rac-5-amino-3-(4-cyclopropyl-5-(4-methylpentyl)-4H-1,2,4-triazol-3-yl)-N-(2,4-dimethylphenyl)pentanamide

ID: ALA4514578

PubChem CID: 121345965

Max Phase: Preclinical

Molecular Formula: C24H37N5O

Molecular Weight: 411.59

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccc(NC(=O)CC(CCN)c2nnc(CCCC(C)C)n2C2CC2)c(C)c1

Standard InChI:  InChI=1S/C24H37N5O/c1-16(2)6-5-7-22-27-28-24(29(22)20-9-10-20)19(12-13-25)15-23(30)26-21-11-8-17(3)14-18(21)4/h8,11,14,16,19-20H,5-7,9-10,12-13,15,25H2,1-4H3,(H,26,30)

Standard InChI Key:  NVCMJGZWAKZEDM-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   43.9288   -3.2192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.9277   -4.0387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.6357   -4.4477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.3454   -4.0383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.3425   -3.2156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.6339   -2.8103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.6315   -1.9932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   46.0537   -4.4457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.2210   -2.8108    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   42.5134   -3.2195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.8056   -2.8111    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   42.5136   -4.0367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.8060   -4.4455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.0975   -4.0408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.0980   -3.2199    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.3174   -2.9657    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.8344   -3.6296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.3166   -4.2940    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.0636   -5.0710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.4586   -5.6193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.2356   -5.8723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.0172   -3.6292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.6090   -2.9212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.7918   -2.9208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.3836   -2.2129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.5664   -2.2124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.7925   -1.5054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.8080   -5.2627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.5167   -5.6696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.5186   -6.4867    0.0000 N   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
  6  7  1  0
  4  8  1  0
  1  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 14  1  0
 18 19  1  0
 20 19  1  0
 21 20  1  0
 19 21  1  0
 17 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 25 27  1  0
 13 28  1  0
 28 29  1  0
 29 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4514578

   ---

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: 411.59

Molecular Weight (Monoisotopic): 411.2998

AlogP: 4.67

#Rotatable Bonds: 11

Polar Surface Area: 85.83

Molecular Species: BASE

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.73

CX LogP: 3.88

CX LogD: 1.62

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.56

Np Likeness Score: -1.23

References

1. Kotoku M, Maeba T, Fujioka S, Yokota M, Seki N, Ito K, Suwa Y, Ikenogami T, Hirata K, Hase Y, Katsuda Y, Miyagawa N, Arita K, Asahina K, Noguchi M, Nomura A, Doi S, Adachi T, Crowe P, Tao H, Thacher S, Hashimoto H, Suzuki T, Shiozaki M..  (2019)  Discovery of Second Generation RORγ Inhibitors Composed of an Azole Scaffold.,  62  (5): [PMID:30776227] [10.1021/acs.jmedchem.8b01567]

Source

Source(1):

• Scientific Literature