ID: ALA226853

Max Phase: Preclinical

Molecular Formula: C20H26N4O5

Molecular Weight: 402.45

Molecule Type: Small molecule

Representations

Canonical SMILES:  O=C(C[C@@H](CCCC1CCCCC1)c1nc(-c2cc(C(=O)O)ccn2)no1)NO

Standard InChI:  InChI=1S/C20H26N4O5/c25-17(23-28)12-14(8-4-7-13-5-2-1-3-6-13)19-22-18(24-29-19)16-11-15(20(26)27)9-10-21-16/h9-11,13-14,28H,1-8,12H2,(H,23,25)(H,26,27)/t14-/m1/s1

Standard InChI Key:  BCLDMTLBRZOHBQ-CQSZACIVSA-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: 402.45

Molecular Weight (Monoisotopic): 402.1903

AlogP: 3.56

#Rotatable Bonds: 9

Polar Surface Area: 138.44

Molecular Species: ACID

HBA: 7

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 3.58

CX Basic pKa:

CX LogP: 3.28

CX LogD: -0.13

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.43

Np Likeness Score: -0.47

References

1. Fish PV, Allan GA, Bailey S, Blagg J, Butt R, Collis MG, Greiling D, James K, Kendall J, McElroy A, McCleverty D, Reed C, Webster R, Whitlock GA..  (2007)  Potent and selective nonpeptidic inhibitors of procollagen C-proteinase.,  50  (15): [PMID:17591762] [10.1021/jm061010z]

2. France DJ, Stepek G, Houston DR, Williams L, McCormack G, Walkinshaw MD, Page AP..  (2015)  Identification and activity of inhibitors of the essential nematode-specific metalloprotease DPY-31.,  25  (24): [PMID:26546217] [10.1016/j.bmcl.2015.10.077]

Source

Source(1):

• Scientific Literature