Compound information

Natural Products
ZC253790
Molecular Formula
C27H40N6O8
Molecular Weight
576.29076224 g/mol
Structure
IUPAC Name
(2R)-2-[[(2R)-1-[(2R)-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-VAMGGRTRSA-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
ZINC000106588183

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 0.822
LogS -2.558 LogD 0.608


Absorption

Property Value Property Value
Pgp inhibitor 0.008 Pgp substrate 0.99
HIA 0.002 F20 % 0.825
F30 % 0.015 Caco-2 -6.837
MDCK -5.978


Distribution

Property Value Property Value
BBB Penetration 0.141 PPB 27.363
VD 0.264 Fu 0.286


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.0 CYP1A2 substrate 0.372
CYP2A6 substrate 0.202 CYP2B6 substrate 0.309
CYP2C19 inhibitor 0.028 CYP2C19 substrate 0.299
CYP2C8 substrate 0.25 CYP2C9 inhibitor 0.104
CYP2C9 substrate 0.402 CYP2D6 inhibitor 0.031
CYP2D6 substrate 0.135 CYP2E1 substrate 0.296
CYP3A4 inhibitor 0.008 CYP3A4 substrate 0.866


Excretion

Property Value Property Value
T1/2 0.889 CL 4.043


Toxicity

Property Value Property Value
hERG Blockers 0.083 Hepatotoxicity 0.096
Mutagenicity 0.192 Rat Oral Acute Toxicity 0.029
FDAMDD 0.282 Skin Sensitization 0.0
Carcinogenicity 0.0 Eye Corrosion 0.002
Eye Irritation 0.0 Respiratory Toxicity 0.04


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -2.719 IGC50 2.026
LC50FM 0.549 LC50DM 1.076


Tox21 Pathway

Property Value Property Value
NR-AR 0.511 NR-AR-LBD 0.469
NR-AhR 0.004 NR-Aromatase 0.011
NR-ER 0.514 NR-ER-LBD 0.364
NR-PPAR-gamma 0.33 SR-ARE 0.363
SR-ATAD5 0.307 SR-HSE 0.033
SR-MMP 0.006 SR-p53 0.079


Similar covalent inhibitors

CI005320

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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

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CI005324

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CI005308

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Similar covalent drugs

No similar covalent drugs found for this compound.