ID: ALA2087345

Max Phase: Preclinical

Molecular Formula: C28H27N3O5

Molecular Weight: 485.54

Molecule Type: Small molecule

Representations

Canonical SMILES:  O=C(N[C@@H]1CO[C@H]2[C@@H]1OC[C@H]2OCc1ccccc1)/C(=C/c1cccnc1)NC(=O)c1ccccc1

Standard InChI:  InChI=1S/C28H27N3O5/c32-27(21-11-5-2-6-12-21)30-22(14-20-10-7-13-29-15-20)28(33)31-23-17-35-26-24(18-36-25(23)26)34-16-19-8-3-1-4-9-19/h1-15,23-26H,16-18H2,(H,30,32)(H,31,33)/b22-14-/t23-,24-,25-,26-/m1/s1

Standard InChI Key:  PEHWQWQZGZWAES-ZJABJVNDSA-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: 485.54

Molecular Weight (Monoisotopic): 485.1951

AlogP: 2.72

#Rotatable Bonds: 8

Polar Surface Area: 98.78

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 12.95

CX Basic pKa: 4.74

CX LogP: 2.33

CX LogD: 2.33

Aromatic Rings: 3

Heavy Atoms: 36

QED Weighted: 0.48

Np Likeness Score: -0.78

References

1. Freitas RF, Teixeira TS, Barros TG, Santos JA, Kondo MY, Juliano MA, Juliano L, Blaber M, Antunes OA, Abrahão O, Pinheiro S, Muri EM, Puzer L..  (2012)  Isomannide derivatives as new class of inhibitors for human kallikrein 7.,  22  (19): [PMID:22959247] [10.1016/j.bmcl.2012.08.047]

Source

Source(1):

• Scientific Literature