ID: ALA3601190

Max Phase: Preclinical

Molecular Formula: C27H28N6O4

Molecular Weight: 500.56

Molecule Type: Small molecule

Representations

Canonical SMILES:  OC[C@H]1C[C@@H](Nc2nc(Nc3ccnc(OC4CC4)c3)ncc2-c2ccc3ccccc3n2)[C@H](O)[C@@H]1O

Standard InChI:  InChI=1S/C27H28N6O4/c34-14-16-11-22(25(36)24(16)35)32-26-19(21-8-5-15-3-1-2-4-20(15)31-21)13-29-27(33-26)30-17-9-10-28-23(12-17)37-18-6-7-18/h1-5,8-10,12-13,16,18,22,24-25,34-36H,6-7,11,14H2,(H2,28,29,30,32,33)/t16-,22-,24-,25+/m1/s1

Standard InChI Key:  UIGJXMQBTZRJST-MJKPMQHNSA-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: 500.56

Molecular Weight (Monoisotopic): 500.2172

AlogP: 2.89

#Rotatable Bonds: 8

Polar Surface Area: 145.54

Molecular Species: NEUTRAL

HBA: 10

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.02

CX Basic pKa: 6.19

CX LogP: 2.29

CX LogD: 2.28

Aromatic Rings: 4

Heavy Atoms: 37

QED Weighted: 0.24

Np Likeness Score: -0.23

References

1. Seganish WM, McElroy WT, Herr RJ, Brumfield S, Greenlee WJ, Harding J, Komanduri V, Matasi J, Prakash KC, Tulshian D, Yang J, Yet L, Devito K, Fossetta J, Garlisi CG, Lundell D, Niu X, Sondey C..  (2015)  Initial optimization and series evolution of diaminopyrimidine inhibitors of interleukin-1 receptor associated kinase 4.,  25  (16): [PMID:26115573] [10.1016/j.bmcl.2015.05.097]

Source

Source(1):

• Scientific Literature