ID: ALA5202342

Max Phase: Preclinical

Molecular Formula: C22H20BrN9

Molecular Weight: 490.37

Representations

Canonical SMILES:  Brc1nn(-c2ccc3ncccc3c2)c2nc(Nc3cnn(C4CCNCC4)c3)ncc12

Standard InChI:  InChI=1S/C22H20BrN9/c23-20-18-12-26-22(28-15-11-27-31(13-15)16-5-8-24-9-6-16)29-21(18)32(30-20)17-3-4-19-14(10-17)2-1-7-25-19/h1-4,7,10-13,16,24H,5-6,8-9H2,(H,26,28,29)

Standard InChI Key:  ISJDMEVRUNCZJN-UHFFFAOYSA-N

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

Properties

Molecular Weight: 490.37

Molecular Weight (Monoisotopic): 489.1025

AlogP: 3.99

#Rotatable Bonds: 4

Polar Surface Area: 98.37

Molecular Species: BASE

HBA: 9

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 10.43

CX Basic pKa: 9.83

CX LogP: 2.26

CX LogD: 0.24

Aromatic Rings: 5

Heavy Atoms: 32

QED Weighted: 0.39

Np Likeness Score: -1.70

References

1. Jackson JJ, Shibuya GM, Ravishankar B, Adusumilli L, Bradford D, Brockstedt DG, Bucher C, Bui M, Cho C, Colas C, Cutler G, Dukes A, Han X, Hu DX, Jacobson S, Kassner PD, Katibah GE, Ko MYM, Kolhatkar U, Leger PR, Ma A, Marshall L, Maung J, Ng AA, Okano A, Pookot D, Poon D, Ramana C, Reilly MK, Robles O, Schwarz JB, Shakhmin AA, Shunatona HP, Sreenivasan R, Tivitmahaisoon P, Xu M, Zaw T, Wustrow DJ, Zibinsky M..  (2022)  Potent GCN2 Inhibitor Capable of Reversing MDSC-Driven T Cell Suppression Demonstrates In Vivo Efficacy as a Single Agent and in Combination with Anti-Angiogenesis Therapy.,  65  (19.0): [PMID:36127295] [10.1021/acs.jmedchem.2c00736]

Source

Source(1):

• Scientific Literature