N-(9-Benzyl-b-carboline-3-carbonyl)-L-methionine

ID: ALA1096616

PubChem CID: 46192876

Max Phase: Preclinical

Molecular Formula: C24H23N3O3S

Molecular Weight: 433.53

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CSCC[C@H](NC(=O)c1cc2c3ccccc3n(Cc3ccccc3)c2cn1)C(=O)O

Standard InChI:  InChI=1S/C24H23N3O3S/c1-31-12-11-19(24(29)30)26-23(28)20-13-18-17-9-5-6-10-21(17)27(22(18)14-25-20)15-16-7-3-2-4-8-16/h2-10,13-14,19H,11-12,15H2,1H3,(H,26,28)(H,29,30)/t19-/m0/s1

Standard InChI Key:  NLMSCZGXLFFYDI-IBGZPJMESA-N

Molfile:  

     RDKit          2D

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    1.5458  -15.4576    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5516  -12.9826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5477  -12.1618    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9768  -16.4801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.7221  -17.6995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0132  -18.1298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2920  -17.7336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8312  -11.7528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 14 15  2  0
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  4  5  2  0
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  9  3  1  0
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  3 11  1  0
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 10  8  1  0
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  1  3  1  0
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  6  9  2  0
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  7  4  1  0
 25 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1096616

   (2S)-2-[(9-benzylpyrido[3,4-b]indole-3-carbonyl)amino]-4-methylsulfanylbutanoic acid

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: 433.53

Molecular Weight (Monoisotopic): 433.1460

AlogP: 4.17

#Rotatable Bonds: 8

Polar Surface Area: 84.22

Molecular Species: ACID

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.69

CX Basic pKa: 1.89

CX LogP: 3.86

CX LogD: 0.67

Aromatic Rings: 4

Heavy Atoms: 31

QED Weighted: 0.44

Np Likeness Score: -0.79

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