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

ID: ALA3251098

PubChem CID: 90674872

Max Phase: Preclinical

Molecular Formula: C18H24N2O6

Molecular Weight: 274.36

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)C(=O)Oc1ccc2[nH]cc(CCN(C)C)c2c1.O=C(O)C(=O)O

Standard InChI:  InChI=1S/C16H22N2O2.C2H2O4/c1-11(2)16(19)20-13-5-6-15-14(9-13)12(10-17-15)7-8-18(3)4;3-1(4)2(5)6/h5-6,9-11,17H,7-8H2,1-4H3;(H,3,4)(H,5,6)

Standard InChI Key:  BYZUDAKXFZJOOT-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 26 26  0  0  0  0  0  0  0  0999 V2000
   30.0635   -6.1303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6510   -6.8447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6510   -5.4158    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.8885   -6.1303    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.0635   -7.5592    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.8260   -6.8447    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.6266   -3.5415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6254   -4.3688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3402   -4.7816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3384   -3.1287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0537   -3.5378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0540   -4.3642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8400   -4.6194    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.3256   -3.9506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8396   -3.2823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0942   -2.4976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9011   -2.3258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1558   -1.5411    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.9627   -1.3693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6036   -0.9282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9121   -3.1292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.9119   -2.3042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1973   -1.8919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6262   -1.8915    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.1971   -1.0670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4829   -2.3045    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
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: 274.36

Molecular Weight (Monoisotopic): 274.1681

AlogP: 2.83

#Rotatable Bonds: 5

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: 3.15

CX LogD: 1.01

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.67

Np Likeness Score: -0.21

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