2,2-difluoro-N-methyl-N-(2-((4aS,5aR)-5a-methyl-1,4,4a,5,5a,6-hexahydrocyclopropa[f]indazol-3-yl)-1H-benzo[d]imidazol-5-yl)-2-(tetrahydro-2H-pyran-4-yl)acetamide

ID: ALA5088468

PubChem CID: 156494916

Max Phase: Preclinical

Molecular Formula: C24H27F2N5O2

Molecular Weight: 455.51

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN(C(=O)C(F)(F)C1CCOCC1)c1ccc2[nH]c(-c3n[nH]c4c3C[C@@H]3C[C@]3(C)C4)nc2c1

Standard InChI:  InChI=1S/C24H27F2N5O2/c1-23-11-14(23)9-16-19(12-23)29-30-20(16)21-27-17-4-3-15(10-18(17)28-21)31(2)22(32)24(25,26)13-5-7-33-8-6-13/h3-4,10,13-14H,5-9,11-12H2,1-2H3,(H,27,28)(H,29,30)/t14-,23-/m1/s1

Standard InChI Key:  ZTCSRGGUNMAVLI-QKFKETGDSA-N

Molfile:  

 
     RDKit          2D

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    2.4433   -8.0729    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.8560   -8.7827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.7264   -9.1955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.5665  -10.0209    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    7.1900   -8.9465    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.4970   -9.6058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7622   -9.1952    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.9805   -8.9399    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    8.9838  -10.2680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   10.3699  -10.5582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   10.0312  -12.1586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0097  -12.3239    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.9041  -11.7709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 17 13  1  0
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 20 21  1  0
 21 22  2  0
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 21 23  1  0
 26 27  2  0
 26 29  1  0
 27 28  1  0
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 32 31  1  0
 30 32  1  0
 31 33  1  6
 30 34  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA5088468

   ---

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: 455.51

Molecular Weight (Monoisotopic): 455.2133

AlogP: 4.10

#Rotatable Bonds: 4

Polar Surface Area: 86.90

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.17

CX Basic pKa: 3.91

CX LogP: 3.44

CX LogD: 3.44

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.62

Np Likeness Score: -0.54

References

1. Abdel-Magid AF..  (2021)  Dual Inhibition of IL-2-Inducible T-Cell Kinase (ITK) and Tropomyosin Receptor Kinase A (TRKA) as Potential Treatment for Atopic Dermatitis and Other Inflammatory and Autoimmune Diseases.,  12  (12.0): [PMID:34917248] [10.1021/acsmedchemlett.1c00619]

Source

Source(1):

• Scientific Literature