7-[[1-[(2-chlorophenyl)methyl]triazol-4-yl]methoxy]-1-methyl-9-propyl-pyrido[3,4-b]indole

ID: ALA5281126

Max Phase: Preclinical

Molecular Formula: C25H24ClN5O

Molecular Weight: 445.95

Names and Identifiers

Canonical SMILES:  CCCn1c2cc(OCc3cn(Cc4ccccc4Cl)nn3)ccc2c2ccnc(C)c21

Standard InChI:  InChI=1S/C25H24ClN5O/c1-3-12-31-24-13-20(8-9-21(24)22-10-11-27-17(2)25(22)31)32-16-19-15-30(29-28-19)14-18-6-4-5-7-23(18)26/h4-11,13,15H,3,12,14,16H2,1-2H3

Standard InChI Key:  BRKZBSHTYDDRHP-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    1.8403    1.2968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.8421   -0.3520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.8272    0.4815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3351   -0.1860    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6871    1.8696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4886    1.9505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9594    1.2968    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    5.0314   -0.1351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4282   -0.3466    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.8384   -1.3146    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2409   -0.6174    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7022   -0.0192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9385   -0.2147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6360   -0.6174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6363   -1.4229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3321   -1.8238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0299   -1.4210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0314   -0.6195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3366   -0.2130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3366    0.5924    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
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  9 18  1  0
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 27 26  2  0
 28 27  1  0
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 30 29  1  0
 31 30  2  0
 26 31  1  0
 31 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5281126

   ---

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: 445.95

Molecular Weight (Monoisotopic): 445.1669

AlogP: 5.78

#Rotatable Bonds: 7

Polar Surface Area: 57.76

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 6.04

CX LogP: 5.13

CX LogD: 5.11

Aromatic Rings: 5

Heavy Atoms: 32

QED Weighted: 0.32

Np Likeness Score: -1.38

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