3-hydroxy-N-1-hydroxypropan-2-yl-5-4-phenylamino-phenylamino-isothiazole-4-carboximidamide

ID: ALA253116

Chembl Id: CHEMBL253116

PubChem CID: 25167109

Max Phase: Preclinical

Molecular Formula: C19H21N5O2S

Molecular Weight: 383.48

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(CO)NC(=N)c1c(O)nsc1Nc1ccc(Nc2ccccc2)cc1

Standard InChI:  InChI=1S/C19H21N5O2S/c1-12(11-25)21-17(20)16-18(26)24-27-19(16)23-15-9-7-14(8-10-15)22-13-5-3-2-4-6-13/h2-10,12,22-23,25H,11H2,1H3,(H2,20,21)(H,24,26)

Standard InChI Key:  WHWRHSZXRYNDDO-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA253116

   3-hydroxy-N-(2-hydroxy-1-methyl-ethyl)-5-(4-phenylamino-phenylamino)-isothiazole-4-carboxamidine

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

Calculated Properties

Molecular Weight: 383.48

Molecular Weight (Monoisotopic): 383.1416

AlogP: 3.63

#Rotatable Bonds: 7

Polar Surface Area: 113.29

Molecular Species: ACID

HBA: 7

HBD: 6

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 5.68

CX Basic pKa: 1.99

CX LogP: 3.20

CX LogD: 1.55

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.27

Np Likeness Score: -0.73

References

1. El Abdellaoui H, Varaprasad CV, Barawkar D, Chakravarty S, Maderna A, Tam R, Chen H, Allan M, Wu JZ, Appleby T, Yan S, Zhang W, Lang S, Yao N, Hamatake R, Hong Z..  (2006)  Identification of isothiazole-4-carboxamidines derivatives as a novel class of allosteric MEK1 inhibitors.,  16  (21): [PMID:16934458] [10.1016/j.bmcl.2006.08.048]

2. El Abdellaoui H, Varaprasad CV, Barawkar D, Chakravarty S, Maderna A, Tam R, Chen H, Allan M, Wu JZ, Appleby T, Yan S, Zhang W, Lang S, Yao N, Hamatake R, Hong Z..  (2006)  Identification of isothiazole-4-carboxamidines derivatives as a novel class of allosteric MEK1 inhibitors.,  16  (21): [PMID:16934458] [10.1016/j.bmcl.2006.08.048]

3. Larson G, Yan S, Chen H, Rong F, Hong Z, Wu JZ..  (2007)  Identification of novel, selective and potent Chk2 inhibitors.,  17  (1): [PMID:17035018] [10.1016/j.bmcl.2006.09.067]

Source

Source(1):

• Scientific Literature