ID: ALA4063836

Max Phase: Preclinical

Molecular Formula: C16H24FN7O3

Molecular Weight: 381.41

Molecule Type: Small molecule

Representations

Canonical SMILES:  NC/C=C\CN(CCF)C[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1O

Standard InChI:  InChI=1S/C16H24FN7O3/c17-3-6-23(5-2-1-4-18)7-10-12(25)13(26)16(27-10)24-9-22-11-14(19)20-8-21-15(11)24/h1-2,8-10,12-13,16,25-26H,3-7,18H2,(H2,19,20,21)/b2-1-/t10-,12-,13-,16-/m1/s1

Standard InChI Key:  HRWPTRXVULGXJH-GEFPKZSYSA-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: 381.41

Molecular Weight (Monoisotopic): 381.1925

AlogP: -1.19

#Rotatable Bonds: 8

Polar Surface Area: 148.57

Molecular Species: BASE

HBA: 10

HBD: 4

#RO5 Violations: 0

HBA (Lipinski): 10

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.47

CX Basic pKa: 9.65

CX LogP: -1.45

CX LogD: -3.67

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.41

Np Likeness Score: 0.48

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