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

ID: ALA1259172

PubChem CID: 9932698

Max Phase: Preclinical

Molecular Formula: C25H30FN5O

Molecular Weight: 435.55

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NCc1ccc2c(c1)c(C1CCN(CCN3CCNC3=O)CC1)cn2-c1ccc(F)cc1

Standard InChI:  InChI=1S/C25H30FN5O/c26-20-2-4-21(5-3-20)31-17-23(22-15-18(16-27)1-6-24(22)31)19-7-10-29(11-8-19)13-14-30-12-9-28-25(30)32/h1-6,15,17,19H,7-14,16,27H2,(H,28,32)

Standard InChI Key:  PBYSLXLVOFLVAY-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 32 36  0  0  0  0  0  0  0  0999 V2000
   -4.6848  -12.3166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6859  -13.1440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9711  -13.5569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9729  -11.9039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2575  -12.3130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2573  -13.1440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4668  -13.4006    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9785  -12.7281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4677  -12.0567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0526  -11.3459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2267  -11.3462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8157  -10.6350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2262   -9.9189    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0522   -9.9186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4677  -10.6344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8125   -9.2052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0125   -9.2066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4261   -8.4929    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2504   -8.5061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5147   -7.7245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8530   -7.2317    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1799   -7.7087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6019   -7.4453    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2117  -14.1852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7657  -14.7954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5111  -15.5794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7033  -15.7513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1506  -15.1331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4081  -14.3516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4471  -16.5355    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3994  -11.9044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1137  -12.3171    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  9 10  1  0
  5  4  2  0
 13 16  1  0
  6  7  1  0
 16 17  1  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
M  END

Alternative Forms

1. Parent:

   

   ALA1259172

   1-(2-(4-(5-(aminomethyl)-1-(4-fluorophenyl)-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: 435.55

Molecular Weight (Monoisotopic): 435.2434

AlogP: 3.43

#Rotatable Bonds: 6

Polar Surface Area: 66.53

Molecular Species: BASE

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.28

CX LogP: 2.67

CX LogD: -0.29

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.62

Np Likeness Score: -1.19

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