Compound information

Natural Products
ZC152998
Molecular Formula
C15H22N4O4
Molecular Weight
322.164105184 g/mol
Structure
IUPAC Name
methyl (2R)-2-(benzyloxycarbonylamino)-5-guanidino-pentanoate
InChI
InChI=1S/C15H22N4O4/c1-22-13(20)12(8-5-9-18-14(16)17)19-15(21)23-10-11-6-3-2-4-7-11/h2-4,6-7,12H,5,8-10H2,1H3,(H,19,21)(H4,16,17,18)/t12-/m1/s1
InChI Key
AZLCZBRDZUKUPN-GFCCVEGCSA-N
SMILES
COC(=O)[C@@H](CCCNC(=N)N)NC(=O)OCc1ccccc1
Source
ZINC000001640117

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 23 Ring Count 1
Heteroatom Count 8 Rotatable Bond Count 8
Hydrogen Bond Acceptor Count 5 Hydrogen Bond Donor Count 4
Topological Polar Surface Area 126.53 Å2 LogP 0.61
LogS -2.234 LogD 0.728


Absorption

Property Value Property Value
Pgp inhibitor 0.031 Pgp substrate 0.993
HIA 0.875 F20 % 0.941
F30 % 0.0 Caco-2 -5.675
MDCK -5.357


Distribution

Property Value Property Value
BBB Penetration 0.915 PPB 44.399
VD 0.609 Fu 0.086


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.002 CYP1A2 substrate 0.636
CYP2A6 substrate 0.297 CYP2B6 substrate 0.454
CYP2C19 inhibitor 0.085 CYP2C19 substrate 0.554
CYP2C8 substrate 0.604 CYP2C9 inhibitor 0.168
CYP2C9 substrate 0.909 CYP2D6 inhibitor 0.087
CYP2D6 substrate 0.697 CYP2E1 substrate 0.324
CYP3A4 inhibitor 0.203 CYP3A4 substrate 0.544


Excretion

Property Value Property Value
T1/2 0.638 CL 4.037


Toxicity

Property Value Property Value
hERG Blockers 0.506 Hepatotoxicity 0.055
Mutagenicity 0.083 Rat Oral Acute Toxicity 0.021
FDAMDD 0.212 Skin Sensitization 0.133
Carcinogenicity 0.003 Eye Corrosion 0.003
Eye Irritation 0.0 Respiratory Toxicity 0.11


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -0.75 IGC50 2.323
LC50FM 3.63 LC50DM 4.162


Tox21 Pathway

Property Value Property Value
NR-AR 0.129 NR-AR-LBD 0.196
NR-AhR 0.002 NR-Aromatase 0.023
NR-ER 0.207 NR-ER-LBD 0.335
NR-PPAR-gamma 0.191 SR-ARE 0.05
SR-ATAD5 0.299 SR-HSE 0.122
SR-MMP 0.006 SR-p53 0.015


Similar covalent inhibitors

CI002644

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CI005325

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CI004063

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CI003307

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CI005318

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CI005320

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CI005329

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CI005304

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CI005327

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CI005328

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CI003868

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CI005322

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CI005326

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CI002592

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Similar covalent drugs

No similar covalent drugs found for this compound.