ID: ALA319341

Max Phase: Preclinical

Molecular Formula: C26H29ClN4O5S

Molecular Weight: 545.06

Molecule Type: Small molecule

Representations

Canonical SMILES:  CN1CCN(Cc2cccc(C(=O)NO)c2N(C)S(=O)(=O)c2ccc(Oc3ccc(Cl)cc3)cc2)CC1

Standard InChI:  InChI=1S/C26H29ClN4O5S/c1-29-14-16-31(17-15-29)18-19-4-3-5-24(26(32)28-33)25(19)30(2)37(34,35)23-12-10-22(11-13-23)36-21-8-6-20(27)7-9-21/h3-13,33H,14-18H2,1-2H3,(H,28,32)

Standard InChI Key:  YYZDREAOBMTNAP-UHFFFAOYSA-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: 545.06

Molecular Weight (Monoisotopic): 544.1547

AlogP: 3.82

#Rotatable Bonds: 8

Polar Surface Area: 102.42

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 8.91

CX Basic pKa: 7.56

CX LogP: 3.23

CX LogD: 3.01

Aromatic Rings: 3

Heavy Atoms: 37

QED Weighted: 0.33

Np Likeness Score: -1.34

References

1. Levin JI, Chen JM, Du MT, Nelson FC, Wehr T, DiJoseph JF, Killar LM, Skala S, Sung A, Sharr MA, Roth CE, Jin G, Cowling R, Di L, Sherman M, Xu ZB, March CJ, Mohler KM, Black RA, Skotnicki JS..  (2001)  The discovery of anthranilic acid-based MMP inhibitors. Part 3: incorporation of basic amines.,  11  (22): [PMID:11677139] [10.1016/s0960-894x(01)00601-1]

2. Jain P, Saravanan C, Singh SK..  (2013)  Sulphonamides: Deserving class as MMP inhibitors?,  60  [PMID:23287054] [10.1016/j.ejmech.2012.10.016]

Source

Source(1):

• Scientific Literature