ID: ALA3891994

Max Phase: Preclinical

Molecular Formula: C26H23Cl2N5O3

Molecular Weight: 524.41

Molecule Type: Small molecule

Representations

Canonical SMILES:  CC(C)(O)CNC(=O)c1cc(NC(=O)c2cc(-c3ccccn3)c(Cl)cc2Cl)n(-c2ccccc2)n1

Standard InChI:  InChI=1S/C26H23Cl2N5O3/c1-26(2,36)15-30-25(35)22-14-23(33(32-22)16-8-4-3-5-9-16)31-24(34)18-12-17(19(27)13-20(18)28)21-10-6-7-11-29-21/h3-14,36H,15H2,1-2H3,(H,30,35)(H,31,34)

Standard InChI Key:  NXDRKVFQQJUBOG-UHFFFAOYSA-N

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Properties

Molecular Weight: 524.41

Molecular Weight (Monoisotopic): 523.1178

AlogP: 4.99

#Rotatable Bonds: 7

Polar Surface Area: 109.14

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.94

CX Basic pKa: 3.71

CX LogP: 4.73

CX LogD: 4.73

Aromatic Rings: 4

Heavy Atoms: 36

QED Weighted: 0.32

Np Likeness Score: -1.63

References

1.  (2016)  Tropomyosin-related kinase inhibitors, 

2. Bagal SK, Omoto K, Blakemore DC, Bungay PJ, Bilsland JG, Clarke PJ, Corbett MS, Cronin CN, Cui JJ, Dias R, Flanagan NJ, Greasley SE, Grimley R, Johnson E, Fengas D, Kitching L, Kraus ML, McAlpine I, Nagata A, Waldron GJ, Warmus JS..  (2018)  Discovery of Allosteric, Potent, Subtype Selective, and Peripherally Restricted TrkA Kinase Inhibitors.,  62  (1): [PMID:29672039] [10.1021/acs.jmedchem.8b00280]

3. Guo J, Xiang S, Wang J, Zhou Y, Wang Z, Zhang Z, Ding K, Lu X..  (2022)  Discovery of novel TrkA allosteric inhibitors: Structure-based virtual screening, biological evaluation and preliminary SAR studies.,  228  [PMID:34871843] [10.1016/j.ejmech.2021.114022]

4. Wang Z, Ren J, Jia K, Zhao Y, Liang L, Cheng Z, Huang F, Zhao X, Cheng J, Song S, Sheng T, Wan W, Shu Q, Wu D, Zhang J, Lu T, Chen Y, Ran T, Lu S..  (2022)  Identification and structural analysis of a selective tropomyosin receptor kinase C (TRKC) inhibitor.,  241  [PMID:35872544] [10.1016/j.ejmech.2022.114601]

Source

Source(2):

• Scientific Literature
• BindingDB Database