doxorubicin-TAT conjugate

ID: ALA438921

Chembl Id: CHEMBL438921

PubChem CID: 44405054

Max Phase: Preclinical

Molecular Formula: C112H174N38O32S

Molecular Weight: 2596.93

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cccc2c1C(=O)c1c(O)c3c(c(O)c1C2=O)C[C@@](O)(C(=O)CO)C[C@@H]3O[C@H]1C[C@H](NC(=O)C2CCC(CN3C(=O)CC(SC[C@H](N)C(=O)NCC(=O)NCC(=O)NCC(=O)N[C@@H](Cc4ccc(O)cc4)C(=O)NCC(=O)N[C@@H](CCCN=C(N)N)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CCCN=C(N)N)C(=O)N[C@@H](CCCN=C(N)N)C(=O)N[C@@H](CCC(N)=O)C(=O)N[C@@H](CCCN=C(N)N)C(=O)N[C@@H](CCCN=C(N)N)C(=O)N[C@@H](CCCN=C(N)N)C(=O)O)C3=O)CC2)[C@H](O)[C@H](C)O1

Standard InChI:  InChI=1S/C112H174N38O32S/c1-54-88(160)71(43-83(181-54)182-74-46-112(179,76(153)52-151)45-60-85(74)92(164)87-86(90(60)162)89(161)59-14-7-23-73(180-2)84(59)91(87)163)149-93(165)57-28-24-56(25-29-57)51-150-82(159)44-75(104(150)176)183-53-61(115)94(166)137-48-79(156)135-47-78(155)136-49-80(157)140-72(42-55-26-30-58(152)31-27-55)95(167)138-50-81(158)139-62(17-8-36-129-106(117)118)96(168)141-63(15-3-5-34-113)97(169)142-64(16-4-6-35-114)98(170)143-65(18-9-37-130-107(119)120)99(171)144-67(20-11-39-132-109(123)124)101(173)147-69(32-33-77(116)154)103(175)146-66(19-10-38-131-108(121)122)100(172)145-68(21-12-40-133-110(125)126)102(174)148-70(105(177)178)22-13-41-134-111(127)128/h7,14,23,26-27,30-31,54,56-57,61-72,74-75,83,88,151-152,160,162,164,179H,3-6,8-13,15-22,24-25,28-29,32-53,113-115H2,1-2H3,(H2,116,154)(H,135,156)(H,136,155)(H,137,166)(H,138,167)(H,139,158)(H,140,157)(H,141,168)(H,142,169)(H,143,170)(H,144,171)(H,145,172)(H,146,175)(H,147,173)(H,148,174)(H,149,165)(H,177,178)(H4,117,118,129)(H4,119,120,130)(H4,121,122,131)(H4,123,124,132)(H4,125,126,133)(H4,127,128,134)/t54-,56?,57?,61-,62-,63-,64-,65-,66-,67-,68-,69-,70-,71-,72-,74-,75?,83-,88+,112-/m0/s1

Standard InChI Key:  CVIVJGZKIUCNIB-PGISWHGNSA-N

Alternative Forms

1. Parent:

   

   ALA438921

   (2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-5-amino-2-[[(2S)-2-[[(2S)-2-[[(2S)-6-amino-2-[[(2S)-6-amino-2-[[(2S)-2-[[2-[[(2S)-2-[[2-[[2-[[2-[[(2R)-2-amino-3-[1-[[4-[[(2S,3S,4S,6R)-3-hydroxy-2-methyl-6-[[(1S,3S)-3,5,12-trihydroxy-3-(2-hydroxyacetyl)-10-methoxy-6,11-di

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: 2596.93

Molecular Weight (Monoisotopic): 2595.2877

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References

1. Liang JF, Yang VC..  (2005)  Synthesis of doxorubicin-peptide conjugate with multidrug resistant tumor cell killing activity.,  15  (22): [PMID:16168650] [10.1016/j.bmcl.2005.07.087]

Source

Source(1):

• Scientific Literature