Compound information

Natural Products
ZC250294
Molecular Formula
C22H32N6O6
Molecular Weight
476.238332744 g/mol
Structure
IUPAC Name
(2S)-2-[[(2S)-1-[2-[benzyloxycarbonyl(methyl)amino]acetyl]pyrrolidine-2-carbonyl]amino]-5-guanidino-pentanoic acid
InChI
InChI=1S/C22H32N6O6/c1-27(22(33)34-14-15-7-3-2-4-8-15)13-18(29)28-12-6-10-17(28)19(30)26-16(20(31)32)9-5-11-25-21(23)24/h2-4,7-8,16-17H,5-6,9-14H2,1H3,(H,26,30)(H,31,32)(H4,23,24,25)/t16-,17-/m0/s1
InChI Key
PSXDICJGJXJQAQ-IRXDYDNUSA-N
SMILES
CN(CC(=O)N1CCC[C@H]1C(=O)N[C@@H](CCCNC(=N)N)C(=O)O)C(=O)OCc1ccccc1
Source
ZINC000015721267

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 34 Ring Count 2
Heteroatom Count 12 Rotatable Bond Count 11
Hydrogen Bond Acceptor Count 6 Hydrogen Bond Donor Count 5
Topological Polar Surface Area 178.15 Å2 LogP -0.809
LogS -2.617 LogD -0.496


Absorption

Property Value Property Value
Pgp inhibitor 0.0 Pgp substrate 0.996
HIA 0.0 F20 % 0.0
F30 % 0.0 Caco-2 -6.73
MDCK -5.992


Distribution

Property Value Property Value
BBB Penetration 0.027 PPB 47.377
VD 0.421 Fu 0.195


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.0 CYP1A2 substrate 0.586
CYP2A6 substrate 0.556 CYP2B6 substrate 0.618
CYP2C19 inhibitor 0.092 CYP2C19 substrate 0.875
CYP2C8 substrate 0.717 CYP2C9 inhibitor 0.045
CYP2C9 substrate 0.998 CYP2D6 inhibitor 0.028
CYP2D6 substrate 0.752 CYP2E1 substrate 0.266
CYP3A4 inhibitor 0.013 CYP3A4 substrate 0.995


Excretion

Property Value Property Value
T1/2 0.815 CL 4.771


Toxicity

Property Value Property Value
hERG Blockers 0.405 Hepatotoxicity 0.225
Mutagenicity 0.01 Rat Oral Acute Toxicity 0.051
FDAMDD 0.327 Skin Sensitization 0.003
Carcinogenicity 0.0 Eye Corrosion 0.003
Eye Irritation 0.0 Respiratory Toxicity 0.392


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -1.218 IGC50 1.33
LC50FM -4.049 LC50DM -2.61


Tox21 Pathway

Property Value Property Value
NR-AR 0.565 NR-AR-LBD 0.316
NR-AhR 0.007 NR-Aromatase 0.023
NR-ER 0.362 NR-ER-LBD 0.389
NR-PPAR-gamma 0.41 SR-ARE 0.048
SR-ATAD5 0.313 SR-HSE 0.135
SR-MMP 0.007 SR-p53 0.022


Similar covalent inhibitors

CI005303

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CI005304

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CI005320

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CI005318

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CI005322

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CI005319

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CI005321

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CI005307

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CI005323

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CI005324

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CI005326

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CI005306

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CI005302

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CI005308

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.