1-(3-cyano-4-(1H-pyrazol-4-yl)phenyl)-3-(5-(pyridin-4-yl)-1,3,4-thiadiazol-2-yl)urea

ID: ALA2426174

Chembl Id: CHEMBL2426174

PubChem CID: 71300295

Max Phase: Preclinical

Molecular Formula: C18H12N8OS

Molecular Weight: 388.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N#Cc1cc(NC(=O)Nc2nnc(-c3ccncc3)s2)ccc1-c1cn[nH]c1

Standard InChI:  InChI=1S/C18H12N8OS/c19-8-12-7-14(1-2-15(12)13-9-21-22-10-13)23-17(27)24-18-26-25-16(28-18)11-3-5-20-6-4-11/h1-7,9-10H,(H,21,22)(H2,23,24,26,27)

Standard InChI Key:  PNYZVACPJDKKEE-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA2426174

   1-[3-cyano-4-(1H-pyrazol-4-yl)phenyl]-3-(5-pyridin-4-yl-1,3,4-thiadiazol-2-yl)urea

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: 388.42

Molecular Weight (Monoisotopic): 388.0855

AlogP: 3.51

#Rotatable Bonds: 4

Polar Surface Area: 132.27

Molecular Species: ACID

HBA: 7

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 6.40

CX Basic pKa: 3.05

CX LogP: 2.19

CX LogD: 1.32

Aromatic Rings: 4

Heavy Atoms: 28

QED Weighted: 0.49

Np Likeness Score: -2.38

References

1. Rosenthal AS, Dexheimer TS, Gileadi O, Nguyen GH, Chu WK, Hickson ID, Jadhav A, Simeonov A, Maloney DJ..  (2013)  Synthesis and SAR studies of 5-(pyridin-4-yl)-1,3,4-thiadiazol-2-amine derivatives as potent inhibitors of Bloom helicase.,  23  (20): [PMID:24012121] [10.1016/j.bmcl.2013.08.025]

2. PubChem BioAssay data set, 

Source

Source(2):

• Scientific Literature
• PubChem BioAssays