Compound information

Natural Products
ZC3503835
Molecular Formula
C54H74N8O10
Molecular Weight
994.552790568 g/mol
Structure
IUPAC Name
benzyl N-[(5R)-5-(benzyloxycarbonylamino)-6-[3-[4-[3-[[(2R)-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-/m1/s1
InChI Key
JGTLCQNYMQUNCO-URZIEALYSA-N
SMILES
O=C(NCCCC[C@@H](NC(=O)OCc1ccccc1)C(=O)NCCCNCCCCNCCCNC(=O)[C@@H](CCCCNC(=O)OCc1ccccc1)NC(=O)OCc1ccccc1)OCc1ccccc1
Source
ZINC000150371376

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 5.11
LogS -4.902 LogD 4.635


Absorption

Property Value Property Value
Pgp inhibitor 0.981 Pgp substrate 1.0
HIA 0.819 F20 % 0.079
F30 % 0.0 Caco-2 -5.994
MDCK -5.881


Distribution

Property Value Property Value
BBB Penetration 0.0 PPB 90.987
VD 0.674 Fu 1.81


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.0 CYP1A2 substrate 0.41
CYP2A6 substrate 0.174 CYP2B6 substrate 0.342
CYP2C19 inhibitor 0.147 CYP2C19 substrate 0.458
CYP2C8 substrate 0.652 CYP2C9 inhibitor 0.023
CYP2C9 substrate 0.195 CYP2D6 inhibitor 0.953
CYP2D6 substrate 0.688 CYP2E1 substrate 0.373
CYP3A4 inhibitor 0.995 CYP3A4 substrate 0.999


Excretion

Property Value Property Value
T1/2 0.874 CL 1.052


Toxicity

Property Value Property Value
hERG Blockers 0.006 Hepatotoxicity 0.195
Mutagenicity 0.087 Rat Oral Acute Toxicity 0.451
FDAMDD 0.667 Skin Sensitization 0.014
Carcinogenicity 0.0 Eye Corrosion 0.0
Eye Irritation 0.0 Respiratory Toxicity 0.069


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -3.244 IGC50 5.39
LC50FM 1.651 LC50DM -7.729


Tox21 Pathway

Property Value Property Value
NR-AR 0.365 NR-AR-LBD 0.15
NR-AhR 0.001 NR-Aromatase 0.029
NR-ER 0.218 NR-ER-LBD 0.247
NR-PPAR-gamma 0.07 SR-ARE 0.871
SR-ATAD5 0.365 SR-HSE 0.067
SR-MMP 0.432 SR-p53 0.074


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.