(S)-N-(7-fluoro-6-methyl-2-((4aS,5aR)-5a-methyl-1,4,4a,5,5a,6-hexahydrocyclopropa[f]indazol-3-yl)-1H-benzo[d]imidazol-5-yl)-N-methyl-2-morpholinopropanamide

ID: ALA5074957

PubChem CID: 156494845

Max Phase: Preclinical

Molecular Formula: C25H31FN6O2

Molecular Weight: 466.56

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1c(N(C)C(=O)[C@H](C)N2CCOCC2)cc2nc(-c3n[nH]c4c3C[C@@H]3C[C@]3(C)C4)[nH]c2c1F

Standard InChI:  InChI=1S/C25H31FN6O2/c1-13-19(31(4)24(33)14(2)32-5-7-34-8-6-32)10-17-22(20(13)26)28-23(27-17)21-16-9-15-11-25(15,3)12-18(16)29-30-21/h10,14-15H,5-9,11-12H2,1-4H3,(H,27,28)(H,29,30)/t14-,15+,25+/m0/s1

Standard InChI Key:  YJXJVYHWTNXNHX-SKHRDNQBSA-N

Molfile:  

 
     RDKit          2D

 35 40  0  0  0  0  0  0  0  0999 V2000
   28.2278  -15.3649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2278  -16.1906    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.9410  -16.5973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6542  -16.1906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6542  -15.3649    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.9410  -14.9459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3711  -14.9521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0855  -15.3691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8023  -14.9562    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.0831  -16.1948    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.5168  -15.3732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8047  -14.1305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5130  -16.2001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2266  -16.6127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2300  -14.9609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9401  -15.3741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9413  -16.2007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7281  -16.4537    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.2147  -15.7834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7261  -15.1147    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.7958  -16.6079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.0401  -15.7775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.3121  -15.3647    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.5262  -15.1079    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.3133  -16.1905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.5294  -16.4431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.3553  -17.2445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.9229  -16.7349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.7500  -17.5419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.9710  -17.7999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.5824  -18.3440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.5555  -18.5102    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   38.4601  -17.9541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3648  -14.1284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2261  -17.4343    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  6  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  2  0
  9 11  1  0
  9 12  1  0
 11 13  2  0
 13 14  1  0
 14 17  2  0
 16 15  2  0
 15 11  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 16  1  0
 13 21  1  0
 22 26  1  0
 25 23  1  0
 23 24  1  0
 24 22  2  0
 19 22  1  0
 25 26  2  0
 25 28  1  0
 26 27  1  0
 27 30  1  0
 29 28  1  0
 30 29  1  0
 31 30  1  0
 29 31  1  0
 30 32  1  6
 29 33  1  6
  7 34  1  1
 14 35  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5074957

   ---

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: 466.56

Molecular Weight (Monoisotopic): 466.2493

AlogP: 3.21

#Rotatable Bonds: 4

Polar Surface Area: 90.14

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.89

CX Basic pKa: 5.36

CX LogP: 3.16

CX LogD: 3.14

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.62

Np Likeness Score: -0.92

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