Details of the Drug

General Information of Drug (ID: DMURWPH)

Drug Name
ISIS 104838
Indication
Disease Entry ICD 11 Status REF
Crohn disease DD70 Discontinued in Phase 2 [1]
Rheumatoid arthritis FA20 Discontinued in Phase 2 [1]
Therapeutic Class
Antisense
Drug Type
Antisense drug
Sequence
GCUGATTAGAGAGAGGUCCC
Structure
3D MOL is unavailable 2D MOL
#Ro5 Violations (Lipinski): 5 Molecular Weight (mw) 7284
Logarithm of the Partition Coefficient (xlogp) -11.9
Rotatable Bond Count (rotbonds) 156
Hydrogen Bond Donor Count (hbonddonor) 48
Hydrogen Bond Acceptor Count (hbondacc) 171
Chemical Identifiers
Formula
C230H313N80O118P19S19
IUPAC Name
1-[4-[[3-[[3-[[3-[[3-[[3-[[3-[[3-[[3-[[3-[[3-[[5-(4-amino-5-methyl-2-oxopyrimidin-1-yl)-3-[[5-(4-amino-5-methyl-2-oxopyrimidin-1-yl)-3-[[5-(4-amino-5-methyl-2-oxopyrimidin-1-yl)-3-hydroxy-4-(2-methoxyethoxy)oxolan-2-yl]methoxy-hydroxyphosphinothioyl]oxy-4-(2-methoxyethoxy)oxolan-2-yl]methoxy-hydroxyphosphinothioyl]oxy-4-(2-methoxyethoxy)oxolan-2-yl]methoxy-hydroxyphosphinothioyl]oxy-4-(2-methoxyethoxy)-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methoxy-hydroxyphosphinothioyl]oxy-5-(2-amino-6-oxo-1H-purin-9-yl)-4-(2-methoxyethoxy)oxolan-2-yl]methoxy-hydroxyphosphinothioyl]oxy-5-(2-amino-6-oxo-1H-purin-9-yl)oxolan-2-yl]methoxy-hydroxyphosphinothioyl]oxy-5-(6-aminopurin-9-yl)oxolan-2-yl]methoxy-hydroxyphosphinothioyl]oxy-5-(2-amino-6-oxo-1H-purin-9-yl)oxolan-2-yl]methoxy-hydroxyphosphinothioyl]oxy-5-(6-aminopurin-9-yl)oxolan-2-yl]methoxy-hydroxyphosphinothioyl]oxy-5-(2-amino-6-oxo-1H-purin-9-yl)oxolan-2-yl]methoxy-hydroxyphosphinothioyl]oxy-5-(6-aminopurin-9-yl)oxolan-2-yl]methoxy-hydroxyphosphinothioyl]oxy-5-(2-amino-6-oxo-1H-purin-9-yl)oxolan-2-yl]methoxy-hydroxyphosphinothioyl]oxy-5-(6-aminopurin-9-yl)oxolan-2-yl]methoxy-hydroxyphosphinothioyl]oxy-5-[[[2-[[[2-[[[2-[[[2-[[[5-(4-amino-5-methyl-2-oxopyrimidin-1-yl)-2-[[[5-(2-amino-6-oxo-1H-purin-9-yl)-2-(hydroxymethyl)-4-(2-methoxyethoxy)oxolan-3-yl]oxy-hydroxyphosphinothioyl]oxymethyl]-4-(2-methoxyethoxy)oxolan-3-yl]oxy-hydroxyphosphinothioyl]oxymethyl]-4-(2-methoxyethoxy)-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-3-yl]oxy-hydroxyphosphinothioyl]oxymethyl]-5-(2-amino-6-oxo-1H-purin-9-yl)-4-(2-methoxyethoxy)oxolan-3-yl]oxy-hydroxyphosphinothioyl]oxymethyl]-5-(6-aminopurin-9-yl)-4-(2-methoxyethoxy)oxolan-3-yl]oxy-hydroxyphosphinothioyl]oxymethyl]-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-3-yl]oxy-hydroxyphosphinothioyl]oxymethyl]oxolan-2-yl]-5-methylpyrimidine-2,4-dione
Canonical SMILES
CC1=CN(C(=O)NC1=O)C2CC(C(O2)COP(=S)(O)OC3CC(OC3COP(=S)(O)OC4C(OC(C4OCCOC)N5C=NC6=C(N=CN=C65)N)COP(=S)(O)OC7C(OC(C7OCCOC)N8C=NC9=C8N=C(NC9=O)N)COP(=S)(O)OC1C(OC(C1OCCOC)N1C=C(C(=O)NC1=O)C)COP(=S)(O)OC1C(OC(C1OCCOC)N1C=C(C(=NC1=O)N)C)COP(=S)(O)OC1C(OC(C1OCCOC)N1C=NC2=C1N=C(NC2=O)N)CO)N1C=C(C(=O)NC1=O)C)OP(=S)(O)OCC1C(CC(O1)N1C=NC2=C(N=CN=C21)N)OP(=S)(O)OCC1C(CC(O1)N1C=NC2=C1N=C(NC2=O)N)OP(=S)(O)OCC1C(CC(O1)N1C=NC2=C(N=CN=C21)N)OP(=S)(O)OCC1C(CC(O1)N1C=NC2=C1N=C(NC2=O)N)OP(=S)(O)OCC1C(CC(O1)N1C=NC2=C(N=CN=C21)N)OP(=S)(O)OCC1C(CC(O1)N1C=NC2=C1N=C(NC2=O)N)OP(=S)(O)OCC1C(CC(O1)N1C=NC2=C(N=CN=C21)N)OP(=S)(O)OCC1C(CC(O1)N1C=NC2=C1N=C(NC2=O)N)OP(=S)(O)OCC1C(C(C(O1)N1C=NC2=C1N=C(NC2=O)N)OCCOC)OP(=S)(O)OCC1C(C(C(O1)N1C=C(C(=O)NC1=O)C)OCCOC)OP(=S)(O)OCC1C(C(C(O1)N1C=C(C(=NC1=O)N)C)OCCOC)OP(=S)(O)OCC1C(C(C(O1)N1C=C(C(=NC1=O)N)C)OCCOC)OP(=S)(O)OCC1C(C(C(O1)N1C=C(C(=NC1=O)N)C)OCCOC)O
InChI
InChI=1S/C230H313N80O118P19S19/c1-94-49-293(223(324)269-174(94)231)206-164(361-29-19-351-9)154(312)123(401-206)68-381-440(343,459)421-156-125(403-207(166(156)363-31-21-353-11)294-50-95(2)175(232)270-224(294)325)71-384-442(345,461)423-158-126(404-209(168(158)365-33-23-355-13)296-52-97(4)177(234)272-226(296)327)72-385-444(347,463)424-159-128(406-210(169(159)366-34-24-356-14)297-55-100(7)197(315)289-229(297)330)74-387-446(349,465)427-162-129(408-214(172(162)369-37-27-359-17)309-92-267-152-193(309)278-221(245)285-204(152)322)69-382-438(341,457)419-111-48-141(306-89-265-150-191(306)276-219(243)283-202(150)320)399-122(111)66-379-434(337,453)415-107-44-137(302-85-260-145-181(238)250-80-255-186(145)302)395-118(107)62-375-437(340,456)418-110-47-140(305-88-264-149-190(305)275-218(242)282-201(149)319)398-121(110)65-378-433(336,452)414-106-43-136(301-84-259-144-180(237)249-79-254-185(144)301)394-117(106)61-374-436(339,455)417-109-46-139(304-87-263-148-189(304)274-217(241)281-200(148)318)397-120(109)64-377-432(335,451)413-105-42-135(300-83-258-143-179(236)248-78-253-184(143)300)393-116(105)60-373-435(338,454)416-108-45-138(303-86-262-147-188(303)273-216(240)280-199(147)317)396-119(108)63-376-431(334,450)412-104-41-134(299-82-257-142-178(235)247-77-252-183(142)299)392-115(104)59-372-430(333,449)410-102-39-132(291-53-98(5)195(313)287-227(291)328)390-113(102)58-371-429(332,448)411-103-40-133(292-54-99(6)196(314)288-228(292)329)391-114(103)67-380-439(342,458)426-161-130(407-212(171(161)368-36-26-358-16)307-90-261-146-182(239)251-81-256-187(146)307)75-388-447(350,466)428-163-131(409-215(173(163)370-38-28-360-18)310-93-268-153-194(310)279-222(246)286-205(153)323)76-389-445(348,464)425-160-127(405-211(170(160)367-35-25-357-15)298-56-101(8)198(316)290-230(298)331)73-386-443(346,462)422-157-124(402-208(167(157)364-32-22-354-12)295-51-96(3)176(233)271-225(295)326)70-383-441(344,460)420-155-112(57-311)400-213(165(155)362-30-20-352-10)308-91-266-151-192(308)277-220(244)284-203(151)321/h49-56,77-93,102-141,154-173,206-215,311-312H,19-48,57-76H2,1-18H3,(H,332,448)(H,333,449)(H,334,450)(H,335,451)(H,336,452)(H,337,453)(H,338,454)(H,339,455)(H,340,456)(H,341,457)(H,342,458)(H,343,459)(H,344,460)(H,345,461)(H,346,462)(H,347,463)(H,348,464)(H,349,465)(H,350,466)(H2,231,269,324)(H2,232,270,325)(H2,233,271,326)(H2,234,272,327)(H2,235,247,252)(H2,236,248,253)(H2,237,249,254)(H2,238,250,255)(H2,239,251,256)(H,287,313,328)(H,288,314,329)(H,289,315,330)(H,290,316,331)(H3,240,273,280,317)(H3,241,274,281,318)(H3,242,275,282,319)(H3,243,276,283,320)(H3,244,277,284,321)(H3,245,278,285,322)(H3,246,279,286,323)
InChIKey
LUZSBVIHAFFJAM-UHFFFAOYSA-N
Cross-matching ID
PubChem CID
146028520
DrugBank ID
DB16201
TTD ID
D0FX3P
Repurposed Drugs (RPD) Click to Jump to the Detailed RPD Information of This Drug

Molecular Interaction Atlas of This Drug


Drug Therapeutic Target (DTT)
DTT Name DTT ID UniProt ID MOA REF
TNFA messenger RNA (TNF mRNA) TTC97NF TNFA_HUMAN Not Available [2]
Molecular Interaction Atlas (MIA) Jump to Detail Molecular Interaction Atlas of This Drug

Molecular Expression Atlas of This Drug

The Studied Disease Crohn disease
ICD Disease Classification DD70
Molecule Name Molecule Type Gene Name p-value Fold-Change Z-score
TNFA messenger RNA (TNF mRNA) DTT TNF 1.24E-17 0.42 1.18
Molecular Expression Atlas (MEA) Jump to Detail Molecular Expression Atlas of This Drug

References

1 Trusted, scientifically sound profiles of drug programs, clinical trials, safety reports, and company deals, written by scientists. Springer. 2015. Adis Insight (drug id 800013426)
2 Design and development of antisense drugs. Expert Opin. Drug Discov. 2008 3(10):1189-1207.