ID: ALA1231371

Max Phase: Preclinical

Molecular Formula: C19H19N5

Molecular Weight: 317.40

Molecule Type: Small molecule

Representations

Canonical SMILES:  CC(C)(C)n1nc(-c2ccc3ccccc3c2)c2c(N)ncnc21

Standard InChI:  InChI=1S/C19H19N5/c1-19(2,3)24-18-15(17(20)21-11-22-18)16(23-24)14-9-8-12-6-4-5-7-13(12)10-14/h4-11H,1-3H3,(H2,20,21,22)

Standard InChI Key:  ILKDWZKZLIHMFM-UHFFFAOYSA-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: 317.40

Molecular Weight (Monoisotopic): 317.1640

AlogP: 3.98

#Rotatable Bonds: 1

Polar Surface Area: 69.62

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 3.70

CX LogP: 3.71

CX LogD: 3.71

Aromatic Rings: 4

Heavy Atoms: 24

QED Weighted: 0.58

Np Likeness Score: -0.82

References

1. Apsel B, Blair JA, Gonzalez B, Nazif TM, Feldman ME, Aizenstein B, Hoffman R, Williams RL, Shokat KM, Knight ZA..  (2008)  Targeted polypharmacology: discovery of dual inhibitors of tyrosine and phosphoinositide kinases.,  4  (11): [PMID:18849971] [10.1038/nchembio.117]

2. Murphy RC, Ojo KK, Larson ET, Castellanos-Gonzalez A, Perera BG, Keyloun KR, Kim JE, Bhandari JG, Muller NR, Verlinde CL, White AC, Merritt EA, Van Voorhis WC, Maly DJ..  (2010)  Discovery of Potent and Selective Inhibitors of Calcium-Dependent Protein Kinase 1 (CDPK1) from C. parvum and T. gondii.,  1  (7): [PMID:21116453] [10.1021/ml100096t]

3. Jester BW, Gaj A, Shomin CD, Cox KJ, Ghosh I..  (2012)  Testing the promiscuity of commercial kinase inhibitors against the AGC kinase group using a split-luciferase screen.,  55  (4): [PMID:22257127] [10.1021/jm201265f]

4. Rotella DP..  (2012)  Recent results in protein kinase inhibition for tropical diseases.,  22  (22): [PMID:23063403] [10.1016/j.bmcl.2012.09.044]

5. Zhang Z, Ojo KK, Vidadala R, Huang W, Geiger JA, Scheele S, Choi R, Reid MC, Keyloun KR, Rivas K, Siddaramaiah LK, Comess KM, Robinson KP, Merta PJ, Kifle L, Hol WG, Parsons M, Merritt EA, Maly DJ, Verlinde CL, Van Voorhis WC, Fan E..  (2014)  Potent and selective inhibitors of CDPK1 from T. gondii and C. parvum based on a 5-aminopyrazole-4-carboxamide scaffold.,  5  (1): [PMID:24494061] [10.1021/ml400315s]

6. Zhang G,Li S,Wang F,Jones AC,Goldberg AFG,Lin B,Virgil S,Stoltz BM,Deshaies RJ,Chou TF.  (2021)  A covalent p97/VCP ATPase inhibitor can overcome resistance to CB-5083 and NMS-873 in colorectal cancer cells.,  213  [PMID:33476933] [10.1016/j.ejmech.2020.113148]

Source

Source(1):

• Scientific Literature