ID: ALA5291368

Max Phase: Preclinical

Molecular Formula: C19H18N4O3

Molecular Weight: 350.38

Names and Identifiers

Canonical SMILES:  COCc1c(C(=O)OC(C)C)ncc2[nH]c3ccc4nccnc4c3c12

Standard InChI:  InChI=1S/C19H18N4O3/c1-10(2)26-19(24)17-11(9-25-3)15-14(8-22-17)23-12-4-5-13-18(16(12)15)21-7-6-20-13/h4-8,10,23H,9H2,1-3H3

Standard InChI Key:  RYIVVNHBYBYXHF-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    0.1718   -1.3969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3102   -0.7274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0283    0.0246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8491    0.1075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3313   -0.5619    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1338   -0.9836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1338   -1.8287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3320   -2.0805    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8610   -2.2504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5946   -1.8325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5946   -0.9841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8628   -0.5619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3840    0.7390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2088    0.7390    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6212    1.4533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2615    0.8218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8491    1.5361    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0864    0.8218    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4988    1.5361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3236    1.5361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0864    2.2504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3236   -0.5623    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3236    0.2827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5964    0.7043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8628    0.2865    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  2  0
  3  4  1  0
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  6  5  1  0
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  7 13  1  0
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 12 23  1  0
 24 23  2  0
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 26 25  2  0
 13 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5291368

   ---

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: 350.38

Molecular Weight (Monoisotopic): 350.1379

AlogP: 3.37

#Rotatable Bonds: 4

Polar Surface Area: 89.99

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.34

CX Basic pKa: 1.75

CX LogP: 2.04

CX LogD: 2.04

Aromatic Rings: 4

Heavy Atoms: 26

QED Weighted: 0.57

Np Likeness Score: -0.41

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