(R)-2-(5-((4-Butylphenyl)ethynyl)thiophen-2-ylsulfonyl)-N-hydroxy-1,2,3,4-tetrahydroisoquinoline-3-carboxamide

ID: ALA1795862

Chembl Id: CHEMBL1795862

PubChem CID: 53328860

Max Phase: Preclinical

Molecular Formula: C26H26N2O4S2

Molecular Weight: 494.64

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCc1ccc(C#Cc2ccc(S(=O)(=O)N3Cc4ccccc4C[C@@H]3C(=O)NO)s2)cc1

Standard InChI:  InChI=1S/C26H26N2O4S2/c1-2-3-6-19-9-11-20(12-10-19)13-14-23-15-16-25(33-23)34(31,32)28-18-22-8-5-4-7-21(22)17-24(28)26(29)27-30/h4-5,7-12,15-16,24,30H,2-3,6,17-18H2,1H3,(H,27,29)/t24-/m1/s1

Standard InChI Key:  OTEWYJZEFZRZKI-XMMPIXPASA-N

Alternative Forms

1. Parent:

   

   ALA1795862

   (3R)-2-[5-[2-(4-butylphenyl)ethynyl]thiophen-2-yl]sulfonyl-N-hydroxy-3,4-dihydro-1H-isoquinoline-3-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: 494.64

Molecular Weight (Monoisotopic): 494.1334

AlogP: 4.11

#Rotatable Bonds: 6

Polar Surface Area: 86.71

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 8.71

CX Basic pKa:

CX LogP: 5.72

CX LogD: 5.70

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.31

Np Likeness Score: -0.90

References

1. Nuti E, Casalini F, Santamaria S, Gabelloni P, Bendinelli S, Da Pozzo E, Costa B, Marinelli L, La Pietra V, Novellino E, Margarida Bernardo M, Fridman R, Da Settimo F, Martini C, Rossello A..  (2011)  Synthesis and biological evaluation in U87MG glioma cells of (ethynylthiophene)sulfonamido-based hydroxamates as matrix metalloproteinase inhibitors.,  46  (7): [PMID:21514700] [10.1016/j.ejmech.2011.03.033]

Source

Source(1):

• Scientific Literature