Details of the Drug

General Information of Drug (ID: DMHU1E8)

Drug Name

AR177

Synonyms

Zintevir; AR177; T 30177; 171345-51-0; DNA, d(G-sp-T-G-G-T-G-G-G-T-G-G-G-T-G-G-G-sp-T); UNII-RR07N525H5; AR-177 free acid; GsGGTGGGTGGGTGGGsT; 163703-74-0; 5'-GsGGTGGGTGGGTGGGsT-3'; RR07N525H5; DNA, d(P-thio)(G-T-G-G-T-G-G-G-T-G-G-G-T-G-G-G-T); DBM-2245; Deoxyribonucleic acid, d(P-thio)(G-T-G-G-T-G-G-G-T-G-G-G-T-G-G-G-T)

Indication

Disease Entry	ICD 11	Status	REF
Human immunodeficiency virus infection	1C62	Terminated	[1]
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Drug Type

Small molecular drug

Structure

3D MOL

2D MOL

#Ro5 Violations (Lipinski): 5

Molecular Weight (mw)

5442

Logarithm of the Partition Coefficient (xlogp)

-34.2

Rotatable Bond Count (rotbonds)

Hydrogen Bond Donor Count (hbonddonor)

Hydrogen Bond Acceptor Count (hbondacc)

129

Chemical Identifiers

Formula: C170H210N70O103P16S2
IUPAC Name: [5-(2-amino-6-oxo-1H-purin-9-yl)-3-[[5-(2-amino-6-oxo-1H-purin-9-yl)-3-[[3-[[5-(2-amino-6-oxo-1H-purin-9-yl)-3-[[5-(2-amino-6-oxo-1H-purin-9-yl)-3-[[5-(2-amino-6-oxo-1H-purin-9-yl)-3-[[3-[[5-(2-amino-6-oxo-1H-purin-9-yl)-3-[[5-(2-amino-6-oxo-1H-purin-9-yl)-3-[[5-(2-amino-6-oxo-1H-purin-9-yl)-3-[[3-[[5-(2-amino-6-oxo-1H-purin-9-yl)-3-[[5-(2-amino-6-oxo-1H-purin-9-yl)-3-[[5-(2-amino-6-oxo-1H-purin-9-yl)-3-[hydroxy-[[3-hydroxy-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methoxy]phosphinothioyl]oxyoxolan-2-yl]methoxy-hydroxyphosphoryl]oxyoxolan-2-yl]methoxy-hydroxyphosphoryl]oxyoxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl]oxyoxolan-2-yl]methoxy-hydroxyphosphoryl]oxyoxolan-2-yl]methoxy-hydroxyphosphoryl]oxyoxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl]oxyoxolan-2-yl]methoxy-hydroxyphosphoryl]oxyoxolan-2-yl]methoxy-hydroxyphosphoryl]oxyoxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl]oxyoxolan-2-yl]methoxy-hydroxyphosphoryl]oxyoxolan-2-yl]methyl [2-[[[5-(2-amino-6-oxo-1H-purin-9-yl)-2-(hydroxymethyl)oxolan-3-yl]oxy-sulfanylphosphoryl]oxymethyl]-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-3-yl] hydrogen phosphate
Canonical SMILES: CC1=CN(C(=O)NC1=O)C2CC(C(O2)COP(=S)(O)OC3CC(OC3COP(=O)(O)OC4CC(OC4COP(=O)(O)OC5CC(OC5COP(=O)(O)OC6CC(OC6COP(=O)(O)OC7CC(OC7COP(=O)(O)OC8CC(OC8COP(=O)(O)OC9CC(OC9COP(=O)(O)OC1CC(OC1COP(=O)(O)OC1CC(OC1COP(=O)(O)OC1CC(OC1COP(=O)(O)OC1CC(OC1COP(=O)(O)OC1CC(OC1COP(=O)(O)OC1CC(OC1COP(=O)(O)OC1CC(OC1COP(=O)(O)OC1CC(OC1COP(=O)(OC1CC(OC1CO)N1C=NC2=C1N=C(NC2=O)N)S)N1C=C(C(=O)NC1=O)C)N1C=NC2=C1N=C(NC2=O)N)N1C=NC2=C1N=C(NC2=O)N)N1C=C(C(=O)NC1=O)C)N1C=NC2=C1N=C(NC2=O)N)N1C=NC2=C1N=C(NC2=O)N)N1C=NC2=C1N=C(NC2=O)N)N1C=C(C(=O)NC1=O)C)N1C=NC2=C1N=C(NC2=O)N)N1C=NC2=C1N=C(NC2=O)N)N1C=NC2=C1N=C(NC2=O)N)N1C=C(C(=O)NC1=O)C)N1C=NC2=C1N=C(NC2=O)N)N1C=NC2=C1N=C(NC2=O)N)N1C=NC2=C1N=C(NC2=O)N)O
InChI: InChI=1S/C170H210N70O103P16S2/c1-57-23-224(166(260)219-137(57)243)96-6-62(242)80(312-96)29-309-358(293,360)343-78-22-112(240-56-194-124-136(240)206-165(182)218-153(124)259)327-94(78)43-308-357(291,292)341-77-21-111(239-55-193-123-135(239)205-164(181)217-152(123)258)326-93(77)42-307-356(289,290)337-73-17-107(235-51-189-119-131(235)201-160(177)213-148(119)254)319-86(73)35-300-346(269,270)330-66-10-99(227-26-60(4)140(246)222-169(227)263)315-83(66)32-297-350(277,278)334-70-14-104(232-48-186-116-128(232)198-157(174)210-145(116)251)323-90(70)39-304-355(287,288)340-76-20-110(238-54-192-122-134(238)204-163(180)216-151(122)257)325-92(76)41-306-352(281,282)336-72-16-106(234-50-188-118-130(234)200-159(176)212-147(118)253)318-85(72)34-299-345(267,268)329-65-9-98(226-25-59(3)139(245)221-168(226)262)314-82(65)31-296-349(275,276)333-69-13-103(231-47-185-115-127(231)197-156(173)209-144(115)250)322-89(69)38-303-354(285,286)339-75-19-109(237-53-191-121-133(237)203-162(179)215-150(121)256)324-91(75)40-305-351(279,280)335-71-15-105(233-49-187-117-129(233)199-158(175)211-146(117)252)317-84(71)33-298-344(265,266)328-64-8-97(225-24-58(2)138(244)220-167(225)261)313-81(64)30-295-348(273,274)332-68-12-102(230-46-184-114-126(230)196-155(172)208-143(114)249)321-88(68)37-302-353(283,284)338-74-18-108(236-52-190-120-132(236)202-161(178)214-149(120)255)320-87(74)36-301-347(271,272)331-67-11-100(228-27-61(5)141(247)223-170(228)264)316-95(67)44-310-359(294,361)342-63-7-101(311-79(63)28-241)229-45-183-113-125(229)195-154(171)207-142(113)248/h23-27,45-56,62-112,241-242H,6-22,28-44H2,1-5H3,(H,265,266)(H,267,268)(H,269,270)(H,271,272)(H,273,274)(H,275,276)(H,277,278)(H,279,280)(H,281,282)(H,283,284)(H,285,286)(H,287,288)(H,289,290)(H,291,292)(H,293,360)(H,294,361)(H,219,243,260)(H,220,244,261)(H,221,245,262)(H,222,246,263)(H,223,247,264)(H3,171,195,207,248)(H3,172,196,208,249)(H3,173,197,209,250)(H3,174,198,210,251)(H3,175,199,211,252)(H3,176,200,212,253)(H3,177,201,213,254)(H3,178,202,214,255)(H3,179,203,215,256)(H3,180,204,216,257)(H3,181,205,217,258)(H3,182,206,218,259)
InChIKey: FTRWNHBXCNPGCA-UHFFFAOYSA-N

Cross-matching ID

PubChem CID: 16130283
TTD ID: D06SIG

Molecular Interaction Atlas of This Drug

Drug Therapeutic Target (DTT)

DTT Name	DTT ID	UniProt ID	MOA	REF
Human immunodeficiency virus Integrase (HIV IN)	TT5FH9Y	POL_HV1B1	Inhibitor	[2]

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Molecular Interaction Atlas (MIA)

MIA Detail

Jump to Detail Molecular Interaction Atlas of This Drug

References

1	Anti-HIV-1 agent AR-177 blocks HIV integrase. AIDS Patient Care STDS. 1996 Feb;10(1):48-9.
2	Specific inhibition of human immunodeficiency virus type 1 (HIV-1) integration in cell culture: putative inhibitors of HIV-1 integrase. Antimicrob Agents Chemother. 2001 Sep;45(9):2510-6.