3-(1-hydroxy-4-(4-isopropylphenylsulfonamido)naphthalen-2-ylthio)propanoic acid

ID: ALA3416540

Chembl Id: CHEMBL3416540

PubChem CID: 16482411

Max Phase: Preclinical

Molecular Formula: C22H23NO5S2

Molecular Weight: 445.56

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)c1ccc(S(=O)(=O)Nc2cc(SCCC(=O)O)c(O)c3ccccc23)cc1

Standard InChI:  InChI=1S/C22H23NO5S2/c1-14(2)15-7-9-16(10-8-15)30(27,28)23-19-13-20(29-12-11-21(24)25)22(26)18-6-4-3-5-17(18)19/h3-10,13-14,23,26H,11-12H2,1-2H3,(H,24,25)

Standard InChI Key:  YBKBVLMPQAVQBO-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3416540

   3-[1-Hydroxy-4-[(4-propan-2-ylphenyl)sulfonylamino]naphthalen-2-yl]sulfanylpropanoic 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: 445.56

Molecular Weight (Monoisotopic): 445.1018

AlogP: 5.04

#Rotatable Bonds: 8

Polar Surface Area: 103.70

Molecular Species: ACID

HBA: 5

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.61

CX Basic pKa: ┄

CX LogP: 4.63

CX LogD: 1.15

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.33

Np Likeness Score: -1.05

References

1. Dahlin JL, Nissink JW, Strasser JM, Francis S, Higgins L, Zhou H, Zhang Z, Walters MA..  (2015)  PAINS in the assay: chemical mechanisms of assay interference and promiscuous enzymatic inhibition observed during a sulfhydryl-scavenging HTS.,  58  (5): [PMID:25634295] [10.1021/jm5019093]

Source

Source(1):

• Scientific Literature