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

ID: ALA5207335

PubChem CID: 168297443

Max Phase: Preclinical

Molecular Formula: C17H14N4S

Molecular Weight: 306.39

Names and Identifiers

Canonical SMILES:  Nc1ccc(-c2cn3c4c(sc3n2)CCc2c[nH]cc2-4)cc1

Standard InChI:  InChI=1S/C17H14N4S/c18-12-4-1-10(2-5-12)14-9-21-16-13-8-19-7-11(13)3-6-15(16)22-17(21)20-14/h1-2,4-5,7-9,19H,3,6,18H2

Standard InChI Key:  VVZZMAUZJODOHH-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   -0.3281   -1.8794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3862   -2.2919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3862   -3.1169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3281   -3.5293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0426   -3.1169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1707   -3.3718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6556   -2.7045    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1707   -2.0371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4997   -1.0726    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3200   -0.9864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6556   -1.7399    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4914   -0.1796    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7770    0.2327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1641   -0.3191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7770    1.0574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4911    1.4700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4904    2.2922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7760    2.7047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0645    2.2957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0598    1.4715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7760    3.5293    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
  4  7  2  0
  8  7  1  0
  9  8  1  0
  3  9  2  0
  2 10  1  0
 11 10  1  0
 12 11  1  0
  1 12  1  0
 11 13  2  0
 13 14  1  0
 14 15  2  0
 10 15  1  0
 16 14  1  0
 17 16  2  0
 18 17  1  0
 19 18  2  0
 20 19  1  0
 21 20  2  0
 16 21  1  0
 19 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5207335

   ---

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: 306.39

Molecular Weight (Monoisotopic): 306.0939

AlogP: 3.74

#Rotatable Bonds: 1

Polar Surface Area: 59.11

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.99

CX LogP: 3.34

CX LogD: 3.34

Aromatic Rings: 4

Heavy Atoms: 22

QED Weighted: 0.53

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