ID: ALA4091618

Max Phase: Preclinical

Molecular Formula: C20H31N7O4

Molecular Weight: 433.51

Molecule Type: Small molecule

Representations

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

Standard InChI:  InChI=1S/C20H31N7O4/c1-12-25-14-17(22)23-11-24-18(14)27(12)19-16-15(30-20(2,3)31-16)13(29-19)10-26(8-9-28)7-5-4-6-21/h4-5,11,13,15-16,19,28H,6-10,21H2,1-3H3,(H2,22,23,24)/b5-4-/t13-,15-,16-,19-/m1/s1

Standard InChI Key:  CZYQMXLIRHMOAZ-PKBSCHHTSA-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: 433.51

Molecular Weight (Monoisotopic): 433.2438

AlogP: -0.06

#Rotatable Bonds: 8

Polar Surface Area: 146.80

Molecular Species: BASE

HBA: 11

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 1

CX Acidic pKa:

CX Basic pKa: 9.65

CX LogP: -0.52

CX LogD: -3.44

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.48

Np Likeness Score: 0.10

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