Compound information

Natural Products
ZC3522001
Molecular Formula
C54H74N8O10
Molecular Weight
994.552790568 g/mol
Structure
IUPAC Name
benzyl N-[(5S)-5-(benzyloxycarbonylamino)-6-[3-[4-[3-[[(2S)-2,6-bis(benzyloxycarbonylamino)hexanoyl]amino]propylamino]butylamino]propylamino]-6-oxo-hexyl]carbamate
InChI
InChI=1S/C54H74N8O10/c63-49(47(61-53(67)71-41-45-25-9-3-10-26-45)29-13-15-35-59-51(65)69-39-43-21-5-1-6-22-43)57-37-19-33-55-31-17-18-32-56-34-20-38-58-50(64)48(62-54(68)72-42-46-27-11-4-12-28-46)30-14-16-36-60-52(66)70-40-44-23-7-2-8-24-44/h1-12,21-28,47-48,55-56H,13-20,29-42H2,(H,57,63)(H,58,64)(H,59,65)(H,60,66)(H,61,67)(H,62,68)/t47-,48-/m0/s1
InChI Key
JGTLCQNYMQUNCO-CRKOEVGVSA-N
SMILES
O=C(NCCCC[C@H](NC(=O)OCc1ccccc1)C(=O)NCCCNCCCCNCCCNC(=O)[C@H](CCCCNC(=O)OCc1ccccc1)NC(=O)OCc1ccccc1)OCc1ccccc1
Source
ZINC000150371378

Warheads

Carbamate
Carbamate
Carbamate
Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 72 Ring Count 4
Heteroatom Count 18 Rotatable Bond Count 35
Hydrogen Bond Acceptor Count 12 Hydrogen Bond Donor Count 8
Topological Polar Surface Area 235.58 Å2 LogP 5.09
LogS -5.153 LogD 4.507


Absorption

Property Value Property Value
Pgp inhibitor 0.972 Pgp substrate 1.0
HIA 0.116 F20 % 0.139
F30 % 0.0 Caco-2 -6.392
MDCK -5.785


Distribution

Property Value Property Value
BBB Penetration 0.0 PPB 93.576
VD 0.729 Fu 1.965


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.001 CYP1A2 substrate 0.389
CYP2A6 substrate 0.257 CYP2B6 substrate 0.404
CYP2C19 inhibitor 0.167 CYP2C19 substrate 0.781
CYP2C8 substrate 0.838 CYP2C9 inhibitor 0.042
CYP2C9 substrate 0.103 CYP2D6 inhibitor 0.842
CYP2D6 substrate 0.9 CYP2E1 substrate 0.365
CYP3A4 inhibitor 0.812 CYP3A4 substrate 0.999


Excretion

Property Value Property Value
T1/2 0.878 CL 1.347


Toxicity

Property Value Property Value
hERG Blockers 0.019 Hepatotoxicity 0.073
Mutagenicity 0.021 Rat Oral Acute Toxicity 0.343
FDAMDD 0.85 Skin Sensitization 0.004
Carcinogenicity 0.0 Eye Corrosion 0.001
Eye Irritation 0.0 Respiratory Toxicity 0.082


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -2.325 IGC50 5.609
LC50FM -0.325 LC50DM -6.578


Tox21 Pathway

Property Value Property Value
NR-AR 0.35 NR-AR-LBD 0.161
NR-AhR 0.001 NR-Aromatase 0.027
NR-ER 0.362 NR-ER-LBD 0.337
NR-PPAR-gamma 0.101 SR-ARE 0.886
SR-ATAD5 0.479 SR-HSE 0.191
SR-MMP 0.794 SR-p53 0.07


Similar covalent inhibitors

CI003857

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CI003307

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CI003868

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CI004063

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CI004314

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CI002596

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CI003897

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CI000667

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CI002595

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CI002593

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CI003305

Similarity Score: 0.51

CI003965

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.