(Z)-3-(5-((5-imino-7-oxo-2-propyl-5H-[1,3,4]thiadiazolo[3,2-a]pyrimidin-6(7H)-ylidene)methyl)furan-2-yl)benzoic acid

ID: ALA4066070

Chembl Id: CHEMBL4066070

PubChem CID: 6530192

Max Phase: Preclinical

Molecular Formula: C20H16N4O4S

Molecular Weight: 408.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCC1=NN2C(=N)/C(=C/c3ccc(-c4cccc(C(=O)O)c4)o3)C(=O)N=C2S1

Standard InChI:  InChI=1S/C20H16N4O4S/c1-2-4-16-23-24-17(21)14(18(25)22-20(24)29-16)10-13-7-8-15(28-13)11-5-3-6-12(9-11)19(26)27/h3,5-10,21H,2,4H2,1H3,(H,26,27)/b14-10-,21-17?

Standard InChI Key:  YLWCWUGZPZVDQQ-QBILMKHKSA-N

Alternative Forms

1. Parent:

   

   ALA4066070

   3-(5-{[(6Z)-5-Imino-7-oxo-2-propyl-5H,6H,7H-[1,3,4]thiadiazolo[3,2-A]pyrimidin-6-ylidene]methyl}furan-2-YL)benzoic acid

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: 408.44

Molecular Weight (Monoisotopic): 408.0892

AlogP: 4.06

#Rotatable Bonds: 5

Polar Surface Area: 119.32

Molecular Species: ACID

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.95

CX Basic pKa: ┄

CX LogP: 3.40

CX LogD: 0.21

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.72

Np Likeness Score: -1.49

References

1. Iwatani-Yoshihara M, Ito M, Klein MG, Yamamoto T, Yonemori K, Tanaka T, Miwa M, Morishita D, Endo S, Tjhen R, Qin L, Nakanishi A, Maezaki H, Kawamoto T..  (2017)  Discovery of Allosteric Inhibitors Targeting the Spliceosomal RNA Helicase Brr2.,  60  (13): [PMID:28586220] [10.1021/acs.jmedchem.7b00461]

Source

Source(1):

• Scientific Literature