N-(N-(((2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl)sulfamoyl)-5-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanamide

ID: ALA3140272

Cas Number: 1393881-52-1

PubChem CID: 54592409

Max Phase: Preclinical

Molecular Formula: C20H29N9O7S2

Molecular Weight: 571.64

Molecule Type: Small molecule

This compound is available for customization.

Associated Items:

Bioactivity Summary Target Summary Assay Summary

Names and Identifiers

Canonical SMILES: Nc1ncnc2c1ncn2[C@@H]1O[C@H](CNS(=O)(=O)NC(=O)CCCC[C@@H]2SC[C@@H]3NC(=O)N[C@@H]32)[C@@H](O)[C@H]1O

Standard InChI: InChI=1S/C20H29N9O7S2/c21-17-14-18(23-7-22-17)29(8-24-14)19-16(32)15(31)10(36-19)5-25-38(34,35)28-12(30)4-2-1-3-11-13-9(6-37-11)26-20(33)27-13/h7-11,13,15-16,19,25,31-32H,1-6H2,(H,28,30)(H2,21,22,23)(H2,26,27,33)/t9-,10+,11-,13-,15+,16+,19+/m0/s1

Standard InChI Key: RSZBCKJLQVSFKT-RHCAYAJFSA-N

Molfile:

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M  END

Associated Targets(Human)

HepG2 (196354 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

HINT1 Tchem Histidine triad nucleotide-binding protein 1 (104 Activities)

Discover Target: HINT1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Associated Targets(non-human)

Mycobacterium tuberculosis (203094 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

birA Biotin--acetyl-CoA-carboxylase ligase (26 Activities)

Discover Target: birA

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

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

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: 571.64	Molecular Weight (Monoisotopic): 571.1631	AlogP: -2.30	#Rotatable Bonds: 10
Polar Surface Area: 235.71	Molecular Species: ACID	HBA: 13	HBD: 7
#RO5 Violations: 3	HBA (Lipinski): 16	HBD (Lipinski): 8	#RO5 Violations (Lipinski): 3
CX Acidic pKa: 4.14	CX Basic pKa: 4.99	CX LogP: -3.28	CX LogD: -3.75
Aromatic Rings: 2	Heavy Atoms: 38	QED Weighted: 0.12	Np Likeness Score: 0.12

References

1. Tieu W, Polyak SW, Paparella AS, Yap MY, Soares da Costa TP, Ng B, Wang G, Lumb R, Bell JM, Turnidge JD, Wilce MC, Booker GW, Abell AD.. (2015) Improved Synthesis of Biotinol-5'-AMP: Implications for Antibacterial Discovery., 6 (2): [PMID:25699152] [10.1021/ml500475n]
2. Bockman MR, Kalinda AS, Petrelli R, De la Mora-Rey T, Tiwari D, Liu F, Dawadi S, Nandakumar M, Rhee KY, Schnappinger D, Finzel BC, Aldrich CC.. (2015) Targeting Mycobacterium tuberculosis Biotin Protein Ligase (MtBPL) with Nucleoside-Based Bisubstrate Adenylation Inhibitors., 58 (18): [PMID:26299766] [10.1021/acs.jmedchem.5b00719]
3. Shah R, Strom A, Zhou A, Maize KM, Finzel BC, Wagner CR.. (2016) Design, Synthesis, and Characterization of Sulfamide and Sulfamate Nucleotidomimetic Inhibitors of hHint1., 7 (8): [PMID:27563403] [10.1021/acsmedchemlett.6b00169]
4. (2018) SULFAMIDE AND SULFAMATE INHIBITORS OF hHint1,

N-(N-(((2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl)sulfamoyl)-5-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanamide

Names and Identifiers

Alternative Forms

Associated Targets(Human)

Associated Targets(non-human)

Molecule Features

Drug Indications

Mechanisms of Action

Biocomponents

Calculated Properties

References

Source