ID: ALA204614

Max Phase: Preclinical

Molecular Formula: C25H22N4O6

Molecular Weight: 474.47

Molecule Type: Small molecule

Representations

Canonical SMILES:  COc1cccc(-c2cc(C(CC(=O)O)C(=O)O)cc(-c3nc4cc(C(=N)N)ccc4[nH]3)c2O)c1

Standard InChI:  InChI=1S/C25H22N4O6/c1-35-15-4-2-3-12(7-15)16-8-14(17(25(33)34)11-21(30)31)9-18(22(16)32)24-28-19-6-5-13(23(26)27)10-20(19)29-24/h2-10,17,32H,11H2,1H3,(H3,26,27)(H,28,29)(H,30,31)(H,33,34)

Standard InChI Key:  ZINRKMQKYFVMPO-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: 474.47

Molecular Weight (Monoisotopic): 474.1539

AlogP: 3.54

#Rotatable Bonds: 8

Polar Surface Area: 182.61

Molecular Species: ZWITTERION

HBA: 6

HBD: 6

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.56

CX Basic pKa: 10.60

CX LogP: 0.75

CX LogD: -1.28

Aromatic Rings: 4

Heavy Atoms: 35

QED Weighted: 0.17

Np Likeness Score: -0.17

References

1. Young WB, Rai R, Shrader WD, Burgess-Henry J, Hu H, Elrod KC, Sprengeler PA, Katz BA, Sukbuntherng J, Mordenti J..  (2006)  Small molecule inhibitors of plasma kallikrein.,  16  (7): [PMID:16413183] [10.1016/j.bmcl.2005.12.060]

Source

Source(1):

• Scientific Literature