2-Benzyl-9-butyl-3-(carbonyl-methionine ethyl ester)-bcarbolinium bromate

ID: ALA1095590

PubChem CID: 46193140

Max Phase: Preclinical

Molecular Formula: C30H36BrN3O3S

Molecular Weight: 518.70

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCn1c2ccccc2c2cc(C(=O)N[C@@H](CCSC)C(=O)OCC)[n+](Cc3ccccc3)cc21.[Br-]

Standard InChI:  InChI=1S/C30H35N3O3S.BrH/c1-4-6-17-33-26-15-11-10-14-23(26)24-19-27(29(34)31-25(16-18-37-3)30(35)36-5-2)32(21-28(24)33)20-22-12-8-7-9-13-22;/h7-15,19,21,25H,4-6,16-18,20H2,1-3H3;1H/t25-;/m0./s1

Standard InChI Key:  WBEYTSNEWDWWRA-UQIIZPHYSA-N

Molfile:  

     RDKit          2D

 38 40  0  0  0  0  0  0  0  0999 V2000
   17.2833    0.7500    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   13.5844    0.0861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8598   -0.3083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6051    0.9109    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.4721    3.0969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9771    2.4340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3038    1.6759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2896    3.0028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6190    2.2474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1257    1.5844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3986    1.9834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3923    1.1552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1054    0.7375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8251    1.1469    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.8273    1.9783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1137    2.3922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5428    2.3891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2563    1.9749    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.5447    3.2141    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.9717    2.3858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6852    1.9716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9737    3.2108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4007    2.3824    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.6833    1.1466    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8455   -1.1294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1240   -1.5294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6891    3.6216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1142    1.9682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8296    2.3791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5377    0.7311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5340   -0.0939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8169   -0.4996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8128   -1.3238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5259   -1.7404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2447   -1.3267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2452   -0.5039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4026    3.2074    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   20.1180    3.6182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 17 19  2  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
 25  3  1  0
 11 12  2  0
 25 26  1  0
  6  7  1  0
 22 27  1  0
 12 13  1  0
 23 28  1  0
  7 10  2  0
 28 29  1  0
 13 14  2  0
 14 30  1  0
  2  4  1  0
 30 31  1  0
 14 15  1  0
 31 32  2  0
  9  8  2  0
 32 33  1  0
 15 16  2  0
 33 34  2  0
 16 11  1  0
 34 35  1  0
  8  5  1  0
 35 36  2  0
 36 31  1  0
 15 17  1  0
 27 37  1  0
  9 10  1  0
 37 38  1  0
 17 18  1  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: 518.70

Molecular Weight (Monoisotopic): 518.2472

AlogP: 5.35

#Rotatable Bonds: 12

Polar Surface Area: 64.21

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 11.33

CX Basic pKa: ┄

CX LogP: 1.40

CX LogD: 1.40

Aromatic Rings: 4

Heavy Atoms: 37

QED Weighted: 0.20

Np Likeness Score: -0.70

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