2-Benzyl-3-(carbonyl-methionine ethyl ester)-9-phenylpropyl-b-carbolinium bromate

ID: ALA1095571

PubChem CID: 46193266

Max Phase: Preclinical

Molecular Formula: C35H38BrN3O3S

Molecular Weight: 580.77

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(=O)[C@H](CCSC)NC(=O)c1cc2c3ccccc3n(CCCc3ccccc3)c2c[n+]1Cc1ccccc1.[Br-]

Standard InChI:  InChI=1S/C35H37N3O3S.BrH/c1-3-41-35(40)30(20-22-42-2)36-34(39)32-23-29-28-18-10-11-19-31(28)38(21-12-17-26-13-6-4-7-14-26)33(29)25-37(32)24-27-15-8-5-9-16-27;/h4-11,13-16,18-19,23,25,30H,3,12,17,20-22,24H2,1-2H3;1H/t30-;/m0./s1

Standard InChI Key:  BDHIPPOJZUBFLE-CZCBIWLKSA-N

Molfile:  

     RDKit          2D

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    3.1429   -4.6073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6479   -5.2702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9747   -6.0283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.2899   -5.4567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7965   -6.1198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0694   -5.7208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0632   -6.5490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7762   -6.9667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    9.3541   -6.5576    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7850   -5.7359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5004   -5.3251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.3397  -10.0173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0486  -10.4476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7698  -10.0514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3619   -3.2576    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    8.6484   -2.8434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.2048   -7.7980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4878   -8.2037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4837   -9.0280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1968   -9.4445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9155   -9.0309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9161   -8.2080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  2 27  1  0
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  8  7  2  0
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 13 14  1  0
 29 30  2  0
  7  4  1  0
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 31 32  2  0
 15 10  1  0
 32 33  1  0
  8  9  1  0
 33 34  2  0
 34 29  1  0
 14 16  1  0
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 16 17  1  0
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  4  5  2  0
 38 39  2  0
 16 18  2  0
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  9  3  1  0
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  3 11  1  0
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 19 20  1  0
M  CHG  2   1  -1  13   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: 580.77

Molecular Weight (Monoisotopic): 580.2628

AlogP: 6.18

#Rotatable Bonds: 13

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: 2.53

CX LogD: 2.53

Aromatic Rings: 5

Heavy Atoms: 42

QED Weighted: 0.13

Np Likeness Score: -0.62

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