2,9-Dibenzyl-3-(carbonyl-valine ethyl ester)-b-carbolinium bromate

ID: ALA1095591

PubChem CID: 46193144

Max Phase: Preclinical

Molecular Formula: C33H34BrN3O3

Molecular Weight: 520.65

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(=O)[C@@H](NC(=O)c1cc2c3ccccc3n(Cc3ccccc3)c2c[n+]1Cc1ccccc1)C(C)C.[Br-]

Standard InChI:  InChI=1S/C33H33N3O3.BrH/c1-4-39-33(38)31(23(2)3)34-32(37)29-19-27-26-17-11-12-18-28(26)36(21-25-15-9-6-10-16-25)30(27)22-35(29)20-24-13-7-5-8-14-24;/h5-19,22-23,31H,4,20-21H2,1-3H3;1H/t31-;/m0./s1

Standard InChI Key:  SDQJSDGPPXADRP-YNMZEGNTSA-N

Molfile:  

     RDKit          2D

 40 43  0  0  0  0  0  0  0  0999 V2000
    5.5208   -1.6542    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    1.7302   -2.1473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0056   -2.5417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7510   -1.3225    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6179    0.8635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1229    0.2006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4497   -0.5575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4354    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7649    0.0141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2715   -0.6490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5444   -0.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5382   -1.0782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2512   -1.4959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9710   -1.0865    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9732   -0.2551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2595    0.1589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6886    0.1558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4021   -0.2584    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6906    0.9807    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1176    0.1524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8311   -0.2618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1195    0.9774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5465    0.1490    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8291   -1.0868    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2600   -0.2651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9754    0.1457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3065   -2.1093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4176   -2.5030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4388   -3.3287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2701   -3.7590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9913   -3.3628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8349    1.3882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4060    1.3916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6836   -1.5022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6798   -2.3272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9628   -2.7329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9587   -3.5571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6718   -3.9737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3905   -3.5600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3911   -2.7372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
 18 20  1  0
 10  4  1  0
 20 21  1  0
  4 12  1  0
 20 22  1  1
 11  9  1  0
 21 23  1  0
  5  6  2  0
 21 24  2  0
 23 25  1  0
 11 12  2  0
 25 26  1  0
  6  7  1  0
  3 27  2  0
 12 13  1  0
 27 28  1  0
  7 10  2  0
 28 29  2  0
 13 14  2  0
 29 30  1  0
  2  4  1  0
 30 31  2  0
 31  3  1  0
 14 15  1  0
 22 32  1  0
  9  8  2  0
 22 33  1  0
 15 16  2  0
 14 34  1  0
 34 35  1  0
 16 11  1  0
 35 36  2  0
  8  5  1  0
 36 37  1  0
 15 17  1  0
 37 38  2  0
  9 10  1  0
 38 39  1  0
 17 18  1  0
 39 40  2  0
 40 35  1  0
 17 19  2  0
M  CHG  2   1  -1  14   1
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: 520.65

Molecular Weight (Monoisotopic): 520.2595

AlogP: 5.50

#Rotatable Bonds: 9

Polar Surface Area: 64.21

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 11.32

CX Basic pKa: ┄

CX LogP: 2.03

CX LogD: 2.03

Aromatic Rings: 5

Heavy Atoms: 39

QED Weighted: 0.21

Np Likeness Score: -0.55

References

1. Ma C, Cao R, Shi B, Li S, Chen Z, Yi W, Peng W, Ren Z, Song H..  (2010)  Synthesis and cytotoxic evaluation of N2-benzylated quaternary beta-carboline amino acid ester conjugates.,  45  (4): [PMID:20122764] [10.1016/j.ejmech.2009.12.060]

Source

Source(1):

• Scientific Literature