Compound information

Natural Products
ZC1045081
Molecular Formula
C26H40N6O6
Molecular Weight
532.300933 g/mol
Structure
IUPAC Name
(2R)-2-[[1-[(2R)-2-(benzyloxycarbonylamino)-4-methyl-pentanoyl]piperidine-4-carbonyl]amino]-5-guanidino-pentanoic acid
InChI
InChI=1S/C26H40N6O6/c1-17(2)15-21(31-26(37)38-16-18-7-4-3-5-8-18)23(34)32-13-10-19(11-14-32)22(33)30-20(24(35)36)9-6-12-29-25(27)28/h3-5,7-8,17,19-21H,6,9-16H2,1-2H3,(H,30,33)(H,31,37)(H,35,36)(H4,27,28,29)/t20-,21-/m1/s1
InChI Key
KFDGYYKEYONTAZ-NHCUHLMSSA-N
SMILES
CC(C)C[C@@H](NC(=O)OCc1ccccc1)C(=O)N1CCC(C(=O)N[C@H](CCCNC(=N)N)C(=O)O)CC1
Source
ZINC000012296223

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 38 Ring Count 2
Heteroatom Count 12 Rotatable Bond Count 13
Hydrogen Bond Acceptor Count 6 Hydrogen Bond Donor Count 6
Topological Polar Surface Area 186.94 Å2 LogP 0.554
LogS -2.498 LogD 1.041


Absorption

Property Value Property Value
Pgp inhibitor 0.004 Pgp substrate 0.998
HIA 0.001 F20 % 0.965
F30 % 0.001 Caco-2 -6.77
MDCK -5.975


Distribution

Property Value Property Value
BBB Penetration 0.123 PPB 51.492
VD 0.273 Fu 0.567


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.0 CYP1A2 substrate 0.366
CYP2A6 substrate 0.151 CYP2B6 substrate 0.351
CYP2C19 inhibitor 0.024 CYP2C19 substrate 0.265
CYP2C8 substrate 0.424 CYP2C9 inhibitor 0.171
CYP2C9 substrate 0.287 CYP2D6 inhibitor 0.02
CYP2D6 substrate 0.222 CYP2E1 substrate 0.299
CYP3A4 inhibitor 0.039 CYP3A4 substrate 0.833


Excretion

Property Value Property Value
T1/2 0.736 CL 3.321


Toxicity

Property Value Property Value
hERG Blockers 0.1 Hepatotoxicity 0.088
Mutagenicity 0.099 Rat Oral Acute Toxicity 0.039
FDAMDD 0.234 Skin Sensitization 0.0
Carcinogenicity 0.002 Eye Corrosion 0.002
Eye Irritation 0.0 Respiratory Toxicity 0.108


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -1.931 IGC50 1.906
LC50FM -0.485 LC50DM -0.786


Tox21 Pathway

Property Value Property Value
NR-AR 0.479 NR-AR-LBD 0.407
NR-AhR 0.003 NR-Aromatase 0.017
NR-ER 0.409 NR-ER-LBD 0.35
NR-PPAR-gamma 0.425 SR-ARE 0.163
SR-ATAD5 0.295 SR-HSE 0.092
SR-MMP 0.009 SR-p53 0.08


Similar covalent inhibitors

CI005318

Similarity Score: 0.66

CI005306

Similarity Score: 0.59

CI005304

Similarity Score: 0.55

CI005320

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CI005326

Similarity Score: 0.55

CI005307

Similarity Score: 0.53

CI005319

Similarity Score: 0.53

CI005322

Similarity Score: 0.53

CI005321

Similarity Score: 0.52

CI005327

Similarity Score: 0.52

CI005328

Similarity Score: 0.52



Similar covalent drugs

No similar covalent drugs found for this compound.