3-[4-({4-[3-(2-Fluoro-5-trifluoromethyl-phenyl)-ureido]-phenyl}-methyl-amino)-pyrimidin-2-ylamino]-benzenesulfonamide

ID: ALA189354

Chembl Id: CHEMBL189354

PubChem CID: 5329825

Max Phase: Preclinical

Molecular Formula: C25H21F4N7O3S

Molecular Weight: 575.55

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(c1ccc(NC(=O)Nc2cc(C(F)(F)F)ccc2F)cc1)c1ccnc(Nc2cccc(S(N)(=O)=O)c2)n1

Standard InChI:  InChI=1S/C25H21F4N7O3S/c1-36(22-11-12-31-23(35-22)32-17-3-2-4-19(14-17)40(30,38)39)18-8-6-16(7-9-18)33-24(37)34-21-13-15(25(27,28)29)5-10-20(21)26/h2-14H,1H3,(H2,30,38,39)(H,31,32,35)(H2,33,34,37)

Standard InChI Key:  PPTQWMQTXBVAHT-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA189354

   Urea deriv. 19

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: 575.55

Molecular Weight (Monoisotopic): 575.1363

AlogP: 5.44

#Rotatable Bonds: 7

Polar Surface Area: 142.34

Molecular Species: NEUTRAL

HBA: 7

HBD: 4

#RO5 Violations: 2

HBA (Lipinski): 10

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 9.99

CX Basic pKa: 4.22

CX LogP: 5.20

CX LogD: 5.20

Aromatic Rings: 4

Heavy Atoms: 40

QED Weighted: 0.22

Np Likeness Score: -2.10

References

1. Sammond DM, Nailor KE, Veal JM, Nolte RT, Wang L, Knick VB, Rudolph SK, Truesdale AT, Nartey EN, Stafford JA, Kumar R, Cheung M..  (2005)  Discovery of a novel and potent series of dianilinopyrimidineurea and urea isostere inhibitors of VEGFR2 tyrosine kinase.,  15  (15): [PMID:15990302] [10.1016/j.bmcl.2005.05.096]

2. Shi K, Zhang J, Zhou E, Wang J, Wang Y..  (2022)  Small-Molecule Receptor-Interacting Protein 1 (RIP1) Inhibitors as Therapeutic Agents for Multifaceted Diseases: Current Medicinal Chemistry Insights and Emerging Opportunities.,  65  (22.0): [PMID:36346971] [10.1021/acs.jmedchem.2c01518]

Source

Source(1):

• Scientific Literature