1-(4-(4-aminothieno[3,2-c]pyridin-3-yl)phenyl)-3-m-tolylurea

ID: ALA394619

Chembl Id: CHEMBL394619

PubChem CID: 18451374

Max Phase: Preclinical

Molecular Formula: C21H18N4OS

Molecular Weight: 374.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cccc(NC(=O)Nc2ccc(-c3csc4ccnc(N)c34)cc2)c1

Standard InChI:  InChI=1S/C21H18N4OS/c1-13-3-2-4-16(11-13)25-21(26)24-15-7-5-14(6-8-15)17-12-27-18-9-10-23-20(22)19(17)18/h2-12H,1H3,(H2,22,23)(H2,24,25,26)

Standard InChI Key:  GMYYMEOGFRKSFS-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA394619

   1-(4-(4-Aminothieno[3,2-c]pyridin-3-yl)phenyl)-3-m-tolylurea

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: 374.47

Molecular Weight (Monoisotopic): 374.1201

AlogP: 5.50

#Rotatable Bonds: 3

Polar Surface Area: 80.04

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.49

CX Basic pKa: 5.51

CX LogP: 4.70

CX LogD: 4.70

Aromatic Rings: 4

Heavy Atoms: 27

QED Weighted: 0.44

Np Likeness Score: -1.51

References

1. Heyman HR, Frey RR, Bousquet PF, Cunha GA, Moskey MD, Ahmed AA, Soni NB, Marcotte PA, Pease LJ, Glaser KB, Yates M, Bouska JJ, Albert DH, Black-Schaefer CL, Dandliker PJ, Stewart KD, Rafferty P, Davidsen SK, Michaelides MR, Curtin ML..  (2007)  Thienopyridine urea inhibitors of KDR kinase.,  17  (5): [PMID:17188869] [10.1016/j.bmcl.2006.12.015]

2. PubChem BioAssay data set, 

3. Curtin ML, Frey RR, Heyman HR, Soni NB, Marcotte PA, Pease LJ, Glaser KB, Magoc TJ, Tapang P, Albert DH, Osterling DJ, Olson AM, Bouska JJ, Guan Z, Preusser LC, Polakowski JS, Stewart KD, Tse C, Davidsen SK, Michaelides MR..  (2012)  Thienopyridine ureas as dual inhibitors of the VEGF and Aurora kinase families.,  22  (9): [PMID:22465635] [10.1016/j.bmcl.2012.03.035]

Source

Source(2):

• Scientific Literature
• PubChem BioAssays