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(1R,2R,3S,4R,5S)-4-(6-((R)-1-cyclopropyl-2-methylpropylamino)-2-(methylthio)-9H-purin-9-yl)-1-(hydroxymethyl)bicyclo[3.1.0]hexane-2,3-diol ID: ALA4744176
PubChem CID: 162646751
Max Phase: Preclinical
Molecular Formula: C20H29N5O3S
Molecular Weight: 419.55
Molecule Type: Unknown
Associated Items:
Names and Identifiers Canonical SMILES: CSc1nc(N[C@H](C(C)C)C2CC2)c2ncn([C@H]3[C@H](O)[C@H](O)[C@]4(CO)C[C@H]34)c2n1
Standard InChI: InChI=1S/C20H29N5O3S/c1-9(2)12(10-4-5-10)22-17-13-18(24-19(23-17)29-3)25(8-21-13)14-11-6-20(11,7-26)16(28)15(14)27/h8-12,14-16,26-28H,4-7H2,1-3H3,(H,22,23,24)/t11-,12-,14-,15+,16+,20+/m1/s1
Standard InChI Key: JGOKYPZTZLMZSB-QZUDQQPUSA-N
Molfile:
RDKit 2D
30 34 0 0 0 0 0 0 0 0999 V2000
4.5523 -27.6277 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
5.3736 -27.6277 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
5.6280 -26.8469 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
4.0670 -28.2923 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
5.8532 -28.2935 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
6.4090 -26.5934 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
7.4793 -25.8127 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
6.6582 -25.8125 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
7.7328 -26.5937 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
7.0705 -27.0734 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
7.1555 -27.8849 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
7.9023 -28.2177 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
8.5648 -27.7330 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
8.4764 -26.9232 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
9.1361 -26.4410 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
9.8836 -26.7712 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
4.2980 -26.8469 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
4.9526 -26.3623 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
4.2056 -26.0377 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
4.9444 -25.5434 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0
3.5040 -26.6289 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
3.2974 -25.8383 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
7.9889 -29.0303 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0
8.7359 -29.3616 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
10.5434 -26.2890 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
9.9714 -27.5837 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
9.3117 -28.0659 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
10.7189 -27.9139 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
11.3529 -26.1986 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
10.8706 -25.5389 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
1 2 1 0
2 3 1 0
3 18 1 0
17 1 1 0
1 4 1 6
2 5 1 6
3 6 1 1
6 10 1 0
9 7 1 0
7 8 2 0
8 6 1 0
9 10 2 0
10 11 1 0
11 12 2 0
12 13 1 0
13 14 2 0
14 9 1 0
14 15 1 0
15 16 1 0
18 17 1 0
19 18 1 0
17 19 1 0
18 20 1 1
17 21 1 1
21 22 1 0
12 23 1 0
23 24 1 0
16 25 1 1
16 26 1 0
26 27 1 0
26 28 1 0
29 25 1 0
30 29 1 0
25 30 1 0
M END Associated Targets(Human) Associated Targets(non-human) Molecule Features Natural Product: NoOral: NoChemical Probe: NoParenteral: NoMolecule Type: UnknownTopical: NoFirst In Class: NoBlack Box: NoChirality: NoAvailability: NoProdrug: No
Drug Indications MESH ID MESH Heading EFO IDs EFO Terms Max Phase for Indication References
Mechanisms of Action Mechanism of Action Action Type target ID Target Name Target Type Target Organism Binding Site Name References
Calculated Properties Molecular Weight: 419.55Molecular Weight (Monoisotopic): 419.1991AlogP: 1.67#Rotatable Bonds: 7Polar Surface Area: 116.32Molecular Species: NEUTRALHBA: 9HBD: 4#RO5 Violations: ┄HBA (Lipinski): 8HBD (Lipinski): 4#RO5 Violations (Lipinski): ┄CX Acidic pKa: 13.24CX Basic pKa: 4.69CX LogP: 1.51CX LogD: 1.51Aromatic Rings: 2Heavy Atoms: 29QED Weighted: 0.40Np Likeness Score: 0.23
References 1. Tosh DK,Toti KS,Hurst BL,Julander JG,Jacobson KA. (2020) Structure activity relationship of novel antiviral nucleosides against Enterovirus A71., 30 (23): [PMID:33031923 ] [10.1016/j.bmcl.2020.127599 ]