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

ID: ALA3251097

PubChem CID: 90674871

Max Phase: Preclinical

Molecular Formula: C18H24N2O6

Molecular Weight: 274.36

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C16H22N2O2.C2H2O4/c1-4-5-16(19)20-13-6-7-15-14(10-13)12(11-17-15)8-9-18(2)3;3-1(4)2(5)6/h6-7,10-11,17H,4-5,8-9H2,1-3H3;(H,3,4)(H,5,6)

Standard InChI Key:  DHZRUEDWIKEINV-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 26 26  0  0  0  0  0  0  0  0999 V2000
   24.8293   -5.0982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4168   -5.8126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4168   -4.3837    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.6543   -5.0982    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.8293   -6.5271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.5918   -5.8126    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.6979   -3.7290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6968   -4.5564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4115   -4.9692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4098   -3.3163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1252   -3.7253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1254   -4.5518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9115   -4.8069    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.3971   -4.1381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9111   -3.4698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1657   -2.6851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9726   -2.5133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2273   -1.7286    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.0341   -1.5569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6750   -1.1157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9834   -3.3167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.9832   -2.4917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2686   -2.0794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6976   -2.0790    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.2684   -1.2544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5539   -0.8421    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
 25 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: 2.98

#Rotatable Bonds: 6

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: 3.05

CX LogD: 0.91

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.65

Np Likeness Score: -0.24

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