ID: ALA4073465

Max Phase: Preclinical

Molecular Formula: C26H39N7O5

Molecular Weight: 529.64

Molecule Type: Small molecule

Representations

Canonical SMILES:  Cc1nc2c(N)ncnc2n1[C@@H]1O[C@H](CN(C/C=C\CNC(=O)OC(C)(C)C)C2CC2)[C@H]2OC(C)(C)O[C@H]21

Standard InChI:  InChI=1S/C26H39N7O5/c1-15-31-18-21(27)29-14-30-22(18)33(15)23-20-19(36-26(5,6)37-20)17(35-23)13-32(16-9-10-16)12-8-7-11-28-24(34)38-25(2,3)4/h7-8,14,16-17,19-20,23H,9-13H2,1-6H3,(H,28,34)(H2,27,29,30)/b8-7-/t17-,19-,20-,23-/m1/s1

Standard InChI Key:  HHLZFMOQRFJLCT-ANYBUNHVSA-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: 529.64

Molecular Weight (Monoisotopic): 529.3013

AlogP: 2.68

#Rotatable Bonds: 8

Polar Surface Area: 138.88

Molecular Species: NEUTRAL

HBA: 11

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 12

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa:

CX Basic pKa: 8.00

CX LogP: 2.13

CX LogD: 1.43

Aromatic Rings: 2

Heavy Atoms: 38

QED Weighted: 0.49

Np Likeness Score: -0.18

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