[5-(6-Amino-purin-9-yl)-3,4-dihydroxy-tetrahydro-furan-2-ylmethyl]-[4-(1H-indol-3-yl)-butyl]-methyl-sulfonium

ID: ALA3085550

Chembl Id: CHEMBL3085550

PubChem CID: 76320728

Max Phase: Preclinical

Molecular Formula: C23H29ClN6O7S

Molecular Weight: 469.59

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[S+](CCCCc1c[nH]c2ccccc12)C[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1O.[O-][Cl+3]([O-])([O-])[O-]

Standard InChI:  InChI=1S/C23H29N6O3S.ClHO4/c1-33(9-5-4-6-14-10-25-16-8-3-2-7-15(14)16)11-17-19(30)20(31)23(32-17)29-13-28-18-21(24)26-12-27-22(18)29;2-1(3,4)5/h2-3,7-8,10,12-13,17,19-20,23,25,30-31H,4-6,9,11H2,1H3,(H2,24,26,27);(H,2,3,4,5)/q+1;/p-1/t17-,19-,20-,23-,33?;/m1./s1

Standard InChI Key:  FGPWZIMWVDXAEM-OZQHBPARSA-M

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 469.59

Molecular Weight (Monoisotopic): 469.2016

AlogP: 1.78

#Rotatable Bonds: 8

Polar Surface Area: 135.10

Molecular Species: NEUTRAL

HBA: 8

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.44

CX Basic pKa: 4.92

CX LogP: 0.99

CX LogD: 0.99

Aromatic Rings: 4

Heavy Atoms: 33

QED Weighted: 0.23

Np Likeness Score: 0.64

References

1. Benghiat E, Crooks PA..  (1983)  Multisubstrate adducts as potential inhibitors of S-adenosylmethionine dependent methylases: inhibition of indole N-methyltransferase by (5'-deoxyadenosyl)[3-(3-indolyl)prop-1-yl]methylsulfonium and (5'-deoxyadenosyl)[4-(3-indolyl)but-1-yl]methylsulfonium salts.,  26  (10): [PMID:6620306] [10.1021/jm00364a021]

Source

Source(1):

• Scientific Literature