Compound information

Natural Products
ZC253515
Molecular Formula
C27H40N6O8
Molecular Weight
576.29076224 g/mol
Structure
IUPAC Name
(2R)-2-[[(2R)-1-[(2S)-4-benzyloxy-2-(tert-butoxycarbonylamino)-4-oxo-butanoyl]pyrrolidine-2-carbonyl]amino]-5-guanidino-pentanoic acid
InChI
InChI=1S/C27H40N6O8/c1-27(2,3)41-26(39)32-19(15-21(34)40-16-17-9-5-4-6-10-17)23(36)33-14-8-12-20(33)22(35)31-18(24(37)38)11-7-13-30-25(28)29/h4-6,9-10,18-20H,7-8,11-16H2,1-3H3,(H,31,35)(H,32,39)(H,37,38)(H4,28,29,30)/t18-,19+,20-/m1/s1
InChI Key
MMUZQFYGDNUZHS-HSALFYBXSA-N
SMILES
CC(C)(C)OC(=O)N[C@@H](CC(=O)OCc1ccccc1)C(=O)N1CCC[C@@H]1C(=O)N[C@H](CCCNC(=N)N)C(=O)O
Source
ZINC000106588181

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 41 Ring Count 2
Heteroatom Count 14 Rotatable Bond Count 13
Hydrogen Bond Acceptor Count 8 Hydrogen Bond Donor Count 6
Topological Polar Surface Area 213.24 Å2 LogP 0.788
LogS -2.686 LogD 0.592


Absorption

Property Value Property Value
Pgp inhibitor 0.002 Pgp substrate 0.987
HIA 0.002 F20 % 0.747
F30 % 0.026 Caco-2 -6.801
MDCK -5.992


Distribution

Property Value Property Value
BBB Penetration 0.085 PPB 42.288
VD 0.315 Fu 0.295


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.0 CYP1A2 substrate 0.341
CYP2A6 substrate 0.241 CYP2B6 substrate 0.358
CYP2C19 inhibitor 0.029 CYP2C19 substrate 0.542
CYP2C8 substrate 0.237 CYP2C9 inhibitor 0.043
CYP2C9 substrate 0.784 CYP2D6 inhibitor 0.034
CYP2D6 substrate 0.174 CYP2E1 substrate 0.277
CYP3A4 inhibitor 0.004 CYP3A4 substrate 0.945


Excretion

Property Value Property Value
T1/2 0.886 CL 4.46


Toxicity

Property Value Property Value
hERG Blockers 0.194 Hepatotoxicity 0.092
Mutagenicity 0.177 Rat Oral Acute Toxicity 0.03
FDAMDD 0.336 Skin Sensitization 0.0
Carcinogenicity 0.0 Eye Corrosion 0.003
Eye Irritation 0.0 Respiratory Toxicity 0.065


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -2.288 IGC50 2.028
LC50FM 0.026 LC50DM 1.473


Tox21 Pathway

Property Value Property Value
NR-AR 0.487 NR-AR-LBD 0.435
NR-AhR 0.005 NR-Aromatase 0.016
NR-ER 0.513 NR-ER-LBD 0.388
NR-PPAR-gamma 0.341 SR-ARE 0.313
SR-ATAD5 0.336 SR-HSE 0.043
SR-MMP 0.009 SR-p53 0.057


Similar covalent inhibitors

CI005320

Similarity Score: 0.65

CI005318

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CI005322

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CI005304

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CI005319

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CI005307

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CI005321

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CI005326

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CI005303

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CI005306

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CI005323

Similarity Score: 0.55

CI005324

Similarity Score: 0.55

CI005308

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.