Record Information |
---|
Version | 5.0 |
---|
Status | Expected but not Quantified |
---|
Creation Date | 2021-09-24 20:23:15 UTC |
---|
Update Date | 2021-09-24 20:23:15 UTC |
---|
HMDB ID | HMDB0304869 |
---|
Secondary Accession Numbers | None |
---|
Metabolite Identification |
---|
Common Name | Remdesivir |
---|
Description | remdesivir, also known as GS 5734, belongs to the class of organic compounds known as quinazolinamines. These are heterocyclic aromatic compounds containing a quianazoline moiety substituted by one or more amine groups. Based on a literature review a significant number of articles have been published on remdesivir. |
---|
Structure | CCC(CC)COC(=O)[C@H](C)N[P@](=O)(OC[C@H]1O[C@](C#N)([C@H](O)[C@@H]1O)C1=CC=C2N1N=CN=C2N)OC1=CC=CC=C1 InChI=1S/C27H35N6O8P/c1-4-18(5-2)13-38-26(36)17(3)32-42(37,41-19-9-7-6-8-10-19)39-14-21-23(34)24(35)27(15-28,40-21)22-12-11-20-25(29)30-16-31-33(20)22/h6-12,16-18,21,23-24,34-35H,4-5,13-14H2,1-3H3,(H,32,37)(H2,29,30,31)/t17-,21+,23+,24+,27-,42-/m0/s1 |
---|
Synonyms | Value | Source |
---|
(2S)-2-{(2R,3S,4R,5R)-[5-(4-aminopyrrolo[2,1-F][1,2,4]triazin-7-yl)-5-cyano-3,4-dihydroxy-tetrahydro-furan-2-ylmethoxy]phenoxy-(S)-phosphorylamino}propionic acid 2-ethyl-butyl ester | ChEBI | 2-Ethylbutyl (2S)-2-{[(S)-{[(2R,3S,4R,5R)-5-(4-aminopyrrolo[2,1-F][1,2,4]triazin-7-yl)-5-cyano-3,4-dihydroxytetrahydrofuran-2-yl]methoxy}(phenoxy)phosphoryl]amino}propanoate | ChEBI | GS 5734 | ChEBI | GS-5734 | ChEBI | GS5734 | ChEBI | Remdesivirum | ChEBI | (2S)-2-{(2R,3S,4R,5R)-[5-(4-aminopyrrolo[2,1-F][1,2,4]triazin-7-yl)-5-cyano-3,4-dihydroxy-tetrahydro-furan-2-ylmethoxy]phenoxy-(S)-phosphorylamino}propionate 2-ethyl-butyl ester | Generator | 2-Ethylbutyl (2S)-2-{[(S)-{[(2R,3S,4R,5R)-5-(4-aminopyrrolo[2,1-F][1,2,4]triazin-7-yl)-5-cyano-3,4-dihydroxytetrahydrofuran-2-yl]methoxy}(phenoxy)phosphoryl]amino}propanoic acid | Generator | 2-Ethylbutyl (2S)-2-(((2R, 3S, 4R, 5R)-5-(4-aminopyrrolo(2,1-F) (1,2,4)triazin-7-yl)-5-cyano-3,4-dihydroxytetrahydrofuran-2-yl) methoxy)(phenoxy) phosphoryl) amino) propanoate | MeSH | Veklury | MeSH | L-Alanine, N-((S)-hydroxyphenoxyphosphinyl)-, 2-ethylbutyl ester, 6-ester with 2-C-(4-aminopyrrolo(2,1-F)(1,2,4)triazin-7-yl)-2,5-anhydro-D-altrononitrile | MeSH |
|
---|
Chemical Formula | C27H35N6O8P |
---|
Average Molecular Weight | 602.585 |
---|
Monoisotopic Molecular Weight | 602.225399109 |
---|
IUPAC Name | 2-ethylbutyl (2S)-2-{[(S)-{[(2R,3S,4R,5R)-5-{4-aminopyrrolo[2,1-f][1,2,4]triazin-7-yl}-5-cyano-3,4-dihydroxyoxolan-2-yl]methoxy}(phenoxy)phosphoryl]amino}propanoate |
---|
Traditional Name | 2-ethylbutyl (2S)-2-{[(S)-[(2R,3S,4R,5R)-5-{4-aminopyrrolo[2,1-f][1,2,4]triazin-7-yl}-5-cyano-3,4-dihydroxyoxolan-2-yl]methoxy(phenoxy)phosphoryl]amino}propanoate |
---|
CAS Registry Number | Not Available |
---|
SMILES | CCC(CC)COC(=O)[C@H](C)N[P@](=O)(OC[C@H]1O[C@](C#N)([C@H](O)[C@@H]1O)C1=CC=C2N1N=CN=C2N)OC1=CC=CC=C1 |
---|
InChI Identifier | InChI=1S/C27H35N6O8P/c1-4-18(5-2)13-38-26(36)17(3)32-42(37,41-19-9-7-6-8-10-19)39-14-21-23(34)24(35)27(15-28,40-21)22-12-11-20-25(29)30-16-31-33(20)22/h6-12,16-18,21,23-24,34-35H,4-5,13-14H2,1-3H3,(H,32,37)(H2,29,30,31)/t17-,21+,23+,24+,27-,42-/m0/s1 |
---|
InChI Key | RWWYLEGWBNMMLJ-YSOARWBDSA-N |
---|
Chemical Taxonomy |
---|
Description | Belongs to the class of organic compounds known as quinazolinamines. These are heterocyclic aromatic compounds containing a quianazoline moiety substituted by one or more amine groups. |
---|
Kingdom | Organic compounds |
---|
Super Class | Organoheterocyclic compounds |
---|
Class | Diazanaphthalenes |
---|
Sub Class | Benzodiazines |
---|
Direct Parent | Quinazolinamines |
---|
Alternative Parents | |
---|
Substituents | - Quinazolinamine
- Diaryl ether
- Triazolopyridine
- Phenoxy compound
- Phenol ether
- Aniline or substituted anilines
- Aminopyrimidine
- Toluene
- Pyrimidine
- Monocyclic benzene moiety
- Benzenoid
- Pyridine
- Imidolactam
- Azole
- 1,2,4-triazole
- Oxazoline
- Heteroaromatic compound
- Isourea
- Propargyl-type 1,3-dipolar organic compound
- Organic 1,3-dipolar compound
- Azacycle
- Ether
- Oxacycle
- Secondary amine
- Organooxygen compound
- Organonitrogen compound
- Amine
- Hydrocarbon derivative
- Organic oxygen compound
- Organic nitrogen compound
- Aromatic heteropolycyclic compound
|
---|
Molecular Framework | Aromatic heteropolycyclic compounds |
---|
External Descriptors | Not Available |
---|
Ontology |
---|
Physiological effect | Not Available |
---|
Disposition | Not Available |
---|
Process | Not Available |
---|
Role | Not Available |
---|
Physical Properties |
---|
State | Not Available |
---|
Experimental Molecular Properties | Property | Value | Reference |
---|
Melting Point | Not Available | Not Available | Boiling Point | Not Available | Not Available | Water Solubility | Not Available | Not Available | LogP | Not Available | Not Available |
|
---|
Experimental Chromatographic Properties | Not Available |
---|
Predicted Molecular Properties | |
---|
Predicted Chromatographic Properties | Predicted Collision Cross SectionsPredicted Kovats Retention IndicesDerivatizedDerivative Name / Structure | SMILES | Kovats RI Value | Column Type | Reference |
---|
Remdesivir,3TMS,isomer #1 | CCC(CC)COC(=O)[C@H](C)N[P@](=O)(OC[C@H]1O[C@@](C#N)(C2=CC=C3C(N[Si](C)(C)C)=NC=NN23)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C)OC1=CC=CC=C1 | 4343.3 | Semi standard non polar | 33892256 | Remdesivir,3TMS,isomer #1 | CCC(CC)COC(=O)[C@H](C)N[P@](=O)(OC[C@H]1O[C@@](C#N)(C2=CC=C3C(N[Si](C)(C)C)=NC=NN23)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C)OC1=CC=CC=C1 | 3905.7 | Standard non polar | 33892256 | Remdesivir,3TMS,isomer #1 | CCC(CC)COC(=O)[C@H](C)N[P@](=O)(OC[C@H]1O[C@@](C#N)(C2=CC=C3C(N[Si](C)(C)C)=NC=NN23)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C)OC1=CC=CC=C1 | 5923.4 | Standard polar | 33892256 | Remdesivir,3TMS,isomer #2 | CCC(CC)COC(=O)[C@H](C)N([Si](C)(C)C)[P@](=O)(OC[C@H]1O[C@@](C#N)(C2=CC=C3C(N)=NC=NN23)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C)OC1=CC=CC=C1 | 4288.4 | Semi standard non polar | 33892256 | Remdesivir,3TMS,isomer #2 | CCC(CC)COC(=O)[C@H](C)N([Si](C)(C)C)[P@](=O)(OC[C@H]1O[C@@](C#N)(C2=CC=C3C(N)=NC=NN23)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C)OC1=CC=CC=C1 | 3991.9 | Standard non polar | 33892256 | Remdesivir,3TMS,isomer #2 | CCC(CC)COC(=O)[C@H](C)N([Si](C)(C)C)[P@](=O)(OC[C@H]1O[C@@](C#N)(C2=CC=C3C(N)=NC=NN23)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C)OC1=CC=CC=C1 | 6198.3 | Standard polar | 33892256 | Remdesivir,3TMS,isomer #3 | CCC(CC)COC(=O)[C@H](C)N([Si](C)(C)C)[P@](=O)(OC[C@H]1O[C@@](C#N)(C2=CC=C3C(N[Si](C)(C)C)=NC=NN23)[C@H](O[Si](C)(C)C)[C@@H]1O)OC1=CC=CC=C1 | 4402.9 | Semi standard non polar | 33892256 | Remdesivir,3TMS,isomer #3 | CCC(CC)COC(=O)[C@H](C)N([Si](C)(C)C)[P@](=O)(OC[C@H]1O[C@@](C#N)(C2=CC=C3C(N[Si](C)(C)C)=NC=NN23)[C@H](O[Si](C)(C)C)[C@@H]1O)OC1=CC=CC=C1 | 4110.9 | Standard non polar | 33892256 | Remdesivir,3TMS,isomer #3 | CCC(CC)COC(=O)[C@H](C)N([Si](C)(C)C)[P@](=O)(OC[C@H]1O[C@@](C#N)(C2=CC=C3C(N[Si](C)(C)C)=NC=NN23)[C@H](O[Si](C)(C)C)[C@@H]1O)OC1=CC=CC=C1 | 5887.6 | Standard polar | 33892256 | Remdesivir,3TMS,isomer #4 | CCC(CC)COC(=O)[C@H](C)N[P@](=O)(OC[C@H]1O[C@@](C#N)(C2=CC=C3C(N([Si](C)(C)C)[Si](C)(C)C)=NC=NN23)[C@H](O[Si](C)(C)C)[C@@H]1O)OC1=CC=CC=C1 | 4389.7 | Semi standard non polar | 33892256 | Remdesivir,3TMS,isomer #4 | CCC(CC)COC(=O)[C@H](C)N[P@](=O)(OC[C@H]1O[C@@](C#N)(C2=CC=C3C(N([Si](C)(C)C)[Si](C)(C)C)=NC=NN23)[C@H](O[Si](C)(C)C)[C@@H]1O)OC1=CC=CC=C1 | 3971.2 | Standard non polar | 33892256 | Remdesivir,3TMS,isomer #4 | CCC(CC)COC(=O)[C@H](C)N[P@](=O)(OC[C@H]1O[C@@](C#N)(C2=CC=C3C(N([Si](C)(C)C)[Si](C)(C)C)=NC=NN23)[C@H](O[Si](C)(C)C)[C@@H]1O)OC1=CC=CC=C1 | 5813.2 | Standard polar | 33892256 | Remdesivir,3TMS,isomer #5 | CCC(CC)COC(=O)[C@H](C)N([Si](C)(C)C)[P@](=O)(OC[C@H]1O[C@@](C#N)(C2=CC=C3C(N[Si](C)(C)C)=NC=NN23)[C@H](O)[C@@H]1O[Si](C)(C)C)OC1=CC=CC=C1 | 4379.2 | Semi standard non polar | 33892256 | Remdesivir,3TMS,isomer #5 | CCC(CC)COC(=O)[C@H](C)N([Si](C)(C)C)[P@](=O)(OC[C@H]1O[C@@](C#N)(C2=CC=C3C(N[Si](C)(C)C)=NC=NN23)[C@H](O)[C@@H]1O[Si](C)(C)C)OC1=CC=CC=C1 | 4076.9 | Standard non polar | 33892256 | Remdesivir,3TMS,isomer #5 | CCC(CC)COC(=O)[C@H](C)N([Si](C)(C)C)[P@](=O)(OC[C@H]1O[C@@](C#N)(C2=CC=C3C(N[Si](C)(C)C)=NC=NN23)[C@H](O)[C@@H]1O[Si](C)(C)C)OC1=CC=CC=C1 | 5910.7 | Standard polar | 33892256 | Remdesivir,3TMS,isomer #6 | CCC(CC)COC(=O)[C@H](C)N[P@](=O)(OC[C@H]1O[C@@](C#N)(C2=CC=C3C(N([Si](C)(C)C)[Si](C)(C)C)=NC=NN23)[C@H](O)[C@@H]1O[Si](C)(C)C)OC1=CC=CC=C1 | 4366.9 | Semi standard non polar | 33892256 | Remdesivir,3TMS,isomer #6 | CCC(CC)COC(=O)[C@H](C)N[P@](=O)(OC[C@H]1O[C@@](C#N)(C2=CC=C3C(N([Si](C)(C)C)[Si](C)(C)C)=NC=NN23)[C@H](O)[C@@H]1O[Si](C)(C)C)OC1=CC=CC=C1 | 3930.0 | Standard non polar | 33892256 | Remdesivir,3TMS,isomer #6 | CCC(CC)COC(=O)[C@H](C)N[P@](=O)(OC[C@H]1O[C@@](C#N)(C2=CC=C3C(N([Si](C)(C)C)[Si](C)(C)C)=NC=NN23)[C@H](O)[C@@H]1O[Si](C)(C)C)OC1=CC=CC=C1 | 5833.8 | Standard polar | 33892256 | Remdesivir,3TMS,isomer #7 | CCC(CC)COC(=O)[C@H](C)N([Si](C)(C)C)[P@](=O)(OC[C@H]1O[C@@](C#N)(C2=CC=C3C(N([Si](C)(C)C)[Si](C)(C)C)=NC=NN23)[C@H](O)[C@@H]1O)OC1=CC=CC=C1 | 4418.8 | Semi standard non polar | 33892256 | Remdesivir,3TMS,isomer #7 | CCC(CC)COC(=O)[C@H](C)N([Si](C)(C)C)[P@](=O)(OC[C@H]1O[C@@](C#N)(C2=CC=C3C(N([Si](C)(C)C)[Si](C)(C)C)=NC=NN23)[C@H](O)[C@@H]1O)OC1=CC=CC=C1 | 4145.0 | Standard non polar | 33892256 | Remdesivir,3TMS,isomer #7 | CCC(CC)COC(=O)[C@H](C)N([Si](C)(C)C)[P@](=O)(OC[C@H]1O[C@@](C#N)(C2=CC=C3C(N([Si](C)(C)C)[Si](C)(C)C)=NC=NN23)[C@H](O)[C@@H]1O)OC1=CC=CC=C1 | 5841.2 | Standard polar | 33892256 | Remdesivir,4TMS,isomer #1 | CCC(CC)COC(=O)[C@H](C)N([Si](C)(C)C)[P@](=O)(OC[C@H]1O[C@@](C#N)(C2=CC=C3C(N[Si](C)(C)C)=NC=NN23)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C)OC1=CC=CC=C1 | 4369.6 | Semi standard non polar | 33892256 | Remdesivir,4TMS,isomer #1 | CCC(CC)COC(=O)[C@H](C)N([Si](C)(C)C)[P@](=O)(OC[C@H]1O[C@@](C#N)(C2=CC=C3C(N[Si](C)(C)C)=NC=NN23)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C)OC1=CC=CC=C1 | 4015.8 | Standard non polar | 33892256 | Remdesivir,4TMS,isomer #1 | CCC(CC)COC(=O)[C@H](C)N([Si](C)(C)C)[P@](=O)(OC[C@H]1O[C@@](C#N)(C2=CC=C3C(N[Si](C)(C)C)=NC=NN23)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C)OC1=CC=CC=C1 | 5633.6 | Standard polar | 33892256 | Remdesivir,4TMS,isomer #2 | CCC(CC)COC(=O)[C@H](C)N[P@](=O)(OC[C@H]1O[C@@](C#N)(C2=CC=C3C(N([Si](C)(C)C)[Si](C)(C)C)=NC=NN23)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C)OC1=CC=CC=C1 | 4361.1 | Semi standard non polar | 33892256 | Remdesivir,4TMS,isomer #2 | CCC(CC)COC(=O)[C@H](C)N[P@](=O)(OC[C@H]1O[C@@](C#N)(C2=CC=C3C(N([Si](C)(C)C)[Si](C)(C)C)=NC=NN23)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C)OC1=CC=CC=C1 | 3855.6 | Standard non polar | 33892256 | Remdesivir,4TMS,isomer #2 | CCC(CC)COC(=O)[C@H](C)N[P@](=O)(OC[C@H]1O[C@@](C#N)(C2=CC=C3C(N([Si](C)(C)C)[Si](C)(C)C)=NC=NN23)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C)OC1=CC=CC=C1 | 5503.6 | Standard polar | 33892256 | Remdesivir,4TMS,isomer #3 | CCC(CC)COC(=O)[C@H](C)N([Si](C)(C)C)[P@](=O)(OC[C@H]1O[C@@](C#N)(C2=CC=C3C(N([Si](C)(C)C)[Si](C)(C)C)=NC=NN23)[C@H](O[Si](C)(C)C)[C@@H]1O)OC1=CC=CC=C1 | 4407.7 | Semi standard non polar | 33892256 | Remdesivir,4TMS,isomer #3 | CCC(CC)COC(=O)[C@H](C)N([Si](C)(C)C)[P@](=O)(OC[C@H]1O[C@@](C#N)(C2=CC=C3C(N([Si](C)(C)C)[Si](C)(C)C)=NC=NN23)[C@H](O[Si](C)(C)C)[C@@H]1O)OC1=CC=CC=C1 | 4057.8 | Standard non polar | 33892256 | Remdesivir,4TMS,isomer #3 | CCC(CC)COC(=O)[C@H](C)N([Si](C)(C)C)[P@](=O)(OC[C@H]1O[C@@](C#N)(C2=CC=C3C(N([Si](C)(C)C)[Si](C)(C)C)=NC=NN23)[C@H](O[Si](C)(C)C)[C@@H]1O)OC1=CC=CC=C1 | 5521.6 | Standard polar | 33892256 | Remdesivir,4TMS,isomer #4 | CCC(CC)COC(=O)[C@H](C)N([Si](C)(C)C)[P@](=O)(OC[C@H]1O[C@@](C#N)(C2=CC=C3C(N([Si](C)(C)C)[Si](C)(C)C)=NC=NN23)[C@H](O)[C@@H]1O[Si](C)(C)C)OC1=CC=CC=C1 | 4387.8 | Semi standard non polar | 33892256 | Remdesivir,4TMS,isomer #4 | CCC(CC)COC(=O)[C@H](C)N([Si](C)(C)C)[P@](=O)(OC[C@H]1O[C@@](C#N)(C2=CC=C3C(N([Si](C)(C)C)[Si](C)(C)C)=NC=NN23)[C@H](O)[C@@H]1O[Si](C)(C)C)OC1=CC=CC=C1 | 4021.1 | Standard non polar | 33892256 | Remdesivir,4TMS,isomer #4 | CCC(CC)COC(=O)[C@H](C)N([Si](C)(C)C)[P@](=O)(OC[C@H]1O[C@@](C#N)(C2=CC=C3C(N([Si](C)(C)C)[Si](C)(C)C)=NC=NN23)[C@H](O)[C@@H]1O[Si](C)(C)C)OC1=CC=CC=C1 | 5534.4 | Standard polar | 33892256 |
|
---|