2,7-bis(3-(dimethylamino)propyl)-4-(3-(4-(2-((2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yloxy)ethyl)-1H-1,2,3-triazol-1-yl)propylamino)benzo[lmn][3,8]phenanthroline-1,3,6,8(2H,7H)-tetraone

ID: ALA4513270

PubChem CID: 155538864

Max Phase: Preclinical

Molecular Formula: C37H50N8O10

Molecular Weight: 766.85

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN(C)CCCN1C(=O)c2ccc3c4c(c(NCCCn5cc(CCO[C@H]6O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]6O)nn5)cc(c24)C1=O)C(=O)N(CCCN(C)C)C3=O

Standard InChI:  InChI=1S/C37H50N8O10/c1-41(2)12-6-15-44-33(50)22-8-9-23-28-27(22)24(35(44)52)18-25(29(28)36(53)45(34(23)51)16-7-13-42(3)4)38-11-5-14-43-19-21(39-40-43)10-17-54-37-32(49)31(48)30(47)26(20-46)55-37/h8-9,18-19,26,30-32,37-38,46-49H,5-7,10-17,20H2,1-4H3/t26-,30-,31+,32+,37+/m1/s1

Standard InChI Key:  MKEWATHITZIEGP-BBACVYLKSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4513270

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 766.85

Molecular Weight (Monoisotopic): 766.3650

AlogP: -0.61

#Rotatable Bonds: 18

Polar Surface Area: 223.36

Molecular Species: BASE

HBA: 16

HBD: 5

#RO5 Violations: 2

HBA (Lipinski): 18

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.21

CX Basic pKa: 9.60

CX LogP: -1.18

CX LogD: -4.96

Aromatic Rings: 3

Heavy Atoms: 55

QED Weighted: 0.08

Np Likeness Score: -0.12

References

1. Zuffo M, Stucchi A, Campos-Salinas J, Cabello-Donayre M, Martínez-García M, Belmonte-Reche E, Pérez-Victoria JM, Mergny JL, Freccero M, Morales JC, Doria F..  (2019)  Carbohydrate-naphthalene diimide conjugates as potential antiparasitic drugs: Synthesis, evaluation and structure-activity studies.,  163  [PMID:30503943] [10.1016/j.ejmech.2018.11.043]

Source

Source(1):

• Scientific Literature