4-(2-methyl-4,5-dihydro-2H-imidazo[2',1':2,3]thiazolo[4,5-e]isoindol-8-yl)aniline

ID: ALA5207842

PubChem CID: 168297469

Max Phase: Preclinical

Molecular Formula: C18H16N4S

Molecular Weight: 320.42

Names and Identifiers

Canonical SMILES:  Cn1cc2c(c1)-c1c(sc3nc(-c4ccc(N)cc4)cn13)CC2

Standard InChI:  InChI=1S/C18H16N4S/c1-21-8-12-4-7-16-17(14(12)9-21)22-10-15(20-18(22)23-16)11-2-5-13(19)6-3-11/h2-3,5-6,8-10H,4,7,19H2,1H3

Standard InChI Key:  HZIYESNZXAVOFV-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   -0.7406   -1.8796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0261   -2.2921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0261   -3.1171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7406   -3.5296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4550   -3.1171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7584   -3.3720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2433   -2.7046    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7584   -2.0372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0681   -2.7046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9120   -1.0727    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7325   -0.9864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0681   -1.7401    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9039   -0.1796    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1894    0.2327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5765   -0.3191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1894    1.0575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9036    1.4701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9029    2.2924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1884    2.7049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4769    2.2959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4721    1.4716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1884    3.5296    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  3  2  1  0
  4  3  1  0
  5  4  1  0
  6  5  1  0
  1  6  1  0
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  9  8  1  0
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  2 11  1  0
 12 11  1  0
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  1 13  1  0
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 17 22  1  0
 20 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5207842

   ---

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: 320.42

Molecular Weight (Monoisotopic): 320.1096

AlogP: 3.75

#Rotatable Bonds: 1

Polar Surface Area: 48.25

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.98

CX LogP: 3.56

CX LogD: 3.56

Aromatic Rings: 4

Heavy Atoms: 23

QED Weighted: 0.54

Np Likeness Score: -1.15

References

1. Cilibrasi V, Spanò V, Bortolozzi R, Barreca M, Raimondi MV, Rocca R, Maruca A, Montalbano A, Alcaro S, Ronca R, Viola G, Barraja P..  (2022)  Synthesis of 2H-Imidazo[2',1':2,3] [1,3]thiazolo[4,5-e]isoindol-8-yl-phenylureas with promising therapeutic features for the treatment of acute myeloid leukemia (AML) with FLT3/ITD mutations.,  235  [PMID:35339838] [10.1016/j.ejmech.2022.114292]

Source

Source(1):

• Scientific Literature