Compound information

Natural Products
ZC862307
Molecular Formula
C21H29N3O6
Molecular Weight
419.205635648 g/mol
Structure
IUPAC Name
benzyl (2R)-2-[[(1S)-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-AEFFLSMTSA-N
SMILES
COC(=O)CNC(=O)[C@@H](NC(=O)[C@H]1CCCN1C(=O)OCc1ccccc1)C(C)C
Source
ZINC000005706854

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 1.903
LogS -2.627 LogD 2.209


Absorption

Property Value Property Value
Pgp inhibitor 0.017 Pgp substrate 0.082
HIA 0.961 F20 % 0.928
F30 % 0.188 Caco-2 -4.622
MDCK -4.948


Distribution

Property Value Property Value
BBB Penetration 0.448 PPB 68.435
VD 0.695 Fu 0.934


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.0 CYP1A2 substrate 0.436
CYP2A6 substrate 0.308 CYP2B6 substrate 0.431
CYP2C19 inhibitor 0.415 CYP2C19 substrate 0.612
CYP2C8 substrate 0.599 CYP2C9 inhibitor 0.064
CYP2C9 substrate 0.391 CYP2D6 inhibitor 0.008
CYP2D6 substrate 0.33 CYP2E1 substrate 0.364
CYP3A4 inhibitor 0.231 CYP3A4 substrate 0.81


Excretion

Property Value Property Value
T1/2 0.882 CL 4.766


Toxicity

Property Value Property Value
hERG Blockers 0.002 Hepatotoxicity 0.531
Mutagenicity 0.019 Rat Oral Acute Toxicity 0.163
FDAMDD 0.167 Skin Sensitization 0.0
Carcinogenicity 0.001 Eye Corrosion 0.002
Eye Irritation 0.002 Respiratory Toxicity 0.007


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -0.825 IGC50 2.225
LC50FM 2.02 LC50DM 4.808


Tox21 Pathway

Property Value Property Value
NR-AR 0.278 NR-AR-LBD 0.287
NR-AhR 0.002 NR-Aromatase 0.022
NR-ER 0.266 NR-ER-LBD 0.376
NR-PPAR-gamma 0.15 SR-ARE 0.079
SR-ATAD5 0.282 SR-HSE 0.103
SR-MMP 0.011 SR-p53 0.026


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.