ID: ALA4092771

Max Phase: Preclinical

Molecular Formula: C27H43N7O4

Molecular Weight: 529.69

Molecule Type: Small molecule

Representations

Canonical SMILES:  CCCCCCCCC(=O)Nc1ncnc2c1ncn2[C@@H]1O[C@H](CN(C)C/C=C\CN)[C@H]2OC(C)(C)O[C@H]21

Standard InChI:  InChI=1S/C27H43N7O4/c1-5-6-7-8-9-10-13-20(35)32-24-21-25(30-17-29-24)34(18-31-21)26-23-22(37-27(2,3)38-23)19(36-26)16-33(4)15-12-11-14-28/h11-12,17-19,22-23,26H,5-10,13-16,28H2,1-4H3,(H,29,30,32,35)/b12-11-/t19-,22-,23-,26-/m1/s1

Standard InChI Key:  VOXONNQADRULGU-IGDRGIMLSA-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: 529.69

Molecular Weight (Monoisotopic): 529.3377

AlogP: 3.38

#Rotatable Bonds: 14

Polar Surface Area: 129.65

Molecular Species: BASE

HBA: 10

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 10.26

CX Basic pKa: 9.56

CX LogP: 3.14

CX LogD: 0.41

Aromatic Rings: 2

Heavy Atoms: 38

QED Weighted: 0.28

Np Likeness Score: 0.09

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