1-(2-(4-(1-(4-fluorophenyl)-5-((2-methyl-2H-tetrazol-5-yl)methyl)-1H-indol-3-yl)piperidin-1-yl)ethyl)imidazolidin-2-one

ID: ALA1259188

PubChem CID: 9913988

Max Phase: Preclinical

Molecular Formula: C27H31FN8O

Molecular Weight: 502.60

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cn1nnc(Cc2ccc3c(c2)c(C2CCN(CCN4CCNC4=O)CC2)cn3-c2ccc(F)cc2)n1

Standard InChI:  InChI=1S/C27H31FN8O/c1-33-31-26(30-32-33)17-19-2-7-25-23(16-19)24(18-36(25)22-5-3-21(28)4-6-22)20-8-11-34(12-9-20)14-15-35-13-10-29-27(35)37/h2-7,16,18,20H,8-15,17H2,1H3,(H,29,37)

Standard InChI Key:  FGHKCRNDQSRICR-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 37 42  0  0  0  0  0  0  0  0999 V2000
   14.5527  -13.3416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5516  -14.1690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2664  -14.5819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2646  -12.9289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9800  -13.3380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9802  -14.1690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7707  -14.4256    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.2590  -13.7531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7698  -13.0817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1849  -12.3709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0108  -12.3712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4218  -11.6600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0113  -10.9439    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.1853  -10.9436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7698  -11.6594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4250  -10.2302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2500  -10.2316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6636   -9.5179    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.4879   -9.5311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7522   -8.7495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0905   -8.2567    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.4174   -8.7337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6356   -8.4703    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.0258  -15.2102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4718  -15.8204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7264  -16.6044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5342  -16.7763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0869  -16.1581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8294  -15.3766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7904  -17.5605    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   13.8381  -12.9294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1238  -13.3420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3563  -13.0486    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.8377  -13.6902    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.2876  -14.3818    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.0843  -14.1674    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.0138  -13.6478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  7  8  1  0
 17 18  1  0
 18 19  1  0
  8  9  2  0
  9  5  1  0
 10 11  1  0
  4  1  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 18  1  0
  5  6  1  0
 22 23  2  0
  7 24  1  0
  2  3  1  0
 24 25  2  0
  3  6  2  0
 25 26  1  0
  1  2  2  0
 26 27  2  0
 10 15  1  0
 27 28  1  0
 11 12  1  0
 28 29  2  0
 29 24  1  0
 12 13  1  0
 27 30  1  0
 13 14  1  0
  1 31  1  0
 14 15  1  0
 31 32  1  0
 32 33  2  0
  9 10  1  0
  5  4  2  0
 13 16  1  0
  6  7  1  0
 33 34  1  0
 34 35  1  0
 35 36  2  0
 36 32  1  0
 16 17  1  0
 34 37  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1259188

   1-(2-(4-(1-(4-fluorophenyl)-5-((2-methyl-2H-tetrazol-5-yl)methyl)-1H-indol-3-yl)piperidin-1-yl)ethyl)imidazolidin-2-one

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: 502.60

Molecular Weight (Monoisotopic): 502.2605

AlogP: 3.09

#Rotatable Bonds: 7

Polar Surface Area: 84.11

Molecular Species: BASE

HBA: 7

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 8.58

CX LogP: 3.88

CX LogD: 2.67

Aromatic Rings: 4

Heavy Atoms: 37

QED Weighted: 0.42

Np Likeness Score: -1.45

References

1. Kristensen JL, Püschl A, Jensen M, Risgaard R, Christoffersen CT, Bang-Andersen B, Balle T..  (2010)  Exploring the neuroleptic substituent in octoclothepin: potential ligands for positron emission tomography with subnanomolar affinity for α(1)-adrenoceptors.,  53  (19): [PMID:20857909] [10.1021/jm100652h]

Source

Source(1):

• Scientific Literature