(S)-7-sec-Butyl-6-oxo-2-(2-piperidin-1-yl-ethylamino)-6,7-dihydro-5H-5,7a,12-triaza-dibenzo[a,e]azulene-10-carboxylic acid 3-trifluoromethyl-benzylamide

ID: ALA505263

PubChem CID: 136036261

Max Phase: Preclinical

Molecular Formula: C35H39F3N6O2

Molecular Weight: 632.73

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCC(C)[C@H]1C(=O)Nc2ccc(NCCN3CCCCC3)cc2-c2nc3cc(C(=O)NCc4cccc(C(F)(F)F)c4)ccc3n21

Standard InChI:  InChI=1S/C35H39F3N6O2/c1-3-22(2)31-34(46)42-28-12-11-26(39-14-17-43-15-5-4-6-16-43)20-27(28)32-41-29-19-24(10-13-30(29)44(31)32)33(45)40-21-23-8-7-9-25(18-23)35(36,37)38/h7-13,18-20,22,31,39H,3-6,14-17,21H2,1-2H3,(H,40,45)(H,42,46)/t22?,31-/m0/s1

Standard InChI Key:  FAYLESWWEBZCNO-NMBPHSMGSA-N

Molfile:  

     RDKit          2D

 47 52  0  0  0  0  0  0  0  0999 V2000
    8.1297   -9.6071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1744  -10.4309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4834  -10.8815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3939   -9.2339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7029   -9.6846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7476  -10.5084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9056   -9.4726    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8019  -11.6115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0620  -11.9764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3154  -11.6254    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9780  -10.8055    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4576  -10.1653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6326  -10.1730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1243  -10.8228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3074  -10.7075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9988   -9.9424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5071   -9.2926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3240   -9.4079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0697  -12.8013    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8208   -9.1565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7760   -8.3327    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5565   -9.5296    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4517  -12.1198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3364  -12.9367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2168  -11.8112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1985   -8.5275    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8666  -12.3195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2476   -9.0790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9834   -9.4521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6744   -9.0015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4102   -9.3747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4550  -10.1984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7639  -10.6491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0281  -10.2759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1013   -8.9240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7923   -8.4734    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   12.6506   -8.2330    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   13.5519   -9.6151    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    5.7172  -12.4321    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7068   -7.8777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3982   -7.1126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5813   -6.9973    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0730   -7.6471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2561   -7.5318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9475   -6.7667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4558   -6.1169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2727   -6.2322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 20 22  1  0
  8  9  1  0
  8 23  1  1
  9 10  1  0
 23 24  1  0
  8 11  1  0
 23 25  1  0
 12 13  1  0
 17 26  1  0
 14 10  1  0
 25 27  1  0
 11 12  1  0
 22 28  1  0
  2  3  1  0
 28 29  1  0
  3  6  2  0
 29 30  2  0
 13 14  2  0
 30 31  1  0
  6 11  1  0
 31 32  2  0
 14 15  1  0
 32 33  1  0
 12  7  2  0
 33 34  2  0
 34 29  1  0
 15 16  2  0
 31 35  1  0
  7  5  1  0
 35 36  1  0
 16 17  1  0
 35 37  1  0
  1  2  2  0
 35 38  1  0
 17 18  2  0
  8 39  1  6
 18 13  1  0
 26 40  1  0
  5  4  2  0
 40 41  1  0
  9 19  2  0
 41 42  1  0
 42 43  1  0
  4  1  1  0
  1 20  1  0
  5  6  1  0
 20 21  2  0
 42 47  1  0
 43 44  1  0
 44 45  1  0
 45 46  1  0
 46 47  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA505263

   ---

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: 632.73

Molecular Weight (Monoisotopic): 632.3087

AlogP: 7.09

#Rotatable Bonds: 9

Polar Surface Area: 91.29

Molecular Species: BASE

HBA: 6

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.94

CX Basic pKa: 9.07

CX LogP: 6.37

CX LogD: 4.69

Aromatic Rings: 4

Heavy Atoms: 46

QED Weighted: 0.18

Np Likeness Score: -1.31

References

1. Malik L, Kelly NM, Ma JN, Currier EA, Burstein ES, Olsson R..  (2009)  Discovery of non-peptidergic MrgX1 and MrgX2 receptor agonists and exploration of an initial SAR using solid-phase synthesis.,  19  (6): [PMID:19230660] [10.1016/j.bmcl.2009.01.085]

Source

Source(1):

• Scientific Literature