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

ID: ALA1095572

PubChem CID: 46193268

Max Phase: Preclinical

Molecular Formula: C39H38BrN3O3

Molecular Weight: 596.75

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C39H37N3O3.BrH/c1-2-45-39(44)34(25-30-17-8-4-9-18-30)40-38(43)36-26-33-32-22-12-13-23-35(32)42(24-14-21-29-15-6-3-7-16-29)37(33)28-41(36)27-31-19-10-5-11-20-31;/h3-13,15-20,22-23,26,28,34H,2,14,21,24-25,27H2,1H3;1H/t34-;/m0./s1

Standard InChI Key:  JHGNLOPZRPJUJB-GXUZKUJRSA-N

Molfile:  

     RDKit          2D

 46 50  0  0  0  0  0  0  0  0999 V2000
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    3.2569   -4.1332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.5416   -4.9700    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9725   -4.1484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6879   -3.7376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.6712   -7.4405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3843   -7.8571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1030   -7.4434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1036   -6.6205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 20 22  1  0
  4  5  2  0
 20 23  2  0
 22 24  1  0
 10 11  2  0
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  5  6  1  0
 21 26  1  0
 11 12  1  0
  2 27  1  0
  6  9  2  0
 27 28  1  0
 12 13  2  0
 28 29  1  0
  2  3  1  0
 29 30  2  0
 13 14  1  0
 30 31  1  0
  8  7  2  0
 31 32  2  0
 14 15  2  0
 32 33  1  0
 15 10  1  0
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  7  4  1  0
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 14 16  1  0
 35 36  1  0
  8  9  1  0
 36 37  2  0
 16 17  1  0
 37 38  1  0
 38 39  2  0
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 16 18  2  0
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 40 41  1  0
 17 19  1  0
 41 42  2  0
  9  3  1  0
 42 43  1  0
 19 20  1  0
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  3 11  1  0
 44 45  1  0
 19 21  1  1
 45 46  2  0
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 10  8  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: 596.75

Molecular Weight (Monoisotopic): 596.2908

AlogP: 6.67

#Rotatable Bonds: 12

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: 11.33

CX Basic pKa: ┄

CX LogP: 3.54

CX LogD: 3.54

Aromatic Rings: 6

Heavy Atoms: 45

QED Weighted: 0.13

Np Likeness Score: -0.39

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