Compound information

Natural Products
ZC860743
Molecular Formula
C21H29N3O6
Molecular Weight
419.205635648 g/mol
Structure
IUPAC Name
benzyl (2R)-2-[[(1R)-1-[(2-methoxy-2-oxo-ethyl)carbamoyl]-2-methyl-propyl]carbamoyl]pyrrolidine-1-carboxylate
InChI
InChI=1S/C21H29N3O6/c1-14(2)18(20(27)22-12-17(25)29-3)23-19(26)16-10-7-11-24(16)21(28)30-13-15-8-5-4-6-9-15/h4-6,8-9,14,16,18H,7,10-13H2,1-3H3,(H,22,27)(H,23,26)/t16-,18-/m1/s1
InChI Key
TVCNPXGWXYJWMS-SJLPKXTDSA-N
SMILES
COC(=O)CNC(=O)[C@H](NC(=O)[C@H]1CCCN1C(=O)OCc1ccccc1)C(C)C
Source
ZINC000005706855

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 30 Ring Count 2
Heteroatom Count 9 Rotatable Bond Count 8
Hydrogen Bond Acceptor Count 6 Hydrogen Bond Donor Count 2
Topological Polar Surface Area 114.04 Å2 LogP 1.945
LogS -2.951 LogD 2.169


Absorption

Property Value Property Value
Pgp inhibitor 0.272 Pgp substrate 0.051
HIA 0.962 F20 % 0.513
F30 % 0.052 Caco-2 -4.944
MDCK -4.814


Distribution

Property Value Property Value
BBB Penetration 0.185 PPB 37.948
VD 0.62 Fu 0.645


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.001 CYP1A2 substrate 0.403
CYP2A6 substrate 0.273 CYP2B6 substrate 0.403
CYP2C19 inhibitor 0.62 CYP2C19 substrate 0.396
CYP2C8 substrate 0.507 CYP2C9 inhibitor 0.059
CYP2C9 substrate 0.856 CYP2D6 inhibitor 0.005
CYP2D6 substrate 0.323 CYP2E1 substrate 0.329
CYP3A4 inhibitor 0.59 CYP3A4 substrate 0.73


Excretion

Property Value Property Value
T1/2 0.891 CL 4.563


Toxicity

Property Value Property Value
hERG Blockers 0.002 Hepatotoxicity 0.333
Mutagenicity 0.049 Rat Oral Acute Toxicity 0.133
FDAMDD 0.169 Skin Sensitization 0.0
Carcinogenicity 0.001 Eye Corrosion 0.001
Eye Irritation 0.003 Respiratory Toxicity 0.008


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -1.615 IGC50 2.241
LC50FM 2.634 LC50DM 4.53


Tox21 Pathway

Property Value Property Value
NR-AR 0.327 NR-AR-LBD 0.339
NR-AhR 0.003 NR-Aromatase 0.022
NR-ER 0.283 NR-ER-LBD 0.367
NR-PPAR-gamma 0.159 SR-ARE 0.076
SR-ATAD5 0.301 SR-HSE 0.083
SR-MMP 0.01 SR-p53 0.039


Similar covalent inhibitors

CI000827

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CI000823

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CI000824

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CI000826

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CI000373

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CI000349

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CI000329

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CI000344

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CI000825

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CI000371

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CI000334

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CI000335

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CI000336

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CI000338

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CI000353

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CI000387

Similarity Score: 0.51

CI000671

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.