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N-(2,4-difluoro-3-((3-methoxy-1H-pyrazolo[3,4-b]pyridin-5-yl)ethynyl)phenyl)-3-methoxybenzenesulfonamide ID: ALA4079935
PubChem CID: 137649638
Max Phase: Preclinical
Molecular Formula: C22H16F2N4O4S
Molecular Weight: 470.46
Molecule Type: Small molecule
Associated Items:
Names and Identifiers Canonical SMILES: COc1cccc(S(=O)(=O)Nc2ccc(F)c(C#Cc3cnc4[nH]nc(OC)c4c3)c2F)c1
Standard InChI: InChI=1S/C22H16F2N4O4S/c1-31-14-4-3-5-15(11-14)33(29,30)28-19-9-8-18(23)16(20(19)24)7-6-13-10-17-21(25-12-13)26-27-22(17)32-2/h3-5,8-12,28H,1-2H3,(H,25,26,27)
Standard InChI Key: WJONPNKRHKNNAO-UHFFFAOYSA-N
Molfile:
RDKit 2D
33 36 0 0 0 0 0 0 0 0999 V2000
25.1949 -11.2288 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
24.7866 -10.5162 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0
24.3737 -11.2261 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
21.9310 -10.5288 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
21.9299 -11.3561 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
22.6447 -11.7689 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
23.3611 -11.3555 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
23.3582 -10.5251 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
22.6429 -10.1160 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
24.0711 -10.1099 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
25.5000 -10.1046 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
22.6404 -9.2910 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0
21.2151 -11.7679 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0
21.2165 -10.1164 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
20.4985 -9.7023 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
19.7839 -9.2901 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
19.7877 -8.4670 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
19.0740 -8.0549 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
19.0761 -9.7054 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
18.3617 -9.2969 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
18.3618 -8.4644 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
17.5700 -8.2070 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
17.0804 -8.8805 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
17.5698 -9.5542 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
17.3148 -10.3387 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
16.5079 -10.5102 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
26.2144 -10.5177 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
26.9268 -10.1032 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
26.9241 -9.2775 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
26.2031 -8.8678 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
25.4936 -9.2846 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
26.1971 -8.0428 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
26.9086 -7.6252 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
2 1 2 0
3 2 2 0
4 5 2 0
5 6 1 0
6 7 2 0
7 8 1 0
8 9 2 0
9 4 1 0
8 10 1 0
10 2 1 0
2 11 1 0
9 12 1 0
5 13 1 0
4 14 1 0
14 15 3 0
15 16 1 0
16 17 2 0
17 18 1 0
18 21 2 0
20 19 2 0
19 16 1 0
20 21 1 0
21 22 1 0
22 23 1 0
23 24 2 0
24 20 1 0
24 25 1 0
25 26 1 0
11 27 2 0
27 28 1 0
28 29 2 0
29 30 1 0
30 31 2 0
31 11 1 0
30 32 1 0
32 33 1 0
M END Associated Targets(Human) Molecule Features Natural Product: NoOral: NoChemical Probe: NoParenteral: NoMolecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: NoChirality: NoAvailability: NoProdrug: No
Drug Indications MESH ID MESH Heading EFO IDs EFO Terms Max Phase for Indication References
Mechanisms of Action Mechanism of Action Action Type target ID Target Name Target Type Target Organism Binding Site Name References
Calculated Properties Molecular Weight: 470.46Molecular Weight (Monoisotopic): 470.0860AlogP: 3.45#Rotatable Bonds: 5Polar Surface Area: 106.20Molecular Species: NEUTRALHBA: 6HBD: 2#RO5 Violations: ┄HBA (Lipinski): 8HBD (Lipinski): 2#RO5 Violations (Lipinski): ┄CX Acidic pKa: 8.35CX Basic pKa: 0.84CX LogP: 3.62CX LogD: 3.58Aromatic Rings: 4Heavy Atoms: 33QED Weighted: 0.43Np Likeness Score: -1.80
References 1. Chang Y, Lu X, Shibu MA, Dai YB, Luo J, Zhang Y, Li Y, Zhao P, Zhang Z, Xu Y, Tu ZC, Zhang QW, Yun CH, Huang CY, Ding K.. (2017) Structure Based Design of N-(3-((1H-Pyrazolo[3,4-b]pyridin-5-yl)ethynyl)benzenesulfonamides as Selective Leucine-Zipper and Sterile-α Motif Kinase (ZAK) Inhibitors., 60 (13): [PMID:28586211 ] [10.1021/acs.jmedchem.7b00572 ]