ID: ALA466059

Max Phase: Preclinical

Molecular Formula: C23H30N2O7S2

Molecular Weight: 510.63

Molecule Type: Small molecule

Representations

Canonical SMILES:  CCOc1ccc(-c2ccc(S(=O)(=O)N[C@@H](C(=O)O)C3CCN(C(=O)OC(C)C)CC3)s2)cc1

Standard InChI:  InChI=1S/C23H30N2O7S2/c1-4-31-18-7-5-16(6-8-18)19-9-10-20(33-19)34(29,30)24-21(22(26)27)17-11-13-25(14-12-17)23(28)32-15(2)3/h5-10,15,17,21,24H,4,11-14H2,1-3H3,(H,26,27)/t21-/m1/s1

Standard InChI Key:  GYETWAWIKBOMPE-OAQYLSRUSA-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: 510.63

Molecular Weight (Monoisotopic): 510.1494

AlogP: 3.80

#Rotatable Bonds: 9

Polar Surface Area: 122.24

Molecular Species: ACID

HBA: 7

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.60

CX Basic pKa:

CX LogP: 3.39

CX LogD: 0.03

Aromatic Rings: 2

Heavy Atoms: 34

QED Weighted: 0.53

Np Likeness Score: -1.19

References

1. Monovich LG, Tommasi RA, Fujimoto RA, Blancuzzi V, Clark K, Cornell WD, Doti R, Doughty J, Fang J, Farley D, Fitt J, Ganu V, Goldberg R, Goldstein R, Lavoie S, Kulathila R, Macchia W, Parker DT, Melton R, O'Byrne E, Pastor G, Pellas T, Quadros E, Reel N, Roland DM, Sakane Y, Singh H, Skiles J, Somers J, Toscano K, Wigg A, Zhou S, Zhu L, Shieh WC, Xue S, McQuire LW..  (2009)  Discovery of potent, selective, and orally active carboxylic acid based inhibitors of matrix metalloproteinase-13.,  52  (11): [PMID:19422229] [10.1021/jm801394m]

2. La Pietra V, Marinelli L, Cosconati S, Di Leva FS, Nuti E, Santamaria S, Pugliesi I, Morelli M, Casalini F, Rossello A, La Motta C, Taliani S, Visse R, Nagase H, da Settimo F, Novellino E..  (2012)  Identification of novel molecular scaffolds for the design of MMP-13 inhibitors: a first round of lead optimization.,  47  [PMID:22088955] [10.1016/j.ejmech.2011.10.035]

Source

Source(1):

• Scientific Literature