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

ID: ALA3251095

Cas Number: 19446-16-3

PubChem CID: 90674869

Max Phase: Preclinical

Molecular Formula: C16H20N2O6

Molecular Weight: 246.31

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C14H18N2O2.C2H2O4/c1-10(17)18-12-4-5-14-13(8-12)11(9-15-14)6-7-16(2)3;3-1(4)2(5)6/h4-5,8-9,15H,6-7H2,1-3H3;(H,3,4)(H,5,6)

Standard InChI Key:  UMWZWVYJJZZIKJ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 24  0  0  0  0  0  0  0  0999 V2000
    8.8317   -5.3193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4192   -6.0338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4192   -4.6049    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6567   -5.3193    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8317   -6.7483    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5942   -6.0338    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4436   -3.7029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4424   -4.5299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1570   -4.9427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1552   -3.2902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8703   -3.6992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8706   -4.5254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6564   -4.7805    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1418   -4.1119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6560   -3.4437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9105   -2.6592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7171   -2.4876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9718   -1.7031    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7784   -1.5314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4197   -1.0904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7293   -3.2906    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7291   -2.4660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0148   -2.0537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4432   -2.0534    0.0000 O   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
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: 246.31

Molecular Weight (Monoisotopic): 246.1368

AlogP: 2.20

#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: 1.91

CX LogD: -0.23

Aromatic Rings: 2

Heavy Atoms: 18

QED Weighted: 0.66

Np Likeness Score: -0.07

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