ID: ALA5175263

Max Phase: Preclinical

Molecular Formula: C22H27F3N8O4S

Molecular Weight: 556.57

Representations

Canonical SMILES:  C[C@H]1OC(=O)N(c2nc(-c3cnc(N)nc3C(F)(F)F)cc(N3CCOCC3)n2)[C@H]1CN1CC[S+]([O-])CC1

Standard InChI:  InChI=1S/C22H27F3N8O4S/c1-13-16(12-31-4-8-38(35)9-5-31)33(21(34)37-13)20-28-15(10-17(29-20)32-2-6-36-7-3-32)14-11-27-19(26)30-18(14)22(23,24)25/h10-11,13,16H,2-9,12H2,1H3,(H2,26,27,30)/t13-,16+/m1/s1

Standard InChI Key:  GCSAIIBFWKMPEV-CJNGLKHVSA-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: 556.57

Molecular Weight (Monoisotopic): 556.1828

AlogP: 1.15

#Rotatable Bonds: 5

Polar Surface Area: 145.89

Molecular Species: NEUTRAL

HBA: 11

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 12

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa:

CX Basic pKa: 5.62

CX LogP: 1.03

CX LogD: 1.03

Aromatic Rings: 2

Heavy Atoms: 38

QED Weighted: 0.53

Np Likeness Score: -1.02

References

1. Fairhurst RA, Furet P, Imbach-Weese P, Stauffer F, Rueeger H, McCarthy C, Ripoche S, Oswald S, Arnaud B, Jary A, Maira M, Schnell C, Guthy DA, Wartmann M, Kiffe M, Desrayaud S, Blasco F, Widmer T, Seiler F, Gutmann S, Knapp M, Caravatti G..  (2022)  Identification of NVP-CLR457 as an Orally Bioavailable Non-CNS-Penetrant pan-Class IA Phosphoinositol-3-Kinase Inhibitor.,  65  (12.0): [PMID:35500094] [10.1021/acs.jmedchem.2c00267]

Source

Source(1):

• Scientific Literature