ID: ALA2164121

Max Phase: Preclinical

Molecular Formula: C29H36N8O2S3

Molecular Weight: 624.86

Molecule Type: Small molecule

Representations

Canonical SMILES:  C=CCCNc1nc(NCc2csc(-c3cccs3)n2)nc(N2CCC[C@@H]2CNS(=O)(=O)c2ccc(CCC)cc2)n1

Standard InChI:  InChI=1S/C29H36N8O2S3/c1-3-5-15-30-27-34-28(31-18-22-20-41-26(33-22)25-10-7-17-40-25)36-29(35-27)37-16-6-9-23(37)19-32-42(38,39)24-13-11-21(8-4-2)12-14-24/h3,7,10-14,17,20,23,32H,1,4-6,8-9,15-16,18-19H2,2H3,(H2,30,31,34,35,36)/t23-/m1/s1

Standard InChI Key:  IIXODPXDUIIVAF-HSZRJFAPSA-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: 624.86

Molecular Weight (Monoisotopic): 624.2123

AlogP: 5.56

#Rotatable Bonds: 15

Polar Surface Area: 125.03

Molecular Species: BASE

HBA: 11

HBD: 3

#RO5 Violations: 3

HBA (Lipinski): 10

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 10.39

CX Basic pKa: 8.77

CX LogP: 6.73

CX LogD: 5.43

Aromatic Rings: 4

Heavy Atoms: 42

QED Weighted: 0.12

Np Likeness Score: -1.56

References

1. Deng H, O'Keefe H, Davie CP, Lind KE, Acharya RA, Franklin GJ, Larkin J, Matico R, Neeb M, Thompson MM, Lohr T, Gross JW, Centrella PA, O'Donovan GK, Bedard KL, van Vloten K, Mataruse S, Skinner SR, Belyanskaya SL, Carpenter TY, Shearer TW, Clark MA, Cuozzo JW, Arico-Muendel CC, Morgan BA..  (2012)  Discovery of highly potent and selective small molecule ADAMTS-5 inhibitors that inhibit human cartilage degradation via encoded library technology (ELT).,  55  (16): [PMID:22891645] [10.1021/jm300449x]

Source

Source(1):

• Scientific Literature