ID: ALA1795861

Max Phase: Preclinical

Molecular Formula: C20H22N2O4S3

Molecular Weight: 450.61

Molecule Type: Small molecule

Representations

Canonical SMILES:  CCCCc1ccc(C#Cc2ccc(S(=O)(=O)N3CSC[C@H]3C(=O)NO)s2)cc1

Standard InChI:  InChI=1S/C20H22N2O4S3/c1-2-3-4-15-5-7-16(8-6-15)9-10-17-11-12-19(28-17)29(25,26)22-14-27-13-18(22)20(23)21-24/h5-8,11-12,18,24H,2-4,13-14H2,1H3,(H,21,23)/t18-/m0/s1

Standard InChI Key:  KGOHHLONXFWMRE-SFHVURJKSA-N

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

Properties

Molecular Weight: 450.61

Molecular Weight (Monoisotopic): 450.0742

AlogP: 3.06

#Rotatable Bonds: 6

Polar Surface Area: 86.71

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 8.70

CX Basic pKa:

CX LogP: 4.22

CX LogD: 4.20

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.40

Np Likeness Score: -1.04

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