US9227969, 90

ID: ALA3974369

Chembl Id: CHEMBL3974369

PubChem CID: 117876565

Max Phase: Preclinical

Molecular Formula: C29H26F2N6O3

Molecular Weight: 544.56

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc(Oc2ncccn2)ccc1-c1cc2c(cc1F)ncc1nc(C)n([C@H]3CCN(C(=O)CO)C[C@@H]3F)c12

Standard InChI:  InChI=1S/C29H26F2N6O3/c1-16-10-18(40-29-32-7-3-8-33-29)4-5-19(16)20-11-21-24(12-22(20)30)34-13-25-28(21)37(17(2)35-25)26-6-9-36(14-23(26)31)27(39)15-38/h3-5,7-8,10-13,23,26,38H,6,9,14-15H2,1-2H3/t23-,26-/m0/s1

Standard InChI Key:  HXDYCEVDYKSUGB-OZXSUGGESA-N

Alternative Forms

1. Parent:

   

   ALA3974369

   1-[(3S,4S)-3-fluoro-4-[7-fluoro-2-methyl-8-(2-methyl-4-pyrimidin-2-yloxyphenyl)imidazo[4,5-c]quinolin-1-yl]piperidin-1-yl]-2-hydroxyethanone

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

Calculated Properties

Molecular Weight: 544.56

Molecular Weight (Monoisotopic): 544.2034

AlogP: 4.69

#Rotatable Bonds: 5

Polar Surface Area: 106.26

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.63

CX Basic pKa: 3.48

CX LogP: 2.96

CX LogD: 2.96

Aromatic Rings: 5

Heavy Atoms: 40

QED Weighted: 0.34

Np Likeness Score: -1.04

References

1.  (2016)  Compounds and compositions as inhibitors of MEK, 

2. Poddutoori R, Aardalen K, Aithal K, Barahagar SS, Belliappa C, Bock M, Chelur S, Gerken A, Gopinath S, Gruenenfelder B, Kiffe M, Krishnaswami M, Langowski J, Madapa S, Narayanan K, Pandit C, Panigrahi SK, Perrone M, Potakamuri RK, Ramachandra M, Ramanathan A, Ramos R, Sager E, Samajdar S, Subramanya HS, Thimmasandra DS, Venetsanakos E, Möbitz H..  (2022)  Discovery of MAP855, an Efficacious and Selective MEK1/2 Inhibitor with an ATP-Competitive Mode of Action.,  65  (5.0): [PMID:35195996] [10.1021/acs.jmedchem.1c02192]

Source

Source(2):

• Scientific Literature
• BindingDB Database