Methyl 6-(3-(6-(3-(((2R,3S,4R,5R)-5-(6-Amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl)guanidino)hexyl)ureido)-4-hydroxy-2-naphthoate

ID: ALA5180108

Chembl Id: CHEMBL5180108

PubChem CID: 168272791

Max Phase: Preclinical

Molecular Formula: C30H38N10O7

Molecular Weight: 650.70

Names and Identifiers

Canonical SMILES:  COC(=O)c1cc(O)c2ccc(NC(=O)NCCCCCCNC(=N)NC[C@H]3O[C@@H](n4cnc5c(N)ncnc54)[C@H](O)[C@@H]3O)cc2c1

Standard InChI:  InChI=1S/C30H38N10O7/c1-46-28(44)17-10-16-11-18(6-7-19(16)20(41)12-17)39-30(45)34-9-5-3-2-4-8-33-29(32)35-13-21-23(42)24(43)27(47-21)40-15-38-22-25(31)36-14-37-26(22)40/h6-7,10-12,14-15,21,23-24,27,41-43H,2-5,8-9,13H2,1H3,(H2,31,36,37)(H3,32,33,35)(H2,34,39,45)/t21-,23-,24-,27-/m1/s1

Standard InChI Key:  YPDKIXXYOHVHBD-VBHAUSMQSA-N

Alternative Forms

1. Parent:

   

   ALA5180108

   ---

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

Calculated Properties

Molecular Weight: 650.70

Molecular Weight (Monoisotopic): 650.2925

AlogP: 1.17

#Rotatable Bonds: 12

Polar Surface Area: 254.88

Molecular Species: BASE

HBA: 13

HBD: 9

#RO5 Violations: 3

HBA (Lipinski): 17

HBD (Lipinski): 10

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 8.78

CX Basic pKa: 11.84

CX LogP: 0.54

CX LogD: -0.76

Aromatic Rings: 4

Heavy Atoms: 47

QED Weighted: 0.05

Np Likeness Score: 0.20

References

1. Iannelli G, Milite C, Marechal N, Cura V, Bonnefond L, Troffer-Charlier N, Feoli A, Rescigno D, Wang Y, Cipriano A, Viviano M, Bedford MT, Cavarelli J, Castellano S, Sbardella G..  (2022)  Turning Nonselective Inhibitors of Type I Protein Arginine Methyltransferases into Potent and Selective Inhibitors of Protein Arginine Methyltransferase 4 through a Deconstruction-Reconstruction and Fragment-Growing Approach.,  65  (17.0): [PMID:35482954] [10.1021/acs.jmedchem.2c00252]

Source

Source(1):

• Scientific Literature