ID: ALA5183586

Max Phase: Preclinical

Molecular Formula: C37H46N8O12

Molecular Weight: 794.82

Representations

Canonical SMILES:  O=C1c2ccc3c4c(c(NCc5cn(CCO[C@@H]6O[C@H](CO)[C@H](O)[C@H](O)[C@H]6O)nn5)cc(c24)C(=O)N1CCN1CCOCC1)C(=O)N(CCN1CCOCC1)C3=O

Standard InChI:  InChI=1S/C37H46N8O12/c46-20-26-30(47)31(48)32(49)37(57-26)56-16-11-43-19-21(39-40-43)18-38-25-17-24-27-22(33(50)44(35(24)52)5-3-41-7-12-54-13-8-41)1-2-23-28(27)29(25)36(53)45(34(23)51)6-4-42-9-14-55-15-10-42/h1-2,17,19,26,30-32,37-38,46-49H,3-16,18,20H2/t26-,30+,31+,32-,37-/m1/s1

Standard InChI Key:  VDACYHQYFWCWOB-HUJLLHSZSA-N

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Properties

Molecular Weight: 794.82

Molecular Weight (Monoisotopic): 794.3235

AlogP: -2.28

#Rotatable Bonds: 14

Polar Surface Area: 241.82

Molecular Species: NEUTRAL

HBA: 18

HBD: 5

#RO5 Violations: 2

HBA (Lipinski): 20

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.21

CX Basic pKa: 6.25

CX LogP: -2.03

CX LogD: -2.06

Aromatic Rings: 3

Heavy Atoms: 57

QED Weighted: 0.11

Np Likeness Score: -0.29

References

1. Belmonte-Reche E, Benassi A, Peñalver P, Cucchiarini A, Guédin A, Mergny JL, Rosu F, Gabelica V, Freccero M, Doria F, Morales JC..  (2022)  Thiosugar naphthalene diimide conjugates: G-quadruplex ligands with antiparasitic and anticancer activity.,  232  [PMID:35168151] [10.1016/j.ejmech.2022.114183]

Source

Source(1):

• Scientific Literature