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[ CAS No. 911838-56-7 ] {[proInfo.proName]}

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Cat. No.: {[proInfo.prAm]}
Chemical Structure| 911838-56-7
Chemical Structure| 911838-56-7
Structure of 911838-56-7 * Storage: {[proInfo.prStorage]}
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Product Details of [ 911838-56-7 ]

CAS No. :911838-56-7 MDL No. :MFCD11974987
Formula : C33H43N3O8 Boiling Point : -
Linear Structure Formula :- InChI Key :JAHDJVRHKPYPNY-PHXCCWLDSA-N
M.W : 609.71 Pubchem ID :75534997
Synonyms :
Chemical Name :(4S,5R)-3-((S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-6-((tert-butoxycarbonyl)amino)hexanoyl)-2,2,5-trimethyloxazolidine-4-carboxylic acid

Calculated chemistry of [ 911838-56-7 ]

Physicochemical Properties

Num. heavy atoms : 44
Num. arom. heavy atoms : 12
Fraction Csp3 : 0.52
Num. rotatable bonds : 16
Num. H-bond acceptors : 8.0
Num. H-bond donors : 3.0
Molar Refractivity : 167.81
TPSA : 143.5 Ų

Pharmacokinetics

GI absorption : Low
BBB permeant : No
P-gp substrate : Yes
CYP1A2 inhibitor : No
CYP2C19 inhibitor : No
CYP2C9 inhibitor : Yes
CYP2D6 inhibitor : Yes
CYP3A4 inhibitor : Yes
Log Kp (skin permeation) : -6.61 cm/s

Lipophilicity

Log Po/w (iLOGP) : 3.87
Log Po/w (XLOGP3) : 4.8
Log Po/w (WLOGP) : 4.64
Log Po/w (MLOGP) : 2.17
Log Po/w (SILICOS-IT) : 3.9
Consensus Log Po/w : 3.88

Druglikeness

Lipinski : 2.0
Ghose : None
Veber : 2.0
Egan : 1.0
Muegge : 2.0
Bioavailability Score : 0.17

Water Solubility

Log S (ESOL) : -5.79
Solubility : 0.000989 mg/ml ; 0.00000162 mol/l
Class : Moderately soluble
Log S (Ali) : -7.55
Solubility : 0.0000174 mg/ml ; 0.0000000285 mol/l
Class : Poorly soluble
Log S (SILICOS-IT) : -7.32
Solubility : 0.0000289 mg/ml ; 0.0000000474 mol/l
Class : Poorly soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 1.0 alert
Leadlikeness : 3.0
Synthetic accessibility : 5.68

Safety of [ 911838-56-7 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P305+P351+P338 UN#:N/A
Hazard Statements:H302-H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 911838-56-7 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 911838-56-7 ]

[ 911838-56-7 ] Synthesis Path-Downstream   1~6

  • 1
  • Fmoc-Gly-Wang resin [ No CAS ]
  • [ 920519-31-9 ]
  • [ 68858-20-8 ]
  • [ 35661-60-0 ]
  • [ 957780-56-2 ]
  • [ 911838-56-7 ]
  • [ 71989-31-6 ]
  • [ 35661-40-6 ]
  • [ 71989-26-9 ]
  • [ 86060-81-3 ]
  • Nα-(9-fluorenylmethyloxycarbonyl)-Nγ-2,2,4,6,7-pentamethyldihydrobenzofuran-5-sulfonyl-L-arginine [ No CAS ]
  • Fmoc-L-thiazolidine-4-carboxylic acid [ No CAS ]
  • Fmoc-Thz-AGY(tBu)C(Asm)-Tyr(tBu)-Thr(Ψ(Me,Me)pro)-R(Pbf)D(OtBu)LVY(tBu)K(Boc)D(OtBu)PA-R(Pbf)PK(Boc)IQ(Trt)-Lys(Boc)-Thr(Ψ(Me,Me)pro)-C(Asm)T(tBu)FK(Boc)E(OtBu)LVY(tBu)-Glu(OtBu)-Thr(Ψ(Me,Me)pro)-VR(Pbf)VPG-OH [ No CAS ]
YieldReaction ConditionsOperation in experiment
520 mg Stage #1: Fmoc-Gly-Wang resin With piperidine; 1,8-diazabicyclo[5.4.0]undec-7-ene In N,N-dimethyl-formamide Automated synthesizer; solid phase reaction; Stage #2: Fmoc-Pro-OH Automated synthesizer; solid phase reaction; Stage #3: (4S,5R)-3-(N-alpha-(9-Fluorenylmethyloxycarbonyl)-O-t-butyl-L-tyrosinyl)-2,2,5-trimethyloxazolidine-4-carboxylic acid; Fmoc-Val-OH; Fmoc-Leu-OH; Fmoc-Glu(OtBu)-Thr(Ψ(Me,Me)pro)-OH; Fmoc-Lys(Boc)-Thr(Ψ(Me,Me)-Pro)-OH; N-Fmoc L-Phe; Fmoc-Lys(tert-butoxycarbonyl); S-[(acetylamino)methyl]-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-cysteine; Nα-(9-fluorenylmethyloxycarbonyl)-Nγ-2,2,4,6,7-pentamethyldihydrobenzofuran-5-sulfonyl-L-arginine; Fmoc-L-thiazolidine-4-carboxylic acid Further stages;
  • 2
  • [ 68858-20-8 ]
  • [ 35661-60-0 ]
  • [ 911838-56-7 ]
  • C16H21N2O4Pol [ No CAS ]
  • C23H27NO5 [ No CAS ]
  • C23H25NO6 [ No CAS ]
  • C24H27NO6 [ No CAS ]
  • [ 71989-31-6 ]
  • [ 71989-38-3 ]
  • [ 71989-26-9 ]
  • [ 132388-59-1 ]
  • [ 132327-80-1 ]
  • Nle-Ile-Pro-Gly-Gly-Leu-Ser-Glu-Ala-Lys-Pro-Ala-Thr-Pro-Glu-Ile-Gln-Glu-Ile-Val-Asp-Lys-Val-Lys-Pro-Gln-Leu-Glu-Glu-Lys-Thr-Asn-Glu-Thr-Tyr-NHCH2CCH [ No CAS ]
YieldReaction ConditionsOperation in experiment
Stage #1: C16H21N2O4Pol; Fmoc-Tyr(tBu)-OH With N-ethyl-N,N-diisopropylamine; HATU In N,N-dimethyl-formamide for 2h; solid phase reaction; Stage #2: With piperidine In N,N-dimethyl-formamide solid phase reaction; Stage #3: Fmoc-Val-OH; Fmoc-Leu-OH; Fmoc-Lys(Boc)-Thr(Ψ(Me,Me)-Pro)-OH; C23H27NO5; C23H25NO6; C24H27NO6; Fmoc-Pro-OH; Fmoc-Lys(tert-butoxycarbonyl); L-Asn(Trt); Fmoc-L-Gln(Trt)-OH Further stages;
  • 3
  • [ 68858-20-8 ]
  • [ 911838-56-7 ]
  • [ 35661-39-3 ]
  • C24H27NO6 [ No CAS ]
  • [ 1262308-49-5 ]
  • C25H41N2O4PolSi [ No CAS ]
  • [ 71989-23-6 ]
  • [ 71989-38-3 ]
  • [ 71989-26-9 ]
  • [ 132388-59-1 ]
  • [ 132327-80-1 ]
  • Nα-(9-fluorenylmethyloxycarbonyl)-Nγ-2,2,4,6,7-pentamethyldihydrobenzofuran-5-sulfonyl-L-arginine [ No CAS ]
  • N3Lys-Leu-Glu-Ala-Val-Gln-Tyr-Lys-Thr-Gln-Val-Val-Ala-Gly-Thr-Asn-Tyr-Tyr-Ile-Lys-Val-Arg-Ala-NHCH2CCSi(iPr)3 [ No CAS ]
  • 4
  • [ 1071446-05-3 ]
  • [ 955048-89-2 ]
  • [ 29022-11-5 ]
  • [ 68858-20-8 ]
  • [ 35661-60-0 ]
  • [ 911838-56-7 ]
  • [ 35661-39-3 ]
  • [ 71989-31-6 ]
  • [ 71989-14-5 ]
  • [ 71989-18-9 ]
  • [ 71989-23-6 ]
  • [ 71989-38-3 ]
  • [ 71989-26-9 ]
  • [ 51077-16-8 ]
  • [ 191348-16-0 ]
  • [ 132388-59-1 ]
  • [ 132327-80-1 ]
  • [ 7693-46-1 ]
  • [ 109425-51-6 ]
  • Nα-(9-fluorenylmethyloxycarbonyl)-Nγ-2,2,4,6,7-pentamethyldihydrobenzofuran-5-sulfonyl-L-arginine [ No CAS ]
  • 1,3-thiazolidine-PVYLAAVLE-phosphotyrosine-LTAEILELAGNAARDNKKTRIIPRHLQL-1-formyl-2,3-dihydro-1H-1,3-benzodiazole-5-carboxamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
40% Stage #1: 3-N-[(9H-fluoren-9-yl)methoxycarbonyl]-amino-4-aminobenzoic acid With benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 2h; Stage #2: With piperidine In N,N-dimethyl-formamide at 20℃; Stage #3: Fmoc-Leu-Thr(ΨMe,Mepro)-OH; N-(fluoren-9-ylmethoxycarbonyl)glycine; Fmoc-Val-OH; Fmoc-Leu-OH; Fmoc-Lys(Boc)-Thr(Ψ(Me,Me)-Pro)-OH; N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-alanine; Fmoc-Pro-OH; Fmoc-(tBu)Asp-OH; Fmoc-Glu(OtBu)-OH; Fmoc-Ile-OH; Fmoc-Tyr(tBu)-OH; Fmoc-Lys(tert-butoxycarbonyl); N-(tert-butoxycarbonyl)-(R)-thiazolidine-4-carboxylic acid; (S)-3-[4-(Benzyloxy-hydroxy-phosphoryloxy)-phenyl]-2-(9H-fluoren-9-ylmethoxycarbonylamino)-propionic acid; L-Asn(Trt); Fmoc-L-Gln(Trt)-OH; 4-Nitrophenyl chloroformate; Fmoc-His(Trt)-OH; Nα-(9-fluorenylmethyloxycarbonyl)-Nγ-2,2,4,6,7-pentamethyldihydrobenzofuran-5-sulfonyl-L-arginine Further stages;
  • 5
  • N-tert-butyloxycarbonyl-S-trityl-L-cysteine [ No CAS ]
  • [ 29022-11-5 ]
  • [ 68858-20-8 ]
  • [ 35661-60-0 ]
  • [ 911838-56-7 ]
  • [ 35661-39-3 ]
  • [ 71989-31-6 ]
  • [ 71989-33-8 ]
  • [ 71989-14-5 ]
  • [ 71989-18-9 ]
  • [ 71989-23-6 ]
  • [ 71989-26-9 ]
  • [ 71989-35-0 ]
  • [ 132388-59-1 ]
  • [ 132327-80-1 ]
  • Fmoc-Val-Thr(ox)-OH [ No CAS ]
  • Nα-(9-fluorenylmethyloxycarbonyl)-Nγ-2,2,4,6,7-pentamethyldihydrobenzofuran-5-sulfonyl-L-arginine [ No CAS ]
  • CVRNDEELNKLLGRVTIAQGGVLPNIQSVLLPKKTESAKSAKSK-NH2 [ No CAS ]
YieldReaction ConditionsOperation in experiment
50% Stage #1: Fmoc-Lys(tert-butoxycarbonyl) With 6-chloro-3-((dimethylamino)(dimethyliminio)methyl)-1H-benzo[d][1,2,3]triazol-3-ium-1-olatehexafluorophosphate(V); N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; Stage #2: With piperidine In N,N-dimethyl-formamide at 20℃; Stage #3: N-tert-butyloxycarbonyl-S-trityl-L-cysteine; N-(fluoren-9-ylmethoxycarbonyl)glycine; Fmoc-Val-OH; Fmoc-Leu-OH; Fmoc-Lys(Boc)-Thr(Ψ(Me,Me)-Pro)-OH; N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-alanine; Fmoc-Pro-OH; Fmoc-Ser(tBu)-OH; Fmoc-(tBu)Asp-OH; Fmoc-Glu(OtBu)-OH; Fmoc-Ile-OH; Fmoc-Lys(tert-butoxycarbonyl); Fmoc-Thr(tBu)-OH; L-Asn(Trt); Fmoc-L-Gln(Trt)-OH; Fmoc-Val-Thr(ox)-OH; Nα-(9-fluorenylmethyloxycarbonyl)-Nγ-2,2,4,6,7-pentamethyldihydrobenzofuran-5-sulfonyl-L-arginine Further stages;
  • 6
  • [ 29022-11-5 ]
  • [ 68858-20-8 ]
  • [ 35661-60-0 ]
  • [ 911838-56-7 ]
  • [ 35661-39-3 ]
  • Fmoc-N-Me-Cys(2-nitrobenzyl)-OH [ No CAS ]
  • [ 71989-31-6 ]
  • [ 35661-40-6 ]
  • [ 71989-33-8 ]
  • [ 71989-18-9 ]
  • [ 71989-38-3 ]
  • [ 71989-26-9 ]
  • [ 71989-28-1 ]
  • [ 132388-59-1 ]
  • [ 132327-80-1 ]
  • [ 109425-51-6 ]
  • Nα-(9-fluorenylmethyloxycarbonyl)-Nγ-2,2,4,6,7-pentamethyldihydrobenzofuran-5-sulfonyl-L-arginine [ No CAS ]
  • MSGRGKQGGKTRAKAKTRSSRAGLQFPVGRVHRLLRKGNYAERVGAG-NH2 [ No CAS ]
YieldReaction ConditionsOperation in experiment
Stage #1: Fmoc-N-Me-Cys(2-nitrobenzyl)-OH With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate at 20℃; for 1h; Stage #2: With piperidine In N,N-dimethyl-formamide at 20℃; Stage #3: N-(fluoren-9-ylmethoxycarbonyl)glycine; Fmoc-Val-OH; Fmoc-Leu-OH; Fmoc-Lys(Boc)-Thr(Ψ(Me,Me)-Pro)-OH; N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-alanine; Fmoc-Pro-OH; N-Fmoc L-Phe; Fmoc-Ser(tBu)-OH; Fmoc-Glu(OtBu)-OH; Fmoc-Tyr(tBu)-OH; Fmoc-Lys(tert-butoxycarbonyl); N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-methionine; L-Asn(Trt); Fmoc-L-Gln(Trt)-OH; Fmoc-His(Trt)-OH; Nα-(9-fluorenylmethyloxycarbonyl)-Nγ-2,2,4,6,7-pentamethyldihydrobenzofuran-5-sulfonyl-L-arginine
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