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

ID: ALA5278223

Chembl Id: CHEMBL5278223

Max Phase: Preclinical

Molecular Formula: C24H41N15O6S

Molecular Weight: 667.76

Names and Identifiers

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

Standard InChI:  InChI=1S/C24H41N15O6S/c25-11(2-1-4-31-23(28)29)21(44)33-6-14(40)38-12(19(27)43)3-5-32-24(30)37-10-46-7-13-16(41)17(42)22(45-13)39-9-36-15-18(26)34-8-35-20(15)39/h8-9,11-13,16-17,22,41-42H,1-7,10,25H2,(H2,27,43)(H,33,44)(H,38,40)(H2,26,34,35)(H4,28,29,31)(H3,30,32,37)/t11-,12+,13+,16+,17+,22+/m0/s1

Standard InChI Key:  IPKVUIWZYZMQPU-NWWWNNGFSA-N

Alternative Forms

1. Parent:

   

   ALA5278223

   ---

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: 667.76

Molecular Weight (Monoisotopic): 667.3085

AlogP: -5.10

#Rotatable Bonds: 17

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: 12.07

CX Basic pKa: 11.81

CX LogP: -6.22

CX LogD: -11.56

Aromatic Rings: 2

Heavy Atoms: 46

QED Weighted: 0.03

Np Likeness Score: 0.40

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