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

ID: ALA437331

Chembl Id: CHEMBL437331

PubChem CID: 44417767

Max Phase: Preclinical

Molecular Formula: C19H20N4O3S

Molecular Weight: 384.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(CO)/N=C(\N)c1c(O)nsc1Nc1ccc(Oc2ccccc2)cc1

Standard InChI:  InChI=1S/C19H20N4O3S/c1-12(11-24)21-17(20)16-18(25)23-27-19(16)22-13-7-9-15(10-8-13)26-14-5-3-2-4-6-14/h2-10,12,22,24H,11H2,1H3,(H2,20,21)(H,23,25)

Standard InChI Key:  QDWSVWMOWVHELW-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA437331

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

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: 384.46

Molecular Weight (Monoisotopic): 384.1256

AlogP: 3.47

#Rotatable Bonds: 7

Polar Surface Area: 112.99

Molecular Species: ACID

HBA: 7

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.78

CX Basic pKa: 1.98

CX LogP: 3.21

CX LogD: 1.55

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.37

Np Likeness Score: -0.84

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]

Source

Source(1):

• Scientific Literature