ID: ALA4091805

Max Phase: Preclinical

Molecular Formula: C18H27N7O3

Molecular Weight: 389.46

Molecule Type: Small molecule

Representations

Canonical SMILES:  Cc1nc2c(N)ncnc2n1[C@@H]1O[C@H](CN(C/C=C\CN)C2CC2)[C@@H](O)[C@H]1O

Standard InChI:  InChI=1S/C18H27N7O3/c1-10-23-13-16(20)21-9-22-17(13)25(10)18-15(27)14(26)12(28-18)8-24(11-4-5-11)7-3-2-6-19/h2-3,9,11-12,14-15,18,26-27H,4-8,19H2,1H3,(H2,20,21,22)/b3-2-/t12-,14-,15-,18-/m1/s1

Standard InChI Key:  QARBVXBUVZNFND-IOWOXCRBSA-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: 389.46

Molecular Weight (Monoisotopic): 389.2175

AlogP: -0.68

#Rotatable Bonds: 7

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: -1.06

CX LogD: -3.73

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.45

Np Likeness Score: -0.01

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