1-(2-(1-(4-(((2,6-dimethylpyrimidin-4-yl)(neopentyl)amino)methyl)phenyl)-2,3-dihydro-1H-1,2,3-triazol-4-yl)ethyl)piperidin-4-ol

ID: ALA4098400

PubChem CID: 132607373

Max Phase: Preclinical

Molecular Formula: C27H39N7O

Molecular Weight: 477.66

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc(N(Cc2ccc(-n3cc(CCN4CCC(O)CC4)nn3)cc2)CC(C)(C)C)nc(C)n1

Standard InChI:  InChI=1S/C27H39N7O/c1-20-16-26(29-21(2)28-20)33(19-27(3,4)5)17-22-6-8-24(9-7-22)34-18-23(30-31-34)10-13-32-14-11-25(35)12-15-32/h6-9,16,18,25,35H,10-15,17,19H2,1-5H3

Standard InChI Key:  UWIAVYPOSIEYKP-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 35 38  0  0  0  0  0  0  0  0999 V2000
   39.0257   -4.4244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.0245   -5.2480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.7367   -5.6570    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.4505   -5.2475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.4476   -4.4208    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.7349   -4.0114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.7325   -3.1900    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.4431   -2.7793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.0194   -2.7836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.0170   -1.9623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.3039   -1.5516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.7276   -1.5474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.1520   -3.1858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.1523   -4.0045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.8645   -4.4150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.5761   -4.0001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.5710   -3.1746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.8582   -2.7719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.3170   -5.6569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.0106   -1.1432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.1583   -5.6559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.2859   -4.4050    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   43.3765   -5.2131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.1767   -5.3788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.5817   -4.6689    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   44.0316   -4.0646    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   44.5130   -6.1236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.3261   -6.2048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.6624   -6.9496    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   45.1831   -7.6079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.5161   -8.3503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   46.3291   -8.4357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   46.8082   -7.7724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   46.4741   -7.0238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   46.6626   -9.1818    0.0000 O   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
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
  8 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 13  1  0
  2 19  1  0
 10 20  1  0
  4 21  1  0
 16 22  1  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 22  1  0
 24 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 29 34  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 32 35  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4098400

   ---

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: 477.66

Molecular Weight (Monoisotopic): 477.3216

AlogP: 3.73

#Rotatable Bonds: 8

Polar Surface Area: 83.20

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.25

CX LogP: 4.08

CX LogD: 3.06

Aromatic Rings: 3

Heavy Atoms: 35

QED Weighted: 0.53

Np Likeness Score: -1.70

References

1. Miltz W, Velcicky J, Dawson J, Littlewood-Evans A, Ludwig MG, Seuwen K, Feifel R, Oberhauser B, Meyer A, Gabriel D, Nash M, Loetscher P..  (2017)  Design and synthesis of potent and orally active GPR4 antagonists with modulatory effects on nociception, inflammation, and angiogenesis.,  25  (16): [PMID:28689977] [10.1016/j.bmc.2017.06.050]

Source

Source(1):

• Scientific Literature