H,5-6,9,11H2,1-3H3,(H,24,25,26)/t14-,17+/m0/s1

Standard InChI Key:  KLHYDNVEAJQGOW-WMLDXEAASA-N

Molfile:  

 
     RDKit          2D

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   13.9929   -4.8435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7009   -5.2525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4106   -4.8431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4077   -4.0204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6991   -3.6151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1139   -3.6092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8232   -4.0151    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.1108   -2.7920    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.8262   -4.8323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5293   -3.6038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2411   -4.0147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9451   -3.6069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9463   -2.7894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2372   -2.3813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5270   -2.7907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6528   -4.0155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7007   -6.0697    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   19.7376   -4.8248    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.5369   -4.9947    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.9456   -4.2870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3987   -3.6798    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.7587   -4.2841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2391   -4.9402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0115   -4.6861    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.0086   -3.8729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2343   -3.6245    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.9893   -5.7183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2293   -2.8065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  5  7  1  0
  7  8  1  0
  7  9  2  0
  8 10  1  0
 11  8  1  6
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 11 16  1  0
 12 13  1  0
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 15 16  1  0
 13 17  1  6
  3 18  1  0
 17 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 17  1  0
 21 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 23  1  0
 24 28  1  0
 27 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4647456

   ---

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: 412.93

Molecular Weight (Monoisotopic): 412.1778

AlogP: 3.97

#Rotatable Bonds: 4

Polar Surface Area: 79.70

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.96

CX Basic pKa: 5.08

CX LogP: 2.32

CX LogD: 2.30

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.70

Np Likeness Score: -1.10

References

1. Liu LZ, Ma T, Zhou J, Long Hu Z, Jun Zhang X, Zhen Zhang H, Zeng M, Liu J, Li L, Jiang Y, Zou Z, Wang F, Zhang L, Xu J, Wang J, Xiao F, Fang X, Zou H, Efanov AM, Thomas MK, Lin HV, Chen J..  (2020)  Discovery of LY3325656: A GPR142 agonist suitable for clinical testing in human.,  30  (5): [PMID:31982234] [10.1016/j.bmcl.2019.126857]

2.  (2019)  Cyclohexyl benzamide compounds, 

Source

Source(2):

• Scientific Literature
• Patent Bioactivity Data