(2S)-2-amino-N-({[(1R)-3-{N'-[2-({[(2S,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl}sulfanyl)ethyl]carbamimidamido}-1-carbamoylpropyl]carbamoyl}methyl)-5-carbamimidamidopentanamide

ID: ALA5283866

Chembl Id: CHEMBL5283866

Max Phase: Preclinical

Molecular Formula: C25H43N15O6S

Molecular Weight: 681.79

Names and Identifiers

Canonical SMILES:  N=C(N)NCCC[C@H](N)C(=O)NCC(=O)N[C@H](CCNC(=N)NCCSC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1O)C(N)=O

Standard InChI:  InChI=1S/C25H43N15O6S/c26-12(2-1-4-32-24(29)30)22(45)35-8-15(41)39-13(20(28)44)3-5-33-25(31)34-6-7-47-9-14-17(42)18(43)23(46-14)40-11-38-16-19(27)36-10-37-21(16)40/h10-14,17-18,23,42-43H,1-9,26H2,(H2,28,44)(H,35,45)(H,39,41)(H2,27,36,37)(H4,29,30,32)(H3,31,33,34)/t12-,13+,14+,17+,18+,23+/m0/s1

Standard InChI Key:  CDHNSYFOBQQCHE-GBXCTRARSA-N

Alternative Forms

1. Parent:

   

   ALA5283866

   ---

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: 681.79

Molecular Weight (Monoisotopic): 681.3241

AlogP: -5.06

#Rotatable Bonds: 18

Polar Surface Area: 356.43

Molecular Species: BASE

HBA: 15

HBD: 13

#RO5 Violations: 3

HBA (Lipinski): 21

HBD (Lipinski): 17

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 12.08

CX Basic pKa: 12.07

CX LogP: -6.13

CX LogD: -11.47

Aromatic Rings: 2

Heavy Atoms: 47

QED Weighted: 0.04

Np Likeness Score: 0.31

References

1. Fu S, Zheng Q, Zhang D, Lin C, Ouyang L, Zhang J, Chen L..  (2022)  Medicinal chemistry strategies targeting PRMT5 for cancer therapy.,  244  [PMID:36274274] [10.1016/j.ejmech.2022.114842]

Source

Source(1):

• Scientific Literature