ID: ALA383955

Max Phase: Preclinical

Molecular Formula: C23H22ClN5O3S2

Molecular Weight: 516.05

Molecule Type: Small molecule

Representations

Canonical SMILES:  O=C(NCc1ccc(S(=O)(=O)N2CCC(n3nnc4ccccc43)CC2)s1)c1ccc(Cl)cc1

Standard InChI:  InChI=1S/C23H22ClN5O3S2/c24-17-7-5-16(6-8-17)23(30)25-15-19-9-10-22(33-19)34(31,32)28-13-11-18(12-14-28)29-21-4-2-1-3-20(21)26-27-29/h1-10,18H,11-15H2,(H,25,30)

Standard InChI Key:  XLVWDHAXEFKTIB-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: 516.05

Molecular Weight (Monoisotopic): 515.0853

AlogP: 4.10

#Rotatable Bonds: 6

Polar Surface Area: 97.19

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa:

CX Basic pKa: 0.50

CX LogP: 3.77

CX LogD: 3.77

Aromatic Rings: 4

Heavy Atoms: 34

QED Weighted: 0.42

Np Likeness Score: -2.45

References

1. Rückle T, Biamonte M, Grippi-Vallotton T, Arkinstall S, Cambet Y, Camps M, Chabert C, Church DJ, Halazy S, Jiang X, Martinou I, Nichols A, Sauer W, Gotteland JP..  (2004)  Design, synthesis, and biological activity of novel, potent, and selective (benzoylaminomethyl)thiophene sulfonamide inhibitors of c-Jun-N-terminal kinase.,  47  (27): [PMID:15615541] [10.1021/jm031112e]

2. Ijjaali I, Petitet F, Dubus E, Barberan O, Michel A..  (2007)  Assessing potency of c-Jun N-terminal kinase 3 (JNK3) inhibitors using 2D molecular descriptors and binary QSAR methodology.,  15  (12): [PMID:17451961] [10.1016/j.bmc.2007.03.062]

3. Siddiqui MA, Reddy PA..  (2010)  Small molecule JNK (c-Jun N-terminal kinase) inhibitors.,  53  (8): [PMID:20146479] [10.1021/jm9003279]

Source

Source(1):

• Scientific Literature