Compound information

Natural Products
ZC161178
Molecular Formula
C14H20N4O4
Molecular Weight
308.14845512 g/mol
Structure
IUPAC Name
(2S)-2-(benzyloxycarbonylamino)-5-guanidino-pentanoic acid
InChI
InChI=1S/C14H20N4O4/c15-13(16)17-8-4-7-11(12(19)20)18-14(21)22-9-10-5-2-1-3-6-10/h1-3,5-6,11H,4,7-9H2,(H,18,21)(H,19,20)(H4,15,16,17)/t11-/m0/s1
InChI Key
SJSSFUMSAFMFNM-NSHDSACASA-N
SMILES
N=C(N)NCCC[C@H](NC(=O)OCc1ccccc1)C(=O)O
Source
ZINC000001540612

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 22 Ring Count 1
Heteroatom Count 8 Rotatable Bond Count 8
Hydrogen Bond Acceptor Count 4 Hydrogen Bond Donor Count 5
Topological Polar Surface Area 137.53 Å2 LogP -0.221
LogS -2.642 LogD -0.485


Absorption

Property Value Property Value
Pgp inhibitor 0.0 Pgp substrate 0.176
HIA 0.001 F20 % 0.477
F30 % 0.001 Caco-2 -6.594
MDCK -5.758


Distribution

Property Value Property Value
BBB Penetration 0.84 PPB 53.561
VD 0.36 Fu 0.182


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.002 CYP1A2 substrate 0.695
CYP2A6 substrate 0.392 CYP2B6 substrate 0.508
CYP2C19 inhibitor 0.121 CYP2C19 substrate 0.821
CYP2C8 substrate 0.683 CYP2C9 inhibitor 0.179
CYP2C9 substrate 0.589 CYP2D6 inhibitor 0.124
CYP2D6 substrate 0.655 CYP2E1 substrate 0.235
CYP3A4 inhibitor 0.014 CYP3A4 substrate 0.63


Excretion

Property Value Property Value
T1/2 0.636 CL 4.057


Toxicity

Property Value Property Value
hERG Blockers 0.667 Hepatotoxicity 0.063
Mutagenicity 0.019 Rat Oral Acute Toxicity 0.035
FDAMDD 0.065 Skin Sensitization 0.001
Carcinogenicity 0.005 Eye Corrosion 0.003
Eye Irritation 0.0 Respiratory Toxicity 0.103


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -0.375 IGC50 1.764
LC50FM 3.342 LC50DM 4.265


Tox21 Pathway

Property Value Property Value
NR-AR 0.266 NR-AR-LBD 0.28
NR-AhR 0.003 NR-Aromatase 0.025
NR-ER 0.329 NR-ER-LBD 0.345
NR-PPAR-gamma 0.485 SR-ARE 0.077
SR-ATAD5 0.323 SR-HSE 0.105
SR-MMP 0.009 SR-p53 0.019


Similar covalent inhibitors

CI002644

Similarity Score: 0.65

CI003307

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CI004063

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CI005325

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CI005320

Similarity Score: 0.55

CI005318

Similarity Score: 0.53

CI003857

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CI005304

Similarity Score: 0.51

CI005321

Similarity Score: 0.51

CI005322

Similarity Score: 0.51

CI005326

Similarity Score: 0.51

CI005327

Similarity Score: 0.51

CI005328

Similarity Score: 0.51

CI005329

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.