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

ID: ALA5170047

Chembl Id: CHEMBL5170047

PubChem CID: 163183348

Max Phase: Preclinical

Molecular Formula: C28H34N10O7

Molecular Weight: 622.64

Names and Identifiers

Canonical SMILES:  COC(=O)c1cc(O)c2cc(NC(=O)NCCCCNC(=N)NC[C@H]3O[C@@H](n4cnc5c(N)ncnc54)[C@H](O)[C@@H]3O)ccc2c1

Standard InChI:  InChI=1S/C28H34N10O7/c1-44-26(42)15-8-14-4-5-16(10-17(14)18(39)9-15)37-28(43)32-7-3-2-6-31-27(30)33-11-19-21(40)22(41)25(45-19)38-13-36-20-23(29)34-12-35-24(20)38/h4-5,8-10,12-13,19,21-22,25,39-41H,2-3,6-7,11H2,1H3,(H2,29,34,35)(H3,30,31,33)(H2,32,37,43)/t19-,21-,22-,25-/m1/s1

Standard InChI Key:  AUWUXQSTBMRGEC-PTGPVQHPSA-N

Alternative Forms

1. Parent:

   

   ALA5170047

   ---

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: 622.64

Molecular Weight (Monoisotopic): 622.2612

AlogP: 0.39

#Rotatable Bonds: 10

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: 8.68

CX Basic pKa: 11.83

CX LogP: -0.34

CX LogD: -1.57

Aromatic Rings: 4

Heavy Atoms: 45

QED Weighted: 0.05

Np Likeness Score: 0.12

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