5-[(3,5-Dichloro-4-pyridyl)sulfanyl]-N-(1-methylpiperidin-4-yl)-4-nitrothiophene-2-carboxamide

ID: ALA2159501

Chembl Id: CHEMBL2159501

Cas Number: 1247823-70-6

PubChem CID: 60207396

Max Phase: Preclinical

Molecular Formula: C16H16Cl2N4O3S2

Molecular Weight: 447.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN1CCC(NC(=O)c2cc([N+](=O)[O-])c(Sc3c(Cl)cncc3Cl)s2)CC1

Standard InChI:  InChI=1S/C16H16Cl2N4O3S2/c1-21-4-2-9(3-5-21)20-15(23)13-6-12(22(24)25)16(26-13)27-14-10(17)7-19-8-11(14)18/h6-9H,2-5H2,1H3,(H,20,23)

Standard InChI Key:  DMPNZWATLDPOGT-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA2159501

   5-((3,5-dichloropyridin-4-yl)thio)-N-(1-methylpiperidin-4-yl)-4-nitrothiophene-2-carboxamide

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: 447.37

Molecular Weight (Monoisotopic): 446.0041

AlogP: 4.33

#Rotatable Bonds: 5

Polar Surface Area: 88.37

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.38

CX Basic pKa: 8.44

CX LogP: 3.27

CX LogD: 2.19

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.54

Np Likeness Score: -1.52

References

1. Weinstock J, Wu J, Cao P, Kingsbury WD, McDermott JL, Kodrasov MP, McKelvey DM, Suresh Kumar KG, Goldenberg SJ, Mattern MR, Nicholson B..  (2012)  Selective Dual Inhibitors of the Cancer-Related Deubiquitylating Proteases USP7 and USP47.,  3  (10): [PMID:24900381] [10.1021/ml200276j]

2. Li P, Liu HM..  (2020)  Recent advances in the development of ubiquitin-specific-processing protease 7 (USP7) inhibitors.,  191  [PMID:32092586] [10.1016/j.ejmech.2020.112107]

Source

Source(1):

• Scientific Literature