ID: ALA3417763

Max Phase: Preclinical

Molecular Formula: C23H24ClF3N2O6S

Molecular Weight: 548.97

Molecule Type: Small molecule

Representations

Canonical SMILES:  O=C(NO)C1(S(=O)(=O)c2ccc(Oc3ccc(OC(F)(F)F)cc3)c(Cl)c2)CCC2(CCNCC2)C1

Standard InChI:  InChI=1S/C23H24ClF3N2O6S/c24-18-13-17(5-6-19(18)34-15-1-3-16(4-2-15)35-23(25,26)27)36(32,33)22(20(30)29-31)8-7-21(14-22)9-11-28-12-10-21/h1-6,13,28,31H,7-12,14H2,(H,29,30)

Standard InChI Key:  MKCKIGOKGYMJOH-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: 548.97

Molecular Weight (Monoisotopic): 548.0996

AlogP: 4.60

#Rotatable Bonds: 6

Polar Surface Area: 113.96

Molecular Species: BASE

HBA: 7

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 8.65

CX Basic pKa: 10.14

CX LogP: 3.29

CX LogD: 2.24

Aromatic Rings: 2

Heavy Atoms: 36

QED Weighted: 0.36

Np Likeness Score: -0.52

References

1. Orbe J, Sánchez-Arias JA, Rabal O, Rodríguez JA, Salicio A, Ugarte A, Belzunce M, Xu M, Wu W, Tan H, Ma H, Páramo JA, Oyarzabal J..  (2015)  Design, synthesis, and biological evaluation of novel matrix metalloproteinase inhibitors as potent antihemorrhagic agents: from hit identification to an optimized lead.,  58  (5): [PMID:25686153] [10.1021/jm501940y]

Source

Source(1):

• Scientific Literature