ID: ALA306688

Max Phase: Preclinical

Molecular Formula: C21H20BrN5O3

Molecular Weight: 470.33

Molecule Type: Small molecule

Representations

Canonical SMILES:  Cc1cc(NC(=O)NC(=O)c2ccccc2N(C)C)ccc1Oc1ncc(Br)cn1

Standard InChI:  InChI=1S/C21H20BrN5O3/c1-13-10-15(8-9-18(13)30-21-23-11-14(22)12-24-21)25-20(29)26-19(28)16-6-4-5-7-17(16)27(2)3/h4-12H,1-3H3,(H2,25,26,28,29)

Standard InChI Key:  JNGQUJZDVFZPEN-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: 470.33

Molecular Weight (Monoisotopic): 469.0750

AlogP: 4.37

#Rotatable Bonds: 5

Polar Surface Area: 96.45

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 10.23

CX Basic pKa: 3.98

CX LogP: 4.37

CX LogD: 4.37

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.58

Np Likeness Score: -1.77

References

1. Gurulingappa H, Amador ML, Zhao M, Rudek MA, Hidalgo M, Khan SR..  (2004)  Synthesis and antitumor evaluation of benzoylphenylurea analogs.,  14  (9): [PMID:15081011] [10.1016/j.bmcl.2004.02.019]

2. Hallur G, Jimeno A, Dalrymple S, Zhu T, Jung MK, Hidalgo M, Isaacs JT, Sukumar S, Hamel E, Khan SR..  (2006)  Benzoylphenylurea sulfur analogues with potent antitumor activity.,  49  (7): [PMID:16570932] [10.1021/jm051261s]

3. PubChem BioAssay data set, 

4. Ebner S, Trieb M, Schönfeld M, Wietzorrek G, Santos-Sierra S..  (2018)  Decoy peptides derived from the extracellular domain of toll-like receptor 2 (TLR2) show anti-inflammatory properties.,  26  (16): [PMID:30093346] [10.1016/j.bmc.2018.07.013]

Source

Source(2):

• Scientific Literature
• PubChem BioAssays