2-(benzyloxy)-7,12-dihydropyrido[3,2-b:5,4-b']diindole

ID: ALA5289687

Max Phase: Preclinical

Molecular Formula: C24H17N3O

Molecular Weight: 363.42

Names and Identifiers

Canonical SMILES:  c1ccc(COc2ccc3c(c2)[nH]c2c3ncc3[nH]c4ccccc4c32)cc1

Standard InChI:  InChI=1S/C24H17N3O/c1-2-6-15(7-3-1)14-28-16-10-11-18-20(12-16)27-24-22-17-8-4-5-9-19(17)26-21(22)13-25-23(18)24/h1-13,26-27H,14H2

Standard InChI Key:  LRKGLCIMHZWMMK-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   -0.6914   -2.9237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6914   -3.7489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4015   -4.1607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.2448   -1.8581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7157   -2.5118    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    1.4156   -1.0708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7198   -0.6652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1189   -1.2018    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    2.1178   -0.6693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4230    1.3433    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7255    1.7461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7255    2.5516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0279    2.9546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.7265    4.1607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.4261    2.9561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Alternative Forms

1. Parent:

   

   ALA5289687

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 363.42

Molecular Weight (Monoisotopic): 363.1372

AlogP: 5.93

#Rotatable Bonds: 3

Polar Surface Area: 53.70

Molecular Species: NEUTRAL

HBA: 2

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.31

CX Basic pKa: 3.58

CX LogP: 4.94

CX LogD: 4.94

Aromatic Rings: 6

Heavy Atoms: 28

QED Weighted: 0.41

Np Likeness Score: -0.08

References

1. Beato A, Gori A, Boucherle B, Peuchmaur M, Haudecoeur R..  (2021)  β-Carboline as a Privileged Scaffold for Multitarget Strategies in Alzheimer's Disease Therapy.,  64  (3.0): [PMID:33528252] [10.1021/acs.jmedchem.0c01887]

Source

Source(1):

• Scientific Literature