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

ID: ALA2426177

Chembl Id: CHEMBL2426177

PubChem CID: 71607484

Max Phase: Preclinical

Molecular Formula: C19H13N7OS

Molecular Weight: 387.43

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  N#Cc1cc(NC(=O)Nc2nnc(-c3ccncc3)s2)ccc1-c1ccc[nH]1

Standard InChI:  InChI=1S/C19H13N7OS/c20-11-13-10-14(3-4-15(13)16-2-1-7-22-16)23-18(27)24-19-26-25-17(28-19)12-5-8-21-9-6-12/h1-10,22H,(H2,23,24,26,27)

Standard InChI Key:  MHEJZOAPKKWZJF-UHFFFAOYSA-N

Associated Targets(Human)

BLM Tchem Bloom syndrome protein (4248 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
WRN Tbio Werner syndrome ATP-dependent helicase (8824 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
RECQL Tbio ATP-dependent DNA helicase Q1 (5575 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 387.43Molecular Weight (Monoisotopic): 387.0902AlogP: 4.11#Rotatable Bonds: 4
Polar Surface Area: 119.38Molecular Species: ACIDHBA: 6HBD: 3
#RO5 Violations: HBA (Lipinski): 8HBD (Lipinski): 3#RO5 Violations (Lipinski):
CX Acidic pKa: 6.40CX Basic pKa: 2.97CX LogP: 2.89CX LogD: 2.02
Aromatic Rings: 4Heavy Atoms: 28QED Weighted: 0.49Np Likeness Score: -2.10

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]

Source