ID: ALA2376149

Max Phase: Preclinical

Molecular Formula: C23H22N8O3

Molecular Weight: 458.48

Molecule Type: Small molecule

Representations

Canonical SMILES:  COc1ccc2c(-c3cnc4[nH]cc(C(=O)N[C@H](C)C(=O)N5CC(C#N)C5)c4n3)nn(C)c2c1

Standard InChI:  InChI=1S/C23H22N8O3/c1-12(23(33)31-10-13(7-24)11-31)27-22(32)16-8-25-21-20(16)28-17(9-26-21)19-15-5-4-14(34-3)6-18(15)30(2)29-19/h4-6,8-9,12-13H,10-11H2,1-3H3,(H,25,26)(H,27,32)/t12-/m1/s1

Standard InChI Key:  MJJPFIFLAMTXHQ-GFCCVEGCSA-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: 458.48

Molecular Weight (Monoisotopic): 458.1815

AlogP: 1.62

#Rotatable Bonds: 5

Polar Surface Area: 141.82

Molecular Species: NEUTRAL

HBA: 8

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 11

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 10.88

CX Basic pKa: 0.34

CX LogP: 0.41

CX LogD: 0.41

Aromatic Rings: 4

Heavy Atoms: 34

QED Weighted: 0.46

Np Likeness Score: -1.16

References

1. Lynch SM, DeVicente J, Hermann JC, Jaime-Figueroa S, Jin S, Kuglstatter A, Li H, Lovey A, Menke J, Niu L, Patel V, Roy D, Soth M, Steiner S, Tivitmahaisoon P, Vu MD, Yee C..  (2013)  Strategic use of conformational bias and structure based design to identify potent JAK3 inhibitors with improved selectivity against the JAK family and the kinome.,  23  (9): [PMID:23540648] [10.1016/j.bmcl.2013.02.012]

Source

Source(1):

• Scientific Literature