1'-(benzylideneamino)-5'-oxo-1',5'-dihydro-10H-spiro[acridine-9,2'-pyrrole]-4'-carbonitrile

ID: ALA4858135

PubChem CID: 164613081

Max Phase: Preclinical

Molecular Formula: C24H16N4O

Molecular Weight: 376.42

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  N#CC1=CC2(c3ccccc3Nc3ccccc32)N(/N=C\c2ccccc2)C1=O

Standard InChI:  InChI=1S/C24H16N4O/c25-15-18-14-24(28(23(18)29)26-16-17-8-2-1-3-9-17)19-10-4-6-12-21(19)27-22-13-7-5-11-20(22)24/h1-14,16,27H/b26-16-

Standard InChI Key:  ICVVMYVKTKFEAS-QQXSKIMKSA-N

Molfile:  

 
     RDKit          2D

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    4.5364   -3.6415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7149   -3.5597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3835   -4.3156    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8569   -5.2876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8558   -6.1151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5706   -6.5279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5688   -4.8749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.7143   -6.1108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4266   -6.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1411   -6.1113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1388   -5.2833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4258   -4.8750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5775   -4.4916    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0220   -3.8817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2726   -3.0956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0768   -2.9245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3275   -2.1392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7718   -1.5283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9621   -1.7078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7153   -2.4928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2984   -2.8475    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0838   -3.0264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6324   -2.4102    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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  5 19  1  0
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 20 21  1  0
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 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 21  1  0
  4 27  2  0
 28 29  3  0
  3 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4858135

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 376.42

Molecular Weight (Monoisotopic): 376.1324

AlogP: 4.31

#Rotatable Bonds: 2

Polar Surface Area: 68.49

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.29

CX LogP: 4.29

CX LogD: 4.29

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.68

Np Likeness Score: -0.33

References

1. Almeida FS, Sousa GLS, Rocha JC, Ribeiro FF, de Oliveira MR, de Lima Grisi TCS, Araújo DAM, de C Nobre MS, Castro RN, Amaral IPG, Keesen TSL, de Moura RO..  (2021)  In vitro anti-Leishmania activity and molecular docking of spiro-acridine compounds as potential multitarget agents against Leishmania infantum.,  49  [PMID:34311084] [10.1016/j.bmcl.2021.128289]

Source

Source(1):

• Scientific Literature