ID: ALA3527591

Max Phase: Preclinical

Molecular Formula: C22H36N2O7

Molecular Weight: 440.54

Molecule Type: Small molecule

Representations

Canonical SMILES:  CO[C@@H]1[C@H](OC(=O)N[C@@H](C(N)=O)C(C)(C)O)CC[C@]2(CO2)[C@H]1[C@@]1(C)O[C@@H]1CC=C(C)C

Standard InChI:  InChI=1S/C22H36N2O7/c1-12(2)7-8-14-21(5,31-14)16-15(28-6)13(9-10-22(16)11-29-22)30-19(26)24-17(18(23)25)20(3,4)27/h7,13-17,27H,8-11H2,1-6H3,(H2,23,25)(H,24,26)/t13-,14-,15-,16-,17+,21+,22+/m1/s1

Standard InChI Key:  UWRJTEUTWJCBSE-PRFNVREFSA-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: 440.54

Molecular Weight (Monoisotopic): 440.2523

AlogP: 1.41

#Rotatable Bonds: 8

Polar Surface Area: 135.94

Molecular Species: NEUTRAL

HBA: 7

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 9

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 13.14

CX Basic pKa:

CX LogP: 0.83

CX LogD: 0.83

Aromatic Rings: 0

Heavy Atoms: 31

QED Weighted: 0.38

Np Likeness Score: 2.39

References

1. Arico-Muendel CC, Belanger B, Benjamin D, Blanchette HS, Caiazzo TM, Centrella PA, DeLorey J, Doyle EG, Gradhand U, Griffin ST, Hill S, Labenski MT, Morgan BA, O'Donovan G, Prasad K, Skinner S, Taghizadeh N, Thompson CD, Wakefield J, Westlin W, White KF..  (2013)  Metabolites of PPI-2458, a selective, irreversible inhibitor of methionine aminopeptidase-2: structure determination and in vivo activity.,  41  (4): [PMID:23355637] [10.1124/dmd.112.048355]

Source

Source(1):

• Scientific Literature