ID: ALA3356253

Max Phase: Preclinical

Molecular Formula: C31H53ClN4O7

Molecular Weight: 592.78

Molecule Type: Small molecule

Representations

Canonical SMILES:  CCCCCCCCCCCCCC(=O)N[C@H](COC(=O)CN(C)C)[C@H](OC(=O)CN(C)C)c1ccc([N+](=O)[O-])cc1.Cl

Standard InChI:  InChI=1S/C31H52N4O7.ClH/c1-6-7-8-9-10-11-12-13-14-15-16-17-28(36)32-27(24-41-29(37)22-33(2)3)31(42-30(38)23-34(4)5)25-18-20-26(21-19-25)35(39)40;/h18-21,27,31H,6-17,22-24H2,1-5H3,(H,32,36);1H/t27-,31-;/m1./s1

Standard InChI Key:  HQRLBIJDBLKVQJ-CJCRHJRRSA-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: 592.78

Molecular Weight (Monoisotopic): 592.3836

AlogP: 5.03

#Rotatable Bonds: 23

Polar Surface Area: 131.32

Molecular Species: NEUTRAL

HBA: 9

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 11

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 13.05

CX Basic pKa: 6.88

CX LogP: 5.85

CX LogD: 5.73

Aromatic Rings: 1

Heavy Atoms: 42

QED Weighted: 0.08

Np Likeness Score: -0.22

References

1. Bai A, Szulc ZM, Bielawski J, Pierce JS, Rembiesa B, Terzieva S, Mao C, Xu R, Wu B, Clarke CJ, Newcomb B, Liu X, Norris J, Hannun YA, Bielawska A..  (2014)  Targeting (cellular) lysosomal acid ceramidase by B13: design, synthesis and evaluation of novel DMG-B13 ester prodrugs.,  22  (24): [PMID:25456083] [10.1016/j.bmc.2014.10.025]

Source

Source(1):

• Scientific Literature