ID: ALA4100498

Max Phase: Preclinical

Molecular Formula: C17H26N6O4

Molecular Weight: 378.43

Molecule Type: Small molecule

Representations

Canonical SMILES:  CCOc1ncnc2c1ncn2[C@@H]1O[C@H](CN(C)C/C=C\CN)[C@@H](O)[C@H]1O

Standard InChI:  InChI=1S/C17H26N6O4/c1-3-26-16-12-15(19-9-20-16)23(10-21-12)17-14(25)13(24)11(27-17)8-22(2)7-5-4-6-18/h4-5,9-11,13-14,17,24-25H,3,6-8,18H2,1-2H3/b5-4-/t11-,13-,14-,17-/m1/s1

Standard InChI Key:  HTEWKABFHCUFBK-ACLTYAFRSA-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: 378.43

Molecular Weight (Monoisotopic): 378.2016

AlogP: -0.71

#Rotatable Bonds: 8

Polar Surface Area: 131.78

Molecular Species: BASE

HBA: 10

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 10

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 12.47

CX Basic pKa: 9.66

CX LogP: -0.62

CX LogD: -3.25

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.51

Np Likeness Score: 0.21

References

1. Brockway AJ, Volkov OA, Cosner CC, MacMillan KS, Wring SA, Richardson TE, Peel M, Phillips MA, De Brabander JK..  (2017)  Synthesis and evaluation of analogs of 5'-(((Z)-4-amino-2-butenyl)methylamino)-5'-deoxyadenosine (MDL 73811, or AbeAdo) - An inhibitor of S-adenosylmethionine decarboxylase with antitrypanosomal activity.,  25  (20): [PMID:28807574] [10.1016/j.bmc.2017.07.063]

Source

Source(1):

• Scientific Literature