3-(2-(dimethylamino)ethyl)-1H-indol-5-yl pivalate Hydrogen oxalate

ID: ALA3251099

PubChem CID: 90674873

Max Phase: Preclinical

Molecular Formula: C19H26N2O6

Molecular Weight: 288.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(C)CCc1c[nH]c2ccc(OC(=O)C(C)(C)C)cc12.O=C(O)C(=O)O

Standard InChI:  InChI=1S/C17H24N2O2.C2H2O4/c1-17(2,3)16(20)21-13-6-7-15-14(10-13)12(11-18-15)8-9-19(4)5;3-1(4)2(5)6/h6-7,10-11,18H,8-9H2,1-5H3;(H,3,4)(H,5,6)

Standard InChI Key:  VAIHLJYLAVYCBE-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 27 27  0  0  0  0  0  0  0  0999 V2000
   39.9422   -4.3610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.5297   -5.0754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.5297   -3.6465    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   40.7672   -4.3610    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.9422   -5.7899    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.7047   -5.0754    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.0015   -3.7290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0004   -4.5564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7151   -4.9692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7133   -3.3163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4286   -3.7253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4290   -4.5518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2150   -4.8069    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.7006   -4.1381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2146   -3.4698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4693   -2.6851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.2761   -2.5133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.5308   -1.7286    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.3377   -1.5569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.9786   -1.1157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2870   -3.3167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.2868   -2.4917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5722   -2.0794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0011   -2.0790    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.5720   -1.2544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8579   -2.4921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8530   -1.6666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  3  2  0
  1  4  1  0
  2  5  2  0
  2  6  1  0
  7  8  2  0
  8  9  1  0
  9 12  2  0
 11 10  2  0
 10  7  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 11  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
  7 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  2  0
 23 25  1  0
 23 26  1  0
 23 27  1  0
M  END

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: 288.39

Molecular Weight (Monoisotopic): 288.1838

AlogP: 3.22

#Rotatable Bonds: 4

Polar Surface Area: 45.33

Molecular Species: BASE

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.56

CX LogP: 3.71

CX LogD: 1.57

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.69

Np Likeness Score: -0.35

References

1. Glennon RA, Gessner PK, Godse DD, Kline BJ..  (1979)  Bufotenine esters.,  22  (11): [PMID:533890] [10.1021/jm00197a025]

Source

Source(1):

• Scientific Literature