ID: ALA3108958

Max Phase: Preclinical

Molecular Formula: C23H19F3N4O5

Molecular Weight: 374.40

Molecule Type: Small molecule

Representations

Canonical SMILES:  N[C@@H]1C[C@H]1c1ccc(NC(=O)c2ccnc(-c3cc(C(=O)O)ccn3)c2)cc1.O=C(O)C(F)(F)F

Standard InChI:  InChI=1S/C21H18N4O3.C2HF3O2/c22-17-11-16(17)12-1-3-15(4-2-12)25-20(26)13-5-7-23-18(9-13)19-10-14(21(27)28)6-8-24-19;3-2(4,5)1(6)7/h1-10,16-17H,11,22H2,(H,25,26)(H,27,28);(H,6,7)/t16-,17+;/m0./s1

Standard InChI Key:  RISAYHSKDUNHCU-MCJVGQIASA-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: 374.40

Molecular Weight (Monoisotopic): 374.1379

AlogP: 2.91

#Rotatable Bonds: 5

Polar Surface Area: 118.20

Molecular Species: ZWITTERION

HBA: 5

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 3.59

CX Basic pKa: 9.62

CX LogP: -0.19

CX LogD: -0.19

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.63

Np Likeness Score: -0.54

References

1. Rotili D, Tomassi S, Conte M, Benedetti R, Tortorici M, Ciossani G, Valente S, Marrocco B, Labella D, Novellino E, Mattevi A, Altucci L, Tumber A, Yapp C, King ON, Hopkinson RJ, Kawamura A, Schofield CJ, Mai A..  (2014)  Pan-histone demethylase inhibitors simultaneously targeting Jumonji C and lysine-specific demethylases display high anticancer activities.,  57  (1): [PMID:24325601] [10.1021/jm4012802]

Source

Source(1):

• Scientific Literature