Methyl 3-cyclohexyl-6-methoxy-1H-indole-2-carboxylate

ID: ALA4514332

PubChem CID: 155539351

Max Phase: Preclinical

Molecular Formula: C17H21NO3

Molecular Weight: 287.36

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COC(=O)c1[nH]c2cc(OC)ccc2c1C1CCCCC1

Standard InChI:  InChI=1S/C17H21NO3/c1-20-12-8-9-13-14(10-12)18-16(17(19)21-2)15(13)11-6-4-3-5-7-11/h8-11,18H,3-7H2,1-2H3

Standard InChI Key:  LUHKASISHLQNCM-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
   19.2397  -24.9367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2386  -25.7562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9466  -26.1652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9448  -24.5278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6535  -24.9331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6582  -25.7517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4383  -26.0001    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.9156  -25.3350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4305  -24.6756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7328  -25.3302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1456  -26.0355    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.1372  -24.6201    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.7412  -26.7456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4244  -23.8554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5305  -26.1642    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.8232  -25.7551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1336  -23.4412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1295  -22.6245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4179  -22.2158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7087  -22.6300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7112  -23.4529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9  5  1  0
  8 10  1  0
 10 11  1  0
 10 12  2  0
 11 13  1  0
  9 14  1  0
  2 15  1  0
 15 16  1  0
 14 17  1  0
 14 21  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4514332

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 287.36

Molecular Weight (Monoisotopic): 287.1521

AlogP: 4.01

#Rotatable Bonds: 3

Polar Surface Area: 51.32

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.13

CX Basic pKa: ┄

CX LogP: 3.95

CX LogD: 3.95

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.87

Np Likeness Score: -0.07

References

1. Cury NM, Capitão RM, Almeida RDCB, Artico LL, Corrêa JR, Simão Dos Santos EF, Yunes JA, Correia CRD..  (2019)  Synthesis and evaluation of 2-carboxy indole derivatives as potent and selective anti-leukemic agents.,  181  [PMID:31408809] [10.1016/j.ejmech.2019.111570]

Source

Source(1):

• Scientific Literature